Carbosulfan

Base Information

• Chemical Name: Carbosulfan
• CAS No.: 55285-14-8
• Deprecated CAS: 73468-61-8
• Molecular Formula: C20H32N2O3S
• Molecular Weight: 380.552
• European Community (EC) Number: 259-565-9
• UN Number: 2810,2992
• UNII: V1DGN4AK6G
• DSSTox Substance ID: DTXSID5023950
• Nikkaji Number: J1.070G
• Wikipedia: Carbosulfan
• Wikidata: Q408342
• NCI Thesaurus Code: C163638
• Metabolomics Workbench ID: 55882
• ChEMBL ID: CHEMBL2228572
• Mol file: 55285-14-8.mol

Synonyms:Carbamicacid, [(dibutylamino)thio]methyl-, 2,3-dihydro-2,2-dimethyl-7-benzofuranylester (9CI);2,3-Dihydro-2,2-dimethyl-7-benzofuranyl (di-n-butylaminosulfenyl)methylcarbamate;Dibutylaminosulfenylcarbofuran;((Dibutylamino)thio)methylcarbamic acid, 2,2-dimethyl-2,3-dihydro-7-benzofuranyl ester;2,3-Dihydro-2,2-dimethyl-7-benzofuranyl ((dibutylamino)thio)methylcarbamate;

Chemical Property of Carbosulfan

Chemical Property:

• Appearance/Colour: viscous brown liquid.It is a thiocarbamate
• Vapor Pressure: 3.1 x 10-5 Pa (20 °C)
• Melting Point: <25 °C
• Refractive Index: 1.536
• Boiling Point: 462.5 °C at 760 mmHg
• PKA: 3.15±0.70(Predicted)
• Flash Point: 233.5 °C
• PSA: 67.31000
• Density: 1.099 g/cm³
• LogP: 5.29610
• Storage Temp.: 0-6°C
• Water Solubility.: 0.3 mg l-1 (25 °C)
• XLogP3: 5.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 10
• Exact Mass: 380.21336406
• Heavy Atom Count: 26
• Complexity: 439
• Transport DOT Label: Poison

Purity/Quality:

99.9% ^*data from raw suppliers

Carbosulfan ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T,N
• Hazard Codes: T;N,N,T,T+
• Statements: 23/25-43-50/53-26-25
• Safety Statements: 24-37-38-45-60-61-63-36/37-28

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Pesticides -> Carbamate Insecticides
• Canonical SMILES: CCCCN(CCCC)SN(C)C(=O)OC1=CC=CC2=C1OC(C2)(C)C
• Description: Carbosulfan (8)，2,3-dihydro-2,2-dimethylbenzofuran- 7-yl(dibutylaminothio)methylcarbamate(IUPAC), is an orange to brown, clear viscous liquid (bp 124–128 ?C), miscible with organic solvents and solubility 0.3 ppm in water(25 ?C). It is closely related structurally to carbofuran,and like carbofuran, it is a cholinesterase inhibitor with systemic activity.
• Uses: Carbosulfan is an insecticide with contact and stomach action. It is used to control a wide range of soil-dwelling and foliar pests in cotton, sugar beet, potato, rice, fruit, maize, vegetables, sugar cane and coffee.

Technology Process of Carbosulfan

There total 7 articles about Carbosulfan 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: 98.4%

C11H12ClNO3S + dibutylamine (111-92-2) → carbosulfan (55285-14-8)

Guidance literature:

With dmap; triethylamine; at 5 - 20 ℃; for 2h; Temperature;

Reference yield: 98.0%

→ carbosulfan (55285-14-8)

Guidance literature:

Reference yield: 2.4%

2,3-dihydro-2,2-dimethyl-7-benzofuranol methylcarbamate (1563-66-2) → carbosulfan (55285-14-8)

Guidance literature:

With triethylamine; In hexane; water;

upstream raw materials:

2,3-dihydro-2,2-dimethyl-7-benzofuranol methylcarbamate

N,N-di-n-butylaminosulfenyl chloride

N,N'-bis-(dibutylamino)disulfide

dibutylamine

Downstream raw materials:

2,3-dihydro-2,2-dimethyl-7-benzofuranol methylcarbamate

3-Hydroxycarbofuran

2,3-dihydro-2,2-dimethylbenzofuran-7-ol

2,3-dihydro-3-oxo-2,2-dimethylbenzofuran-7-ol

Refernces

• 1、 -. "Preparation method of carbofuran derivatives". . . Retrieved 2017/08/29.
• 2、 -. "Trialkylamine/sulfur dioxide catalyzed sulfenylation of carbamates". . . Retrieved 2008/06/13.