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3-Methylbenzene-1,2-diamine

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Identification
Molecular formula
C7H10N2
CAS number
2687-25-4
IUPAC name
3-methylbenzene-1,2-diamine
State
State

At room temperature, 3-Methylbenzene-1,2-diamine is a solid. It is typically handled in its crystalline form.

Melting point (Celsius)
111.00
Melting point (Kelvin)
384.15
Boiling point (Celsius)
252.00
Boiling point (Kelvin)
525.15
General information
Molecular weight
122.17g/mol
Molar mass
122.1660g/mol
Density
1.1680g/cm3
Appearence

3-Methylbenzene-1,2-diamine, also known as 2,3-toluenediamine, appears as off-white or creamy crystals. It tends to darken upon exposure to air and light, which is typical for aromatic amines.

Comment on solubility

Solubility of 3-methylbenzene-1,2-diamine

3-methylbenzene-1,2-diamine, commonly known as o-toluidine, shows interesting solubility characteristics:

  • Polar Solvents: This compound is markedly soluble in polar solvents, particularly in water due to its amine functional groups, which can form hydrogen bonds.
  • Non-Polar Solvents: It is also soluble in non-polar organic solvents, highlighting its amphipathic nature, which allows it to interact favorably with various solvent types.
  • Temperature Dependence: Solubility can increase with temperature; hence, heating might enhance the dissolution rate of o-toluidine in solvents.
  • pH Influence: The solubility in an aqueous environment is also affected by the pH of the solution, as changes in protonation states of the amine groups can modify its water solubility.

In summary, o-toluidine's solubility is characterized by its ability to dissolve in both polar and non-polar solvents, making it versatile in various chemical contexts.

Interesting facts

Interesting Facts about 3-Methylbenzene-1,2-diamine

3-Methylbenzene-1,2-diamine, commonly known as o-toluidine, is an aromatic amine that has garnered attention in both industrial applications and health studies. Here are some captivating insights regarding this compound:

  • Industrial Use: o-Toluidine is primarily employed in the manufacturing of dyes, particularly azo dyes, which are known for their vivid colors. This compound serves as a crucial intermediate in the production of pigments that color textiles, plastics, and even foods.
  • Pharmaceutical Relevance: As an aromatic amine, o-toluidine is also explored for its potential in pharmaceutical applications. Researchers are investigating its role in synthesizing compounds that could have therapeutic benefits.
  • Toxicological Concerns: Interesting and concerning is the fact that o-toluidine has been linked to various health risks. Exposure has been studied for potential carcinogenic effects, and regulatory agencies have classified it as a substance of concern. Safety measures must be adhered to when working with this compound.
  • Biochemical Pathway: o-Toluidine has been used in studies examining the metabolism of aromatic amines in the body, contributing to our understanding of how such compounds may lead to adverse effects. It underscores the significance of aromatic amines in biochemistry and toxicology.
  • Environmental Impact: Because of its wide use, o-toluidine's impact on the environment is under scrutiny. Its potential to contaminate water sources raises questions regarding ecological balance and informs discussions about sustainable practices in chemical manufacturing.

In summary, 3-methylbenzene-1,2-diamine stands out as a compound that intertwines industrial utility and public health issues. Its dual nature highlights the importance of responsible handling and continued research to harness its benefits while mitigating risks.

Synonyms
2,3-DIAMINOTOLUENE
3-methylbenzene-1,2-diamine
2687-25-4
Toluene-2,3-diamine
1,2-Benzenediamine, 3-methyl-
3-Methyl-o-phenylenediamine
3-Methyl-1,2-benzenediamine
3-Methyl-1,2-phenylenediamine
2,3-Tolylenediamine
2,3-Toluylenediamine
1,2-Diamino-3-methylbenzene
Toluene, 2,3-diamino-
CCRIS 7692
1-Methyl-2,3-phenylenediamine
HSDB 6077
SR8WC7LLQ2
EINECS 220-248-5
3-methyl-1,2-diaminobenzene
BRN 0907184
DTXSID4027494
DTXCID807494
3-13-00-00277 (Beilstein Handbook Reference)
Toluene2,3diamine
2,3Tolylenediamine
2,3Toluylenediamine
Toluene, 2,3diamino
3Methylophenylenediamine
1,2Diamino3methylbenzene
3Methyl1,2benzenediamine
1Methyl2,3phenylenediamine
3Methyl1,2phenylenediamine
1,2Benzenediamine, 3methyl
2,3TDA
1,2-BENZENEDIAMINE, 3-METHYL-(9CI)
2,3-Diaminotoluene-d3
2-Amino-3-methylphenylamine
MFCD00011589
CHEMBL3183504
1246820-38-1
105898-71-3
2,3-TOLUENEDIAMINE
CAS-2687-25-4
3-Methyl-benzene-1,2-diamine
UNII-SR8WC7LLQ2
toluene diamine
4mre
2,3 Diaminotoluene
2,3 diamino toluene
2,3-diamino toluene
2,3-diamino-toluene
Tolylene-2,3-diamine
3-methyl-l,2-benzenediamine
SCHEMBL42498
2,3-Diaminotoluene, 97%
BIDD:GT0074
3-methyl-ortho-phenylenediamine
3-Methyl-1,2-benzenediamine #
WZB82038
Tox21_200457
Tox21_300092
BDBM50008913
AKOS000121501
AC-9820
CS-W016576
PS-5505
NCGC00247901-01
NCGC00247901-02
NCGC00254106-01
NCGC00258011-01
SY001715
DB-047035
D3788
NS00001302
EN300-21159
2,3-Toluenediamine; 3-Methylbenzene-1,2-diamine
Q27289352
Z104493206
InChI=1/C7H10N2/c1-5-3-2-4-6(8)7(5)9/h2-4H,8-9H2,1H
3-Methyl-1,2-benzenediamine;Toluene-2,3-diamine;1,2-Diamino-3-methylbenzene
2C9