Ethyl (trimethylsilyl)acetate
- 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
- MDL Number:
- MFCD00009172
- MOL File:
- 4071-88-9.mol
| Boiling point | 156-159 °C (lit.) |
|---|---|
| Density | 0.876 g/mL at 25 °C (lit.) |
| refractive index |
n |
| 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) |
| FDA UNII | JJ5WZD3DYT |
| NIST Chemistry Reference | Ethyl (trimethylsilyl)acetate(4071-88-9) |
Ethyl (trimethylsilyl)acetate price More Price(14)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | 209120 | Ethyl trimethylsilylacetate ≥98% | 4071-88-9 | 25g | $244 | 2022-05-15 | Buy |
| TCI Chemical | T1584 | Ethyl (Trimethylsilyl)acetate >93.0%(GC) | 4071-88-9 | 5g | $54 | 2024-03-01 | Buy |
| TCI Chemical | T1584 | Ethyl (Trimethylsilyl)acetate >93.0%(GC) | 4071-88-9 | 25g | $162 | 2024-03-01 | Buy |
| Alfa Aesar | A17707 | Ethyl (trimethylsilyl)acetate, 98+% | 4071-88-9 | 10g | $59.65 | 2024-03-01 | Buy |
| Alfa Aesar | A17707 | Ethyl (trimethylsilyl)acetate, 98+% | 4071-88-9 | 50g | $257 | 2024-03-01 | 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.
Uses
(silylating agent; source of an ethyl acetate anion equivalent.Ethyl trimethylsilylacetate is reactive to nucleophiles and readily undergoes desilylation reactions with acid or alkali,ethanol, and bromine. 
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.]
Ethyl (trimethylsilyl)acetate Preparation Products And Raw materials
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Capot Chemical Co.,Ltd. | 571-85586718 +8613336195806 | sales@capotchem.com | China | 29797 | 60 |
| Shanghai Daken Advanced Materials Co.,Ltd | +86-371-66670886 | info@dakenam.com | China | 15928 | 58 |
| Henan Tianfu Chemical Co.,Ltd. | +86-0371-55170693 +86-19937530512 | info@tianfuchem.com | China | 21691 | 55 |
| Hangzhou FandaChem Co.,Ltd. | 008657128800458; +8615858145714 | fandachem@gmail.com | China | 9348 | 55 |
| ATK CHEMICAL COMPANY LIMITED | +undefined-21-51877795 | ivan@atkchemical.com | China | 32480 | 60 |
| HaBo Hong Kong Co., Limited. | +86-25-18512596065 | info@habotech.com | CHINA | 933 | 58 |
| Chongqing Chemdad Co., Ltd | +86-023-61398051 +8613650506873 | sales@chemdad.com | China | 39916 | 58 |
| Alchem Pharmtech,Inc. | 8485655694 | sales@alchempharmtech.com | United States | 63711 | 58 |
| CONIER CHEM AND PHARMA LIMITED | +8618523575427 | sales@conier.com | China | 47465 | 58 |
| career henan chemical co | +86-0371-86658258 15093356674; | factory@coreychem.com | China | 29826 | 58 |
View Lastest Price from Ethyl (trimethylsilyl)acetate manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2019-12-23 | Ethyl (trimethylsilyl)acetate
4071-88-9
|
US $1.00 / g | 1g | 99% | 1000KGS | Career Henan Chemical Co |
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- Ethyl (trimethylsilyl)acetate
4071-88-9
- US $1.00 / g
- 99%
- Career Henan Chemical Co