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| | O-Allyl-2,2,2-trichloroacetimidate Basic information |
| Product Name: | O-Allyl-2,2,2-trichloroacetimidate | | Synonyms: | 2,2,2-TRICHLORACETIMIDIC ACID ALLYLESTER;2,2,2-TRICHLOROACETIMIDIC ACID ALLYL ESTER;O-Allyl 2,2,2-trichloroacetimidate 96%;Allyl 2,2,2-Trichloroacetimidate >;Ethanimidic acid, 2,2,2-trichloro-, 2-propen-1-yl ester;O-Allyl 2,2,2-trichloroacetimidate;2,2,2-trichloroacetamide allyl ester;2,2,2-trichloroacetamidenepropyl ester | | CAS: | 51479-73-3 | | MF: | C5H6Cl3NO | | MW: | 202.47 | | EINECS: | | | Product Categories: | | | Mol File: | 51479-73-3.mol |  |
| | O-Allyl-2,2,2-trichloroacetimidate Chemical Properties |
| Boiling point | 54-70 °C/7.5-11.25 mmHg | | density | 1.333 g/mL at 25 °C | | refractive index | n20/D 1.489 | | Fp | 74 °C | | storage temp. | 2-8°C | | solubility | sol hexane, ether, dichloromethane. | | form | clear liquid | | pka | 2+-.0.70(Predicted) | | color | Colorless to Almost colorless | | BRN | 1907084 | | InChI | 1S/C5H6Cl3NO/c1-2-3-10-4(9)5(6,7)8/h2,9H,1,3H2 | | InChIKey | UJYZRNWTLPBNOR-UHFFFAOYSA-N | | SMILES | ClC(Cl)(Cl)C(=N)OCC=C |
| Hazard Codes | Xn | | Risk Statements | 22-37/38-41 | | Safety Statements | 26-39 | | WGK Germany | 3 | | HS Code | 29252900 | | Storage Class | 10 - Combustible liquids | | Hazard Classifications | Acute Tox. 4 Oral
Eye Dam. 1
Skin Irrit. 2
STOT SE 3 |
| | O-Allyl-2,2,2-trichloroacetimidate Usage And Synthesis |
| Uses | Reagent used for the protection of an alcohol as its allyl ether in the presence of base sensitive functionality. | | Application | O-allyl-2,2,2-trichloroacetimidate can be used to release allyl groups under mild conditions; used to prepare nitrogen-containing intermediates. | | Preparation | Sodium Hydride (0.5 g, 21 mmol) is slurried in anhydrous ether
(20 mL) under a nitrogen blanket. Allyl alcohol (210 mmol) is introduced in ether (30 mL) dropwise with
stirring to the slurry. After 20 min, the homogeneous solution is cooled to 0 °C and Trichloroacetonitrile
(20 mL, 200 mmol) is added over 15 min. The mixture is allowed to warm to 20 °C over 60 min and then
concentrated to a syrup. Pentane (20 mL) containing methanol (0.8 mL, 21 mmol) is added followed by
vigorous shaking, filtration, and concentration of the filtrate and pentane washings (2 × 20 mL). The
product imidate is obtained as a clear liquid (90-97%). No further purification is required. Alternatively, the
imidate can be prepared by using sodium methoxide as a catalyst instead of sodium hydride. Other
procedures for the preparation of allyl trichloroacetimidate have been reported. |
| | O-Allyl-2,2,2-trichloroacetimidate Preparation Products And Raw materials |
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