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o-Toluidine

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Identification
Molecular formula
C8H11N
CAS number
95-53-4
IUPAC name
o-tolylmethanamine
State
State

At room temperature, o-toluidine is typically in a liquid state.

Melting point (Celsius)
-16.30
Melting point (Kelvin)
256.90
Boiling point (Celsius)
200.00
Boiling point (Kelvin)
473.00
General information
Molecular weight
107.16g/mol
Molar mass
107.1640g/mol
Density
0.9980g/cm3
Appearence

o-Toluidine is a colorless to pale yellow liquid with a characteristic aromatic odor. It tends to darken when exposed to light or air.

Comment on solubility

Solubility of o-tolylmethanamine

o-tolylmethanamine, with the chemical formula C9H13N, exhibits intriguing solubility characteristics that can greatly influence its applications in various chemical contexts.

Solubility Profile

This compound is generally considered to be:

  • Slightly soluble in water
  • More soluble in organic solvents such as ethanol, acetone, and chloroform

The solubility can be attributed to the presence of the amine group, which can engage in hydrogen bonding. However, its aromatic structure can hinder full dissolution in polar solvents like water. "Like dissolves like" is a good principle to keep in mind—> the non-polar aromatic ring prefers non-polar solvents.

Factors Affecting Solubility

Several factors can affect the solubility of o-tolylmethanamine:

  • Temperature: Increasing temperatures often enhance solubility in solvents.
  • pH Level: The solubility behavior can change in acidic or basic conditions because of protonation/deprotonation of the amine group.
  • Presence of other solutes: The presence of salts or other compounds can influence its solubility profile due to solute-solvent interactions.

In conclusion, while o-tolylmethanamine has limited solubility in water, it is more compatible with organic solvents, making it valuable in specific chemical processes. Understanding these solubility dynamics is crucial for effectively working with this compound.

Interesting facts

Interesting Facts about o-Tolylmethanamine

o-Tolylmethanamine, a compound known for its intriguing properties and applications, is a member of the amine family of organic compounds. Here are some captivating details about this compound:

  • Structure and Isomerism: o-Tolylmethanamine features a unique ortho positioning of the methyl group on the aromatic ring, which distinguishes it from other isomers such as p-tolylmethanamine. This subtle change in structure can significantly affect its chemical behavior and reactivity.
  • Applications: This compound is often utilized in various fields including:
    • Organic synthesis as a building block for more complex molecules.
    • Pharmaceutical industries for the development of certain medicinal compounds.
  • Toxicity and Safety: As with many amines, o-tolylmethanamine can be hazardous. It is crucial for safety protocols to be followed when handling it, and researchers often emphasize the use of personal protective equipment (PPE).
  • Reaction Versatility: o-Tolylmethanamine can participate in a wide range of chemical reactions, such as:
    • Nucleophilic substitutions
    • Acylation reactions
    • Formation of amides and other derivatives
  • Research and Development: Ongoing studies are being conducted to explore its potential in new drug formulations and its role as a ligand in coordination chemistry.

In summary, o-tolylmethanamine stands out in the realm of chemical compounds due to its structural uniqueness, varied applications, and participation in significant chemical reactions. It serves as a prime example of how small changes in molecular structure can lead to diverse functionalities.

Synonyms
2-Methylbenzylamine
89-93-0
o-Tolylmethanamine
o-Methylbenzylamine
Benzenemethanamine, 2-methyl-
o-Xylylamine
1-(2-methylphenyl)methanamine
(2-Methylphenyl)methanamine
alpha-Amino-o-xylene
alpha-Amino-2-xylene
BENZYLAMINE, o-METHYL-
2-methylbenzenemethanamine
2-methylbenzyl amine
2-Methyl-benzylamine
EINECS 201-952-1
MFCD00008112
NSC 30466
BRN 1099406
DTXSID3059000
NSC-30466
(2-methylphenyl)methylamine
oXylylamine
alphaAmino2xylene
oMethylbenzylamine
2-tolylmethylamine
2-Methyl-benzylamin
Benzylamine, omethyl
2-methyl benzyl amine
benzylamine, 2-methyl-
Z5G4SJ5XMN
Benzenemethanamine, 2methyl
2-Methylbenzylamine, 96%
SCHEMBL43338
WLN: Z1R B1
(2-Methylphenyl)methanamine #
CHEMBL268246
SCHEMBL7393891
DTXCID6048670
HMS1719E19
ALBB-027035
BCP14971
CS-M1443
NSC30466
CK2406
AKOS000264293
FS-4070
AC-25610
DB-021378
M0942
NS00039346
EN300-11614
AP-770/40653937
Q27462045
201-952-1