Carbonotrithioic acid, bis(phenylmethyl) ester

Base Information

• Chemical Name: Carbonotrithioic acid, bis(phenylmethyl) ester
• CAS No.: 26504-29-0
• Molecular Formula: C15H14 S3
• Molecular Weight: 290.474
• Hs Code.: 2930909090
• European Community (EC) Number: 460-390-7,803-517-7
• NSC Number: 33081
• DSSTox Substance ID: DTXSID60885355
• Nikkaji Number: J33.744G
• Wikidata: Q72463714
• Mol file: 26504-29-0.mol

Synonyms:26504-29-0;S,S-Dibenzyl trithiocarbonate;Carbonotrithioic acid, bis(phenylmethyl) ester;dibenzyl carbonotrithioate;bis(benzylsulfanyl)methanethione;S,S-DIBENZYLTRITHIOCARBONATE;NSC33081;dibenzylcarbonotrithioate;dibenzyl trithiocarbonate;Trithiocarbonic acid dibenzyl;SCHEMBL161188;DTXSID60885355;BBA50429;S,S-Dibenzyl trithiocarbonate 97%;MFCD12911902;NSC 33081;NSC-33081;S,S-Dibenzyl trithiocarbonate, 97%;AKOS025243359;AS-67202;Carbonotrithioic acid,bis(phenylmethyl)ester

Chemical Property of Carbonotrithioic acid, bis(phenylmethyl) ester

Chemical Property:

• Vapor Pressure: 1.6E-08mmHg at 25°C
• Melting Point: 72-74℃
• Boiling Point: 469°C at 760 mmHg
• Flash Point: 237.5°C
• PSA: 82.69000
• Density: 1.249g/cm³
• LogP: 5.13810
• Storage Temp.: 2-8°C
• Sensitive.: moisture sensitive, store cold
• XLogP3: 5.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 290.02576397
• Heavy Atom Count: 18
• Complexity: 216

Purity/Quality:

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

S,S-Dibenzyltrithiocarbonate, min. 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/38-43
• Safety Statements: 26-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CSC(=S)SCC2=CC=CC=C2
• Uses: Sulfur-based agent providing a high degree of control for, Reversible Addition Fragmentation Chain Transfer (RAFT), polymerizations. Trithiocarbonate-based RAFT agent used as a bifunctional Chain Transfer Agent (CTA) in RAFT polymerization of block copolymers for drug delivery. Provides good control of polymerization of vinyl monomers, including styrene, methacrylate, and acrylamide.

Technology Process of Carbonotrithioic acid, bis(phenylmethyl) ester

There total 25 articles about Carbonotrithioic acid, bis(phenylmethyl) ester 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: 99.0%

benzyl tosylate (1024-41-5) → dibenzyl trithiocarbonate (26504-29-0)

Guidance literature:

With carbon disulfide; caesium carbonate; In dimethyl sulfoxide; at 20 - 25 ℃; for 5h; Inert atmosphere;

DOI:10.1007/s00706-008-0956-7

Reference yield: 97.0%

carbon disulfide (75-15-0,12122-00-8) + benzyl bromide (100-39-0) + phenylmethanethiol (100-53-8) → dibenzyl trithiocarbonate (26504-29-0)

Guidance literature:

phenylmethanethiol; With triethylamine; at 25 ℃; for 0.25h; Neat (no solvent);

carbon disulfide; In water; at 25 ℃; for 0.5h;

benzyl bromide; In water; at 25 ℃; for 0.67h; in air atmosphere;

DOI:10.1007/s00706-008-0864-x

Reference yield: 92.0%

benzyl bromide (100-39-0) + potassium trithiocarbonate (584-10-1) → dibenzyl trithiocarbonate (26504-29-0)

Guidance literature:

In N,N-dimethyl-formamide; at 50 ℃; for 10h;

DOI:10.1080/17415993.2012.731064

upstream raw materials:

benzyl bromide

potassium trithiocarbonate

benzyl chloride

carbon disulfide

Downstream raw materials:

phenylmethanethiol

Refernces

• 1、 Sivtsov,Chernikova,Terpugova,Yasnogorodskaya. "Influence of the microstructure of acrylic acid-n-butyl acrylate copolymers prepared by pseudoliving radical polymerization by the reversible addition-fragmentation chain transfer mechanism on their surface activity in aqueous solutions". . p. 630 - 638. Retrieved 2009.
• 2、 Adelsberger, Joseph,Kulkami, Amit,Jain, Abhinav,Wang, Weinan,Bivigou-Koumba, Achille M.,Busch, Peter,Pipich, Vitaliy,Holderer, Olaf,Hellweg, Thomas,Laschewsky, Andre,Mueller-Buschbaum, Peter,Papadakis, Christine M.. "Thermoresponsive PS-b-PNIPAM-b-PS Micelles: Aggregation behavior, segmental dynamics, and thermal response". . p. 2490 - 2501. Retrieved 2010.
• 3、 Xiang, Xu,Ding, Xiaochu,Chen, Ning,Zhang, Beilu,Heiden, Patricia A.. "End group polarity and block symmetry effects on cloud point and hydrodynamic diameter of thermoresponsive block copolymers". . p. 2838 - 2848. Retrieved 2015.
• 4、 Arzehgar, Zeinab,Ahmadi, Hosna. "A convenient one-pot method for the synthesis of symmetrical dialkyl trithiocarbonates using NH4OAc under mild neutral conditions". . p. 303 - 306. Retrieved 2018/11/01.