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2,6-Dimethylaniline

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Identification
Molecular formula
C8H11N
CAS number
87-62-7
IUPAC name
2,6-dimethylaniline
State
State

2,6-Dimethylaniline is a liquid at room temperature with a density slightly less than water (0.9939 g/cm3), indicating it will float on water.

Melting point (Celsius)
2.50
Melting point (Kelvin)
275.65
Boiling point (Celsius)
215.50
Boiling point (Kelvin)
488.65
General information
Molecular weight
121.18g/mol
Molar mass
121.1800g/mol
Density
0.9939g/cm3
Appearence

2,6-Dimethylaniline appears as a clear to yellowish liquid at room temperature. It has an aromatic amine-like odor, typical of aniline derivatives.

Comment on solubility

Solubility of 2,6-Dimethylaniline

2,6-Dimethylaniline, with the chemical formula C9H13N, exhibits interesting solubility characteristics that are noteworthy for both academic and industrial applications.

Solubility in Water: 2,6-Dimethylaniline is slightly soluble in water. This limited solubility can be attributed to the presence of the amine group which offers hydrogen bonding capabilities with water molecules, yet its bulky hydrophobic methyl groups hinder greater interaction.

Solubility in Organic Solvents: This compound is much more soluble in non-polar and moderately polar organic solvents. Common solvents where 2,6-dimethylaniline shows good solubility include:

  • Toluene
  • Diethyl ether
  • Chloroform
  • Benzene

This solubility behavior makes it a versatile compound in organic synthesis and industrial applications, where organic solvents are the standard medium.

Temperature Influence: Temperature greatly impacts the solubility of 2,6-dimethylaniline in solvents. As temperature increases, solubility generally enhances due to heightened molecular movement, which aids in breaking interactions between solute particles.

In summary, while 2,6-dimethylaniline may show limited solubility in water, its solubility profile in organic solvents opens avenues for extensive use in various chemical processes. Understanding these properties is crucial for effectively leveraging the compound in practical applications.

Interesting facts

Interesting Facts About 2,6-Dimethylaniline

2,6-Dimethylaniline is a fascinating aromatic amine that has considerable significance in the field of organic chemistry.

Key Characteristics

  • Structure and Substituents: This compound is characterized by two methyl groups attached to the aniline framework at the 2 and 6 positions. This unique positioning can influence its chemical reactivity and properties.
  • Industrial Applications: 2,6-Dimethylaniline serves as a precursor in the synthesis of various dyes, particularly azo dyes. It plays a crucial role in producing colorants that are used in textiles and food products.
  • Biological Impact: As an amine, it is important to study its toxicity and biological effects since compounds in this class can often demonstrate significant interactions with biological organisms.

Historical Context

This compound has been investigated extensively since its discovery in the early 20th century, contributing to advancements in the dye industry. It reflects the profound relationship between chemistry and industry, illustrating how molecular modifications can lead to a vast array of functional products.

Research Insights

Recent studies have investigated the environmental implications of 2,6-dimethylaniline and its potential biodegradation products. The focus has been on understanding its fate in both soil and aquatic systems.

As a student of chemistry, one can appreciate the relevance of 2,6-dimethylaniline not only for its practical applications but also for the opportunity it presents in learning about chemical synthesis and environmental science. Its study showcases how a simple modification in a molecular structure can lead to diverse functional properties and applications, making it an essential compound in both academic research and industrial applications.

Synonyms
2,6-Dimethylaniline
87-62-7
2,6-XYLIDINE
o-Xylidine
2-Amino-m-xylene
2,6-Dimethylbenzenamine
Benzenamine, 2,6-dimethyl-
2-Amino-1,3-dimethylbenzene
2-Amino-1,3-xylene
2,6-Dimethylphenylamine
2,6-Xylylamine
1-Amino-2,6-dimethylbenzene
Aniline, 2,6-dimethyl-
NCI-C56188
vic-m-xylidine
NSC 7098
DTXSID8026307
2,6-Dimethyl-aniline
MFCD00007747
4FT62OX08D
CHEBI:28738
2,6-DMA
NSC-7098
DTXCID006307
CAS-87-62-7
CCRIS 2373
HSDB 2094
Benzene, 2-amino-1,3-dimethyl-
EINECS 201-758-7
BRN 0636332
UNII-4FT62OX08D
AI3-52358
2,6 dimethylaniline
2.6-dimethylaniline
Aniline,6-dimethyl-
2,6-Dimethylaniline (2,6-Xylidine)
2,6 dimethyl aniline
2,6-dimethyl aniline
Benzenamine,6-dimethyl-
2,6-dimethylbenzeneamine
2,6-dimethyl-phenylamine
2,6-dimethyl benzeneamine
(2,6-dimethylphenyl)amine
EC 201-758-7
XYLIDENE, 2,6-
2,6-Dimethylaniline, 99%
4-12-00-02521 (Beilstein Handbook Reference)
SCHEMBL106244
WLN: ZR B1 F1
(2,6-dimethyl-phenyl)-amine
2,6-XYLIDINE [HSDB]
CHEMBL1340793
NSC7098
STR00521
2,6-DIMETHYLANILINE [IARC]
Tox21_201426
Tox21_300055
STL281861
AKOS000120115
FD22351
PS-3428
XYLIDINE 2,6-DIMETHYLBENZENAMINE
2,6-Dimethylaniline, analytical standard
NCGC00091576-01
NCGC00091576-02
NCGC00091576-03
NCGC00254105-01
NCGC00258977-01
AC-11240
PD065540
LIDOCAINE IMPURITY A [EP IMPURITY]
2,6-DIMETHYLANILINE [USP IMPURITY]
DB-027693
CS-0012942
D0669
NS00008896
EN300-17976
XYLIDINE 2,6-DIMETHYLBENZENAMINE [MI]
2,6-Dimethylaniline, purum, >=98.0% (GC)
2,6-Dimethylaniline 100 microg/mL in Isooctane
A842302
Q4353533
1-Amino-2,6-dimethylbenzene;Xylylamine;2,6-Xylidine
XYLAZINE HYDROCHLORIDE IMPURITY A [EP IMPURITY]
Z57127391
2,6-Dimethylaniline, PESTANAL(R), analytical standard
F2190-0466
LIDOCAINE HYDROCHLORIDE IMPURITY A [EP IMPURITY]
BUPIVACAINE HYDROCHLORIDE IMPURITY F [EP IMPURITY]
MEPIVACAINE HYDROCHLORIDE IMPURITY A [EP IMPURITY]
Bupivacaine impurity F, European Pharmacopoeia (EP) Reference Standard
InChI=1/C8H11N/c1-6-4-3-5-7(2)8(6)9/h3-5H,9H2,1-2H
ROPIVACAINE HYDROCHLORIDE MONOHYDRATE IMPURITY H [EP IMPURITY]