ETSA
Ethyl (trimethylsilyl)acetate
CAS: 4071-88-9
Molecular Formula: C7H16O2Si
ETSA - Names and Identifiers
| Name | Ethyl (trimethylsilyl)acetate |
| Synonyms | ETSA Ethyl trimethylsilylacetate Ethyl(Trimethylsily)Acetate ETHYL (TRIMETHYLSILYL)ACETATE Ethyl 2-trimethylsilylacetate Ethyl (trimethylsilyl)acetate ETHYL(2-TRIMETHYLSILYL)ACETATE Ethyl(2-trimethylsilyl)acetate Trimethylsilyl)acetic acid ethyl ester (TRIMETHYLSILYL)ACETIC ACID ETHYL ESTER Acetic acid, (trimethylsilyl)-, ethyl ester ETSA~(Trimethylsilyl)acetic acid ethyl ester |
| CAS | 4071-88-9 |
| EINECS | 223-783-2 |
| InChI | InChI=1/C7H16O2Si/c1-5-9-7(8)6-10(2,3)4/h5-6H2,1-4H3 |
ETSA - Physico-chemical Properties
| Molecular Formula | C7H16O2Si |
| Molar Mass | 160.29 |
| Density | 0.876 g/mL at 25 °C (lit.) |
| Boling Point | 156-159 °C (lit.) |
| Flash Point | 95°F |
| Water Solubility | Decomposition |
| Solubility | sol ethereal and chlorinated solvents; reacts withprotic solvents. |
| Vapor Presure | 2.75mmHg at 25°C |
| Appearance | clear liquid |
| Specific Gravity | 0.876 |
| Color | Colorless to Almost colorless |
| BRN | 1755902 |
| Storage Condition | Inert atmosphere,Room Temperature |
| Sensitive | Moisture Sensitive |
| Refractive Index | n20/D 1.415(lit.) |
| Physical and Chemical Properties | Keep away from sources of ignition. Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances. Flammables-area. Store protected from moisture. |
ETSA - Risk and Safety
| Risk Codes | 10 - Flammable |
| Safety Description | S16 - Keep away from sources of ignition. S24/25 - Avoid contact with skin and eyes. |
| UN IDs | UN 3272 3/PG 3 |
| WGK Germany | 3 |
| FLUKA BRAND F CODES | 10-21 |
| TSCA | Yes |
| HS Code | 29319090 |
| Hazard Class | 3 |
| Packing Group | III |
ETSA - Reference Information
| NIST chemical information | Information provided by: webbook.nist.gov (external link) |
| production method | 1. Olfactory acetic acid is filled with a dropping funnel (the lower end of which should extend below the liquid level) and a reflux condenser with a drying tube In a 3-liter flask, add 1 liter (17.5 mol) of glacial acetic acid, a mixture of 200 ml of acetic acid drunk and 1 ml of pyridine, and several glass beads, and heat until boiling. Remove the flame and add about l ml of bromine. After about 10 minutes, the reaction starts and the color of bromine fades. Then, add the remaining part of 1124 grams (360 ml, 7.03 moles) of Australia slowly, which takes about 2.5 hours, during which it is properly heated to keep the reaction liquid slightly boiling. After adding about half human bromine, the solution is bright red. After all the binders are added, heat and react until the mixture becomes colorless. After the reaction solution is cooled, slowly add 75 ml of water to decompose acetic acid. Excess acetic acid and water are removed by distillation on a boiling water bath at a pressure of about 35mm. The residue is cooled and crystallized to obtain a 845 of 895 grams of almost pure bromoacetic acid, which can be used for the next reaction. If pure production is required, pine needle fractionation column can be used for distillation to collect 108-110 ℃/30mm fraction with a yield of about 775-825g (80-85%). 2. Ethyl bromoacetate is added to a 3-liter flask equipped with a water separator and reflux condenser. The above crude Australian acetic acid, 610 ml (9.9 mol) ethanol, 950 ml benzene and 1.5 ml concentrated sulfuric acid are added. Return to the boiling water bath to separate the generated water and measure its volume. The liquid separated from benzene is about 206 ml, containing all the water generated in the reaction and excess ethanol. When water is no longer separated from benzene, 75 ml of ethanol is added to the reaction mixture and heating is continued for half an hour. In the absence of second phase generation in the distillate, or the flow back from the side tubes and the greatly slower reflux rate both indicate that the reaction is complete. Transfer the mixture to a separatory funnel, wash with 1.5 liters of water, 1.5 liters of 1% sodium bicarbonate solution and 1.5 liters of water in turn, and dry with anhydrous sodium sulfate. Fractionation was carried out on an oil bath with a pine needle fractionation column to collect fractions with a boiling point of 154-155 ℃/759mm,. About 818 grams (65-70%) of methylene acetate were obtained. 3. Trimethylsilyl acetate was prepared. 500 milliliters of benzene and 31.7 grams (0.50 grams of atoms) of newly sanded zinc flask were added to a 2-litre three-neck flask equipped with a mechanical stirrer, a dropping funnel and a condenser for distillation. To ensure no water, 75 ml of benzene is steamed first. The condenser is then assembled into a reflux condenser with a gripped calcium drying tube. After heating the flask until the mixture is slightly refluxed, 43.5g (0.40 mol) of resteamed trimethylchlorosilane and 83.5g (0 .5 mol) of acetic acid acetic acid in 100 ml of sodium dry benzene and 100 ml of anhydrous ether solution are slowly added for about 30 minutes. At the same time, add 1 grain of iodine to start the reaction. The reaction sometimes becomes intense and requires proper cooling. After adding, reflux for 1 to 3 hours until the zinc sheet disappears. Then cool in an ice bath, slowly add 400 ml of IN hydrochloric acid under stirring for 15 minutes, hang and mix for 5 minutes, then separate the organic layer and wash with 100 ml of IN hydrochloric acid. The water layers were combined and extracted with ether. After the organic layers are combined, they are washed with water, saturated bicarbonate solution and water, dried, evaporated to remove the solvent, fractionated, and 76-77 ℃/40mm fraction is collected as the product, with a crude weight of 46.1g (72%. For further purification, it can be redistilled or column chromatography. |
Last Update：2024-04-09 15:16:46
