Diphenylamine

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Diphenylamine
IUPAC name Diphenylamine
Other names N-Phenylbenzenamine;
N-Phenyl Aniline;
DPA;
Anilinobenzene;
(phenylamino)benzene;
N,N-diphenylamine;
big dipper;
C.I. 10355;
Phenylbenzenamine;
Diphenylamine;
Identifiers
CAS number [122-39-4]
RTECS number 9
SMILES c1ccccc1Nc2ccccc2
Properties
Molecular formula C12H11N
Molar mass 169.23 g/mol
Appearance White to yellow crystals
Density 1.2 g/cm³
Melting point

53 °C (326 K)
Boiling point

302 °C (575 K)
Solubility in water Slightly
Hazards
MSDS External MSDS
Main hazards Toxic. Possible mutagen. Possible teratogen. Harmful in contact with skin, and if swallowed or inhaled. Irritant.
NFPA 704
1
3
0
 
R-phrases R23 R24 R25 R33 R50 R53
S-phrases S36 S37 S45 S60 S61
Flash point 152°C
Related compounds
Related Amine Aniline
Supplementary data page
Structure and
properties		 n, εr, etc.
Thermodynamic
data		 Phase behaviour
Solid, liquid, gas
Spectral data UV, IR, NMR, MS
Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)
Infobox disclaimer and references

Diphenylamine is an aromatic amine with the structural formula (C6H5)2NH.

It is considered to be and is known to be toxic and harmful to the environment.

Contents

[edit] Preparation

One synthesis is the reaction of aniline to form a mixture of ammonia and diphenyl amine.

[edit] Uses

It has been used for scald control on apples in the United States, and it is a fungicide.

It has been used in a test for nitrates.[1]

It is used as a building block to form Mannich bases which are the most important pharmaceutical components as well as the products of industrial importance. For instance Phenothiazine is obtained by fusing diphenylamine with sulfur.

It also finds use in DNA extraction.[2]

[edit] References

 This article does not cite any references or sources. (September 2007)
Please help improve this article by adding citations to reliable sources. Unverifiable material may be challenged and removed.
  1. ^ [1][dead link]
  2. ^ DNA Quantification Using Dimethylamine (click on PDF download link)

[edit] External links

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