Dichlorocarbene

Base Information

• Chemical Name: Dichlorocarbene
• CAS No.: 1605-72-7
• Molecular Formula: CCl2
• Molecular Weight: 82.917
• UNII: E73HG1090V
• Wikipedia: Dichlorocarbene
• Mol file: 1605-72-7.mol

Synonyms:carbon dichloride;carbon(II) chloride;dichlorocarbene;dichloromethylenecarbene

Chemical Property of Dichlorocarbene

Chemical Property:

• Appearance/Colour: Colorless Liquid
• Vapor Pressure: 525mmHg at 25°C
• Melting Point: -96.7oC
• Boiling Point: 35.3 °C at 760 mmHg
• PSA: 0.00000
• Density: 1.252 g/cm3
• LogP: 1.17390
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 81.9377054
• Heavy Atom Count: 3
• Complexity: 2.8

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: [C](Cl)Cl

Technology Process of Dichlorocarbene

There total 8 articles about Dichlorocarbene 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:

tetrachloromethane (56-23-5) → dichlorocarbene (1605-72-7) + trichloromethyl radical (3170-80-7) + clorine (14700-96-0,14835-24-6,15723-23-6,16547-50-5,16885-04-4,16887-00-6,16904-11-3,16904-12-4,16999-02-3,20337-89-7,20499-73-4,22537-15-1,22537-27-5,22541-73-7,22541-74-8,24203-47-2,33944-49-9,34937-26-3,37352-90-2) + chlorine (7782-50-5)

Guidance literature:

In neat (no solvent); other Radiation; radiation by 70eV-electrons;; determination by MS;;

Reference yield:

tetrachloromethane (56-23-5) → dichlorocarbene (1605-72-7) + trichloromethyl radical (3170-80-7) + clorine (14700-96-0,14835-24-6,15723-23-6,16547-50-5,16885-04-4,16887-00-6,16904-11-3,16904-12-4,16999-02-3,20337-89-7,20499-73-4,22537-15-1,22537-27-5,22541-73-7,22541-74-8,24203-47-2,33944-49-9,34937-26-3,37352-90-2) + pyrographite (7440-44-0)

Guidance literature:

In neat (no solvent); decomposition of CCl4 in high vacuum at 1200-1350°C; mechanism discussed; further products: chlorine-carbon radicals;;

Reference yield:

trichloromethyl(1-) (14478-07-0) → dichlorocarbene (1605-72-7) + chloride (16887-00-6)

Guidance literature:

In water; dissoziation of CCl3(1-) by the basic hydrolysis of CHCl3;;

DOI:10.1021/ja01074a076

upstream raw materials:

bromodichloromethane

7,7-dichlorodibenzonorcaradiene

tetrachloromethane

Bromotrichloromethane

Downstream raw materials:

α,α-(dichloromethyl)phenylmethylmethyl ether

cis-3.3-Dichlor-1.2-dimethyl-cyclopropan

4-tert-Butyl-1-dichloromethyl-1-methyl-cyclohexane

4-tert-Butyl-1-dichloromethyl-1-methyl-cyclohexane

Refernces

• 1、 Ibuki, Toshio,Hiraya, Atsunari,Shobatake, Kosuke. "Vaccum ultraviolet absorption spectra and photodissociative excitation of CHBr2Cl and CHBrCl2". . p. 8793 - 8798. Retrieved 1992.
• 2、 Warhurst, E.. "". . p. 674 - 680. Retrieved 1939.
• 3、 Chateauneuf, John E.,Johnson, Richard P.,Kirchhoff, Mary M.. "Absolute kinetics of dichlorocarbene in solution". . p. 3217 - 3218. Retrieved 2007/10/02.