Hexamethylene bis(chloroformate)

Base Information

• Chemical Name: Hexamethylene bis(chloroformate)
• CAS No.: 2916-20-3
• Molecular Formula: C8H12Cl2O4
• Molecular Weight: 243.087
• Hs Code.: 2915900090
• European Community (EC) Number: 220-840-3
• DSSTox Substance ID: DTXSID50183418
• Nikkaji Number: J306.843I
• Wikidata: Q72482157
• Mol file: 2916-20-3.mol

Synonyms:Hexamethylene bis(chloroformate);2916-20-3;6-carbonochloridoyloxyhexyl carbonochloridate;EINECS 220-840-3;Carbonochloridic acid, 1,6-hexanediyl ester;Carbonochloridic acid, C,C'-1,6-hexanediyl ester;C8H12Cl2O4;SCHEMBL2263093;DTXSID50183418;1,6-hexanediol bis(chloroformate);W-109838

Chemical Property of Hexamethylene bis(chloroformate)

Chemical Property:

• Vapor Pressure: 0.00424mmHg at 25°C
• Refractive Index: 1.462
• Boiling Point: 278.5 °C at 760 mmHg
• Flash Point: 108 °C
• PSA: 52.60000
• Density: 1.277 g/cm³
• LogP: 3.29760
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 9
• Exact Mass: 242.0112642
• Heavy Atom Count: 14
• Complexity: 164

Purity/Quality:

99.0% ^*data from raw suppliers

HEXAMETHYLENE-BIS-(CHLOROFORMATE) 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(CCCOC(=O)Cl)CCOC(=O)Cl

Technology Process of Hexamethylene bis(chloroformate)

There total 2 articles about Hexamethylene bis(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:

phosgene (75-44-5) + 1,6-hexanediol (629-11-8) → 1,6-bis-chlorocarbonyloxy-hexane (2916-20-3)

Guidance literature:

With benzene;

Reference yield:

→ 1,6-bis-chlorocarbonyloxy-hexane (2916-20-3)

Guidance literature:

Hexamethylenglykol, Phosgen, Bzl.;

Reference yield: 93.0%

1,6-bis-chlorocarbonyloxy-hexane (2916-20-3) → 1,6-dichlorohexane (2163-00-0)

Guidance literature:

With hexabutylguanidinium chloride; at 120 ℃; for 4h;

DOI:10.1081/SCC-100000525

upstream raw materials:

phosgene

1,6-hexanediol

Downstream raw materials:

C₂₄H₂₄I₆N₄O₈

[3-(3,5-Di-tert-butyl-4-hydroxy-phenyl)-2,2-dimethyl-propyl]-carbamic acid 6-[3-(3,5-di-tert-butyl-4-hydroxy-phenyl)-2,2-dimethyl-propylcarbamoyloxy]-hexyl ester

Cyclohexyl-{[(E)-cyclohexylimino]-morpholin-4-yl-methyl}-carbamic acid 6-(cyclohexyl-{[(E)-cyclohexylimino]-morpholin-4-yl-methyl}-carbamoyloxy)-hexyl ester

1,6-dichlorohexane

Refernces

• 1、 Violleau,Thiebaud,Borredon,Le Gars. "A safe and efficient procedure to prepare alkyl and alkoxyalkyl chlorides and dichlorides by catalytic decomposition of the corresponding alkyl and alkoxyalkyl chloroformates and bischloroformates with hexabutylguanidinium chloride". . p. 367 - 373. Retrieved 2007/10/03.