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4-Methyl-m-phenylenediamine

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Identification
Molecular formula
C7H10N2
CAS number
95-70-5
IUPAC name
4-methylbenzene-1,3-diamine
State
State

At room temperature, 4-Methyl-m-phenylenediamine is a solid.

Melting point (Celsius)
64.00
Melting point (Kelvin)
337.15
Boiling point (Celsius)
277.00
Boiling point (Kelvin)
550.15
General information
Molecular weight
136.19g/mol
Molar mass
136.1920g/mol
Density
1.1000g/cm3
Appearence

4-Methyl-m-phenylenediamine typically appears as light brown crystals or a greyish solid. It can darken upon exposure to air and light due to oxidation.

Comment on solubility

Solubility of 4-methylbenzene-1,3-diamine

4-methylbenzene-1,3-diamine, commonly known as meta-toluidine, is a versatile organic compound exhibiting interesting solubility characteristics. Its solubility can be influenced by several factors:

  • Polarity: The compound is moderately polar due to the presence of amino groups, which can engage in hydrogen bonding with polar solvents.
  • Solvent Compatibility: 4-methylbenzene-1,3-diamine is typically soluble in:
    • Alcohols (e.g., methanol, ethanol)
    • Aromatic solvents (e.g., toluene, benzene)
    • Water (to a limited extent, due to the amino groups)
  • Temperature Effect: Increased temperature generally enhances solubility in organic solvents.

However, it is noteworthy that the solubility in water is modest, leading to the statement that:

Moderate solubility is a defining feature, making it versatile yet challenging for certain applications.”

In summary, while 4-methylbenzene-1,3-diamine displays good solubility in various organic solvents, its interaction with water forms a complex dynamic that limits its overall aqueous solubility. Understanding these aspects is crucial for effective use in chemical processes and applications.

Interesting facts

Interesting Facts about 4-Methylbenzene-1,3-diamine

4-Methylbenzene-1,3-diamine, also known as p-toluylenediamine, is a fascinating compound with significant implications in various fields. Here are some interesting aspects of this chemical:

  • Versatile Applications: This compound is primarily used in the manufacture of polyurethane foams, which are ubiquitous in furniture and automotive industries. Its ability to act as a hardener in epoxy resins also makes it valuable in coatings and adhesives.
  • Colorant Foundations: 4-Methylbenzene-1,3-diamine serves as a key intermediate in dye production. It is particularly important in synthesizing azo dyes, which are widely used in textiles, food, and cosmetics.
  • Research Significance: The compound has garnered attention in academic research, particularly in studies involving its potential biological activities. It is being explored for its antioxidant properties, which could lead to new applications in pharmaceuticals.
  • Toxicological Considerations: While it has many useful applications, safety is crucial when handling 4-methylbenzene-1,3-diamine. It can be a skin and respiratory irritant, necessitating proper safety protocols in laboratories and industrial settings.
  • Structure Matters: Its molecular structure, characterized by the presence of an amine group and a methyl substituent on a benzene ring, plays a crucial role in its reactivity and the types of reactions it can undergo.

As the world continues to evolve toward more sustainable materials and processes, the role of compounds like 4-methylbenzene-1,3-diamine will likely become even more vital. It embodies the interface between organic chemistry and practical applications, making it an exciting subject for both scientists and students alike.

Synonyms
2,4-Diaminotoluene
95-80-7
4-methylbenzene-1,3-diamine
2,4-Toluenediamine
TOLUENE-2,4-DIAMINE
m-Toluenediamine
Developer T
1,3-Benzenediamine, 4-methyl-
Developer mtd
Fourrine M
Benzofur MT
Developer DBJ
Eucanine GB
m-Tolylenediamine
Pelagol J
Tertral G
Pelagol Grey J
Brown for Fur T
Developer MT-CF
Zogen developer H
2,4-Toluene diamine
Fourrine 94
Nako TMT
Tolylene-2,4-diamine
Zoba GKE
2,4-Diaminotoluol
2,4-Tolamine
4-m-Tolylenediamine
Developer B
Fouramine J
4-Methyl-m-phenylenediamine
Developer DB
Developer MC
Developer MT
3-Amino-p-toluidine
5-Amino-o-toluidine
2,4-Diamino-1-toluene
Renal MD
4-Methyl-1,3-benzenediamine
Developer 14
Toluenediamine
Pontamine Developer TN
2,4-Diaminotoluen
m-Toluylendiamin
meta-Tolylenediamine
Toluenediamine, o-
2,4-Diamino-1-methylbenzene
C.I. Oxidation Base 35
1,3-Diamino-4-methylbenzene
CI Oxidation Base 35
m-Toluylendiamin [Czech]
Fouramine
RCRA waste number U221
2,4-Tolylenediamine
NCI-C02302
m-Toluylenediamine
Azogen developer H
2,4-Diaminotoluen [Czech]
C.I. Oxidation base 200
CCRIS 202
C.I. Oxidation Base
NCI-C023O2
1-Methyl-2,4-phenylenediamine
4-Methyl-1,3-phenylenediamine
IS1AKN4HYB
HSDB 2849
EINECS 202-453-1
BRN 2205839
DTXSID4020402
CHEBI:34237
AI3-03717
MFCD00007804
2,4-Diaminotoluene-d3
DTXCID00402
EC 202-453-1
2,4-DIAMINOTOLUENE [IARC]
4-13-00-00235 (Beilstein Handbook Reference)
TOLUENE-2,4-DIAMINE [HSDB]
91696-44-5
M-TOLUYLENDIAMIN (CZECH)
2,4-DIAMINOTOLUEN (CZECH)
2,4-DIAMINOTOLUENE (IARC)
CAS-95-80-7
3-amino-p-tolui dine
C.I. oxidation ba se
UNII-IS1AKN4HYB
3-amino-4-methylaniline
UN1709
C.I. Oxidation base 20
toluylendiamin
mDiaminotoluene
mToluenediamine
mToluylendiamin
mTolyenediamine
toluylenediamine
mToluyenediamine
mTolylenediamine
3Aminoptoluidine
5Aminootoluidine
Four amine
m-Tolyenediamine
mToluene diamine
4mTolylenediamine
Developer MTCF
2,4diaminotoluol
metaTolulenediamine
metaTolylenediamine
Toluenediamine, o
2,4-DAT
2,4Diaminotoluen
2,4diaminotoluene
2,4toluenediamine
Toluene2,4diamine
Toluenear,ardiamine
2,4Tolamine
2,4tolylenediamine
4-Methyl-1,3-benzenediamine labeled with tritium
Tolylene2,4diamine
2,4toluene diamine
2,4Toluylenediamine
2,4Diamino1toluene
2,4-diamino toluene
2,4-diamino-toluene
methylphenylene diamine
2,4-Toluylenediamine
71111-07-4
meta Toluylene diamine
4Methylmphenylenediamine
arMethylmphenylenediamine
3-Amino-para-toluidine
M-TOLUYENEDIAMINE
CI OXIDATION BASE
M-TOLUENE DIAMINE
mPhenylenediamine, methyl
1,3Diamino4methylbenzene
2,4-Diaminotoluene (2,4-toluene diamine)
2,4Diamino1methylbenzene
4Methyl1,3benzenediamine
C.I. 76035
3-amino-4-methyl-aniline
META-TOLULENEDIAMINE
1Methyl2,4phenylenediamine
4Methyl1,3phenylenediamine
1,3Benzenediamine, 4methyl
NCI-CO23O2
TOLUENEDIAMINE ISOMERS
SCHEMBL15010
2,4-Diaminotoluene, 98%
MLS001055347
BIDD:ER0683
CI OXIDATION BASE 20
4-Methyl-meta-phenylenediamine
Diaminotoluene (mixed isomers)
1,3-Benzenediamine, 4-methyl-, labeled with tritium
2,4TDA
4-methyl-benzene-1,3-diamine
CHEMBL541230
TDA 80
CI OXIDATION BASE 200
DTXSID9027869
2,4-TDA
(5-amino-2-methyl-phenyl)-amine
DTXCID801781100
WCA11108
Tox21_201411
Tox21_300143
BBL011285
MSK1219-100M
STK941128
AKOS000119800
2,4(OR 2,6)-TOLUENEDIAMINE
UN 1709
2,4-Diaminotoluene, analytical standard
NCGC00090717-01
NCGC00090717-02
NCGC00090717-03
NCGC00090717-04
NCGC00254214-01
NCGC00258962-01
AC-14889
CI 76035
SMR000673562
VS-02912
DB-027585
2,4-Toluylenediamine or 2,4-toluenediamine
D0123
NS00007515
EN300-18287
D89597
4-Methyl-m-phenylenediamine, analytical standard
Q209195
2,4-Diaminotoluene Solution in Methanol, 100ug/mL
Z57825344
F3034-0052
95-80-7; 25376-45-8(unspecifiedisomer); 26764-44-3
2,4-Toluylenediamine or 2,4-toluenediamine [UN1709] [Poison]
Toluenes (2,4-diaminotoluene, p-nitrotoluene, 4-chloro-o-phenylenediamine
1,3-Benzenediamine,4-methyl-,coupled with diazotized 4-methyl-1,3-phenylenediamine,diazotized m-phenylenediamine,diazotized m-toluidine,m-phenylenediamine and m-toluidine,acetates
202-453-1