Dimethyl 4,4'-disulfanediyldibenzoate

Base Information

• Chemical Name: Dimethyl 4,4'-disulfanediyldibenzoate
• CAS No.: 35190-68-2
• Molecular Formula: C16H14O4S2
• Molecular Weight: 334.417
• Hs Code.: 2930909090
• DSSTox Substance ID: DTXSID20392833
• Nikkaji Number: J614.058K
• Wikidata: Q82191278
• Mol file: 35190-68-2.mol

Synonyms:35190-68-2;Dimethyl 4,4'-disulfanediyldibenzoate;bis(p-(mewthoxycarbonyl)phenyl)disulfide;methyl 4-[(4-methoxycarbonylphenyl)disulfanyl]benzoate;4,4'-DITHIOBISBENZOIC ACID DIMETHYL ESTER;BIS(4-CARBOMETHOXYPHENYL) DISULFIDE;4,4'-DITHIODIBENZOIC ACID DIMETHYL ESTER;Dimethyl4,4'-disulfanediyldibenzoate;(SPhCO2Me)2;SCHEMBL944296;DTXSID20392833;VGCZYLQMVYJBNY-UHFFFAOYSA-N;dimethyl 4,4'-dithiobis[benzoate];bis(4-methoxycarbonylphenyl)disulfide;bis-(4-carbomethoxyphenyl) disulfide;Bis-p-methoxycarbonyl-phenyl disulfide;AKOS016004977;BB 0257271;FT-0667729;BIS(P-(METHOXYCARBONYL)PHENYL)DISULFIDE;A874727;Benzoicacid,4,4'-dithiobis-,1,1'-dimethyl ester;J-019984

Chemical Property of Dimethyl 4,4'-disulfanediyldibenzoate

Chemical Property:

• Vapor Pressure: 1.41E-08mmHg at 25°C
• Melting Point: 116-119°C
• Refractive Index: 1.639
• Boiling Point: 458.1 °C at 760 mmHg
• Flash Point: 224.9 °C
• PSA: 103.20000
• Density: 1.34 g/cm³
• LogP: 4.05920
• Storage Temp.: -20?C Freezer
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 7
• Exact Mass: 334.03335127
• Heavy Atom Count: 22
• Complexity: 336

Purity/Quality:

99% ^*data from raw suppliers

4,4''-DithiobisbenzoicAcidDimethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC(=O)C1=CC=C(C=C1)SSC2=CC=C(C=C2)C(=O)OC
• Uses: 4,4''-Dithiobisbenzoic Acid Dimethyl Ester (cas# 35190-68-2) is a compound useful in organic synthesis.

Technology Process of Dimethyl 4,4'-disulfanediyldibenzoate

There total 14 articles about Dimethyl 4,4'-disulfanediyldibenzoate 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: 95.0%

methanol (67-56-1) + 4,4'-Dithiobisbenzoic acid (1155-51-7) → dimethyl 4,4'-dithiobisbenzoate (35190-68-2)

Guidance literature:

With hydrogenchloride; for 20h; Reflux;

DOI:10.1002/chem.201902651

Reference yield: 92.0%

methyl 4-mercaptobenzoate (6302-65-4) → dimethyl 4,4'-dithiobisbenzoate (35190-68-2)

Guidance literature:

With hydrogen bromide; dimethyl sulfoxide; In chloroform; at 20 ℃; for 9h; Inert atmosphere; Schlenk technique;

DOI:10.1016/j.tetlet.2015.08.041

Reference yield: 92.0%

methanol (67-56-1) + gold(III) tetrachloride trihydrate + 4-mercaptobenzoic acid (1074-36-8) → dimethyl 4,4'-dithiobisbenzoate (35190-68-2) + [Au(p-SPhCO2Me)]n

Guidance literature:

for 48h; Reflux;

DOI:10.1039/c5cc10448c

upstream raw materials:

diazomethane

4,4'-Dithiobisbenzoic acid

methanol

p-carboxyphenylsulfonyl chloride

Downstream raw materials:

4-Heptafluoropropylsulfanyl-benzoic acid

4-(methoxycarbonyl)phenyl thiocyanate

(+/-)_S-isopropyl phenylsulfinate

methyl 2-(tetrahydrofuran-2-ylthio)benzoate

Refernces

• 1、 Iida, Hiroki,Kozako, Ryo,Oka, Marina. "Green Aerobic Oxidation of Thiols to Disulfides by Flavin-Iodine Coupled Organocatalysis". supporting information. p. 1227 - 1230. Retrieved 2021/06/21.
• 2、 Briggs, Edward L.,Tota, Arianna,Colella, Marco,Degennaro, Leonardo,Luisi, Renzo,Bull, James A.. "Synthesis of Sulfonimidamides from Sulfenamides via an Alkoxy-amino-λ6-sulfanenitrile Intermediate". supporting information. p. 14303 - 14310. Retrieved 2019/09/06.