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3-Methylaniline

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Identification
Molecular formula
C7H9N
CAS number
108-44-1
IUPAC name
3-methylaniline
State
State

At room temperature, 3-methylaniline is a liquid. It is commonly handled in well-sealed containers to prevent exposure to air.

Melting point (Celsius)
-30.50
Melting point (Kelvin)
242.65
Boiling point (Celsius)
204.00
Boiling point (Kelvin)
477.15
General information
Molecular weight
107.16g/mol
Molar mass
107.1590g/mol
Density
1.0028g/cm3
Appearence

3-Methylaniline is a colorless to pale yellow liquid at room temperature. Over time, or upon exposure to air or light, it may darken due to oxidation. It has a characteristic amine odor.

Comment on solubility

Solubility of 3-methylaniline

3-methylaniline, with the chemical formula C7H9N, exhibits some interesting solubility characteristics. Generally, the solubility of this compound can be influenced by several factors, such as temperature and the nature of the solvent.

  • Water solubility: 3-methylaniline is only slightly soluble in water. This limited solubility is due to the hydrophobic nature of the aromatic ring, which resists interaction with polar water molecules.
  • Solubility in organic solvents: In contrast, it is readily soluble in many organic solvents such as alcohols, ethers, and benzene. This property makes it quite useful in various organic synthesis applications.
  • Temperature effects: The solubility of 3-methylaniline in both water and organic solvents tends to increase with temperature, which is a common behavior of many organic compounds.

As a general observation, the polar-nonpolar balance in 3-methylaniline leads to its unique solubility profile, aligning with the principle that “like dissolves like.” Thus, for appropriate applications, choosing the right solvent is essential.

Interesting facts

Interesting Facts about 3-Methylaniline

3-Methylaniline, an organic compound, belongs to the class of anilines, which are characterized by the presence of an amino group (-NH2) attached to an aromatic ring. This particular derivative features a methyl group at the meta position, making it not only fascinating from a structural perspective but also highly relevant in various applications.

Key Applications

  • Dyes: 3-Methylaniline is widely used in the synthesis of azo dyes, which impart vivid colors to textiles and other materials.
  • Pharmaceuticals: It serves as a precursor for several pharmaceuticals, showcasing its importance in medicinal chemistry.
  • Agrochemicals: This compound plays a role in the formulation of certain agrochemicals, contributing to its utility in improving crop yields.

Safety and Handling

Despite its usefulness, handling 3-methylaniline requires caution:

  • It can be hazardous if inhaled or ingested, necessitating proper protective equipment.
  • The compound is also categorized as an environmental pollutant, which raises concerns about its effects on aquatic life.

Chemical Behavior

3-Methylaniline is a base: Due to the presence of the amino group, it exhibits basic properties which allow it to form salts with acids. This can be significantly exploited in various chemical reactions.

Metastability and Interactions

Interestingly, the orientation of the methyl group at the meta position affects both the electronic properties of the aromatic ring and its reactivity:

  • This orientation can influence the compound’s ability to participate in electrophilic aromatic substitution reactions.
  • The steric effects introduced by the methyl group create a unique electronic environment, which can affect the outcome of chemical reactions.

In conclusion, 3-methylaniline is not only a vital building block in organic synthesis but also a compound of interest for environmental chemistry. Its diverse applications and intriguing chemical properties make it a subject worth studying for students and professionals alike.

Synonyms
m-Toluidine
3-Methylaniline
108-44-1
3-Toluidine
3-AMINOTOLUENE
Benzenamine, 3-methyl-
m-Methylaniline
m-Tolylamine
m-Toluidin
3-Methylbenzenamine
m-Aminotoluene
3-Aminophenylmethane
Aniline, 3-methyl-
m-Methylbenzenamine
1-Amino-3-methylbenzene
3-Aminotoluen
3-Amino-1-methylbenzene
meta-toluidine
m-Toluidyna [Polish]
3-methylphenylamine
m-Toluidyna
NSC 15349
CCRIS 4325
HSDB 2043
EINECS 203-583-1
3-methyl-benzamine
MFCD00007808
UNII-006FKQ96T3
BRN 0635944
DTXSID1026792
AI3-19859
NSC-15349
M-TOLUIDINE [MI]
(M-METHYLPHENYL)AMINE
3-AMINOTOLUENE [HSDB]
DTXCID506792
EC 203-583-1
006FKQ96T3
4-12-00-01813 (Beilstein Handbook Reference)
m-Toluidine, 99%
m-Toluidyna (Polish)
m-Toluidin [Czech]
3-Aminotoluen [Czech]
3-methyl aniline
CAS-108-44-1
1-Aminophenylmethane
metatoluidine
mAminotoluene
mMethylaniline
mToluidine
mToluidyna
mTolylamine
mToluidin
3methylaniline
3Aminotoluene
m-Aminotoluol
3Aminotoluen
3-methylanilin
3Toluidine
m-tolyl-amine
3-Aminotoluol
mMethylbenzenamine
meta-methylaniline
3-methyl-aniline
3Methylbenzenamine
phenmedipham TP3
Aniline, 3methyl
3-Methylbenzolamin
3Aminophenylmethane
3-(methyl)aniline
3-Aminophenylmethan
1Amino3methylbenzene
3Amino1methylbenzene
3-methyl-phenylamine
m-Toluidine (ACGIH)
3-Amino-1-methylbenzol
3-Methylanilin (German)
3-METHYLBENZENEAMINE
WLN: ZR C1
3-Methylbenzolamin (German)
SCHEMBL11789
m-Toluidine, liquid or solid
3-Aminophenylmethan (German)
Benzenamine, 3-methyl-(9CI)
CHEMBL3182179
m-Toluidine, analytical standard
BCP15285
NSC15349
Tox21_201265
Tox21_300568
STK387127
AKOS000119100
FT02112
PS-9299
NCGC00091601-02
NCGC00091601-03
NCGC00254415-01
NCGC00258817-01
m-Toluidine 100 microg/mL in Cyclohexane
NS00008859
T0298
EN300-18342
m-Toluidine, liquid or solid [UN1708] [Poison]
Q1880736
Z57127904
F2190-0419