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Ethyl (trimethylsilyl)acetate

Ethyl (trimethylsilyl)acetate Structure
CAS No.
4071-88-9
Chemical Name:
Ethyl (trimethylsilyl)acetate
Synonyms
ETSA;2-trimethylsilylbutanoate;Ethyl(Trimethylsily)Acetate;ETHYL (TRIMETHYLSILYL)ACETATE;ETHYL(2-TRIMETHYLSILYL)ACETATE;ETHYL TRI METHYLSILYLACETATE 99%;Ethyl (trimethylsilyl)acetate,97%;Ethyl acetatethree Methylsilicone;Ethyl (trimethylsilyl)acetate, 98+%;(TRIMETHYLSILYL)ACETIC ACID ETHYL ESTER
CBNumber:
CB7271085
Molecular Formula:
C7H16O2Si
Molecular Weight:
160.29
MOL File:
4071-88-9.mol
Modify Date:
2023/4/23 13:52:06

Ethyl (trimethylsilyl)acetate Properties

Boiling point 156-159 °C (lit.)
Density 0.876 g/mL at 25 °C (lit.)
refractive index n20/D 1.415(lit.)
Flash point 95 °F
storage temp. Inert atmosphere,Room Temperature
solubility sol ethereal and chlorinated solvents; reacts with protic solvents.
form clear liquid
color Colorless to Almost colorless
Specific Gravity 0.876
Water Solubility Decomposition
Hydrolytic Sensitivity 2: reacts with aqueous acid
Sensitive Moisture Sensitive
BRN 1755902
CAS DataBase Reference 4071-88-9(CAS DataBase Reference)
NIST Chemistry Reference Ethyl (trimethylsilyl)acetate(4071-88-9)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS02
Signal word  Warning
Hazard statements  H226
Precautionary statements  P210-P240-P241-P280a-P303+P361+P353-P501a
Risk Statements  10
Safety Statements  16-24/25
RIDADR  UN 3272 3/PG 3
WGK Germany  3
10-21
TSCA  Yes
HazardClass  3
PackingGroup  III
HS Code  29319090
NFPA 704
3
0 0

Ethyl (trimethylsilyl)acetate price More Price(6)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) 209120 Ethyl trimethylsilylacetate ≥98% 4071-88-9 25G ₹10013.13 2022-06-14 Buy
TCI Chemicals (India) T1584 Ethyl (Trimethylsilyl)acetate min. 93.0 % 4071-88-9 5G ₹2200 2022-05-26 Buy
ALFA India ALF-A17707-30 Ethyl (trimethylsilyl)acetate, 98+% 4071-88-9 250g ₹70519 2022-05-26 Buy
TCI Chemicals (India) T1584 Ethyl (Trimethylsilyl)acetate min. 93.0 % 4071-88-9 25G ₹7200 2022-05-26 Buy
ALFA India ALF-A17707-18 Ethyl (trimethylsilyl)acetate, 98+% 4071-88-9 50g ₹12108 2022-05-26 Buy
Product number Packaging Price Buy
209120 25G ₹10013.13 Buy
T1584 5G ₹2200 Buy
ALF-A17707-30 250g ₹70519 Buy
T1584 25G ₹7200 Buy
ALF-A17707-18 50g ₹12108 Buy

Ethyl (trimethylsilyl)acetate Chemical Properties,Uses,Production

Chemical Properties

Ethyl trimethylsilylacetate is a clear colorless liquid. It is stable to the usual manipulations, and can be stored in glass containers for years without change of physical and spectral properties.

Uses

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

Preparation

ethyl trimethylsilylacetate synthesis: Available by a Reformatsky reaction from ethyl bromoacetate, and by reaction of trimethylsilylmethylmagnesium chloride with ethyl chloroformate. An alternative approach requires the treatment of ethyl acetate with triphenylmethylsodium followed by chlorotrimethylsilane The use of a nitrogen base with ethyl acetate in THF followed by reaction with chlorotrimethylsilane results in a mixture of C- and O-silylation. The use of HMPA as additive in the reaction medium increases the amount of O-silylation to 90%. Similar methods can be used to prepare analogs.

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.

Purification Methods

Purify it by distilling ca 10g of reagent through a 15cm, Vigreux column (p 11) and then redistilling it through a 21cm glass helices-packed column [Hauze & Hauser J Am Chem Soc 75 994 1953]. Alternatively, dissolve it in Et2O, wash with H2O, dilute Na2CO3, dry over Na2CO3, evaporate Et2O, and distil it through a column of 15 theoretical plates. [Gold et al. J Am Chem Soc 70 2874 1948, Beilstein 4 IV 3974.]

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ETHYL(2-TRIMETHYLSILYL)ACETATE ETHYL (TRIMETHYLSILYL)ACETATE (TRIMETHYLSILYL)ACETIC ACID ETHYL ESTER ETHYL TRI METHYLSILYLACETATE 99% Ethyl(Trimethylsily)Acetate ETSA~(Trimethylsilyl)acetic acid ethyl ester Ethyl (trimethylsilyl)acetate, 98+% 2-(Trimethylsilyl)acetic acid ethyl ester 2-[Dimethyl(methyl)silyl]acetic acid ethyl ester Ethyl (trimethylsilyl)acetate,97% (Trimethylsilyl)acetic Acid Ethyl Ester ETSA Ethyl acetatethree Methylsilicone Acetic acid, (trimethylsilyl)-, ethyl ester ETHYL 2-(TRIMETHYLSILYL)ACETATE, 97%ETHYL 2-(TRIMETHYLSILYL)ACETATE, 97%ETHYL 2-(TRIMETHYLSILYL)ACETATE, 97% 2-trimethylsilylbutanoate TIANFUCHEM-- 4071-88-9--Ethyl (trimethylsilyl)acetate in stock ETSA 4071-88-9 C7H16O2Si CH33SiCH2CO2CH2CH3 CH33SiCH2CO2C2H5 Carbonyl Compounds C6 to C7 Building Blocks Si (Classes of Silicon Compounds) Silicon Compounds (for Synthesis) Si-(C)4 Compounds Organic Building Blocks Esters Si (Classes of Silicon Compounds) Si-(C)4 Compounds Silicon Compounds (for Synthesis) Synthetic Organic Chemistry