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Benzidine information


Benzidine
Skeletal formula of benzidine
Ball-and-stick model of the benzidine molecule
Names
Preferred IUPAC name
[1,1′-Biphenyl]-4,4′-diamine
Other names
Benzidine, di-phenylamine, diphenylamine, 4,4'-bianiline, 4,4'-biphenyldiamine, 1,1'-biphenyl-4,4'-diamine, 4,4'-diaminobiphenyl, p-diaminodiphenyl, p-benzidine
Identifiers
CAS Number
  • 92-87-5 checkY
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:80495 ☒N
ChEMBL
  • ChEMBL15901 checkY
ChemSpider
  • 6844 checkY
ECHA InfoCard 100.002.000 Edit this at Wikidata
EC Number
  • 202-199-1
KEGG
  • C16444 checkY
PubChem CID
  • 7111
RTECS number
  • DC9625000
UNII
  • 2X02101HVF checkY
UN number 1885
CompTox Dashboard (EPA)
  • DTXSID2020137 Edit this at Wikidata
InChI
  • InChI=1S/C12H12N2/c13-11-5-1-9(2-6-11)10-3-7-12(14)8-4-10/h1-8H,13-14H2 checkY
    Key: HFACYLZERDEVSX-UHFFFAOYSA-N checkY
  • InChI=1/C12H12N2/c13-11-5-1-9(2-6-11)10-3-7-12(14)8-4-10/h1-8H,13-14H2
    Key: HFACYLZERDEVSX-UHFFFAOYAX
SMILES
  • c2c(c1ccc(N)cc1)ccc(N)c2
Properties
Chemical formula
C12H12N2
Molar mass 184.24 g/mol
Appearance Grayish-yellow, reddish-gray, or white crystalline powder[1]
Density 1.25 g/cm3
Melting point 122 to 125 °C (252 to 257 °F; 395 to 398 K)
Boiling point 400 °C (752 °F; 673 K)
Solubility in water
0.94 g/100 mL at 100 °C
Magnetic susceptibility (χ)
-110.9·10−6 cm3/mol
Related compounds
Related compounds
biphenyl
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
carcinogenic
GHS labelling:
Pictograms
GHS07: Exclamation markGHS08: Health hazardGHS09: Environmental hazard
Signal word
Danger
Hazard statements
H302, H350, H410
Precautionary statements
P201, P202, P264, P270, P273, P281, P301+P312, P308+P313, P330, P391, P405, P501
NIOSH (US health exposure limits):
PEL (Permissible)
occupational carcinogen[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)
Infobox references

Benzidine (trivial name), also called 1,1'-biphenyl-4,4'-diamine (systematic name), is an organic compound with the formula (C6H4NH2)2. It is an aromatic amine. It is a component of a test for cyanide. Related derivatives are used in the production of dyes. Benzidine has been linked to bladder and pancreatic cancer.[2]

  1. ^ a b NIOSH Pocket Guide to Chemical Hazards. "#0051". National Institute for Occupational Safety and Health (NIOSH).
  2. ^ "Known and Probable Carcinogens". American Cancer Society. 2011-06-29. Archived from the original on 2008-03-17. Retrieved 2007-01-12.

and 24 Related for: Benzidine information

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Benzidine

Last Update:

Benzidine (trivial name), also called 1,1'-biphenyl-4,4'-diamine (systematic name), is an organic compound with the formula (C6H4NH2)2. It is an aromatic...

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Cyanide

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pub2. ISBN 978-3527306732. Schwenecke, H.; Mayer, D. (2005). "Benzidine and Benzidine Derivatives". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim:...

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Azo dye

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from benzidine are carcinogens; exposure to them has classically been associated with bladder cancer. Accordingly, the production of benzidine azo dyes...

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Molecular machine

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the two binding sites are a benzidine and a biphenol unit; the cationic ring typically prefers staying over the benzidine ring, but moves over to the...

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IARC group 1 Carcinogens

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anthophyllite, chrysotile, crocidolite, tremolite) Azathioprine Benzene Benzidine, and dyes metabolized to Benzo[a]pyrene Beryllium and beryllium compounds...

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Tolidine

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which is commercially available. 2-Tolidine can be produced by many benzidine rearrangement from a hydrazine derivative derived from 2-nitrotoluene...

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Congo red

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have all benzidine-derived dyes, owing to their carcinogenic activity. It is prepared by azo coupling of the bis(diazonium) derivative of benzidine with naphthionic...

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Glucose meter

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test strips for urine. Besides glucose oxidase, the test kit contains a benzidine derivative, which is oxidized to a blue polymer by the hydrogen peroxide...

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Diarylide pigment

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involves the reaction of doubly diazotized aromatic diamines (derivatives of benzidine) with acetoacetanilides. By varying both of these components, several...

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Green cleaning

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serious health effects: 1,4-Dioxane 1,1-Dichloroethane Acrylic acid Benzene Benzidine 1,3-Butadiene Carbon tetrachloride Chloroform Ethylene oxide Nitrilotriacetic...

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Control of Substances Hazardous to Health Regulations 2002

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member of the European Economic Area, of (reg.4(2)): 2-naphthylamine, benzidine, 4-aminodiphenyl, 4-nitrodiphenyl, their salts and any substance containing...

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Occupational cancer

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Cancer Source Examples of Occupations Bladder Benzidine, beta-naphthylamine, 4-aminobiphenyl, arsenic Rubber, leather, paving, roofing, printing and textile...

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Presumptive and confirmatory tests

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Malachite green test for blood Marquis reagent for narcotics and alkaloids Benzidine test for blood which changes from clear to blue in color with the presence...

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Biphenyl

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commercially in liquid crystal displays (5CB, 7CB, 8OCB and 5CT). A variety of benzidine derivatives are used in dyes and polymers. Research into biphenyl liquid...

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Molecular switch

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84% of the population favoring the benzidine station. However, on addition of trifluoroacetic acid, the benzidine nitrogen atoms are protonated and the...

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Staphylococcus haemolyticus

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It also tests positive for acetoin production, arginine, dihydrolase, benzidine, catalase, hemolysis, and lipase; it tests negative for coagulase, DNase...

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Pittsburgh compound B

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Zeiger E, Mennear JH (1994). "Summary of the National Toxicology Program benzidine dye initiative". Environ Health Perspect. 102 (supp 2): 63–78. doi:10...

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Acid dye

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V. D.; Peiperl, M. D.; Vaughan, V. L. (1984). "Mutagenicity of benzidine and benzidine-congener dyes and selected monoazo dyes in a modified Salmonella...

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Chronoamperometry

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Following Charge Transfer by a Step-Functional Controlled Potential Method. The Benzidine Rearrangement1". J. Phys. Chem. 69: 30–40. doi:10.1021/j100885a008....

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Organic peroxides

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calculations predict that it undergoes a nearly barrierless reaction akin to the benzidine rearrangement. The O−O bond length in peroxides is about 1.45 Å, and the...

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Pigment Yellow 12

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Pigment Yellow 12 Names Other names Benzidine yellow, Diarylanilide Yellow Identifiers CAS Number 6358-85-6 3D model (JSmol) Interactive image ChemSpider...

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Bladder cancer

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following substances has been implicated as a cause of bladder cancer; benzidine (dyes manufacturing), 4-aminobiphenyl (rubber industry), 2-naphtylamine...

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Supramolecular chemistry

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be used in redox reactions and electrochemistry. Other units, such as benzidine derivatives, viologens, and fullerenes, are useful in supramolecular electrochemical...

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Textile industry in Bangladesh

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cancer due to aniline dye intermediates such as beta-naphthylamine and benzidine, which has long been identified as a human urinary carcinogen. The latency...

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