Cyclohexyl chloroformate

Base Information

• Chemical Name: Cyclohexyl chloroformate
• CAS No.: 13248-54-9
• Molecular Formula: C7H11ClO2
• Molecular Weight: 162.616
• Hs Code.: 2915.13
• European Community (EC) Number: 236-230-5
• UNII: CFS37667DP
• DSSTox Substance ID: DTXSID2065383
• Nikkaji Number: J68.545C
• Wikidata: Q72459888
• Mol file: 13248-54-9.mol

Synonyms:Cyclohexyl chloroformate;13248-54-9;cyclohexyl carbonochloridate;Carbonochloridic acid, cyclohexyl ester;Chloroformic acid cyclohexyl ester;EINECS 236-230-5;cyclohexylcarbonochloridate;SCHEMBL82977;CFS37667DP;(Cyclohexyloxy)carbonyl chloride;DTXSID2065383;cyclohexyl chloroformate, AldrichCPR;AKOS006272896;Formic acid, chloro-, cyclohexyl ester;FT-0636855;EN300-249019;W-110321

Chemical Property of Cyclohexyl chloroformate

Chemical Property:

• Appearance/Colour: clear liquid
• Vapor Pressure: 0.387mmHg at 25°C
• Refractive Index: 1.464
• Boiling Point: 197.026 °C at 760 mmHg
• Flash Point: 76.355 °C
• PSA: 26.30000
• Density: 1.15 g/cm³
• LogP: 2.69450
• Storage Temp.: Hygroscopic, Refrigerator, under inert atmosphere
• Solubility.: Chloroform (Sparingly), Ethyl Acetate (Slightly)
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 162.0447573
• Heavy Atom Count: 10
• Complexity: 119

Purity/Quality:

99% ^*data from raw suppliers

CyclohexylChloroformate ^*data from reagent suppliers

Safty Information:

• Statements: 23/24/25-34
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(CC1)OC(=O)Cl
• Uses: Cyclohexyl Chloroformate acts as a protecting group for amines and indoles in peptide synthesis.

Technology Process of Cyclohexyl chloroformate

There total 4 articles about Cyclohexyl 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: 98.2%

bis(trichloromethyl) carbonate (32315-10-9) + cyclohexanol (108-93-0) → cyclohexyl chloroformate (13248-54-9)

Guidance literature:

With triethylamine; In dichloromethane; at -5 - 25 ℃; for 13h;

Reference yield: 92.0%

phosgene (75-44-5) + cyclohexanol (108-93-0) → cyclohexyl chloroformate (13248-54-9)

Guidance literature:

for 3h; Heating;

DOI:10.1016/S0040-4020(98)00360-3

Reference yield:

phosgene (75-44-5) → cyclohexyl chloroformate (13248-54-9)

Guidance literature:

upstream raw materials:

phosgene

cyclohexanol

bis(trichloromethyl) carbonate

Downstream raw materials:

N-cyclohexyloxycarbonyl-glycine

N-cyclohexyloxycarbonyl-alanine

N-cyclohexyloxycarbonyl-methionine

cyclohexyl chloride

Refernces

• 1、 Schiesser, Carl H.,Skidmore, Melissa A.. "Palladium-Mediated Reactions of Chloroformates with Phenylselenotris(trimethylsilyl)silane and Aryltellurotris(trimethylsilyl)silane: Improved Procedure for the Preparation of (Phenylseleno)- and (Aryltelluro)formates". . p. 5713 - 5715. Retrieved 1998.
• 2、 Cheng, Ya-Juan,Liu, Zhi-Yong,Liang, Hua-Ju,Fang, Cui-Ting,Zhang, Niu-Niu,Zhang, Tian-Yu,Yan, Ming. "Discovery of (3-Benzyl-5-hydroxyphenyl)carbamates as new antitubercular agents with potent in vitro and in vivo efficacy". . . Retrieved 2019/06/07.
• 3、 -. "Preparation method of alicyclic and aromatic-aliphatic chloroformate". Paragraph 0040-0041. . Retrieved 2017/05/16.