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benzidine

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Identification
Molecular formula
C10H16N2
CAS number
103-82-2
IUPAC name
N1,N1,N2,N2-tetramethylbenzene-1,2-diamine
State
State

At room temperature, N1,N1,N2,N2-Tetramethylbenzene-1,2-diamine is a solid. It remains stable under standard conditions of temperature and pressure, making it easy to handle in laboratory settings where solid-state reagents are involved.

Melting point (Celsius)
131.00
Melting point (Kelvin)
404.15
Boiling point (Celsius)
301.00
Boiling point (Kelvin)
574.15
General information
Molecular weight
136.22g/mol
Molar mass
136.2240g/mol
Density
0.9840g/cm3
Appearence

N1,N1,N2,N2-Tetramethylbenzene-1,2-diamine, also known as benzidine, appears as a white to pale yellow crystalline solid. This compound tends to darken upon exposure to air and light, indicating that it may be sensitive to these conditions. The crystals are typically elongated or plate-like in shape.

Comment on solubility

Solubility of N1,N1,N2,N2-tetramethylbenzene-1,2-diamine

N1,N1,N2,N2-tetramethylbenzene-1,2-diamine, a substituted aromatic amine, exhibits specific characteristics regarding its solubility which are influenced by its structural features and the presence of both benzene rings and amine groups. Let's delve into the specifics of its solubility:

  • Water Solubility: Generally, compounds with higher molecular weights and significant hydrophobic character, such as this amine, tend to have limited solubility in water. The bulky methyl groups may further inhibit its interaction with water molecules.
  • Organic Solvents: This compound is likely to be more soluble in non-polar or weakly polar organic solvents due to its aromatic nature. Solvents like toluene or dichloromethane might dissolve this compound effectively.
  • Temperature Effects: The solubility may vary with temperature; typically, increased temperature can enhance solubility in organic solvents, a trait that can be exploited during synthesis or purification processes.

In summary, N1,N1,N2,N2-tetramethylbenzene-1,2-diamine’s solubility is characterized by limited behavior in water and a favorable disposition towards organic solvents, rendering it useful in various chemical applications.

Interesting facts

Interesting Facts about N1,N1,N2,N2-Tetramethylbenzene-1,2-diamine

N1,N1,N2,N2-Tetramethylbenzene-1,2-diamine, commonly referred to as TMEDA, is a fascinating compound with a variety of roles in chemical research and applications. This compound is notable for its structural features and functional properties:

  • Electronics and Conductive Polymers: TMEDA is often utilized as a building block in the synthesis of conductive polymers, contributing to advancements in electronic materials.
  • Coordination Chemistry: The amino groups in its structure allow TMEDA to act as a chelating agent, forming stable complexes with metal ions. This characteristic is crucial in fields such as catalysis and material science.
  • Organic Synthesis: In organic chemistry, TMEDA serves as a valuable reagent and catalyst, facilitating reactions that are essential for producing complex organic molecules.
  • Structure-Activity Relationship Studies: TMEDA's unique structural properties make it relevant in pharmaceutical research, where understanding the correlation between structure and biological activity is critical.

This compound is also a subject of interest in toxicology studies because of its implications in safety and environmental assessments. Due to its rich nitrogen content, researchers are keen on investigating its behavior in biological systems and its potential effects on health. As noted in various studies, “The design of efficient and safe chemical products increasingly relies on understanding the impact of nitrogen-containing compounds.”

Overall, N1,N1,N2,N2-tetramethylbenzene-1,2-diamine proves essential in advancing multiple areas of research, making it a compound of great interest for chemists and students alike.

Synonyms
1,2-Bis(dimethylamino)benzene
o-PHENYLENEDIAMINE, N,N,N',N'-TETRAMETHYL-
EINECS 211-878-1
NSC 97344
BRN 2209310
N,N,N,N-Tetramethyl-1,2-benzenediamine
AI3-51107
1,2-Benzenediamine, N1,N1,N2,N2-tetramethyl-
704-01-8
N1,N1,N2,N2-Tetramethylbenzene-1,2-diamine
1,2-Benzenediamine, N,N,N',N'-tetramethyl-
N,N,N',N'-Tetramethyl-o-phenylenediamine
o-Phenylenebis(dimethylamine)
1-N,1-N,2-N,2-N-tetramethylbenzene-1,2-diamine
N,N,N',N'-Tetramethylbenzene-1,2-diamine
2AC35UGL8Z
N,N,N',N'-Tetramethyl-1,2-benzenediamine
NSC-97344
N1,N1,N2,N2-Tetramethyl-1,2-benzenediamine
N,N,N,N-TETRAMETHYL-O-PHENYLENEDIAMINE
NSC97344
UNII-2AC35UGL8Z
SCHEMBL65263
DTXSID5061035
WLN: 1N1&R BN1&1
AKOS006281481
N,N',N'-Tetramethyl-o-phenylenediamine
o-Phenylenediamine,N,N',N'-tetramethyl-
CS-0455097
N,N,N',N'-Tetramethyl-benzene-1,2-diamine
NS00037056
S11716