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o-Toluidine

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Identification
Molecular formula
C7H9N
CAS number
95-53-4
IUPAC name
2-methylaniline
State
State

At room temperature, o-Toluidine is generally a liquid, although in its pure crystalline form, it may appear as a solid. It is typically handled as a liquid in various industrial applications due to its relatively low melting point.

Melting point (Celsius)
-23.00
Melting point (Kelvin)
250.15
Boiling point (Celsius)
200.50
Boiling point (Kelvin)
473.65
General information
Molecular weight
107.16g/mol
Molar mass
107.1590g/mol
Density
1.0020g/cm3
Appearence

o-Toluidine is a colorless to pale yellow liquid with a characteristic aromatic amine odor. It can darken upon exposure to air and light, leading to a reddish-brown appearance. In industrial settings, it is typically encountered in its liquid form, but it can also be found as a solid when pure and crystalline.

Comment on solubility

Solubility of 2-methylaniline

2-methylaniline, known for its aromatic amine structure, exhibits intriguing solubility characteristics. Its solubility is primarily influenced by factors such as temperature, solvent polarity, and the presence of functional groups. Here are some notable points regarding its solubility:

  • Water solubility: 2-methylaniline is slightly soluble in water, with a solubility range around 1.1 g/L at room temperature. This limited solubility is attributed to the hydrophobic nature of the aromatic ring, which impedes effective interactions with water molecules.
  • Organic solvents: In contrast, 2-methylaniline is readily soluble in non-polar organic solvents such as benzene, chloroform, and ether. This trend is expected due to its non-polar characteristics.
  • Temperature effects: As with many compounds, increasing the temperature can enhance the solubility of 2-methylaniline in both water and organic solvents, promoting intermolecular interactions.

In essence, while 2-methylaniline displays limited solubility in water, its compatibility with organic solvents makes it a valuable compound in various industrial applications. The interplay between its molecular structure and solvent characteristics creates a fascinating profile that is worth further exploration!

Interesting facts

Interesting Facts about 2-Methylaniline

2-Methylaniline, a member of the aniline family, boasts a delightful blend of aromatic characteristics and functional utility in various fields. Here are some intriguing points about this compound:

  • Versatile Building Block: 2-Methylaniline serves as a pivotal intermediate in the synthesis of numerous dyes, pharmaceuticals, and agrochemicals. Its amine functionality allows for various reactions, making it an essential compound in organic synthesis.
  • Role in the Dye Industry: Due to its unique properties, it is often employed in the formulation of azo dyes. Azo dyes are widely used in textile and food coloration, symbolizing the compound's significance in aesthetic applications.
  • Structure Significance: The presence of the methyl group on the benzene ring affects the electron distribution, enhancing its reactivity compared to unsubstituted aniline. This effect can lead to interesting substitution patterns in subsequent reactions.
  • Biological Studies: Interesting research has been conducted on 2-methylaniline's potential effects on human health, particularly its implications for environmental toxicity and occupational safety, as exposure can lead to adverse effects.
  • Historical Insights: The study of aniline and its derivatives has deep historical roots in organic chemistry, tracing back to the 19th century when they were first isolated. Their evolution paved the way for modern dye technology and synthetic pathways.

In conclusion, 2-methylaniline is not just a chemical compound; it represents a robust intersection of chemistry, biology, and industry that continues to impact our daily lives. As the saying goes in science, **"Every molecule tells a story,"** and 2-methylaniline is no exception.

Synonyms
o-Toluidine
2-Methylaniline
95-53-4
2-Toluidine
o-Tolylamine
2-Methylbenzenamine
o-Methylaniline
ortho-toluidine
2-AMINOTOLUENE
2-Methyl-1-aminobenzene
o-Aminotoluene
o-Methylbenzenamine
Benzenamine, 2-methyl-
1-Amino-2-methylbenzene
2-Amino-1-methylbenzene
o-Toluidin
o-Toluidyna
1-Methyl-2-aminobenzene
ortho Toluidine
Aniline, 2-methyl-
2-Methylbenzamine
RCRA waste number U328
2-methyl-aniline
2-methylphenylamine
Benzenamine, methyl-
o-Toluidin [Czech]
2-Toluidine-d7
CCRIS 597
NSC 15348
o-Toluidyna [Polish]
DTXSID1026164
HSDB 2042
o-Toluide
2-tolylamine
UNII-B635MZ0ZLU
C.I. 37077
EINECS 202-429-0
B635MZ0ZLU
CHEBI:66892
AI3-24383
MFCD00007730
NSC-15348
DTXCID206164
EC 202-429-0
NSC15348
O-TOLUIDINE-D3 (METHYL-D3)
121536-13-8
O-Toluidin (CZECH)
O-Toluidyna (POLISH)
ORTHO-TOLUIDINE (IARC)
ORTHO-TOLUIDINE [IARC]
68408-22-0
CAS-95-53-4
PRILOCAINE IMPURITY B (EP IMPURITY)
PRILOCAINE IMPURITY B [EP IMPURITY]
RCRA waste no. U328
ortho-tolylamine
o-tolyl-amine
2-amino toluene
2 -methylaniline
2-methyl aniline
2-(methyl)aniline
51V
o-Toluidine, liquid
2-methyl-benzenamine
o-Toluidine, 98%
o-Toluidine, >=99%
TOLUIDINE (ORTHO)
O-TOLUIDINE [MI]
O-TOLUIDINE(1%)
CHEMBL1381
WLN: ZR B1
SCHEMBL15789
o-Toluidine, liquid or solid
MLS002415766
2-Aminotoluene (o-toluidine)
BIDD:ER0679
2-AMINOTOLUENE [HSDB]
o-Toluidine, analytical standard
O-Toluidine (ACD/Name 4.0)
o-Toluidine, p.a., 99.5%
2-Methylbenzenamine (o-Toluidine)
HMS3039B11
BCP17522
STR00213
Tox21_201256
Tox21_300179
STL163331
2-Methylphenylamine (ACD/Name 4.0)
AKOS000119109
o-Toluidine 500 microg/mL in Methanol
NCGC00091368-01
NCGC00091368-02
NCGC00091368-03
NCGC00091368-04
NCGC00253986-01
NCGC00258808-01
o-Toluidine 10 microg/mL in Cyclohexane
BP-21341
CI 37077
SMR001370921
o-Toluidine 100 microg/mL in Cyclohexane
NS00008265
o-Toluidine, SAJ special grade, >=99.0%
T0299
EN300-33459
o-Toluidine, purum p.a., >=99.5% (GC)
Q311695
o-Toluidine, liquid or solid [UN1708] [Poison]
Z57127943
F2190-0418
PRILOCAINE HYDROCHLORIDE IMPURITY B [EP IMPURITY]
InChI=1/C7H9N/c1-6-4-2-3-5-7(6)8/h2-5H,8H2,1H
202-429-0