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4-Nitroaniline

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Identification
Molecular formula
C6H6N2O2
CAS number
100-01-6
IUPAC name
4-nitroaniline
State
State

At room temperature, 4-nitroaniline exists as a solid.

Melting point (Celsius)
146.00
Melting point (Kelvin)
419.15
Boiling point (Celsius)
306.00
Boiling point (Kelvin)
579.15
General information
Molecular weight
138.13g/mol
Molar mass
138.1240g/mol
Density
1.4371g/cm3
Appearence

4-Nitroaniline typically appears as a yellow crystalline solid. The crystals are usually needle-like and have a bright yellow color due to the nitro group present in the compound.

Comment on solubility

Solubility of 4-Nitroaniline

4-nitroaniline, with the chemical formula C6H6N2O2, is a compound that displays certain solubility characteristics influenced by its functional groups.

This aromatic amine presents a moderate solubility in various solvents:

  • Water: 4-nitroaniline exhibits limited solubility in water due to the hydrophobic nature of its aromatic ring and the presence of the nitro group, which can impact hydrogen bonding.
  • Organic Solvents: It is more soluble in organic solvents such as ethanol, acetone, and chloroform, where the non-polar characteristics of the solvent can interact favorably with the compound.
  • pH Effect: The solubility can also enhance with changes in pH. In basic solutions, the amino group can undergo deprotonation, leading to increased solubility.

As noted in various studies, “Amino compounds generally show increasing solubility with increased polarity of the solvent.” This is particularly relevant for 4-nitroaniline, where solubility behavior can be attributed to the balance between its polar and non-polar characteristics.

In summary, the solubility of 4-nitroaniline is determined by its interaction with different solvents and environmental conditions, emphasizing the need for an appropriate choice of solvent in various applications.

Interesting facts

Interesting Facts about 4-Nitroaniline

4-Nitroaniline is a fascinating compound that boasts a range of applications and interesting properties. Here are some noteworthy points about this versatile chemical:

  • Structure and Stability: 4-Nitroaniline is an aromatic amine, characterized by the presence of a nitro group (-NO2) positioned para to the amine group (-NH2). This unique arrangement contributes to its chemical stability and reactivity.
  • Industrial Uses: This compound is primarily used in the synthesis of dyes, particularly azo dyes, which are important in the textile industry. Its ability to be converted into various other chemical forms makes it a crucial building block in organic synthesis.
  • Biological Activity: Research into 4-nitroaniline has revealed its potential biological activities, including the ability to interact with certain enzymes. It's essential to understand such interactions, as some of these compounds can be toxic or have mutagenic effects.
  • Historical Context: The study of anilines, including 4-nitroaniline, dates back to the 19th century, when chemists began to explore the properties of these compounds extensively. They paved the way for advancements in organic chemistry and dye manufacturing.
  • Safety Considerations: While 4-nitroaniline is useful in many applications, it is important to handle it with caution due to its potential health hazards. Researchers must be aware of the necessary safety protocols to minimize risks during its use.

In summary, 4-nitroaniline is not only significant from a chemical synthesis perspective but also possesses intriguing properties that continue to engage chemists. As they unravel its potential, they are also reminded of the responsibilities that come with handling such substances.

Synonyms
4-NITROANILINE
p-Nitroaniline
100-01-6
4-Nitrobenzenamine
p-Aminonitrobenzene
p-Nitraniline
p-Nitrophenylamine
Benzenamine, 4-nitro-
4-Nitraniline
1-Amino-4-nitrobenzene
Aniline, p-nitro-
para-Nitroaniline
Aniline, 4-nitro-
Developer P
Azoamine Red ZH
Nitrazol CF extra
Devol Red GG
Fast Red P Base
Fast Red P Salt
Fast Red Base GG
Fast Red GG Base
Fast Red GG Salt
Fast Red MP Base
Fast Red Salt GG
Diazo Fast Red GG
Red 2G Base
Fast Red 2G Base
Fast Red 2G Salt
Fast Red Base 2J
Fast Red Salt 2J
Azofix Red GG Salt
C.I. Developer 17
Naphtoelan Red GG Base
Azoic Diazo Component 37
Paranitroaniline
p-Nitroanilina
Shinnippon Fast Red GG Base
Nitroaniline, p-
4-nitrophenylamine
Rcra waste number P077
C.I. Azoic Diazo Component 37
NSC 9797
CCRIS 1184
4-NITRO-ANILINE
DTXSID8020961
HSDB 1156
UNII-1MRQ0QZG7G
NCI-C60786
C.I. 37035
EINECS 202-810-1
MFCD00007858
4-Nitrobenzeneamine
CHEBI:17064
AI3-08926
NSC-9797
1MRQ0QZG7G
P-NITROANILINE [MI]
DTXCID40961
4-NITROANILINE [HSDB]
EC 202-810-1
NCGC00091426-02
4-Aminonitrobenzene
CI Developer 17
para-Aminonitrobenzene
P-NITROANILINE, (SOLID)
P-NITROANILINE, [SOLID]
p-Nitroanilina [Polish]
paranitronaniline
p-nitro aniline
PNA (VAN)
4-NITRO-PHENYLAMINE
Azoamine Red 2H
CI Azoic Diazo Component 37
RCRA waste no. P077
NITROANILINE (PARA NITROANILINE) (P-NITROANILINE)
NITROANILINE (PARA NITROANILINE) {P-NITROANILINE}
pNitraniline
pNitroanilina
pNitroaniline
CI 37035
4nitroaniline
4Nitraniline
p-nitro-aniline
para-nitroanilin
pNitrophenylamine
Aniline, pnitro
4Nitrobenzenamine
4-nitro aniline
pAminonitrobenzene
Aniline, 4nitro
1Amino4nitrobenzene
paraAminonitrobenzene
Benzenamine, 4nitro
p-Nitroaniline, solid
(4-nitrophenyl)-amine
4-Nitroaniline Standard
4-amino-1-nitrobenzene
4-Nitroaniline, 99%
FAST RED IG BASE
WLN: ZR DNW
4-Nitroaniline, crystalline
4-Nitroaniline, >=99%
NCIOpen2_002864
SCHEMBL16451
MLS002454441
CHEMBL14282
PARANITROANILINE, SOLID
Benzenamine, 4-nitro-(9CI)
p-Nitroaniline (ACGIH:OSHA)
SCHEMBL10163408
NSC9797
HMS3039B17
4-Nitroaniline, analytical standard
STR00350
Tox21_400031
STK301653
AKOS000119131
AKOS025293369
FN34321
p-Nitroaniline [UN1661] [Poison]
p-Nitroaniline; p-Nitrophenylamine; 1-Amino-4-nitrobenzene; 4-Nitrobenzenamine
NCGC00091426-01
NCGC00091426-03
CAS-100-01-6
PD150625
SMR001372024
N0119
NS00005117
EN300-33571
C02126
AE-641/01643038
Q419842
Z275127984