2-mercaptobenzimidazole

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Structural formula
Structural formula of 2-mercaptobenzimidazole
General
Surname 2-mercaptobenzimidazole
other names
  • 2-benzimidazole thiol
  • 2-sulfanylbenzimidazole
  • o -phenylenethiourea
  • MBI
  • Vulkanox MB
Molecular formula C 7 H 6 N 2 S
Brief description

yellow odorless powder

External identifiers / databases
CAS number 583-39-1
EC number 209-502-6
ECHA InfoCard 100.008.640
PubChem 707035
Wikidata Q16004147
properties
Molar mass 150.20 g mol −1
Physical state

firmly

density

1.42 g cm −3

Melting point
  • 300-304 ° C
  • 285-290 ° C
solubility

very heavy in water (0.3 g l −1 at 25 ° C)

safety instructions
GHS labeling of hazardous substances
06 - Toxic or very toxic 08 - Dangerous to health

danger

H and P phrases H: 301-317-372-412
P: 261-280-302 + 352-333 + 313-362 + 364-501
Toxicological data

476 mg kg −1 ( LD 50ratoral )

As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

2-mercaptobenzimidazole is a chemical compound from the benzimidazole group , which is used as an anti-aging agent and for particularly low-vibration, heat-resistant rubber .

Extraction and presentation

2-Mercaptobenzimidazole can be obtained from o -phenylenediamine and potassium O -ethyldithiocarbonate or carbon disulfide .

properties

2-Mercaptobenzimidazole can exist in two tautomeric forms, 1 H -Benzo [ d ] imidazol-2 (3 H ) -thione and 1 H -Benzo [ d ] imidazol-2-thiol:

Tautomerism of 2-mercaptobenzimidazole

See also

Individual evidence

  1. Lanxess data sheet .
  2. a b c d e f Entry on 2-benzimidazolthiol in the GESTIS substance database of the IFA , accessed on January 9, 2019(JavaScript required) .
  3. Data sheet 2-mercaptobenzimidazole, 98% from Sigma-Aldrich , accessed on April 1, 2014 ( PDF ).
  4. ^ SD Gangolli, Royal Society of Chemistry (Great Britain): The Dictionary of Substances and Their Effects (DOSE): Volume 05 KN . Royal Society of Chemistry, 1999, ISBN 0-85404-828-6 , pp. 210 .
  5. a b entry on benzimidazole-2-thiol. In: Römpp Online . Georg Thieme Verlag, accessed April 1, 2014.
  6. ^ Robert A. Smiley “Phenylene- and Toluenediamines” in Ullmann's Encyclopedia of Industrial Chemistry , 2002, Wiley-VCH, Weinheim. doi : 10.1002 / 14356007.a19_405 p. 4.