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4,4'-Diamino-3,3'-dimethylbiphenyl

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Identification
Molecular formula
C14H16N2
CAS number
1208-08-2
IUPAC name
4-[(4-amino-3-methyl-phenyl)methyl]-2-methyl-aniline
State
State

At room temperature, 4,4'-Diamino-3,3'-dimethylbiphenyl is typically a solid substance. It retains its solid state under standard conditions and is stable when stored in appropriate conditions. Always handle it in a well-ventilated space to avoid inhalation of dust or fumes.

Melting point (Celsius)
150.00
Melting point (Kelvin)
423.15
Boiling point (Celsius)
368.00
Boiling point (Kelvin)
641.15
General information
Molecular weight
212.30g/mol
Molar mass
212.2950g/mol
Density
1.1510g/cm3
Appearence

4,4'-Diamino-3,3'-dimethylbiphenyl appears as a white to slightly yellow solid, often in crystalline form. It may also be available as a powder. Being an aromatic compound, it may possess a distinct odor associated with organic amines. Proper handling should take into account its potential to stain materials and its potential odor.

Comment on solubility

Solubility of 4-[(4-amino-3-methyl-phenyl)methyl]-2-methyl-aniline

4-[(4-amino-3-methyl-phenyl)methyl]-2-methyl-aniline, due to its complex molecular structure, exhibits varying solubility characteristics in different solvents. Here are some key points to consider:

  • Polar Solvents: This compound is likely to have limited solubility in water, owing to its hydrophobic aromatic moieties. The presence of amino groups may introduce some polarity, but overall, the large nonpolar regions tend to hinder solubility.
  • Organic Solvents: 4-[(4-amino-3-methyl-phenyl)methyl]-2-methyl-aniline is expected to dissolve more readily in organic solvents such as ethanol, methanol, and acetone. These solvents facilitate interactions with the compound's aromatic structures.
  • Temperature Dependency: As with many organic compounds, solubility may increase with temperature, allowing for better dissolution in heated solvents, albeit careful consideration of thermal stability is necessary.

In summary, while this compound is not highly soluble in water, it shows promising solubility in selected organic solvents, particularly those that can engage with its polar and nonpolar features. Understanding the solubility properties is crucial for applications involving this compound in various chemical processes.

Interesting facts

Exploring 4-[(4-amino-3-methyl-phenyl)methyl]-2-methyl-aniline

4-[(4-amino-3-methyl-phenyl)methyl]-2-methyl-aniline, commonly referred to as a member of the aniline family, is an intriguing organic compound with a variety of applications. Below are some fascinating facts you might find compelling:

Chemical Structure and Features

  • Aromatic System: The compound contains a complex aromatic structure that enhances its chemical reactivity and interactions, making it an essential building block in organic synthesis.
  • Functional Groups: The presence of both amino and methyl functional groups suggests that this compound may exhibit interesting properties such as hydrogen bonding and nucleophilic attack.

Applications

  • Dyes and Pigments: Compounds like this one are often used in the manufacturing of dyes thanks to their vibrant coloration and stability.
  • Pharmaceuticals: The structural motifs present in 4-[(4-amino-3-methyl-phenyl)methyl]-2-methyl-aniline make it a possible precursor for synthesizing various pharmaceuticals, contributing to its importance in medicinal chemistry.

Interesting Reactions

This compound may participate in several notable reactions, such as:

  • Substitution Reactions: The amino group may act as a nucleophile, allowing for substitution reactions with electrophiles, which is notable in creating more complex structures.
  • Oxidation: The electron-rich aromatic ring makes this compound susceptible to oxidation reactions, which can lead to a variety of derivatives.

In the Lab

As you work with this compound, you might need to take precautions because:

  • Toxicology: Like many anilines, it can pose health risks if not handled properly.
  • Use of Protective Equipment: Employing gloves, goggles, and lab coats is crucial to ensure safety during experiments.

In summary, 4-[(4-amino-3-methyl-phenyl)methyl]-2-methyl-aniline is not only a chemical compound with rich structural characteristics but also a versatile substance with significant implications in various fields ranging from dye manufacturing to pharmaceutical development. Its unique properties and reactions make it a subject of interest in both academic research and industrial applications.

Synonyms
838-88-0
4,4'-Methylenebis(2-methylaniline)
4,4'-Diamino-3,3'-dimethyldiphenylmethane
4,4'-Methylenedi-o-toluidine
3,3'-Dimethyl-4,4'-diaminodiphenylmethane
4,4'-Methylenebis(o-toluidine)
4,4'-Methylene bis(2-methylaniline)
Bis(3-methyl-4-aminophenyl)methane
o-Toluidine, 4,4'-methylenedi-
Bis(4-amino-3-methylphenyl)methane
Bis-4-amino-3-methylfenylmethan
Aniline, 4,4'-methylenebis(2-methyl-
2,2'-Dimethyl-4,4'-methylenedianiline
Benzenamine, 4,4'-methylenebis[2-methyl-
CCRIS 391
NSC 37146
4,4'-Methylene di-o-toluidine
Methane, bis(4-amino-3-methylphenyl)-
OM5XWD3S2I
Benzenamine, 4,4'-methylenebis(2-methyl-
EINECS 212-658-8
4,4'-METHYLENEBIS(2-METHYLBENZENAMINE)
BRN 0398069
Bis-4-amino-3-methylfenylmethan [Czech]
DTXSID5020867
4,4'-methylene di-ortho-toluidine
NSC-37146
KAYABOND C 100
DTXCID10867
3,3'-dimethyl-4,4' diaminodiphenylmethane
EC 212-658-8
3-13-00-00496 (Beilstein Handbook Reference)
DI(3-METHYL-4-AMINOPHENYL)METHANE
METHYLENEBIS(2-METHYLANILINE), 4,4'-
4,4'-AMINO-3,3'-DIMETHYLDIPHENYLMETHANE
4,4'-Methylenebis[2-methylaniline]
4,4'-Methylenebis[2-methylbenzenamine]
Methane, bis[4-amino-3-methylphenyl]-
o-Toluidine, 4,4'-methylenedi-(8CI)
212-658-8
MBOT
4,4'-Methylene-bis(2-methylaniline)
ME-Mda
4-[(4-amino-3-methylphenyl)methyl]-2-methylaniline
MFCD00126963
4,4'-methanediylbis(2-methylaniline)
4,4'-Methylenebis-o-toluidine
CHEBI:82343
4,4'-Methylene-di(o-toluidine)
4,4'-diamino-3,3'-dimethyldiphenyl methane
4,4'-Diamino-3,3'-dimethyldiphenyl methane 100 microg/mL in Acetonitrile
CAS-838-88-0
UNII-OM5XWD3S2I
3,3'-Dimethyl-4,4'-diaminodiphenylmethane;4,4'-Methylene-bis(2-methylaniline)
TimTec1_005368
Oprea1_517776
o-Toluidine,4'-methylenedi-
MLS000719870
SCHEMBL237201
CHEMBL313443
4-[(4-amino-3-methyl-phenyl)methyl]-2-methyl-aniline
WECDUOXQLAIPQW-UHFFFAOYSA-
HMS1549D22
HMS2757J17
WLN: ZR B1 D1R DZ C1
Aniline,4'-methylenebis(2-methyl-
NSC37146
Tox21_202372
Tox21_300201
4,4-methylene-bis(2-methylaniline)
STK760092
AKOS001483357
Benzenamine,4'-methylenebis[2-methyl-
CCG-103180
CS-W013022
FD62628
NCGC00173286-01
NCGC00173286-02
NCGC00173286-03
NCGC00253955-01
NCGC00259921-01
AC-10919
SMR000304399
SY052545
D2046
EU-0000098
NS00010638
3,3/'-Dimethyl-4,4/'-diaminodiphenylmethane
4,4\'-Diamino-3,3\'-Dimethyldiphenylmethane
C19260
D89983
4-(4-Amino-3-methylbenzyl)-2-methylphenylamine
Q229843
SR-01000389448
4-(4-Amino-3-methylbenzyl)-2-methylphenylamine #
SR-01000389448-1
4,4'-Methylene-bis(2-methylaniline), analytical standard
4,4 inverted exclamation mark -Methylenebis(2-methylaniline)
InChI=1/C15H18N2/c1-10-7-12(3-5-14(10)16)9-13-4-6-15(17)11(2)8-13/h3-8H,9,16-17H2,1-2H3