2-Cyanopropan-2-YL benzodithioate

Base Information

• Chemical Name: 2-Cyanopropan-2-YL benzodithioate
• CAS No.: 201611-85-0
• Molecular Formula: C11H11NS2
• Molecular Weight: 221.347
• Hs Code.: 2930909090
• European Community (EC) Number: 687-395-9
• DSSTox Substance ID: DTXSID30433403
• Nikkaji Number: J1.002.579F
• Wikidata: Q72458424
• Mol file: 201611-85-0.mol

Synonyms:201611-85-0;2-CYANOPROPAN-2-YL BENZODITHIOATE;2-cyanopropan-2-yl benzenecarbodithioate;BENZENECARBODITHIOIC ACID, 1-CYANO-1-METHYLETHYL ESTER;1-cyano-1-methylethyl benzenecarbodithioate;2-Cyanoprop-2-yl-dithiobenzoate;2-CYANOPROP-2-YL DITHIOBENZOATE;2-Cyano-2-propyl benzodithioate;2-CYANOPROPAN-2-ylbenZODITHIOATE;SCHEMBL237868;DTXSID30433403;AMY41104;BIA61185;MFCD09037881;AKOS015891260;SC10816;AS-69566;C3548;CS-0006572;FT-0648471;Dithiobenzoic acid 1-cyano-1-methylethyl ester;F17744;2-Cyano-2-propyl benzodithioate, >97% (HPLC);A814295;benzenecarbodithioic acid 2-cyanopropan-2-yl ester;2-(BENZENECARBOTHIOYLSULFANYL)-2-METHYLPROPANENITRILE

Chemical Property of 2-Cyanopropan-2-YL benzodithioate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 28-31°C
• Refractive Index: 1.621
• Boiling Point: 341.391 °C at 760 mmHg
• Flash Point: 160.268 °C
• PSA: 81.18000
• Density: 1.192 g/cm³
• LogP: 3.39748
• Storage Temp.: 2-8°C
• Sensitive.: light sensitive, store cold
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 221.03329170
• Heavy Atom Count: 14
• Complexity: 256

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Cyanopropan-2-ylbenzodithioate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 43
• Safety Statements: 36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C#N)SC(=S)C1=CC=CC=C1
• Uses: A sulfur-based, chain-transfer agent providing a high degree of control for living radical polymerizations utilizing the RAFT (reversible addition-fragmentation chain-transfer polymerization). Reversible Addition Fragmentation Chain Transfer (RAFT) Polymerization

Technology Process of 2-Cyanopropan-2-YL benzodithioate

There total 14 articles about 2-Cyanopropan-2-YL benzodithioate 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: 92.0%

2,2'-azobis(isobutyronitrile) (78-67-1) + cumyl dithiobenzoate (201611-77-0) → 2-cyanoprop-2-yl dithiobenzoate (201611-85-0)

Guidance literature:

In benzene; for 20.5h; Heating;

DOI:10.1021/ma020882h

Reference yield: 84.0%

2,2'-azobis(isobutyronitrile) (78-67-1) + bis(thiobenzoyl) disulfide (5873-93-8) → 2-cyanoprop-2-yl dithiobenzoate (201611-85-0)

Guidance literature:

In ethyl acetate; for 18h; Reflux;

Reference yield: 72.0%

carbon disulfide (75-15-0,12122-00-8) + bromobenzene (108-86-1,52753-63-6) + 2-bromo-2-methyl-propionitrile (41658-69-9) → 2-cyanoprop-2-yl dithiobenzoate (201611-85-0)

Guidance literature:

bromobenzene; With iodine; magnesium; In tetrahydrofuran; at 37 - 40 ℃; for 1h; Inert atmosphere;

carbon disulfide; In tetrahydrofuran; at 42 ℃; Inert atmosphere;

2-bromo-2-methyl-propionitrile; In tetrahydrofuran; at 38 - 56 ℃; for 25h; Inert atmosphere;

upstream raw materials:

2,2'-azobis(isobutyronitrile)

bis(thiobenzoyl) disulfide

benzoic acid

cumyl dithiobenzoate

Downstream raw materials:

C₅₂H₄₄N₂S₄

C₂₃H₂₄N₂S₄

C₁₁H₁₁NOS

dithiobenzoic acid

Refernces

• 1、 Perrier, Sebastien,Takolpuckdee, Pittaya,Mars, Craig A.. "Reversible addition-fragmentation chain transfer polymerization: End group modification for functionalized polymers and chain transfer agent recovery". . p. 2033 - 2036. Retrieved 2005.
• 2、 Bouhadir, Ghenwa,Legrand, Nicolas,Quiclet-Sire, Beatrice,Zard, Samir Z.. "A new practical synthesis of tertiary S-alkyl dithiocarbonates and related derivatives". . p. 277 - 280. Retrieved 1999.
• 3、 Pirri, Giovanna,Chiari, Marcella,Damin, Francesco,Meo, Alessandra. "Microarray glass slides coated with block copolymer brushes obtained by reversible addition chain-transfer polymerization". . p. 3118 - 3124. Retrieved 2006.
• 4、 Bradford, Kate G. E.,Petit, Leilah M.,Whitfield, Richard,Anastasaki, Athina,Barner-Kowollik, Christopher,Konkolewicz, Dominik. "Ubiquitous Nature of Rate Retardation in Reversible Addition-Fragmentation Chain Transfer Polymerization". supporting information. p. 17769 - 17777. Retrieved 2021/11/10.