2-Mercaptobenzimidazole [CAS No. 583-39-1]

PROPERTIES 

IUPAC NAME1,3-Dihydro-2H-benzimidazole-2-thione
CAS NO.583-39-1
EINECS NO.209 – 502 – 6
FORMULAC7H6N2S
MOL. WT.150.22
Product ID: SC-001 Category:

Description

Product Description 

Mercaptobenzimidazole is the organosulfur compound with the formula C6H4(NH)2C=S. It is the mercaptan of benzimidazole. It is a white solid that has been investigated as a corrosion inhibitor. The name is a misnomer because the compound is a thiourea, characterized with a short C=S bond length of 169 pm. A similar situation applies to 2-mercaptoimidazole, which is also a thiourea properly called 2-imidazolidinethione and mercaptobenzothiazole, which is also a thiomide.

Application

2-Mercaptobenzimidazole can be used:

  • To prepare 2-benzimidazolylthioacetophenones by reacting with aromatic ketones, which is a key intermediate for the synthesis of thiazolo[3,2-a]benzimidazoles.
  • To synthesize S-arylated 2-mercapto-benzimidazoles via S-arylation with substituted aryl iodides using CuI and 1,10-phenanthroline.
IUPAC NAME1,3-Dihydro-2H-benzimidazole-2-thione
CAS NO.583-39-1
EINECS NO.209 – 502 – 6
FORMULAC7H6N2S
MOL. WT.150.22
INCHI1S/C7H6N2S/c10-7-8-5-3-1-2-4-6(5)9-7/h1-4H,(H2,8,9,10)
INCHIKEYYHMYGUUIMTVXNW-UHFFFAOYSA-N
SMILESSC1=NC2=CC=CC=C2N1
SYNONYMSAntioxidant Benzimidazole; Antioxidant MB; ASM MB; AOMB,
2-Benzimidazolethiol; O-Phenylene Thiourea; o -Phenylenethiourea; 1H-Benzimidazole-2-Thiol; 2-Benzimidazolinethione; 2-Thiobenzimidazole; Antiegene MB; 1,3-Dihydro-2H-Benzimidazole-2-Thione; USAF XF – 21; USAF EK – 6540; NCI – C60980; 2-Mercapto Benzimidazole, 2-Merkaptobenzimidazole, 2-Mercaptobenzoimidazole, Vulkanox MB, Nocrac MB