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Merck
CN

209120

(三甲基硅基)乙酸乙酯

≥98%

别名:

ETSA

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关于此项目

线性分子式:
(CH3)3SiCH2CO2C2H5
化学文摘社编号:
分子量:
160.29
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
223-783-2
Beilstein/REAXYS Number:
1755902
MDL number:
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产品名称

(三甲基硅基)乙酸乙酯, ≥98%

InChI key

QQFBQBDINHJDMN-UHFFFAOYSA-N

InChI

1S/C7H16O2Si/c1-5-9-7(8)6-10(2,3)4/h5-6H2,1-4H3

SMILES string

CCOC(=O)C[Si](C)(C)C

assay

≥98%

form

liquid

refractive index

n20/D 1.415 (lit.)

bp

156-159 °C (lit.)

density

0.876 g/mL at 25 °C (lit.)

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Application

Ethyl trimethylsilylacetate (ETSA) was used in the synthesis of ethyl-2,2-dibromo-2-(trimethylsilyl)acetate. It was also used to silylate the enolizable aldehydes and ketones

General description

Reaction of ethyl trimethylsilylacetate (ETSA) with dilute hydrochloric acid, dilute alkali, anhydrous HCl, anhydrous bromine and absolute ethanol has been reported. ETSA undergoes condensation with aromatic aldehydes in the presence of base catalyst to yield β-trimethylsiloxycarboxylates. Lithium ETSA reacts with ketones to yield α,β-unsaturated esters.

pictograms

Flame

signalword

Danger

hcodes

Hazard Classifications

Flam. Liq. 2

存储类别

3 - Flammable liquids

wgk

WGK 3

flash_point_f

<73.4 °F - closed cup

flash_point_c

< 23 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

法规信息

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分析证书(COA)

Lot/Batch Number

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New synthesis of. alpha.,. beta.-unsaturated carboxylic esters.
Shimoji K, et al.
Journal of the American Chemical Society, 96(5), 1620-1621 (1974)
Synthetic Communications, 19, 2441-2441 (1989)
Synthesis and Cleavage of Ethyl Trimethylsilylacetate1, 2.
Gold JR, et al.
Journal of the American Chemical Society, 70(9), 2874-2876 (1948)
Journal of the Chemical Society. Perkin Transactions 1, 3217-3217 (1988)
Mitsuru Shindo et al.
Chemical & pharmaceutical bulletin, 51(4), 477-478 (2003-04-04)
Aliphatic alpha,alpha-dibromo esters, precursors of ynolates, were synthesized via bromination of lithium alpha-bromo ester enolates with 1,2-dibromotetrafluoroethane in good yields. alpha-Trimethylsilyl-alpha,alpha-dibromo esters were synthesized via radical bromination.

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