Thiophosgene

Base Information

• Chemical Name: Thiophosgene
• CAS No.: 463-71-8
• Molecular Formula: CCl2 S
• Molecular Weight: 114.983
• Hs Code.: HOSGENE PRODUCT IDENTIFICATION
• European Community (EC) Number: 207-341-6
• UN Number: 2474
• UNII: 067FQP576P
• DSSTox Substance ID: DTXSID2060046
• Nikkaji Number: J5.882C
• Wikipedia: Thiophosgene
• Wikidata: Q421064
• Metabolomics Workbench ID: 54061
• Mol file: 463-71-8.mol

Synonyms:thiophosgene

Chemical Property of Thiophosgene

Chemical Property:

• Appearance/Colour: yellow liquid
• Vapor Pressure: 127mmHg at 25°C
• Melting Point: <25 °C
• Refractive Index: n20/D 1.548(lit.)
• Boiling Point: 70 - 75 C
• Flash Point: 62 ºC
• PSA: 32.09000
• Density: 1.508
• LogP: 1.74890
• Storage Temp.: 2-8°C
• Solubility.: Chloroform
• Water Solubility.: slow decomposition in cold, fast in hot water
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 113.9097766
• Heavy Atom Count: 4
• Complexity: 29
• Transport DOT Label: Poison Inhalation Hazard

Purity/Quality:

99% ^*data from raw suppliers

Thiophosgene ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T
• Statements: 22-23-36/37/38
• Safety Statements: 7-9-36/37-45-7/9

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Toxic Gases & Vapors -> Other Toxic Gases & Vapors
• Canonical SMILES: C(=S)(Cl)Cl
• Uses: Thiophosgene is a photo degradation product of the agricultural fungicide Folpet (F402000).

Technology Process of Thiophosgene

There total 36 articles about Thiophosgene 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:

carbon disulfide (75-15-0,12122-00-8) + chlorine (7782-50-5) → disulfur dichloride (10025-67-9) + tetrachloromethane (56-23-5) + thiophosgene (463-71-8)

Guidance literature:

In gas; passing through glowing tube of porcelaine;;

Reference yield:

tetrachloromethane (56-23-5) → disulfur dichloride (10025-67-9) + thiophosgene (463-71-8)

Guidance literature:

With sulfur; at 130°C;

Reference yield:

tribenzylamine (620-40-6) + chlorothio-trichloro-methane (594-42-3) → thiophosgene (463-71-8) + benzyl chloride (100-44-7)

Guidance literature:

at 100 ℃;

DOI:10.1039/jr9370001629

upstream raw materials:

tetrachloromethane

Bis(trichloromethyl)disulfane

methyl phosphite

chlorothio-trichloro-methane

Downstream raw materials:

di(piperidin-1-yl)methanethione

1,3-di-pyridin-2-yl-thiourea

n-Propyl isothiocyanate

3-ethoxycarbonylphenyl isothiocyanate

Refernces

Triton-B catalyzed, efficient one-pot synthesis of dithiocarbazates

10.1007/s00706-008-0873-9

The research focuses on the efficient one-pot synthesis of dithiocarbazates, which are compounds with significant medicinal, industrial, and synthetic applications. The study aimed to improve upon existing methods by using more cost-effective and less toxic reagents, such as carbon disulfide (CS2), instead of the traditionally used, expensive, and hazardous chemicals like thiophosgene. The researchers successfully developed a method that employs benzyl-trimethylammonium hydroxide (Triton-B) as a catalyst for the reaction between various primary, secondary, and tertiary alkyl halides and substituted hydrazines with CS2. This process resulted in high yields of dithiocarbazates (78–98%) under mild conditions and with simpler work-up procedures.