Tolidine

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Structural formula
Structural formula of tolidine
General
Surname ortho -Tolidine
other names
  • o -Tolidine
  • 3,3′-dimethylbenzidine (GDL main name)
  • Dimethylbenzidine
  • 4,4'-diamino-3,3'-dimethyldiphenyl
  • Diaminoditolyl
  • 3,3'-dimethylbiphenyl-4,4'-diamine
  • 4,4'-di- o -toluidine
  • p , p ′ -diamino- m , m ′ -dimethyldiphenyl
  • 4,4′-Bi- o -toluidine (German EINECS name)
Molecular formula C 14 H 16 N 2
Brief description

colorless to reddish solid

External identifiers / databases
CAS number 119-93-7
EC number 204-358-0
ECHA InfoCard 100,003,962
PubChem 8413
ChemSpider 8106
Wikidata Q413500
properties
Molar mass 212.29 g mol −1
Physical state

solid, crystalline

density

1.23 g cm −3

Melting point

129 ° C

boiling point

300.5 ° C

solubility
safety instructions
GHS hazard labeling from  Regulation (EC) No. 1272/2008 (CLP) , expanded if necessary
08 - Dangerous to health 07 - Warning 09 - Dangerous for the environment

danger

H and P phrases H: 350-302-411
P: 201-273-308 + 313
MAK

Switzerland: 0.003 ml m −3 or 0.03 mg m −3

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

Tolidine , or more precisely ortho- tolidine, is a toxic and carcinogenic substance that belongs to the group of aromatic amines and biphenyl derivatives .

properties

Tolidine forms salts with acids , for example the dihydrochloride is commercially available.

presentation

Analogous to benzidine, tolidine can be prepared from ortho - hydrazotoluene by a benzidine rearrangement .

use

o -Tolidine is one of the most important diphenyl bases and is mainly used for the production of dyes and also for the production of certain elastomers .

o -Tolidine is primarily used as an intermediate for the production of soluble bisdiazo dyes and insoluble pigments , which are used in particular in the textile, leather and paper industries. After reductive cleavage of azo groups, the substance must not be released from textiles or leather products that come into direct contact with human skin for a long time.

o -Tolidine has also found extensive use as a reagent and indicator in analytical, clinical, and forensic chemistry.

safety instructions

Tolidine decomposes at high temperatures and forms dangerous gases or vapors (nitrogen oxides). In contact with oxidizing agents there is a risk of a strongly exothermic reaction (heat generation).

When handling tolidine, it is important to ensure that the workplace is extremely clean. Only the quantities of substance that are necessary for the progress of the work may be present at workplaces. Vessels are not to be left open. For filling and decanting, dust-tight closing systems with exhaust air filters and filling funnels with suction must be used. Tightly closing systems made of resistant materials with suction must be used to fill the solution.

Individual evidence

  1. a b entry on 3,3′-dimethylbenzidine. In: Römpp Online . Georg Thieme Verlag, accessed on December 28, 2014.
  2. a b c d e f Entry on 3,3′-dimethylbenzidine in the GESTIS substance database of the IFA , accessed on February 19, 2017(JavaScript required) .
  3. Entry on 4,4′-bi-o-toluidine in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on February 1, 2016. Manufacturers or distributors can expand the harmonized classification and labeling .
  4. Swiss Accident Insurance Fund (Suva): Limit values ​​- current MAK and BAT values (search for 119-93-7 or Tolidin ), accessed on November 2, 2015.
  5. ^ Carl R. Noller: Textbook of organic chemistry. Springer Verlag, 1960, p. 610.
  6. Appendix 1 of the Consumer Goods Ordinance