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p-phenylenediamine

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EntityQ415024· pop 25· linked from 113 articles

p-phenylenediamine

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Also known as p-phenylene diamine, 4-aminoaniline, 1,4-diaminobenzene, 1,4-phenylene diamine, 1,4-benzenediamine, p-diaminobenzene, benzene-1,4-diamine, p-Diaminobenzene

'''p-Phenylenediamine (PPD''') is an organic compound with the formula C6H4(NH2)2. This derivative of aniline is a white solid, but samples can darken due to air oxidation. It is mainly used as a component of engineering polymers and composites like kevlar. It is also an ingredient in hair dyes and is occasionally used as a substitute for henna.

Chemical data

Formula
C6H8N2
Molecular weight
108.14 g/mol
IUPAC name
benzene-1,4-diamine
SMILES
C1=CC(=CC=C1N)N
InChIKey
CBCKQZAAMUWICA-UHFFFAOYSA-N
XLogP
-0.3
Polar surface area
52 Ų
H-bond donors
2
H-bond acceptors
2
Formal charge
0

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Research

3,845 papers

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Wikidata facts

Subclass of
phenylenediamine
Has part
carbon
Mass
108.06874825599999
Has use
dye
Show 15 more facts
ionization energy
6.89
monomer of
Twaron
chemical formula
C₆H₈N₂
canonical SMILES
Nc1ccc(N)cc1
NIOSH Pocket Guide ID
0495
immediately dangerous to life or health
25
melting point
146
boiling point
267
vapor pressure
1
flash point
312
solubility
4
time-weighted average exposure limit
0.1
subject has role
allergen
safety classification and labelling
Regulation (EC) No. 1272/2008
Commons category
1,4-Diaminobenzene
Sources (4)

via Wikidata · CC0

~5 min read

Encyclopedic overview

9 sections
Contents
  • Production
  • Uses
  • Precursor to polymers
  • Dyeing
  • Rubber antioxidant
  • Other uses
  • Safety
  • See also
  • References

'''p-Phenylenediamine (PPD''') is an organic compound with the formula C6H4(NH2)2. This derivative of aniline is a white solid, but samples can darken due to air oxidation. It is mainly used as a component of engineering polymers and composites like kevlar. It is also an ingredient in hair dyes and is occasionally used as a substitute for henna.

==Production== PPD is produced via three routes. Most commonly, 4-nitrochlorobenzene is treated with ammonia and the resulting 4-nitroaniline is then hydrogenated:

Excerpted from Wikipedia’s “p-phenylenediamine” article, available under the CC BY-SA 4.0 licence.

Gallery (9)