Thiobencarb

Base Information

• Chemical Name: Thiobencarb
• CAS No.: 28249-77-6
• Molecular Formula: C12H16ClNOS
• Molecular Weight: 257.784
• Hs Code.: 29302000
• European Community (EC) Number: 248-924-5
• UN Number: 3082,2757
• UNII: 90LN6Y7I7H
• DSSTox Substance ID: DTXSID6024337
• Nikkaji Number: J3.483E
• Wikipedia: Benthiocarb
• Wikidata: Q4392804
• ChEMBL ID: CHEMBL388559
• Mol file: 28249-77-6.mol

Synonyms:benthiocarb;Bolero;S-(4-chlorobenzyl)-N,N-diethylthiocarbamate;Saturn (herbicide);thiobencarb

Chemical Property of Thiobencarb

Chemical Property:

• Appearance/Colour: Pale yellow to brownish yellow liquid
• Vapor Pressure: 4.38E-05mmHg at 25°C
• Melting Point: 3.3oC
• Refractive Index: 1.562
• Boiling Point: 350.484 °C at 760 mmHg
• PKA: -1.26±0.70(Predicted)
• Flash Point: 165.767 °C
• PSA: 45.61000
• Density: 1.179 g/cm³
• LogP: 4.03500
• Storage Temp.: APPROX 4°C
• Water Solubility.: 30mg/L(22 oC)
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 257.0641130
• Heavy Atom Count: 16
• Complexity: 213
• Transport DOT Label: Class 9

Purity/Quality:

98% ^*data from raw suppliers

Thiobencarb ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,N,Xn
• Statements: 22-50/53
• Safety Statements: 60-61

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Pesticides -> Herbicides, Thiocarbamate
• Canonical SMILES: CCN(CC)C(=O)SCC1=CC=C(C=C1)Cl
• Recent ClinicalTrials: Protected Pea Protein Extract and Satiety Hormone Release
• Uses: Thiocarbamate herbicide used to control sedges and grasses in rice paddies.

Technology Process of Thiobencarb

There total 8 articles about Thiobencarb 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: 99.5%

→ Thiobencarb (28249-77-6)

Guidance literature:

Reference yield: 99.0%

carbon monoxide (201230-82-2) + 1-Chloro-4-(chloromethyl)benzene (104-83-6) + diethylamine (109-89-7) → Thiobencarb (28249-77-6)

Guidance literature:

carbon monoxide; diethylamine; With potassium carbonate; sulfur; In dimethyl sulfoxide; at 20 ℃; for 5h; under 760 Torr;

1-Chloro-4-(chloromethyl)benzene; In dimethyl sulfoxide; at 20 ℃; for 1h;

DOI:10.1016/j.tet.2005.06.114

Reference yield: 91.0%

diethylamine (109-89-7) + trichlorothioacetic acid S-(4-chlorobenzyl) ester (534572-34-4) → Thiobencarb (28249-77-6)

Guidance literature:

In methanol; at 60 ℃; for 24h;

DOI:10.1021/jo026813i

upstream raw materials:

1-Chloro-4-(chloromethyl)benzene

diethylamonium N,N'-dimethylmonothiocarbamate

carbon oxide sulfide

diethylamine

Downstream raw materials:

S-(4-chlorobenzyl) ethylthiocarbamate

S-(4-chlorobenzyl) acetyl(ethyl)thiocarbamate

4-chlorobenzaldehyde

(4-chlorophenyl)methanethiol

Refernces

• 1、 Mizuno, Takumi,Iwai, Toshiyuki,Ito, Takatoshi. "Practical synthesis of S-alkyl thiocarbamate herbicides by carbonylation of amines with carbon monoxide and sulfur". . p. 2869 - 2873. Retrieved 2007/10/03.
• 2、 Wynne, James H.,Jensen, Samuel D.,Snow, Arthur W.. "Facile one-pot synthesis of S-alkyl thiocarbamates". . p. 3733 - 3735. Retrieved 2007/10/03.