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4-Nitro-N-phenylaniline

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Identification
Molecular formula
C12H10N2O2
CAS number
119-75-5
IUPAC name
4-nitro-N-phenyl-aniline
State
State

At room temperature, 4-Nitro-N-phenylaniline is a solid. It is typically handled in a dry state to prevent clumping or degradation due to moisture absorption.

Melting point (Celsius)
148.00
Melting point (Kelvin)
421.15
Boiling point (Celsius)
378.00
Boiling point (Kelvin)
651.15
General information
Molecular weight
214.23g/mol
Molar mass
214.2290g/mol
Density
1.3150g/cm3
Appearence

4-Nitro-N-phenylaniline typically appears as a yellow crystalline solid. Its color can range from yellow to light brown, depending on purity and specific conditions. It may be available in powder form, with a distinct chemical smell.

Comment on solubility

Solubility of 4-nitro-N-phenyl-aniline

4-nitro-N-phenyl-aniline, a complex organic compound, exhibits some interesting properties regarding its solubility. Understanding its solubility characteristics can provide valuable insights into its behavior in various environments:

  • Polar vs. Non-Polar Solvents: Typically, this compound is sparingly soluble in polar solvents such as water, due to the presence of the nitro group and the overall structure of the aniline compound.
  • Solubility in Organic Solvents: It is more likely to be soluble in non-polar organic solvents like benzene or chloroform, thanks to hydrophobic interactions that dominate in these environments.
  • Temperature Influence: The solubility of 4-nitro-N-phenyl-aniline can be affected by temperature, often increasing with higher temperatures, which is a common behavior for many organic compounds.
  • pH Sensitivity: Additionally, the solubility may change in response to the pH of the solution, as alterations in the protonation state of the amine functional group can impact solubility.

In conclusion, while 4-nitro-N-phenyl-aniline is not highly soluble in water, it finds better solubility in organic solvents, with temperature and pH playing significant roles in its solubility profile. Exploring these characteristics is crucial for applications in chemical synthesis and materials science.

Interesting facts

Interesting Facts about 4-Nitro-N-phenyl-aniline

4-Nitro-N-phenyl-aniline, often referred to as a derivative of aniline, is a fascinating compound in the realm of organic chemistry. This compound is notable for its role in various applications, particularly in the synthesis of dyes and pigments. Its unique structure, characterized by the presence of both an amine and a nitro group, makes it particularly interesting for multiple reasons:

  • Versatility as a Dye Intermediate: One of the primary uses of 4-nitro-N-phenyl-aniline is as an intermediate in the production of azo dyes. Azo dyes are widely utilized in the textile industry for their vibrant colors and stability.
  • Impact on Electron Distribution: The nitro group (-NO2) in its structure significantly influences the electronic properties of the compound, enhancing its ability to act as a nucleophile in chemical reactions.
  • Measuring Toxicity: Like many nitroanilines, 4-nitro-N-phenyl-aniline is a subject of study when it comes to toxicological assessments. It’s crucial for chemists to understand its potential environmental impact and health risks.
  • Historical Significance: The study of anilines and their derivatives has contributed immensely to the development of organic chemistry, with applications spanning from pharmaceuticals to agricultural chemicals.

In summary, 4-nitro-N-phenyl-aniline serves not only as a vital compound in the dye industry but also as a significant subject of research regarding its reactivity and potential health effects. As a chemistry student or enthusiast, understanding the synthesis and practical applications of such compounds emphasizes the intricate balance between industrial use and safety measures in chemical production.

Synonyms
4-NITRODIPHENYLAMINE
836-30-6
4-Nitro-N-phenylaniline
Benzenamine, 4-nitro-N-phenyl-
Diphenylamine, 4-nitro-
4-Nitrodifenylamin
4-Ndpa
Amine, diphenyl, 4-nitro-
N-(4-Nitrophenyl)benzenamine
4-Nitrodifenylamin [Czech]
NSC 33836
CCRIS 5174
HSDB 5763
EINECS 212-646-2
UNII-5ZOC179N5D
BRN 2051910
5ZOC179N5D
DTXSID8027323
AI3-02915
NSC-33836
DTXCID107323
PHENYL(4-NITROPHENYL)AMINE
4-12-00-01619 (Beilstein Handbook Reference)
4-NITRODIPHENYLAMINE [HSDB]
4-NITRODIFENYLAMIN (CZECH)
4Nitrodifenylamin
pNitrodiphenylamine
4NitroNphenylaniline
Diphenylamine, 4nitro
pNitrophenylphenylamine
4NDPA
Amine, diphenyl, 4nitro
Benzenamine, 4nitroNphenyl
N(4Nitrophenyl)benzenamine
4-NITRO-N-PHENYLBENZENAMINE
inchi=1/c12h10n2o2/c15-14(16)12-8-6-11(7-9-12)13-10-4-2-1-3-5-10/h1-9,13
un1325
xxymsqqcbukfhe-uhfffaoysa-n
p-Nitrodiphenylamine
(4-nitrophenyl)phenylamine
p-Nitrophenylphenylamine
4-Nitro-diphenylamine
N-(4-Nitrophenyl)-N-phenylamine
MLS000584664
SMR000203627
CAS-836-30-6
4-nitro-N-phenyl-aniline
Aniline, 4-nitro-N-phenyl-
4-NITRO DI PHENYL AMINE
MFCD00007301
WLN: WNR DMR
4-Nitrodiphenylamine, 99%
Oprea1_074824
(4-nitrophenyl)-phenyl-amine
cid_13271
SCHEMBL224794
aniline, N-(4-nitro)phenyl-
(4-nitro-phenyl)-phenyl-amine
CHEMBL1323785
BDBM93782
N-phenyl-N-(4-nitrophenyl)amine
HMS2605G24
BCP32012
NSC33836
Tox21_202300
Tox21_303333
N-(4-Nitrophenyl)-N-phenylamine #
STK182596
XH1433
AKOS000286122
AKOS015960695
CS-W014938
NCGC00164030-01
NCGC00164030-02
NCGC00257118-01
NCGC00259849-01
AC-12155
BS-23271
PD212980
DB-056727
NS00008032
A12872
Q230012
SR-01000421153
SR-01000421153-1
4-Nitro-N-phenylaniline;p-Nitrodiphenylamine;Benzenamine, 4-nitro-N-phenyl-