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Home > Encyclopedia > (±)-sec-Butylamine

(±)-sec-Butylamine

(±)-sec-Butylamine structure

(±)-sec-Butylamine 

structure
  • CAS No:

    13952-84-6

  • Formula:

    C4H11N

  • Chemical Name:

    (±)-sec-Butylamine

  • Synonyms:

    2-Butanamine;sec-Butylamine;2-Aminobutane;Tutane;2-AB;1-Methylpropylamine;2-Butylamine;1-Methylpropanamine;Butafume;dl-2-Butylamine;DL-sec-Butylamine;(±)-2-Butylamine;(±)-2-Aminobutane;(±)-2-Butanamine;(±)-sec-Butylamine;(RS)-sec-butylamine;NSC 8030;Butan-2-ylamine;33966-50-6

  • Categories:

    Food Additives  >  Preservative

Description

colourless liquid with an amine odour Butyl amines are highly flammable, colorlessliquids (n-turns yellow on standing) with ammoniacal or fishlike odors. n-isomer: Colorless to yellow liquid; fishy ammonia aroma.ChEBI: A primary aliphatic amine that is butane in which one hydrogen at position 2 is replaced by an amino group. A fumigant fungicide with a high potential for bioaccumulation, it is not approved for fungicidal use in the European Union.Sec-butylamine is an amine of butane. It can b


Sec-butylamine is a white liquid with an odor of ammonia. (USCG, 1999)|Liquid|COLOURLESS LIQUID WITH CHARACTERISTIC ODOUR.|Colourless to yellow liquid; Fishy ammonia aroma


Sec-butylamine is a white liquid with an odor of ammonia. (USCG, 1999)|Sec-butylamine is a primary aliphatic amine that is butane in which one hydrogen at position 2 is replaced by an amino group. A fumigant fungicide with a high potential for bioaccumulation, it is not approved for fungicidal use in the European Union. It has a role as an antifungal agrochemical. It is a primary aliphatic amine and an aliphatic nitrogen antifungal agent.

(±)-sec-Butylamine Basic Attributes

73.14

73.14

1361345

237-732-7

0401

8030

2735|1992|2924

DTXSID4022284

Colorless liquid

29211980

Characteristics

26

0.74

Clear colorless to light yellow Liquid

0.724 g/cm3 @ Temp: 20 °C

-104 °C

63 °C

−3 °F

n 20/D 1.3928(lit.)

Micible with water.

Flammables area

Vapour pressure, kPa at 20°C: 18

Relative vapour density (air = 1): 2.52

Oral-Rat LD50: 152 mg/kg

Inflammable in case of open flame, high temperature, oxidant; burning produces toxic nitrogen oxide fumes

1.8-9.0%(V)

Amine odor|Ammoniacal

Henry's Law constant = 1.5X10-4 atm-cu m/mol at 25 °C (est)

pKa = 10.56 (conjugate acid)

Liquid; Density 0.7308 at 15 °C/4 °C; Index of refraction: 1.3963 at 15 °C/D; Specific optical rotation: +7.80 degrees (neat) at 15 °C/D /d(S) form/|Liquid; BP: 63 °CDensity 0.728 at 19 °C/4 °C; Specific optical rotation: -7.64 deg /l-form/|It is a base, forming water-soluble salts with acids.|Ratio of specific heats of vapor (gas): 1.073 @ 20 °C (est); Heat of solution: -170 BTU/lb= -93 cal/g= -3.9X10+5 J/kg|Wt/gal at 20 °C = 6.0 lb

May be sensitive to air. (NTP, 1992). Water soluble.

Amines, Phosphines, and Pyridines

SEC-BUTYLAMINE neutralizes acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen may be generated in combination with strong reducing agents, such as hydrides.

712 °F (USCG, 1999)|712 °F|378 °C

-3008.6 kJ/mole @ 25 °C

The vapour is heavier than air and may travel along the ground; distant ignition possible.

Corrosive to tin, aluminum, and some steels

32.85 kJ/mole at 25 °C

Critical temperature: 514.3 K; critical pressure: 4.20 MPa

Safety Information

II

3

UN 2733 3/PG 2

2

11-20/22-35-50

9-16-26-28-36/37/39-45-61-28A

EO3325000

F,C,N

Storehouse ventilated at low temperature and dry; stored separately from oxidants, acids, food materials

Stable, but light sensitive. Incompatible with strong oxidizing agents, strong acids. Highly flammable.

P210-P273-P280-P301 + P310-P305 + P351 + P338-P310

H225-H301-H314-H332-H410

SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational exposure or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal, aquatic, and plant life; and conformance with environmental and public health regulations.|Controlled incineration; incinerator is equipped with a scrubber or thermal unit to reduce NOx emissions. /Butyl Amines/|/Absorb small spills with paper and/ burn the paper in a suitable location away from combustible materials. Large quantities can be reclaimed or collected & atomized in suitable combustion chamber equipped with appropriate effluent gas cleaning device. /N-BUTYLAMINE/

Forms explosive mixture with air. May accumulate static electrical charges, and may cause ignition of its vapors. n-Butylamine is a weak base; reacts with strong oxidizers and acids causing fire and explosion hazard. Incompatible with organic anhydrides, isocyanates, vinyl acetate, acrylates, substituted allyls, alkylene oxides, epichlorohydrin, ketones, aldehydes, alcohols, glycols, phenols, cresols, caprolactum solution. Attacks some metals in presence of moitsure. /Butyl Amines/|Incompatible with oxidizing materials.

Special Hazards of Combustion Products: Toxic oxides of nitrogen may be formed in fire. Behavior in Fire: Vapor is heavier than air and may travel to a source of ignition and flash back. Containers may explode in fire. (USCG, 1999)|Highly flammable. Vapour/air mixtures are explosive.|Flammable - 3rd degree

|Danger|H225 (100%): Highly Flammable liquid and vapor [Danger Flammable liquids]|P210, P233, P240, P241, P242, P243, P260, P261, P264, P270, P271, P273, P280, P301+P310, P301+P312, P301+P330+P331, P303+P361+P353, P304+P312, P304+P340, P305+P351+P338, P310, P312, P321, P330, P363, P370+P378, P391, P403+P235, P405, and P501|Aggregated GHS information provided by 55 companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|P210, P233, P240, P241, P242, P243, P260, P261, P264, P270, P271, P273, P280, P301+P312, P301+P330+P331, P303+P361+P353, P304+P312, P304+P340, P305+P351+P338, P310, P312, P321, P330, P363, P370+P378, P391, P403+P235, P405, and P501|Aggregated GHS information provided by 39 companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H225: Highly Flammable liquid and vapor [Danger Flammable liquids]|P210, P233, P240, P241, P242, P243, P260, P264, P270, P280, P301+P310, P301+P330+P331, P303+P361+P353, P304+P340, P305+P351+P338, P309+P311, P310, P321, P330, P363, P370+P378, P403+P235, P405, and P501

Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]: As an immediate precautionary measure, isolate spill or leak area in all directions for at least 50 meters (150 feet) for liquids and at least 25 meters (75 feet) for solids. SPILL: Increase, in the downwind direction, as necessary, the isolation distance shown above. FIRE: If tank, rail car or tank truck is involved in a fire, ISOLATE for 800 meters (1/2 mile) in all directions; also, consider initial evacuation for 800 meters (1/2 mile) in all directions. (ERG, 2016)

Neutralizing Agents for Acids and Caustics: Flush with water (USCG, 1999)

Chemical safety goggles; rubber gloves and apron; respiratory protective equipment; non-sparking shoes (USCG, 1999)|SRP: When working with strong solutions of acids or bases or other caustic or corrosive materials, always wear a full face mask. When working with caustic or corrosive gases or vapors, a full face mask will not protect the eyes or prevent inhaling the material. A full face respirator is required.|Wear protective gloves and clothing to prevent any reasonable probability of skin contact. Teflon is recommended by safety equipment suppliers/manufacturers for n-Butylamine and Chlorinated polyethylene (CPE) and VITON/chlorobutylene for Isobutylamine. Contact lenses should not be worn when working with this chemical. Wear dust-proof chemical goggles and face shield unless full face-piece respiratory protection is worn. Employees should wash immediately with soap when skin is wet or contaminated. Provide emergency showers and eyewash. /Butyl Amines/|Chemical safety goggles, rubber gloves and apron; Respiratory protective equipment; Non-sparking shoes.

Vapor/air mixtures are explosive.|Containers may explode in fire.

Alcohol foam, dry chemical, or carbon dioxide|If material on fire or involved in fire: Do not extinguish fire unless flow can be stopped. Use "alcohol" foam, dry chemical or carbon dioxide. Cool all affected containers with flooding quantities of water. Apply water from as far a distance as possible. Do not use water on material itself. If large quantities of combustibles are involved, use water in flooding quantities as spray and fog. Use water spray to knock-down vapors.

Vapor is heavier than air and may travel to a source of ignition and flash back.

Small spill: Use absorbent paper to pick up spilled material. Follow by washing surfaces well with soap and water. Seal all wastes in vapor-tight plastic bags for eventual disposal.|Environmental considerations-land spill: Dig a pit, pond, lagoon, holding area to contain liquid or solid material. /SRP: If time permits, pits, ponds, lagoons, soak holes, or holding areas should be sealed with an impermeable flexible membrane liner./ Dike surface flow using soil, sand bags, foamed polyurethane, or foamed concrete. Absorb bulk liquid with fly ash, cement powder, or commercial sorbents.|Environmental considerations-water spill: Use natural barriers or oil spill control booms to limit spill travel. Remove trapped material with suction hoses.|Environmental considerations-air spill: Apply water spray or mist to knock down vapors.

SRP: The scientific literature for the use of contact lenses in industry is conflicting. The benefit or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.|Wash thoroughly following contact.|If material not on fire and not involved in fire: Keep sparks, flames, and other sources of ignition away. Keep material out of water sources and sewers. Build dikes to contain flow as necessary. Attempt to stop leak if without undue personnel hazard. Use water spray to knock-down vapors. Do not use water on material itself. Neutralize spilled material with crushed limestone, soda ash, or lime.|Personnel protection: Avoid breathing vapors. Keep upwind. ... Avoid bodily contact with the material. ... Do not handle broken packages unless wearing appropriate personal protective equipment. Wash away any material which may have contacted the body with copious amounts of water or soap and water.

/GUIDE 132: FLAMMABLE LIQUIDS - CORROSIVE/ Fire or Explosion: Flammable/combustible materials. May be ignited by heat, sparks or flames. Vapors may form explosive mixtures with air. Vapors may travel to source of ignition and flash back. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapor explosion hazard indoors, outdoors or in sewers. Those substances designated with a "P" may polymerize explosively when heated or involved in a fire. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids are lighter than water. /Alkylamines, NOS/|/GUIDE 132: FLAMMABLE LIQUIDS - CORROSIVE/ Health: May cause toxic effects if inhaled or ingested/swallowed. Contact with substance may cause severe burns to skin and eyes. Fire will produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or suffocation. Runoff from fire control or dilution water may cause pollution. /Alkylamines, NOS/|/GUIDE 132: FLAMMABLE LIQUIDS - CORROSIVE/ Public Safety: CALL Emergency Response Telephone Number ... . As an immediate precautionary measure, isolate spill or leak area for at least 50 meters (150 feet) in all directions. Keep unauthorized personnel away. Stay upwind. Keep out of low areas. Ventilate closed spaces before entering. /Alkylamines, NOS/|/GUIDE 132: FLAMMABLE LIQUIDS - CORROSIVE/ Protective Clothing: Wear positive pressure self-contained breathing apparatus (SCBA). Wear chemical protective clothing that is specifically recommended by the manufacturer. It may provide little or no thermal protection. Structural firefighters' protective clothing is recommended for fire situations ONLY; it is not effective in spill situations where direct contact with the substance is possible. /Alkylamines, NOS/|For more DOT Emergency Guidelines (Complete) data for SEC-BUTYLAMINE (16 total), please visit the HSDB record page.

No person may /transport,/ offer or accept a hazardous material for transportation in commerce unless that person is registered in conformance ... and the hazardous material is properly classed, described, packaged, marked, labeled, and in condition for shipment as required or authorized by ... /the hazardous materials regulations (49 CFR 171-177)./|The International Air Transport Association (IATA) Dangerous Goods Regulations are published by the IATA Dangerous Goods Board pursuant to IATA Resolutions 618 and 619 and constitute a manual of industry carrier regulations to be followed by all IATA Member airlines when transporting hazardous materials.|The International Maritime Dangerous Goods Code lays down basic principles for transporting hazardous chemicals. Detailed recommendations for individual substances and a number of recommendations for good practice are included in the classes dealing with such substances. A general index of technical names has also been compiled. This index should always be consulted when attempting to locate the appropriate procedures to be used when shipping any substance or article.

Caution: Irritating to skin and mucous membranes.|Severe skin irritant. Causes second- and third-degree burns on short contact and is very injurious to the eyes.

Evacuate danger area! Consult an expert! Personal protection: chemical protection suit including self-contained breathing apparatus. Remove all ignition sources. Collect leaking and spilled liquid in sealable containers as far as possible. Absorb remaining liquid in sand or inert absorbent. Then store and dispose of according to local regulations.

Fireproof. Separated from strong oxidants and strong acids. Cool. Dry. Keep in a well-ventilated room.

A harmful contamination of the air can be reached very quickly on evaporation of this substance at 20 °C.

The substance is corrosive to the eyes, skin and respiratory tract.

Repeated or prolonged contact with skin may cause dermatitis.

NO open flames, NO sparks and NO smoking. Closed system, ventilation, explosion-proof electrical equipment and lighting.

STRICT HYGIENE! IN ALL CASES CONSULT A DOCTOR!

Use ventilation, local exhaust or breathing protection.

Protective gloves. Protective clothing.

Wear safety spectacles, face shield or eye protection in combination with breathing protection.

This action promulgates standards of performance for equipment leaks of Volatile Organic Compounds (VOC) in the Synthetic Organic Chemical Manufacturing Industry (SOCMI). The intended effect of these standards is to require all newly constructed, modified, and reconstructed SOCMI process units to use the best demonstrated system of continuous emission reduction for equipment leaks of VOC, considering costs, non air quality health and environmental impact and energy requirements. sec-Butylamine is produced, as an intermediate or a final product, by process units covered under this subpart.

| 3 - Materials that, under emergency conditions, can cause serious or permanent injury.| 3 - Liquids and solids that can be ignited under almost all ambient temperature conditions. Materials produce hazardous atmospheres with air under almost all ambient temperatures or, though unaffected by ambient temperatures, are readily ignited under almost all conditions.| 0 - Materials that in themselves are normally stable, even under fire conditions.

Persons in charge of vessels or facilities are required to notify the National Response Center (NRC) immediately, when there is a release of this designated hazardous substance, in an amount equal to or greater than its reportable quantity of 1000 lb or 454 kg. The toll free number of the NRC is (800) 424-8802. The rule for determining when notification is required is stated in 40 CFR 302.4 (section IV. D.3.b).

SEDIMENT: A sediment core sample collected from Chesapeake Bay, MD in June 1988, from a depth of 10-15 cm, had a sec-butylamine concentration of 0.05 uM(1).|SOIL: sec-Butylamine was found in the soil (loam) of the Moscow (USSR) region at an unspecified concentration(1).

sec-Butylamine has been determined to be a volatile component of cattle feed lots, probably from the decomposition of manure(1).

Toxicity

highly

IDENTIFICATION: sec-Butylamine is a colorless liquid with an ammoniacal odor. It is miscible with water and most organic solvents. Formulated products include phosphate and carbonate salts. Mixed solutions are not stable beyond three days and concentrates or mixed solutions require protection from direct ight or extremes in temperatures. sec-Butylamine is a fungicide particularly effective for the control of fruit rotting fungi. ANIMAL STUDIES: Groups of dogs were administered this compound as the carbonate or acetate salt and data were recorded for heart rate, respiration, blood pressure and EEG apparatus. IV administration of either the acetate or carbonate resulted in elevated blood pressure, heart rate and respiration. Intragastric administration of larger doses resulted in similar responses. Groups of rats 20 males and 20 females were utilized in a two litter generation, four generation. The Fo parents were allowed to bear six additional litters. The F1b, 2b and3b litters were used as parents for the following generation and maintained for varying periods (162-202 days after weaning their respective litters). Reproduction indices, fertility index, sestation index, viability index and lactation index were normal. A reduction of growth was noted throughout the study at the high dietary level. Reproduction was unimpaired for any of the eight litters produced by the Fo generation. Groups of rabbits were fed sec-butylamine phosphate in the diet and subjected to a two generation, one litter per generation reproduction study. Mortality of several animals was evident at the high dose. Animals switched from the high dose to a lower dose had no effect on fertility, duration of gestation, delivery of live progeny or lactation indices in both generations examined. Growth of the progeny in the F1 generation was normal, while it was slightly depressed in the F2. There was no effect of butylamine acetate noted on survival of offspring in either generation. Groups of Dutch Belted does (19 rabbits per group) were administered sec-butylamine daily from Day 8 through 18 of gestation. Mean fetal weights were lower than controls and a decreased viability of live fetuses was noted at the high dose level. There were no differences from controls with respect for reproduction, sex distribution of fetuses or the number of malformations found. Groups of 10 male and 10 female rats were fed sec-butylamine acetate in the diet for 3 months. At the high dose level a significant growth reduction was noted. A dose related leukopenia in both males and females was recorded. Gross and microscopic examination of tissues and organs showed no adverse effects of dietary sec-butylamine. Six male and six female rabbits were treated dermally for 20 days. A surfactant was present in the aqueous solution. The skin of half the animals was abraded prior to the initiation of the study. There was no mortality and only one animal of the abraded group showed adverse reactions (diarrhea) during the study. Growth, clinical chemistry, hematology and gross and microscopic examination of the tissues and organs were normal. The carcinogenic potential of sec-butylamine was judged to be low based on long term studies. In a feeding study using cows, residues of sec-butylamine were found in muscle, liver, fat and kidney. Data on the presence in urine and feces suggest it is easily absorbed in to the blood and excreted in the urine. Urinary samples from two dogs treated with sec-butylamine were acidified and distilled. A diphenylhydrazone was formed which corresponded to the product formed from a reaction with methyl ethyl ketone.[

LD50 Hen oral 250 mg/kg|LD50 Rat oral 157.5 mg/kg (male); 146.8 mg/kg (female)|LD50 Dog oral 225 mg/kg|LD50 Rabbit dermal 2500 mg/kg|LD50 Rat oral (female, male) 152 mg/kg

... Employees /with chronic respiratory, skin, or eye disease are/ at increased risk from butylamine exposure. /n-Butylamine/

... amines from decomposing fish ... /Amines/

sec-Butylamine's production may result in its release to the environment through various waste streams; its former use in the US as a fungicide(1) resulted in its direct release to the environment(SRC).

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 60(SRC), determined from a log Kow of 0.74(2) and a regression-derived equation(3), indicates that sec-butylamine is expected to have high mobility in soil(SRC). The pKa of sec-butylamine is 10.56(4) indicating that this compound will exist almost entirely in the cation form in the environment and cations generally adsorb more strongly to soils containing organic carbon and clay than their neutral counterparts(5). Volatilization of sec-butylamine from moist soil surfaces is not expected to be an important fate process given its cationic state(SRC). sec-Butylamine is expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(6). In an aerobic screening study, sec-butylamine reached 70 percent of its theoretical BOD after 28 days(7) and in a separate study was identified as being amenable to anaerobic biodegradation(8).|AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 60(SRC), determined from a log Kow of 0.74(2) and a regression-derived equation(3), indicates that sec-butylamine is not expected to adsorb to suspended solids and sediment(SRC). A pKa of 10.56(4) indicates sec-butylamine will exist almost entirely in the cation form at pH values of 5 to 9 and therefore volatilization from water surfaces is not expected to be an important fate process(5). According to a classification scheme(6), an estimated BCF of 3(SRC), from its log Kow(2) and a regression-derived equation(7), suggests the potential for bioconcentration in aquatic organisms is low(SRC). In an aerobic screening study, sec-butylamine reached 70 percent of its theoretical BOD after 28 days(8) and in a separate study was identified as being amenable to anaerobic biodegradation(9).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), sec-butylamine, which has a vapor pressure of 178 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase sec-butylamine is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 9 hours(SRC), calculated from its rate constant of 4.5X10-11 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). sec-Butylamine does not contain chromophores that absorb at wavelengths >290 nm(4) and therefore is not expected to be susceptible to direct photolysis by sunlight(SRC).

The rate constant for the vapor-phase reaction of sec-butylamine with photochemically-produced hydroxyl radicals has been estimated as 4.5X10-11 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 9 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). sec-Butylamine is not expected to undergo hydrolysis in the environment due to the lack of functional groups that hydrolyze under environmental conditions(2). sec-Butylamine does not contain chromophores that absorb at wavelengths >290 nm(2) and therefore is not expected to be susceptible to direct photolysis by sunlight(SRC).

An estimated BCF of 3 was calculated in fish for sec-butylamine(SRC), using a log Kow of 0.74(1) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is low(SRC).

The Koc of sec-butylamine is estimated as 60(SRC), using a log Kow of 0.74(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that sec-butylamine is expected to have high mobility in soil. The pKa of sec-butylamine is 10.56(4) indicating that this compound will exist almost entirely in the cation form in the environment and cations generally adsorb more strongly to soils containing organic carbon and clay than their neutral counterparts(5).

A pKa of 10.56(1) indicates sec-butylamine will exist almost entirely in the cation form at pH values of 5 to 9 and therefore volatilization from water surfaces is not expected to be an important fate process(2). sec-Butylamine's estimated Henry's Law constant indicates that volatilization from moist soil surfaces may occur(SRC). The potential for volatilization of sec-butylamine from dry soil surfaces may exist based upon its vapor pressure of 178 mm Hg(3).

... Residues /of sec-butylamine from post-harvest treatments/ in citrus fruit (orange, tangarine, mandarin, grapefruit and lemon) ranged from 0.88-7.65 ug/g ... Pome fruit residues ranged from 2.75-11.6 ug/g, with pears (11.2-11.6 ug/g) having 3-4 times higher residues than apples (2.75-3.61 ug/g). Whole green or ripened Cavendish bananas contained residues ranging from 15.1-27.6 ug/g, with 2% or less of the residue being found in the pulp.

Occupational exposure to sec-butylamine may occur through inhalation and dermal contact with this compound at workplaces where sec-butylamine is produced or used. Monitoring and use data indicate that the general population may be exposed to sec-butylamine via ingestion of food, and dermal contact with this compound and other products containing sec-butylamine. (SRC)

Drug Information

sec-Butylamine at 5 mM inhibited the oxidation of pyruvate by mitochondria isolated from hyphae of Penicillium digitatum ... sec-Butylamine did not interfere with oxidative phosphorylation, as evidenced by pyruvate dehydrogenase complex isolated from young hyphae of P digitatum that was inhibited strongly by 20 mM sec-butylamine, whereas other tricarboxylic acid cycle enzymes were only slightly affected at most. Inhibition of the pyruvate dehydrogenase complex by sec-butylamine was competitive with respect to pyruvate. ... /Authors propose/ ... that the pyruvate dehydrogenase complex is the primary site of the fungistatic action of sec-butylamine.

Inhalation causes irritation or burns of the respiratory system; exposure to concentrated vapors can cause asphyxiation. Ingestion causes burns of mouth and stomach. Contact with eyes causes lachrymation, conjunctivitis, burns, corneal edema. Contact with skin causes irritation or burns, dermatitis. (USCG, 1999)

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop. SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. IMMEDIATELY call a hospital or poison control center even if no symptoms (such as redness or irritation) develop. IMMEDIATELY transport the victim to a hospital for treatment after washing the affected areas. INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. If symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop, call a physician and be prepared to transport the victim to a hospital. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used; if not available, use a level of protection greater than or equal to that advised under Protective Clothing. INGESTION: DO NOT INDUCE VOMITING. Corrosive chemicals will destroy the membranes of the mouth, throat, and esophagus and volatile chemicals have a high risk of being aspirated into the victim's lungs during vomiting. Thus, the risk of increasing the medical problems by inducing vomiting of a volatile corrosive chemical is very high. If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. IMMEDIATELY transport the victim to a hospital. If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. IMMEDIATELY transport the victim to a hospital. (NTP, 1992)


Fresh air, rest. Artificial respiration may be needed. Refer for medical attention.


Remove contaminated clothes. Rinse skin with plenty of water or shower. Refer for medical attention .


First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.

Basic treatment: Establish a patent airway (oropharyngeal or nasopharyngeal airway, if needed). Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if necessary. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for pulmonary edema and treat if necessary ... . Monitor for shock and treat if necessary ... . Anticipate seizures and treat if necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with 0.9% saline (NS) during transport ... . Do not use emetics. For ingestion, rinse mouth and administer 5 mg/kg up to 200 ml of water for dilution if the patent can swallow, has a strong gag reflex, and does not drool. Administer activated charcoal ... . Cover skin burns with dry sterile dressings after decontamination ... . /Organic bases/Amines and related compounds/|Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious, has severe pulmonary edema, or is in severe respiratory distress. Positive-pressure ventilation techniques with a bag-valve-mask device may be beneficial. Consider drug therapy for pulmonary edema ... . Monitor cardiac rhythm and treat arrhythmias as necessary ... . Start IV administration of D5W /SRP: "To keep open", minimal flow rate/. Use 0.9% saline (NS) or lactated Ringer's (LR) if signs of hypovolemia are present. For hypotension with signs of hypovolemia, administer fluid cautiously. If patient is unresponsive to these measures, vasopressors may be helpful. Watch for signs of fluid overload ... . Administer 1% solution methylene blue if patient is symptomatic with severe hypoxia, cyanosis, and cardiac compromise not responding to oxygen. ... . Treat seizures with diazepam or lorazepam ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Organic bases/Amines and related compounds/

/SIGNS AND SYMPTOMS/ Inhalation causes irritation or burns of the respiratory system; Exposure to concentrated vapors can cause asphyxiation. Ingestion causes burns of mouth and stomach. Contact with eyes causes lacrimation, conjunctivitis, burns, corneal edema. Contact with skin causes irritation or burns, dermatitis.|/SIGNS AND SYMPTOMS/ Severe skin irritant. Causes second- and third-degree burns on short contact and is very injurious to the eyes.|/OTHER TOXICITY INFORMATION/ Since the amines are bases and may form strongly alkaline solutions, they can be damaging if splashed in the eye or if allowed to contaminate the skin. ... The lower aliphatic amines are normal constituents of body tissues, so that they occur in a large number of foods, particularly fish, to which they impart a characteristic odor. One area of concern at present is the possibility that some aliphatic amines may react with nitrate or nitrite in vivo to form nitroso compounds, many of which are known to be potent carcinogens in animals ... . /Aliphatic amines/

The substance can be absorbed into the body by inhalation of its vapour and by ingestion.

Cough. Laboured breathing. Sore throat. Shortness of breath.


Redness. Skin burns. Pain. Blisters.


Redness. Pain. Blurred vision. Severe deep burns.

(±)-sec-Butylamine Use and Manufacturing

Methods of Manufacturing

It is synthesized by hydrogenation and ammoniation of butanone under nickel catalysis.

Uses

Fungicide. Intermediates for the production of pesticides, pharmaceuticals and siloxanes, additives for polymerization and rubber additives.

Production

Production volumes for non-confidential chemicals reported under the Inventory Update Rule. [Table#5866]|This chemical is listed High Production Volume (HPV) (65FR81686). Chemicals listed as HPV were produced in or imported into the U.S. in >1 million pounds in 1990 and/or 1994. The HPV list is based on the 1990 Inventory Update Rule. (IUR) (40 CFR part 710 subpart B; 51FR21438).

Formulated as concentrated aq solutions of the appropriate salts, usually acetate or phosphate or as the free amine, Butafume, 90%.|Grade: Pure|Frucote|Trade Names: Deccotane, Frucote, Tutane

2-Butanamine: ACTIVE|The WHO Recommended Classification of Pesticides by Hazard identifies butylamine (technical grade) as Class II: moderately hazardous; Main Use: fungicide, other than for seed treatment.|Taylor et al, US Patent 2,636,902 (1953 to Imperial Chemical Industries, Ltd); Thurston, US Patent 2,689,868 (1954 to American Cyanamid).|Aziridines are hydrogenated in the presence of typical hydrogenation catalysts to give alkyl amines.

... High-pressure liquid chromatography using a reverse-phase system with fluorescence detection ... was used to determine residues of the fungicide, sec-butylamine, in potato tubers.|Traces of C1-C4 aliphatic amines were derivatized with 7-chloro-4-nitro-2,1,3-benzoxadiazole in alkaline methanol and the resulting amine derivatives were determined by reversed-phase high-performance liquid chromatography with fluorescence detection at 530 nm. /C1-C4 Aliphatic amines/|A GC analytical column, alkalized SEPABEAD GHP-1 (GHP-1), was prepared to determine the C1-C4 aliphatic amines without interferences of water, and handy SP cartridges impregnated with phosphoric acid were used to perform trace determination of these amines in air samples. The proposed method may be useful in routine analyzing a large number of air samples in studies of air pollution. /C1-C4 aliphatic amines/|A MIXT OF 13 LOWER ALIPHATIC AMINES INCLUDING ISOBUTYLAMINE WERE SEPARATED IN A TENAX-GC COLUMN BY TEMP PROGRAMMING GAS CHROMATOGRAPHY. /ALIPHATIC AMINES/|For more Analytic Laboratory Methods (Complete) data for SEC-BUTYLAMINE (7 total), please visit the HSDB record page.

Food additives -> Flavoring Agents|Agrochemicals -> Fungicides|Fire Hazards -> Flammable - 3rd degree

Flavoring Agents

Computed Properties

Molecular Weight:73.14
XLogP3:0.6
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:1
Exact Mass:73.089149355
Monoisotopic Mass:73.089149355
Topological Polar Surface Area:26
Heavy Atom Count:5
Complexity:19.6
Undefined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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