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p-Phenylenediamine

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Identification
Molecular formula
C6H8N2
CAS number
106-50-3
IUPAC name
benzene-1,4-diamine
State
State

At room temperature, p-Phenylenediamine is in a solid state, typically forming crystalline structures that are stable unless exposed to air where they can undergo oxidation and darkening.

Melting point (Celsius)
147.00
Melting point (Kelvin)
420.00
Boiling point (Celsius)
267.00
Boiling point (Kelvin)
540.00
General information
Molecular weight
108.14g/mol
Molar mass
108.1410g/mol
Density
1.1410g/cm3
Appearence

p-Phenylenediamine appears as white to purple crystals. It is often encountered in its white form but can darken on exposure to air, due to oxidation. Its crystalline form makes it distinct in texture and appearance compared to other similar compounds.

Comment on solubility

Solubility of Benzene-1,4-diamine

Benzene-1,4-diamine, also known as p-phenylenediamine, has unique solubility characteristics that are important for its applications in various fields. The solubility of this organic compound can be summarized as follows:

  • Solvent Compatibility: Benzene-1,4-diamine is primarily soluble in polar solvents such as water and alcohols. However, its solubility can be limited by the presence of hydrophobic groups, such as those found in the benzene ring.
  • Temperature Dependence: The solubility tends to increase with temperature, meaning that heating the solvent can enhance the dissolution of the compound.
  • pH Sensitivity: The solubility of benzene-1,4-diamine is also affected by pH levels. In acidic conditions, it tends to be more solubilized due to protonation, which increases ionic interactions.
  • Aqueous Solution: At room temperature, benzene-1,4-diamine shows a moderate solubility in water, which can be advantageous in various chemical processes.

In summary, the solubility of benzene-1,4-diamine is influenced by several factors, including the choice of solvent, temperature, and the pH of the solution. Understanding these parameters is crucial for effectively utilizing this compound in industrial and research applications.

Interesting facts

Interesting Facts about Benzene-1,4-diamine

Benzene-1,4-diamine, commonly known as p-phenylenediamine, is a fascinating compound with various applications and significance in both the chemical and industrial sectors. Here are some intriguing aspects of this compound:

  • Structure and Isomerism: This compound features a benzene ring with two amino groups (-NH2) positioned at the 1 and 4 carbon atoms. This specific arrangement leads to its classification as an aromatic amine and is fundamental to its properties and reactivity.
  • Industrial Importance: Benzene-1,4-diamine is widely used in the production of polyurethane foams, dyes, and pigments. Particularly, it plays a crucial role in manufacturing hair dyes, appealing to the cosmetic industry for its effectiveness and vibrant color possibilities.
  • Chemical Reactivity: The presence of amino groups contributes to its reactivity, allowing it to participate in various chemical reactions, such as nucleophilic substitutions and coupling reactions, which are vital in synthesizing complex organic molecules.
  • Toxicity Considerations: While useful, p-phenylenediamine must be handled with care, as it can pose health risks. Short-term exposure can lead to irritation, and long-term exposure has been linked to more serious health concerns, including sensitization and carcinogenic potential. Thus, safety measures are crucial in its handling.
  • Historical Perspective: The use of benzene derivatives like p-phenylenediamine dates back to the early 19th century, showcasing the compound's long-standing relevance in chemistry and industry.

In summary, benzene-1,4-diamine is a compound of notable significance with diverse applications and implications. Its unique structure and reactivity are pivotal in various manufacturing processes, making it a compound that combines both utility and careful management.

Synonyms
p-Phenylenediamine
106-50-3
benzene-1,4-diamine
1,4-BENZENEDIAMINE
1,4-Diaminobenzene
1,4-Phenylenediamine
4-Aminoaniline
para-phenylenediamine
p-Diaminobenzene
p-Aminoaniline
Orsin
4-Phenylenediamine
Paraphenylenediamine
p-Benzenediamine
Fouramine D
Futramine D
Benzofur D
Developer PF
Fourrine D
Fur Yellow
Santoflex IC
Santoflex LC
Durafur Black R
Pelagol D
Tertral D
Pelagol DR
Pelagol Grey D
Peltol D
Fourrine 1
Furro D
Ursol D
Renal PF
Zoba Black D
Developer 13
Nako H
BASF ursol D
Fenylenodwuamina
p-Phenyldiamine
Oxidation base 10
Rodol D
Usaf ek-394
C.I. Developer 13
Fur Black 41867
Paraphenylen-diamine
paraphenylene-diamine
p-Fenylendiamin
FUR Brown 41866
P-PHENYLENE DIAMINE
C.I. Oxidation Base 10
CI Developer 13
p-phenylenediamine base
CI Oxidation Base 10
Fur Black 41866
CI 76060
NSC 4777
CCRIS 509
C.I. 76060
CHEBI:51403
1,4-Phenylenediamine-15N2
HSDB 2518
EINECS 203-404-7
UNII-U770QIT64J
U770QIT64J
DTXSID9021138
AI3-00710
NSC-4777
MFCD00007901
p-PhenylenediaMine(p-PDA)
1,4-Benzenediamine-d8
DTXCID401138
EC 203-404-7
NCGC00159375-02
NCGC00159375-04
p-Fenylendiamin [Czech]
PARAPHENYLENEDIAMINE (MART.)
PARAPHENYLENEDIAMINE [MART.]
Fenylenodwuamina [Polish]
Black for Fur D
1,4-diaminobenzol
CAS-106-50-3
4-phenylene diamine
1,4-phenylene diamine
Phenylenediamine, para-
p-phenylendiamine
4-amino-aniline
Aminogen II
para-diaminobenzene
ELF Color
p-phenylene-diamine
paraphenylene diamine
aniline, 4-amino-
1,4-diamino benzene
para-phenylene diamine
Phenylenediamine, para
FOURRINE I
MAKO H
FUR BLACK R
WLN: ZR DZ
Epitope ID:114080
SCHEMBL27981
1,4-DIAMINO-BENZENE
USAF EK-391
HSDB 6256 (Salt/Mix)
CHEMBL403741
P-PHENYLENEDIAMINE [MI]
NSC4777
C.I. 76076 (Salt/Mix)
1,4-BENZENEDIAMINE [HSDB]
P-PHENYLENEDIAMINE [WHO-DD]
PARAPHENYLENEDIAMINE [VANDF]
STR01091
Tox21_111615
Tox21_201993
Tox21_302943
BBL011602
MSK1226-100A
STL163334
AKOS005716327
p-Phenylenediamine, sublimed, >=99%
Tox21_111615_1
1,4-Benzendiamine;1,4-Di-aminobenzol
DB14141
FP26952
UN 1673
p-Phenylenediamine, flakes, >=99.5%
NCGC00159375-03
NCGC00159375-05
NCGC00256482-01
NCGC00259542-01
BP-31236
p-Phenylenediamine, >=99.0% (GC/NT)
PHENYLENEDIAMINE, PARA, SOLID (DOT)
NS00010864
P0170
EN300-19064
C19499
Obeo The Mee Plus Hair Color Cream Dark Brown
Obeo The Mee Plus Hair Color Cream Natural Brown
Q415024
TMCA HAIR COLOR Number Six (Natural dark brown)
p-Phenylenediamine, technical, >=97.0% (GC/NT)
1,4-Phenylenediamine 2000 microg/mL in Acetonitrile
p-Phenylenediamine [UN1673] [Keep away from food]
p-Phenylenediamine Solution in Acetonitrile, 100ug/mL
Z104472524
1,4-Benzenediamine;p-Phenylenediamine;(4-Aminophenyl)amine
InChI=1/C6H8N2/c7-5-1-2-6(8)4-3-5/h1-4H,7-8H
p-Phenylenediamine, zone-refined, purified by sublimation, >=99%
BEAUTIFUL WOMANS HAIR LOVES COLORFUL BUBBLES HAIR DYE 3N DARK BROWN
203-404-7