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4-Chloro-m-phenylenediamine

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Identification
Molecular formula
C6H7ClN2
CAS number
5131-60-2
IUPAC name
4-chlorobenzene-1,3-diamine
State
State

At room temperature, 4-Chloro-m-phenylenediamine is typically found in a solid state.

Melting point (Celsius)
72.00
Melting point (Kelvin)
345.15
Boiling point (Celsius)
290.00
Boiling point (Kelvin)
563.15
General information
Molecular weight
142.59g/mol
Molar mass
142.5810g/mol
Density
1.4100g/cm3
Appearence

4-Chloro-m-phenylenediamine appears as a solid crystalline powder. It is typically white to pale yellow in color, depending on its purity and whether it has been exposed to air, which can sometimes cause discoloration.

Comment on solubility

Solubility of 4-chlorobenzene-1,3-diamine

4-chlorobenzene-1,3-diamine, also known as 1,3-diamino-4-chlorobenzene, exhibits interesting solubility characteristics. Its solubility can be influenced by several factors, including the presence of functional groups and the overall molecular structure. Below are key insights regarding its solubility:

  • Polarity: The presence of amino (–NH2) groups generally increases the compound's polarity, enhancing its ability to interact with polar solvents such as water.
  • Hydrogen Bonding: The amino groups can engage in hydrogen bonding, which may facilitate solubility in polar solvents.
  • Aromatic Nature: The chlorobenzene component contributes to the compound's hydrophobic characteristics, potentially reducing solubility in water.
  • Solvent Choice: 4-chlorobenzene-1,3-diamine is expected to be more soluble in organic solvents like alcohols or dimethyl sulfoxide (DMSO) due to their ability to solvate aromatic compounds effectively.

In conclusion, while 4-chlorobenzene-1,3-diamine benefits from the polarity provided by its amino groups, its solubility is nuanced depending on the interactions with specific solvents. It demonstrates better solubility in polar organic solvents and may have limited solubility in water. As with many chemical compounds, the method of preparation and environmental conditions can further impact its solubility profile.

Interesting facts

Interesting Facts about 4-Chlorobenzene-1,3-Diamine

4-Chlorobenzene-1,3-diamine, commonly referred to as p-chloroaniline, is an intriguing chemical compound that plays a significant role in various industrial and laboratory applications.

Key Uses

  • Dye Manufacturing: One of the primary uses of p-chloroaniline is in the production of dyes, specifically azo dyes, which are utilized in textiles and food products.
  • Pharmaceuticals: This compound is also a valuable intermediate in the synthesis of several pharmaceuticals. Its derivatives can be found in numerous medication formulations.
  • Aromatic Compounds: It acts as a precursor to other aromatic compounds, contributing to the creation of complex aromatic systems that have various applications in chemistry.

Toxicity and Safety

While 4-chlorobenzene-1,3-diamine has useful properties, it is important to consider its toxicological effects. Exposure can lead to:

  • Skin irritation
  • Respiratory issues
  • Potential carcinogenic effects upon prolonged exposure

Therefore, proper safety protocols and handling procedures are essential when working with this compound. Always wear protective gear and ensure adequate ventilation in laboratories.

Chemical Properties

This compound features an aromatic structure, which contributes to its stability and reactivity. The presence of the chlorine atom at the 4-position enhances its electrophilic properties, allowing it to participate in various chemical reactions such as:

  • Nucleophilic substitutions
  • Coupling reactions

In summary, 4-chlorobenzene-1,3-diamine is a versatile compound that bridges the gap between organic synthesis and industrial applications. Its significance in dye production and pharmaceutical formulations underlines the importance of understanding both its usefulness and its associated hazards.

Synonyms
4-Chlorobenzene-1,3-diamine
5131-60-2
4-CHLORO-M-PHENYLENEDIAMINE
1,3-Benzenediamine, 4-chloro-
4-Chloro-1,3-diaminobenzene
1-Chloro-2,4-diaminobenzene
4-Chloro-meta-phenylenediamine
m-Phenylenediamine, 4-chloro-
4-Chlorophene-1,3-diamine
4-Chloro-3-phenylenediamine
4-Chlorophenylene-1,3-diamine
4-Cl-m-PD
p-Chloro-m-phenylenediamine
NCI-C03305
p-Chlor-m-fenylendiamin
NSC 6074
4-Chloro-m-p.henylenediamine
CCRIS 143
C.I. 76027
p-Chlor-m-fenylendiamin [Czech]
3-amino-4-chloroaniline
HSDB 4059
CI 76027
UNII-46M6FQ5PJK
EINECS 225-877-9
BRN 2081090
DTXSID0020282
NSC-6074
DTXCID40282
4-13-00-00096 (Beilstein Handbook Reference)
CHLORO-M-PHENYLENEDIAMINE, 4-
4-CHLORO-M-PHENYLENEDIAMINE [HSDB]
pChlormfenylendiamin
4ClmPD
pChloromphenylenediamine
4Chlorophene1,3diamine
4-chloro-3-aminoaniline
1Chloro2,4diaminobenzene
4Chloro1,3benzenediamine
4Chlorometaphenylenediamine
mPhenylenediamine, 4chloro
4Chloro1,3phenylenediamine
4Chlorophenylene1,3diamine
1,3Benzenediamine, 4chloro
225-877-9
inchi=1/c6h7cln2/c7-5-2-1-4(8)3-6(5)9/h1-3h,8-9h
un1673
zwubbmdhszdnta-uhfffaoysa-n
4-Chloro-1,3-benzenediamine
4-Chloro-1,3-phenylenediamine
2,4-Diaminochlorobenzene
46M6FQ5PJK
CHEBI:82421
1,3-Diamino-4-chlorobenzene
CAS-5131-60-2
MFCD00025284
WLN: ZR CZ DG
SCHEMBL64773
4-chloro-1,3-phenylendiamine
2-Chloro-1,5-phenylenediamine
4-chloro-benzene-1,3-diamine
CHEMBL564253
NSC6074
Tox21_201696
Tox21_302821
STL471334
4-Chloro-1,3-diaminobenzene, 97%
AKOS008968378
CS-W018268
DS-2766
NCGC00249099-01
NCGC00256566-01
NCGC00259245-01
AC-10004
DB-051944
NS00021183
EN300-33989
C19365
Q26840993