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Diphenylamine

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Identification
Molecular formula
C12H11N
CAS number
122-39-4
IUPAC name
N-phenylaniline
State
State

At room temperature, diphenylamine exists in a solid state. It is important to store it in a cool and dry area to maintain its stability, especially since it can darken when exposed to light and air.

Melting point (Celsius)
54.00
Melting point (Kelvin)
327.15
Boiling point (Celsius)
302.00
Boiling point (Kelvin)
575.15
General information
Molecular weight
169.22g/mol
Molar mass
169.2240g/mol
Density
1.1600g/cm3
Appearence

Diphenylamine typically appears as a colorless or pale yellow solid. It is crystalline in nature and can sometimes be found as a powder or flakes. Over time, especially upon exposure to air and light, it may turn dark, acquiring a brownish hue.

Comment on solubility

Solubility of N-phenylaniline

N-phenylaniline, also known as diphenylamine, exhibits interesting solubility characteristics that are important for its applications. This compound is primarily categorized as:

  • Soluble in Organic Solvents: N-phenylaniline is highly soluble in many organic solvents such as ether, benzene, and alcohol. This makes it useful in organic synthesis and various chemical reactions.
  • Poorly Soluble in Water: Its solubility in water is very low due to its large molecular structure and hydrophobic aromatic rings, which limits its use in aqueous environments.

Furthermore, the solubility can be affected by:

  • Temperature: Increased temperature typically leads to higher solubility of N-phenylaniline in organic solvents.
  • Presence of Functional Groups: The solubility may also shift when N-phenylaniline interacts with other chemical groups or solvents during reactions.

In summary, understanding the solubility of N-phenylaniline is crucial for its effective application in organic chemistry, particularly in terms of dissolution and reactivity.

Interesting facts

Interesting Facts about N-phenylaniline

N-phenylaniline, a fascinating organic compound, captures the interest of chemists due to its unique structure and properties. Here are some key points that highlight its significance:

  • Chemical Structure: N-phenylaniline is classified as an aromatic amine. Its structure features a phenyl group attached to the nitrogen of an aniline, making it an essential compound in various chemical reactions.
  • Synthesis: This compound can be synthesized through several methods, including the reaction of aniline with phenyl isocyanate. The versatility in its synthetic routes makes it an interesting topic for organic chemistry students.
  • Applications: N-phenylaniline has notable applications in the manufacturing of dyes, polymers, and other chemical intermediates. Its role as a precursor in the dye industry exemplifies its importance in coloration technology.
  • Toxicity and Safety: As with many aromatic amines, N-phenylaniline poses potential health risks. It’s important that research and industrial handling adhere to safety guidelines to minimize exposure and ensure safe usage.
  • Reactivity: Due to the availability of the amino group (-NH2) and the reactivity of the aromatic ring, N-phenylaniline can undergo numerous reactions, including oxidation and acetylation, which are crucial for further chemical production.

In summary, N-phenylaniline serves as a vital component in various chemical processes and industries. With its rich chemical characteristics and applications, it continues to intrigue researchers and students alike, making it a valuable subject of study in organic chemistry.

Synonyms
Diphenylamine
N-Phenylaniline
122-39-4
N,N-DIPHENYLAMINE
N-Phenylbenzenamine
N-Phenylbenzeneamine
Phenylaniline
Scaldip
Big Dipper
Aniline, N-phenyl-
No-Scald
Benzene, anilino-
Difenylamin
Deccoscald 282
Naugalube 428L
N-Fenylanilin
Shield DPA
No-Scald DPA 283
Benzene, (phenylamino)-
(phenylamino)benzene
Caswell No. 398
No scald
C.I. 10355
C6H5-NH-C6H5
CCRIS 4699
CHEBI:4640
NSC 215210
HSDB 1108
UNII-9N3CBB0BIQ
9N3CBB0BIQ
DFA
EINECS 204-539-4
EPA Pesticide Chemical Code 038501
CI 10355
DTXSID4021975
AI3-00781
NSC-215210
DTXCID001975
EC 204-539-4
N-phenylbenzamine
USEPA/OPP Pesticide Code: 038501
204-539-4
diphenylamine (acgih:osha)
Anilinobenzene
Benzenamine, N-phenyl-
Styrenated diphenylamine
DIPHENYL-AMINE
N-Phenylbenzenamine, styrenated
MFCD00003014
Difenylamin [Czech]
DIPHENYL AMINE
N-Fenylanilin [Czech]
25656-57-9
CAS-122-39-4
Diphenylamine indicator
DIPHENYLAMINE, ACS
phenyl aniline
Anilino-Benzene
n-phenyl-aniline
N-(phenyl)aniline
n,n-diphenyl amine
EINECS 270-485-3
N,N-di-phenylamine
n-phenyl-benzenamine
Diphenylamine, p.a.
(phenylamino)-Benzene
No scald dpa 283
Ph2NH
Diphenylamine, >=98%
WLN: RMR
Diphenylamine, ACS grade
N-Phenylbenzenamine, 9CI
SCHEMBL229
DIPHENYLAMINE [MI]
Epitope ID:115002
Oprea1_815288
MLS002152913
BIDD:ER0338
CHEMBL38688
QSPL 033
SCHEMBL3685153
SCHEMBL6255037
SCHEMBL7527678
SCHEMBL10932134
2-Biphenylyl-N-pyridyl-Acetamide
N,N-DIPHENYLAMINE [HSDB]
HMS1788N11
HMS3034E05
Tox21_201611
Tox21_301026
NSC215210
STK301666
Diphenylamine, ACS reagent, >=99%
Diphenylamine, ReagentPlus(R), 99%
AKOS000119099
NC-0220
NCGC00090889-01
NCGC00090889-02
NCGC00090889-03
NCGC00090889-04
NCGC00090889-05
NCGC00254928-01
NCGC00259160-01
AC-16417
SMR000777939
Diphenylamine 10 microg/mL in Cyclohexane
D0872
D1229
Diphenylamine 100 microg/mL in Acetonitrile
NS00010366
Diphenylamine, Vetec(TM) reagent grade, 98%
EN300-18732
Diphenylamine 1000 microg/mL in Dichloromethane
Diphenylamine, PESTANAL(R), analytical standard
A804887
AE-641/01947044
Q412265
Z90121252
F2190-0411
Diphenylamine, puriss. p.a., redox indicator, ACS reagent, reag. Ph. Eur., >=98% (GC)
InChI=1/C12H11N/c1-3-7-11(8-4-1)13-12-9-5-2-6-10-12/h1-10,13