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CAS RN: 51479-73-3 | Product Number: A2186
Allyl 2,2,2-Trichloroacetimidate
Purity: >98.0%(GC)
Synonyms:
- 2,2,2-Trichloroacetimidic Acid Allyl Ester
Product Documents:
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| Product Number | A2186 |
Purity / Analysis Method
|
>98.0%(GC) |
| Molecular Formula / Molecular Weight | C__5H__6Cl__3NO = 202.46 |
| Physical State (20 deg.C) | Liquid |
Storage Temperature
|
Refrigerated (0-10°C) |
| Store Under Inert Gas | Store under inert gas |
| Condition to Avoid | Moisture Sensitive,Heat Sensitive |
| CAS RN | 51479-73-3 |
| Reaxys Registry Number | 1907084 |
| PubChem Substance ID | 125307218 |
| MDL Number | MFCD00190710 |
Specifications
| Appearance | Colorless to Almost colorless clear liquid |
| Purity(GC) | min. 98.0 % |
| NMR | confirm to structure |
Properties (reference)
| Boiling Point | 74 °C/11 mmHg |
| Flash point | 74 °C |
| Specific Gravity (20/20) | 1.34 |
| Refractive Index | 1.49 |
GHS
| Pictogram |
|
| Signal Word | Danger |
| Hazard Statements | H315 : Causes skin irritation. H318 : Causes serious eye damage. H227 : Combustible liquid. |
| Precautionary Statements | P501 : Dispose of contents/ container to an approved waste disposal plant. P210 : Keep away from heat/sparks/open flames/hot surfaces. No smoking. P264 : Wash skin thoroughly after handling. P280 : Wear protective gloves/ eye protection/ face protection. P302 + P352 : IF ON SKIN: Wash with plenty of water. P370 + P378 : In case of fire: Use dry sand, dry chemical or alcohol-resistant foam to extinguish. P362 + P364 : Take off contaminated clothing and wash it before reuse. P332 + P313 : If skin irritation occurs: Get medical advice/ attention. P305 + P351 + P338 + P310 : IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Immediately call a POISON CENTER/doctor. P403 + P235 : Store in a well-ventilated place. Keep cool. |
Related Laws:
Transport Information:
| H.S.code* | 2925.29-000 |
Application
Allylation Reagent

Typical Procedure:
A solution of allyl 2,2,2-trichloroacetimidate (2 mmol) in cyclohexane (2 mL) and subsequently BF3·Et2O (20 µL) are added to a stirred solution of the carboxylic acid (1 mmol) in CH2Cl2 (1 mL). After stirring at room temperature overnight the precipitated trichloroacetamide is removed by filtration. The filtrate is washed with 5% NaHCO3 aq., brine and then dried (Na2SO4). The solvent is evaporated under reduced pressure and the residue is purified by distillation or column chromatography using petroleum ether (40-60 °C) / EtOAc (9 : 1) as an eluent.
A solution of allyl 2,2,2-trichloroacetimidate (2 mmol) in cyclohexane (2 mL) and subsequently BF3·Et2O (20 µL) are added to a stirred solution of the carboxylic acid (1 mmol) in CH2Cl2 (1 mL). After stirring at room temperature overnight the precipitated trichloroacetamide is removed by filtration. The filtrate is washed with 5% NaHCO3 aq., brine and then dried (Na2SO4). The solvent is evaporated under reduced pressure and the residue is purified by distillation or column chromatography using petroleum ether (40-60 °C) / EtOAc (9 : 1) as an eluent.
References
- 1) G. Kokotos, A. Chiou, Synthesis 1997, 168.

- 2) H. P. Wessel, T. Iversen, D. R. Bundle, J. Chem. Soc., Perkin Trans. 1 1985, 2247.

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