BENZYL BENZODITHIOATE

Base Information

• Chemical Name: BENZYL BENZODITHIOATE
• CAS No.: 27249-90-7
• Molecular Formula: C14H12 S2
• Molecular Weight: 244.381
• Hs Code.: 2930909090
• European Community (EC) Number: 803-646-9
• DSSTox Substance ID: DTXSID30466574
• Nikkaji Number: J1.002.577J
• Wikidata: Q72440760
• Mol file: 27249-90-7.mol

Synonyms:Benzoicacid, dithio-, benzyl ester (8CI); Benzyl benzenecarbodithioate; Benzyldithiobenzoate

Chemical Property of BENZYL BENZODITHIOATE

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 55℃
• Refractive Index: 1.67
• Boiling Point: 372.9°Cat760mmHg
• Flash Point: 179.3°C
• PSA: 57.39000
• Density: 1.2g/cm³
• LogP: 4.29550
• Storage Temp.: 2-8°C
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 244.03804273
• Heavy Atom Count: 16
• Complexity: 213

Purity/Quality:

98%, ^*data from raw suppliers

Benzyl Benzodithioate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,N
• Hazard Codes: Xn,N
• Statements: 22-43-50/53
• Safety Statements: 36/37-60-61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CSC(=S)C2=CC=CC=C2
• Uses: RAFT agent for controlled radical polymerization; Chain Transfer Agent (CTA) well-suited for methacrylates, methacrylamides, and styrenes.

Technology Process of BENZYL BENZODITHIOATE

There total 23 articles about BENZYL 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: 96.0%

phenylmethanethiol (100-53-8) + benzoic acid (65-85-0,8013-63-6) → benzyl dithiobenzoate (27249-90-7)

Guidance literature:

With tetraphosphorus decasulfide; In toluene; at 110 ℃; for 4h;

DOI:10.1021/ol006407q

Reference yield: 90.0%

O-(1-(N,4-dimethylphenylsulfonamido)vinyl) benzothioate + phenylmethanethiol (100-53-8) → benzyl dithiobenzoate (27249-90-7)

Guidance literature:

With caesium carbonate; In acetonitrile; for 0.0833333h; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.orglett.0c02402

Reference yield: 81.0%

phenylmethanethiol (100-53-8) + Carboxymethyl dithiobenzoate (942-91-6) → benzyl dithiobenzoate (27249-90-7)

Guidance literature:

With sodium hydroxide; In water; at 20 ℃; for 15h;

DOI:10.1002/pola.25935

upstream raw materials:

dithiobenzoic acid

benzyl chloride

benzyl benzothioate

phenylmethanethiol

Downstream raw materials:

2-benzyl-2,5-diphenyl-4-methoxycarbonyl-1,3-dithiole

2-benzyl-2-phenyl-4-ethoxycarbonyl-1,3-dithiole

[(methylthio)methyl]-benzene

methyl dithiobenzoate

Refernces

• 1、 Li, Qianbiao,Wang, Taisheng,Dai, Jingwen,Ma, Chao,Jin, Bangkun,Bai, Ruke. "A facile one pot strategy for the synthesis of well-defined polyacrylates from acrylic acid via RAFT polymerization". . p. 3331 - 3334. Retrieved 2014.
• 2、 Zamfir, Mirela,Patrickios, Costas S.,Montagne, Franck,Abetz, Clarissa,Abetz, Volker,Oss-Ronen, Liat,Talmon, Yeshayahu. "Styrene-vinyl pyridine diblock copolymers: Synthesis by RAFT polymerization and self-assembly in solution and in the bulk". . p. 1636 - 1644. Retrieved 2012.
• 3、 Araki, Keisuke,Fuchigami, Tsugumichi,Gotoh, Yasuyuki,Inoue, Munenori,Maebayashi, Haruki. "Regioselective reaction of fluorinated aryllithium reagents and carbon disulfide in cyclopentyl methyl ether: Efficient synthesis of dithioesters and liquid crystal compounds having a difluoromethyleneoxy moiety". . . Retrieved 2020/03/25.
• 4、 Hewitt, Russell J.,Ong, Michelle Jui Hsien,Lim, Yi Wee,Burkett, Brendan A.. "Investigations of the Thermal Responsiveness of 1,4,2-Oxathiazoles". supporting information. p. 6687 - 6700. Retrieved 2015/10/29.