Dimethyl 2,2'-dithiobisbenzoate

Base Information

• Chemical Name: Dimethyl 2,2'-dithiobisbenzoate
• CAS No.: 5459-63-2
• Molecular Formula: C16H14 O4 S2
• Molecular Weight: 334.417
• Hs Code.: 2930909090
• European Community (EC) Number: 226-731-7
• NSC Number: 5343
• UNII: N7KHP22KW4
• DSSTox Substance ID: DTXSID30203022
• Nikkaji Number: J210.518G
• Wikidata: Q72469938
• ChEMBL ID: CHEMBL120065
• Mol file: 5459-63-2.mol

Synonyms:5459-63-2;Dimethyl 2,2'-dithiobisbenzoate;Dimethyl 2,2'-dithiodibenzoate;Methyl 2-{[2-(methoxycarbonyl)phenyl]disulfanyl}benzoate;Dimethyl 2,2'-disulfanediyldibenzoate;methyl 2-[(2-methoxycarbonylphenyl)disulfanyl]benzoate;methyl 2-{[2-(methoxycarbonyl)phenyl]disulfanyl}benzenecarboxylate;NSC-5343;N7KHP22KW4;2,2'-Dithiobibenzoate dimethyl;NSC5343;NSC 5343;EINECS 226-731-7;Benzoic acid, 2,2'-dithiobis-, dimethyl ester;methyl 2-{[2-(methoxycarbonyl)phenyl]dithio}benzoate;methyl 2-[[2-(methoxycarbonyl)phenyl]dithio]benzoate;UNII-N7KHP22KW4;Dimethyl2,2-dithiobisbenzoate;SCHEMBL756511;CHEMBL120065;Dithiodibenzoic acid-dimethylester;DTXSID30203022;MFCD00025860;2,2'-Dithiobis(benzoic acid methyl);AKOS001020904;C16-H14-O4-S2;SS-3470;Bis(2-methoxycarbonyl-phenyl)-disulfide;BIS(2-CARBOMETHOXYPHENYL) DISULFIDE;2,2'-Dithiobisbenzoic acid, dimethyl ester;1,2-Bis(2-methoxycarbonyl-phenyl)-disulfan;BIS(O-METHOXYCARBONYLPHENYL) DISULFIDE;CS-0157929;FT-0765789;D81878;BIS(2-(METHOXYCARBONYL)PHENYL) DISULFIDE;2,2'-DIMETHOXYCARBONYL DIPHENYL DISULFIDE;BENZOIC ACID, 2,2'-DITHIODI-, DIMETHYL ESTER;Z56813479;Methyl 2-{[2-(methoxycarbonyl)phenyldisulfanyl}benzoate;BENZOIC ACID, 2,2'-DITHIOBIS-, 1,1'-DIMETHYL ESTER

Chemical Property of Dimethyl 2,2'-dithiobisbenzoate

Chemical Property:

• Melting Point: 131-134 °C
• Boiling Point: 443.5°Cat760mmHg
• Flash Point: 215°C
• PSA: 103.20000
• Density: 1.34g/cm³
• LogP: 4.05920
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 7
• Exact Mass: 334.03335127
• Heavy Atom Count: 22
• Complexity: 352

Purity/Quality:

99%, ^*data from raw suppliers

Methyl 2-{[2-(methoxycarbonyl)phenyl]disulfanyl}benzenecarboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC=CC=C1SSC2=CC=CC=C2C(=O)OC

Technology Process of Dimethyl 2,2'-dithiobisbenzoate

There total 31 articles about Dimethyl 2,2'-dithiobisbenzoate 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: 100.0%

methanol (67-56-1) + 2,2'-dithiobenzoic acid (119-80-2) → bis[2-(methoxycarbonyl)phenyl]disulfide (5459-63-2)

Guidance literature:

With triethylamine; for 18h;

DOI:10.1016/S0968-0896(96)00269-6

Reference yield: 94.0%

2-carbomethoxyaniline (134-20-3) → bis[2-(methoxycarbonyl)phenyl]disulfide (5459-63-2)

Guidance literature:

2-carbomethoxyaniline; With tetrafluoroboric acid; sodium nitrite; In water; acetone; at -20 - 0 ℃; for 0.333333h;

With carbon disulfide; tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; In dimethyl sulfoxide; at 20 ℃; for 6h; Concentration; Irradiation;

DOI:10.3762/bjoc.13.91

Reference yield: 88.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + 3H-1,2-Benzodithiol-3-one 1,1-dioxide (66304-01-6) + 2-hydroxyethanethiol (60-24-2) → bis(2-hydroxyethyl) disulfide (1892-29-1) + methyl 2-(methylthio)benzoate (3704-28-7) + bis[2-(methoxycarbonyl)phenyl]disulfide (5459-63-2) + 2-(2'-hydroxyethyldithio)carboxymethylbenzene

Guidance literature:

3H-1,2-Benzodithiol-3-one 1,1-dioxide; 2-hydroxyethanethiol; With water; In acetonitrile; for 0.166667h;

diazomethane; In diethyl ether; at 24 ℃; for 0.0833333h; Further byproducts given;

DOI:10.1016/S0960-894X(00)00125-6

upstream raw materials:

2,2'-dithiodibenzoic acid dichloride

methanol

diazomethane

2,2'-dithiobenzoic acid

Downstream raw materials:

2-mercaptobenzoic acid hydrazide

saccharin

2-(methylthio)benzoic acid

2-methoxycarbonylbenzenesulfonyl chloride

Refernces

• 1、 Cai, Xiaoqing,Chen, Qian,Chen, Xiaojian,Gao, Yang,Huo, Yanping,Li, Xianwei,Ouyang, Wensen,Rao, Jianhang,Wang, Jie. "Sequential C-H activation enabled expedient delivery of polyfunctional arenes". supporting information. p. 8075 - 8078. Retrieved 2021/08/20.
• 2、 Benoit, Emeline,Fnaiche, Ahmed,Gagnon, Alexandre. "Synthesis of aryl cyclopropyl sulfides through copper-promoted S-cyclopropylation of thiophenols using cyclopropylboronic acid". . p. 1162 - 1171. Retrieved 2019/06/08.