4-methylbenzenecarbodithioic Acid

Base Information

• Chemical Name: 4-methylbenzenecarbodithioic Acid
• CAS No.: 2168-80-1
• Molecular Formula: C8H8S2
• Molecular Weight: 168.284
• DSSTox Substance ID: DTXSID60398016
• Nikkaji Number: J1.021.749K
• Wikidata: Q82199725
• Mol file: 2168-80-1.mol

Synonyms:4-Methyldithiobenzoic acid;4-methylbenzenecarbodithioic Acid;2168-80-1;SCHEMBL547749;DTXSID60398016

Chemical Property of 4-methylbenzenecarbodithioic Acid

Chemical Property:

• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 168.00674260
• Heavy Atom Count: 10
• Complexity: 123

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C(=S)S

Technology Process of 4-methylbenzenecarbodithioic Acid

There total 7 articles about 4-methylbenzenecarbodithioic Acid 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: 24.0%

carbon disulfide (75-15-0,12122-00-8) + toluene (108-88-3,15644-74-3,16713-13-6) → 4-methyldithioic acid (2168-80-1)

Guidance literature:

With aluminum tri-bromide; at 20 ℃; for 24h; under 22502.3 Torr; Autoclave;

DOI:10.1021/jo101808z

Reference yield: 23.0%

phenylmercury dithio-4-methylbenzoate + sodium thioethylate (811-51-8) → 4-methyldithioic acid (2168-80-1) + p-methyldithiobenzoic acid ethyl ester (63385-22-8)

Guidance literature:

In ethanol; for 24h; Heating;

Reference yield:

carbon disulfide (75-15-0,12122-00-8) + para-bromotoluene (106-38-7) → 4-methyldithioic acid (2168-80-1)

Guidance literature:

para-bromotoluene; With magnesium; In tetrahydrofuran; for 2h; Heating;

carbon disulfide; In tetrahydrofuran; at -5 - 20 ℃;

DOI:10.1021/ja047882c

upstream raw materials:

p-Methylthiobenzoyl-phenyl-disulfid

sodium thioethylate

carbon disulfide

para-bromotoluene

Downstream raw materials:

4-methylbenzaldehyde semicarbazone

4,4'-Dimethyl-bis-thiobenzoyldisulfid

N-cyclohexyl-4-(methyl)thiobenzamide

piperidinium 4-methylbenzenecarbodithiolate

Refernces

• 1、 Nemoto, Koji,Yoshida, Hiroki,Egusa, Naoki,Morohashi, Naoya,Hattori, Tetsutaro. "Direct carboxylation of arenes and halobenzenes with CO2 by the combined use of AlBr3 and R3SiCl". experimental part. p. 7855 - 7862. Retrieved 2011/02/21.
• 2、 Kato, Shinzi,Hattori, Eiji,Sato, Hiroyuki,Mizuta, Masateru,Ishida, Masaru. "Preparation and Some Reactions of Phenylmercury Thio- and Dithiocarboxylates". . p. 783 - 790. Retrieved 2007/10/02.