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para-phenylenediamine

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Identification
Molecular formula
C6H8ClN2
CAS number
106-50-3
IUPAC name
2-chlorobenzene-1,4-diamine
State
State

At room temperature, para-phenylenediamine is in a solid crystalline form. It can easily sublimate when heated and is soluble in various solvents like water, ethanol, and ether.

Melting point (Celsius)
144.00
Melting point (Kelvin)
417.00
Boiling point (Celsius)
267.00
Boiling point (Kelvin)
540.00
General information
Molecular weight
108.14g/mol
Molar mass
108.1410g/mol
Density
1.1704g/cm3
Appearence

Para-phenylenediamine typically appears as a white to purple crystalline solid. It may also appear as off-white due to exposure to air and light, as it can oxidize and darken. The crystals are monoclinic in structure.

Comment on solubility

Solubility of 2-chlorobenzene-1,4-diamine

2-chlorobenzene-1,4-diamine, also known as p-chloroaniline, displays some interesting characteristics regarding its solubility in various solvents. The compound is a solid at room temperature, and its solubility can be categorized as follows:

  • Water: 2-chlorobenzene-1,4-diamine exhibits limited solubility in water, typically around 0.3 g/L. This low solubility can be attributed to its nonpolar benzene ring structure, which reduces interactions with polar water molecules.
  • Organic Solvents: It is generally more soluble in organic solvents. Compounds such as ethanol and diethyl ether can dissolve 2-chlorobenzene-1,4-diamine to a greater extent. This greater solubility can be explained by the compatibility of nonpolar or slightly polar solvents with the compound's molecular structure.
  • Temperature Effect: As with many solids, an increase in temperature can lead to an increase in solubility. Therefore, heating the solvent may enhance the solubility of 2-chlorobenzene-1,4-diamine significantly.

In summary, when considering the solubility of 2-chlorobenzene-1,4-diamine:

  1. It is slightly soluble in water.
  2. It is more soluble in a range of organic solvents.
  3. Solubility increases with temperature.

These solubility characteristics make 2-chlorobenzene-1,4-diamine an interesting compound for various applications in organic chemistry and related fields.

Interesting facts

Interesting Facts about 2-Chlorobenzene-1,4-diamine

2-Chlorobenzene-1,4-diamine, also known as p-chloroaniline, is a fascinating aromatic amine that has garnered attention in various fields such as organic chemistry and materials science.

Key Characteristics

  • Chemical Structure: This compound features a benzene ring with two amino groups positioned at the 1 and 4 locations, along with a chlorine atom at the 2 position, giving it unique reactivity profiles.
  • Versatile Intermediate: It serves as a crucial intermediate in the synthesis of dyes, pharmaceuticals, and agrochemicals, showcasing its importance in industrial applications.
  • Color Producing Properties: Compounds containing the amino group are often used in the production of colored dyes, particularly in the textile and ink industries.

Health and Safety Considerations

While 2-chlorobenzene-1,4-diamine plays a vital role in industry, it is important to highlight its potential health risks:

  • Considered hazardous, it should be handled in accordance with safety protocols to minimize exposure.
  • Protective gear should be worn when working with it, as it may cause skin irritation or respiratory issues.

Scientific Exploration

Research continues into the properties and potential applications of this compound. Notably:

  • Studies are being conducted to explore its use in the development of new materials, such as polymers and nanocomposites.
  • It may also have implications in medicinal chemistry, particularly in drug design.

In summary, 2-chlorobenzene-1,4-diamine stands as a pivotal molecule in the landscape of chemistry, with significant applications and ongoing research that highlight its relevance in both industrial and scientific domains.

Synonyms
615-66-7
2-Chloro-1,4-diaminobenzene
1,4-Benzenediamine, 2-chloro-
Ursol Brown O
2-Chloro-1,4-phenylenediamine
2-CHLORO-P-PHENYLENEDIAMINE
3-Chloro-4-aminoaniline
1,4-Diamino-2-chlorobenzene
2-Chloro-1,4-benzenediamine
o-Chloro-p-phenylenediamine
2-Chloro-4-phenylenediamine
p-Phenylenediamine, 2-chloro-
2-Chlor-p-fenylendiamin
3-Chlor-p-fenylendiamin
C.I. 76065
HSDB 4126
2-Chlor-p-fenylendiamin [Czech]
3-Chlor-p-fenylendiamin [Czech]
3-Chloro-p-fenylendiamin
2-Chloro-(1,4-phenylenediamine)
3-Chloro-p-fenylendiamin [Czech]
EINECS 210-441-2
BRN 2802557
W949BCC82R
CI 76065
CHEBI:76598
2,5-diaminochlorobenzene
4-amino-2-chloroaniline
DTXSID3043944
4-13-00-00221 (Beilstein Handbook Reference)
2-CHLORO-P-PHENYLENEDIAMINE [HSDB]
3-CHLORO-P-FENYLENDIAMIN (CZECH)
2Chlorpfenylendiamin
3Chlorpfenylendiamin
3Chloro4aminoaniline
3Chloropfenylendiamin
oChloropphenylenediamine
1,4Diamino2chlorobenzene
2Chloro1,4benzenediamine
2Chloro1,4diaminobenzene
pPhenylenediamine, 2chloro
1,4Benzenediamine, 2chloro
2Chloro(1,4phenylenediamine)
DTXCID1023944
2-CHLORO-P-PHENYLENEDIAMINE [INCI]
210-441-2
2-chlorobenzene-1,4-diamine
MFCD00128931
2-Chloro-benzene-1,4-diamine
UNII-W949BCC82R
salzsaurem p-Phenylendiamin
SCHEMBL33731
CHEMBL1619318
BCP19761
2-Chlorobenzene-1 pound not4-diamine
AKOS005259472
UPCMLD0ENAT5883800:001
NCGC00090823-02
AC-11816
DS-17937
SY116664
DB-072991
C3054
CS-0157060
NS00013454
EN300-33942
C33070
D71131
Q27146147
InChI=1/C6H7ClN2/c7-5-3-4(8)1-2-6(5)9/h1-3H,8-9H
2-chloro-p-phenylenediamine;2-chloro-1,4-phenylenediamine;2-chloro-4-phenylenediamine