Name | pyrrolidine-1-carbonyl chloride |
Synonyms | Pyrrolidinecarbonyl chloride 1-PYRROLIDINECARBONYL CHLORIDE 1-Pyrrolidinecarbonyl chloride pyrrolidine-1-carbonyl chloride 3-chloro-5-nitropyridin-2(1H)-one (pyrrolidin-1-yl)carbonylchloranuide 1-Pyrrolidinecarboxylic acid chloride Pyrrolidine-1-carboxylic acid chloride |
CAS | 1192-63-8 |
EINECS | 214-758-7 |
InChI | InChI=1/C5H3ClN2O3/c6-4-1-3(8(10)11)2-7-5(4)9/h1-2H,(H,7,9) |
Molecular Formula | C5H8ClNO |
Molar Mass | 133.58 |
Density | 1.209 g/mL at 25 °C (lit.) |
Boling Point | 104-106 °C/14 mmHg (lit.) |
Flash Point | 208°F |
Water Solubility | It reacts with water. |
Vapor Presure | 0.00269mmHg at 25°C |
Appearance | Liquid |
Color | Clear colorless to light yellow |
BRN | 110281 |
pKa | -1.85±0.20(Predicted) |
Storage Condition | -20°C |
Sensitive | Moisture Sensitive |
Refractive Index | n20/D 1.493(lit.) |
MDL | MFCD00051321 |
Hazard Symbols | C - Corrosive |
Risk Codes | 34 - Causes burns |
Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S27 - Take off immediately all contaminated clothing. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) |
UN IDs | 3265 |
WGK Germany | 3 |
TSCA | Yes |
HS Code | 29339980 |
Hazard Class | 8 |
Packing Group | II |
Introduction | 1-pyrrolidine carbonyl chloride can be used as an intermediate in pharmaceutical synthesis, which can be prepared by the reaction of pyrrolidine and triphosgene, and can be used to prepare N-tert-butoxycarbonylpyrrolidine. N-tert-butoxycarbonylpyrrolidine is mainly used in organic synthesis. It can be used with other reagents (such as ketones, aldehydes, halogenates, etc.) under the action of strong bases such as n-butyl lithium to obtain various 2-position derivatives, such as anti-cancer drug Swainsonine, lytic mannosidase inhibitors, antimalarial drugs and potential anti-cancer drug febrifugine and very strong histamine h1 receptor antagonist Clemastine. |
preparation | 1-pyrrolidine carbonyl chloride preparation is as follows: 400ml of toluene and 54.00g(0.182mol) of triphosgene are added into a 1000ml three-mouth bottle, stirred and dissolved, then 61.32g(0.606mol) of toluene (50ml) mixed solution of triethylamine is added dropwise at 5 ℃, and stirred at the same temperature for 30 minutes after adding, then 43.03g(0.606mol) of toluene (50ml) mixed solution was added dropwise. After adding, the mixture was kept at 15 ℃ for 3 hours. After the reaction, the solid was filtered out. The solid was washed with 50ml of toluene. The filtrate and washing solution were combined. After toluene was distilled under reduced pressure, 56.70g of 1-pyrrolidine carbonyl chloride was obtained by high vacuum distillation with 98.5% content and 69.0% yield. |
EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |