BENZYL 2,2,2-TRICHLOROACETIMIDATE
Synonym(s):2,2,2-Trichloroacetimidic acid benzyl ester
- CAS NO.：81927-55-1
- Empirical Formula: C9H8Cl3NO
- Molecular Weight: 252.52
- MDL number: MFCD00000805
- SAFETY DATA SHEET (SDS)
- Update Date: 2026-01-13 11:25:47
What is BENZYL 2,2,2-TRICHLOROACETIMIDATE?
Chemical properties
clear colorless to yellow liquid
The Uses of BENZYL 2,2,2-TRICHLOROACETIMIDATE
Benzyl 2,2,2-trichloroacetimidate is used for the acid-catalyzed benzylation of hydroxy groups.
The Uses of BENZYL 2,2,2-TRICHLOROACETIMIDATE
Benzyl 2,2,2-trichloroacetimidate is used for the acid-catalyzed benzylation of hydroxy groups. It acts as reagent during the synthesis of funiculosin dimethyl ether and (S)-3-(benzyloxy)-2-methylpropanal. It can also be used for mild esterification of carboxylic acids in the presence of a catalytic amount of BF3 etherate.
The Uses of BENZYL 2,2,2-TRICHLOROACETIMIDATE
Benzyl 2,2,2-trichloroacetimidate was used as reagent during the synthesis of funiculosin dimethyl ether and (S)-3-(benzyloxy)-2-methylpropanal. It was used in the acid-catalyzed benzylation of hydroxy groups.
Purification Methods
Purify the imidate by distillation to remove up to 1% of PhCH2OH as stabiliser. A solution in hexane can be stored for up to 2 months without decomposition. It is hygroscopic and has to be stored dry. [Wessel et al. J Chem Soc, Perkin Trans 1 2247 1985, Beilstein 6 IV 2265.]
Properties of BENZYL 2,2,2-TRICHLOROACETIMIDATE
| Melting point: | 3 °C |
| Boiling point: | 106-114 °C0.5 mm Hg(lit.) |
| Density | 1.359 g/mL at 25 °C(lit.) |
| refractive index | n |
| Flash point: | >230 °F |
| storage temp. | 2-8°C |
| solubility | Miscible with cyclohexane/dichloromethane. |
| pka | 2.23±0.70(Predicted) |
| form | Liquid |
| color | Clear colorless to yellow |
| Sensitive | Moisture Sensitive |
| BRN | 2525375 |
| Stability: | Moisture Sensitive |
| CAS DataBase Reference | 81927-55-1(CAS DataBase Reference) |
Safety information for BENZYL 2,2,2-TRICHLOROACETIMIDATE
| Signal word | Warning |
| Pictogram(s) |
 Exclamation Mark Irritant GHS07 |
| GHS Hazard Statements |
H302:Acute toxicity,oral H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
| Precautionary Statement Codes |
P302+P352:IF ON SKIN: wash with plenty of soap and water. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
Computed Descriptors for BENZYL 2,2,2-TRICHLOROACETIMIDATE
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