Ethyl (trimethylsilyl)acetate
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Ethyl (trimethylsilyl)acetate
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CAS No:
4071-88-9
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Formula:
C7H16O2Si
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Chemical Name:
Ethyl (trimethylsilyl)acetate
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Synonyms:
Acetic acid,2-(trimethylsilyl)-,ethyl ester;Acetic acid,(trimethylsilyl)-,ethyl ester;Ethyl 2-(trimethylsilyl)acetate;Ethyl α-(trimethylsilyl)acetate;2-(Trimethylsilyl)acetic acid ethyl ester;Ethyl (trimethylsilyl)acetate;NSC 108051;NSC 234752;(Trimethylsilyl)acetic acid ethyl ester;150059-67-9
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CAS No:
Ethyl (trimethylsilyl)acetate Basic Attributes
160.29
160.29
1755902
223-783-2
JJ5WZD3DYT
108051|234752
DTXSID10193694
2931900090
Safety Information
Ⅲ
3
UN 3272 3/PG 3
3
10
16-24/25
P210, P233, P240, P241, P242, P243, P280, P303+P361+P353, P370+P378, P403+P235, P501
H226
|Warning|H226 (100%): Flammable liquid and vapor [Warning Flammable liquids]|P210, P233, P240, P241, P242, P243, P280, P303+P361+P353, P370+P378, P403+P235, and P501|Aggregated GHS information provided by 43 companies from 2 notifications to the ECHA C&L Inventory.
Ethyl (trimethylsilyl)acetate Use and Manufacturing
To Zn powder (9.92 g, 152 mmol) and CuCl (1.50g, 15.2 mmol) under nitrogen was added 15 mL ofdry benzene, and the resulting mixture was refluxed with stirring for 30 min. Heating wasdiscontinued and a solution of TMSCl (12.8 mL, 101 mmol) and BrCH2CO2Et (12.3 mL, 111 mmol)in a mixture of 23 mL of dry THF and 21 mL of dry benzene was added through a dropping funnel atsuch a rate as to maintain gentle reflux. The addition took about 1 h. After the addition was complete, the mixture was heated at reflux for 1 h and then cooled with an ice bath. While the mixture wasstirred, 30 mL of aqueous 5percent HCl was added through a dropping funnel over a 10-min period. Theliquid layer was decanted and the flask was washed with Et2O. The organic phases were combinedand washed twice with sat. NaCl, twice with sat. NaHCO3, and then twice with sat. NaCl. Drying ofthe combined organic layer over MgSO4, suction filtration, and concentration under reduced pressuregave a crude product. Distillation under reduced pressure (b.p. 93-94 °C, 104 mmHg) gave, after asmall forerun, ethyl 2-(trimethylsilyl)acetate in 74percent yield (12.0 g, 74.9 mmol) as a pale yellowliquid. 1H NMR (CDCl3) δ 4.09 (q, J = 7.1 Hz, 2H), 1.89 (s, 2H), 1.24 (t, J = 7.1 Hz, 3H), 0.12 (s, 9H).
Computed Properties
Molecular Weight:160.29
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:4
Exact Mass:160.091956283
Monoisotopic Mass:160.091956283
Topological Polar Surface Area:26.3
Heavy Atom Count:10
Complexity:115
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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