Allyl chloroformate

Base Information

• Chemical Name: Allyl chloroformate
• CAS No.: 2937-50-0
• Deprecated CAS: 560088-71-3
• Molecular Formula: C4H5ClO2
• Molecular Weight: 120.535
• Hs Code.: 29159000
• European Community (EC) Number: 220-916-6
• UN Number: 1722
• UNII: 7672CAR559
• DSSTox Substance ID: DTXSID2051972
• Nikkaji Number: J26.248J
• Wikidata: Q27266461
• Mol file: 2937-50-0.mol

Synonyms:allyl chloroformate;allylchloroformate

Chemical Property of Allyl chloroformate

Chemical Property:

• Appearance/Colour: colorless liquid
• Vapor Pressure: 3.67 psi ( 20 °C)
• Melting Point: 106 °C
• Refractive Index: n20/D 1.422(lit.)
• Boiling Point: 107.7 °C at 760 mmHg
• Flash Point: 25.5 °C
• PSA: 26.30000
• Density: 1.153 g/cm³
• LogP: 1.54780
• Storage Temp.: 2-8°C
• Solubility.: Chloroform
• Water Solubility.: insoluble
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 119.9978071
• Heavy Atom Count: 7
• Complexity: 79.8
• Transport DOT Label: Poison Inhalation Hazard Flammable Liquid Corrosive

Purity/Quality:

99% ^*data from raw suppliers

Allyl chloroformate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T+
• Hazard Codes: T+
• Statements: 10-22-26-34
• Safety Statements: 26-28-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Toxic Gases & Vapors -> Acid Halides
• Canonical SMILES: C=CCOC(=O)Cl
• Uses: Allyl Chloroformate is used in the synthesis of poly(ethylene oxide) hybrid systems for therapeutic applications and drug delivery. Also used in the synthesis of benzothiazole derivatives with potent anti-tumor properties.

Technology Process of Allyl chloroformate

There total 7 articles about Allyl chloroformate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

allyl 1H-benzo[d][1,2,3]triazol-1-ylcarbonate (44605-74-5) → Allyl chloroformate (2937-50-0)

Guidance literature:

With oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane; at 0 - 20 ℃;

DOI:10.1016/j.chempr.2021.07.005

Reference yield:

phosgene (75-44-5) + allyl alcohol (107-18-6) → Allyl chloroformate (2937-50-0)

Guidance literature:

DOI:10.1039/CT9242500026

Reference yield:

bis(trichloromethyl) carbonate (32315-10-9) + allyl alcohol (107-18-6) → Allyl chloroformate (2937-50-0)

Guidance literature:

With pyridine; In dichloromethane; at 0 - 20 ℃; for 2.08333h; Schlenk technique;

DOI:10.1021/acs.orglett.9b03440

upstream raw materials:

phosgene

allyl alcohol

trichloromethyl chloroformate

bis(trichloromethyl) carbonate

Downstream raw materials:

N,O-bis-allyloxycarbonyl-L-tyrosine

2,5-dioxa-adipic acid diallyl ester

carbonic acid allyl ester-(4-chloro-phenyl ester)

1,4-bis-allyloxycarbonyloxy-benzene

Refernces

• 1、 Mannuthodikayil, Jamsad,Singh, Sameer,Biswas, Anamika,Kar, Abhisek,Tabassum, Wahida,Vydyam, Pratap,Bhattacharyya, Mrinal Kanti,Mandal, Kalyaneswar. "Benzimidazolinone-Free Peptide o-Aminoanilides for Chemical Protein Synthesis". supporting information. p. 9040 - 9044. Retrieved 2019/11/14.
• 2、 -. "Method for the preparation of aliphatic chloroformates". Page/Page column 7-8. . Retrieved 2008/06/13.