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p-Phenylenediamine

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Identification
Molecular formula
C6H8N2
CAS number
106-50-3
IUPAC name
N4-phenylbenzene-1,4-diamine
State
State

At room temperature, p-Phenylenediamine is typically in a solid state. This solid is in the form of a crystalline powder that may exhibit slight color changes upon exposure to air due to oxidation processes.

Melting point (Celsius)
147.00
Melting point (Kelvin)
420.15
Boiling point (Celsius)
267.00
Boiling point (Kelvin)
540.15
General information
Molecular weight
108.14g/mol
Molar mass
108.1410g/mol
Density
1.1340g/cm3
Appearence

p-Phenylenediamine is a white to slightly red crystalline solid. It is known for its coloration properties, often appearing as grayish or even purplish when exposed to air and light due to slight oxidation. In its pure form, the compound is a solid that gradually darkens upon exposure to light and air.

Comment on solubility

Solubility of N4-phenylbenzene-1,4-diamine

The solubility of N4-phenylbenzene-1,4-diamine in various solvents is an important consideration for its applications in chemical processes and formulations. Generally, this compound exhibits:

  • Moderate solubility in polar solvents: N4-phenylbenzene-1,4-diamine tends to dissolve reasonably well in aqueous solutions and polar organic solvents due to its ability to form hydrogen bonds.
  • Poor solubility in non-polar solvents: However, it struggles to dissolve in non-polar solvents such as hexane or toluene, which limits its use in certain chemical environments.
  • Temperature dependency: Solubility can vary significantly with temperature; therefore, understanding the thermal effects can be crucial in processes involving this compound.

As a rule of thumb, the solubility of organic compounds like N4-phenylbenzene-1,4-diamine can often be predicted by the principle of "like dissolves like." This means that:

  • Compounds with similar polarity tend to dissolve each other effectively.
  • Considering the structure, the presence of the amine and aromatic groups influences its solubility profile.

In conclusion, the solubility of N4-phenylbenzene-1,4-diamine is a complex interplay of its molecular structure and the nature of the solvent. A practical approach to maximize its solubility involves selecting appropriate solvents and adjusting temperature conditions to achieve optimal dissolution.

Interesting facts

Interesting Facts about N4-phenylbenzene-1,4-diamine

N4-phenylbenzene-1,4-diamine, often referred to as a versatile organic compound, is particularly notable for its role in various applications. This compound falls under the category of aromatic amines and is known for its unique chemical structure, which includes:

  • Two amine groups: Positioned para to each other on the benzene rings, providing strong reactivity.
  • Phenyl group: Enhances the compound's stability and hydrophobic properties.

This compound is particularly important in the field of:

  1. Dyes and Pigments: N4-phenylbenzene-1,4-diamine is often used as a precursor in the synthesis of azo dyes, which are widely used in textiles and printing.
  2. Pharmaceuticals: Research has indicated that compounds in the same family can exhibit various biological activities, leading to investigations in medicinal chemistry.
  3. Polymer Chemistry: It serves as an important monomer in the development of polymers, particularly those that require strong thermal and chemical resistance.

Another interesting aspect of N4-phenylbenzene-1,4-diamine is its designation as a potential *intermediate* in the synthesis of various complex organic molecules. As chemists delve into the molecular intricacies, they often emphasize the importance of such compounds in understanding fundamental reactions and mechanisms, which can lead to breakthroughs in materials science and drug development.

In summary, N4-phenylbenzene-1,4-diamine is not just another chemical entity; it embodies the intricate balance of reactivity and stability, making it significant in both industrial and research applications. Its ongoing exploration continues to reveal new avenues for innovation, which is a testament to the dynamic nature of organic chemistry!

Synonyms
4-Aminodiphenylamine
N-Phenyl-p-phenylenediamine
101-54-2
N1-phenylbenzene-1,4-diamine
P-AMINODIPHENYLAMINE
p-Anilinoaniline
Azosalt R
Semidine
p-Semidine
N-Phenyl-1,4-benzenediamine
Luxan Black R
N-Phenyl-1,4-phenylenediamine
N-4'-Bianiline
N-Phenyl-p-aminoaniline
p-(Phenylamino)aniline
Variamine Blue RT
N-(4-Aminophenyl)aniline
1,4-Benzenediamine, N-phenyl-
Semidin
Diphenyl Black
N, 4'-Bianiline
Acna Black DF Base
Peltol BR
Fast Blue R Salt
Peltol BR II
Oxy Acid Black Base
Naphthoelan Navy Blue
p-Aminodifenylamin
C.I. Developer 15
Variamine Blue Salt RT
Diphenylamine, p-amino-
Diphenylamine, 4-amino-
p-Phenylenediamine, N-phenyl-
Rodol Gray B base
C.I. Oxidation Base 2
N-phenylbenzene-1,4-diamine
4-(Phenylamino)aniline
C.I. Azoic Diazo Component 22
para-aminodiphenylamine
CCRIS 513
N-Fenyl-p-fenylendiamin
4-N-phenylbenzene-1,4-diamine
CHEBI:59038
HSDB 2178
1,4-Benzenediamine, N1-phenyl-
NCI-C02233
Azoic Diazo Component 22
NSC 3401
C.I. 37240
C.I. 76085
EINECS 202-951-9
UNII-007X4XXS71
CI 76085
DTXSID7025895
AI3-15983
NSC-3401
MFCD00007850
N,4'-BIANILINE
CHEMBL572203
DTXCID805895
N-Phenyl-benzene-1,4-diamine
EC 202-951-9
007X4XXS71
P-AMINODIPHENYLAMINE [HSDB]
CI-76085
WLN: ZR DMR
Black Base P
CI Developer 15
CI Oxidation Base 2
p-Aminodifenylamin [Czech]
CAS-101-54-2
CI Azoic Diazo Component 22
diphenyl black base P
N-Fenyl-p-fenylendiamin [Czech]
4-amino-n-phenylaniline
Variamine Blue RT Base
4ADPA
N-?Phenyl-?p-?phenylenediamine(p-Anilinoaniline)
phenyl 4-aminophenyl amine
pAnilinoaniline
CI 37240
pSemidine
N4-phenylbenzene-1,4-diamine
pAminodifenylamin
N4'Bianiline
pAminodiphenylamine
4aminodiphenylamine
p-aminodiphenylamin
4'-Bianiline
NFenylpfenylendiamin
NPhenylpaminoaniline
N, 4'Bianiline
paraaminodiphenylamine
UBOB
Diphenylamine, pamino
p(Phenylamino)aniline
Azoic diazo 22 (C.I. 37240)
Diphenylamine, 4amino
NPhenylpphenylenediamine
4-(phenylamino) aniline
aniline, 4-phenylamino-
NPhenyl1,4benzenediamine
pPhenylenediamine, Nphenyl
NPhenyl1,4phenylenediamine
Epitope ID:122685
4-(N-phenylamino)-aniline
cid_7564
1,4Benzenediamine, Nphenyl
N-phenyl-p-phenylene diamine
Oprea1_628520
SCHEMBL15371
N-phenyl-1,4-diaminobenzene
MLS000518884
n1-phenyl-1,4-benzenediamine
aniline, N-(4-amino)phenyl-
NSC3401
HMS2487O23
N-Phenyl-p-phenylenediamine, 98%
NSC37074
STR05023
Tox21_202144
Tox21_300027
BDBM50303914
MSK000029
NSC-37074
STL263880
AKOS000120208
FA02149
NCGC00164239-01
NCGC00164239-02
NCGC00164239-03
NCGC00164239-04
NCGC00254187-01
NCGC00259693-01
AC-10080
SMR000129304
N-PHENYL-P-PHENYLENEDIAMINE [INCI]
NS00008729
P0203
EN300-20711
N-Phenyl-p-phenylenediamine(p-Anilinoaniline)
F87397
N-Phenyl-p-phenylenediamine, capsule (15??mg)
SR-01000393954
Q4533362
SR-01000393954-1
BRD-K47738216-003-01-9
F0900-1525
Z104480152
SOJ