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N,N,N',N'-Tetramethyl-p-phenylenediamine

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Identification
Molecular formula
C10H16N2
CAS number
100-22-1
IUPAC name
N1,N1,N4,N4-tetramethylbenzene-1,4-diamine
State
State

At room temperature, N,N,N',N'-Tetramethyl-p-phenylenediamine is a solid.

Melting point (Celsius)
51.00
Melting point (Kelvin)
324.15
Boiling point (Celsius)
256.00
Boiling point (Kelvin)
529.15
General information
Molecular weight
164.24g/mol
Molar mass
164.2440g/mol
Density
1.0478g/cm3
Appearence

N,N,N',N'-Tetramethyl-p-phenylenediamine is typically a white to pale purple crystalline solid. The compound may appear as pale gray or colored due to impurities or exposure to air as it can oxidize and change color to blue, which is useful as a redox indicator in chemical reactions.

Comment on solubility

Solubility of N1,N1,N4,N4-tetramethylbenzene-1,4-diamine

N1,N1,N4,N4-tetramethylbenzene-1,4-diamine, also known as TMDA, is an intriguing compound when it comes to solubility. The solubility properties of this compound can be characterized by several key factors:

  • Polarity: The presence of amine functional groups in TMDA contributes to moderate polarity, impacting its interactions with solvents.
  • Solvent Consideration: TMDA is generally more soluble in polar solvents such as water and ethanol, while being less soluble in non-polar solvents like hexane.
  • Temperature Effects: Solubility may increase with temperature, as is common with many organic compounds, facilitating better interaction of solute and solvent.

It is worth noting that the solubility of N1,N1,N4,N4-tetramethylbenzene-1,4-diamine can vary depending on the specific conditions and solvent used. Therefore, understanding the context in which this compound is dissolved is essential for practical applications. In summary:

  • Increased polarity aids solubility in polar solvents.
  • High temperature often enhances solubility.
  • Choice of solvent is crucial for optimal dissolution.

These relationships are vital for chemists to consider when working with TMDA and related compounds.

Interesting facts

Interesting Facts About N1,N1,N4,N4-tetramethylbenzene-1,4-diamine

N1,N1,N4,N4-tetramethylbenzene-1,4-diamine, commonly known as Tetramethyl-1,4-phenylenediamine (TPD), is a fascinating organic compound with unique properties and applications. Here are some intriguing aspects of this chemical:

  • Structural Characteristics: The compound features two amine groups attached to a benzene ring, which allows for interesting interactions with other molecules. Its symmetry and bulkiness due to the four methyl groups contribute to its chemical behavior.
  • Applications: TPD is widely used in various industries, including:
    • Dyes & Pigments: Prominently utilized in dye production for textiles.
    • Electronics: Serves as an antioxidant and stabilizer in plastics, enhancing durability.
    • Photographic Processes: Plays a role in the manufacture of photographic developing agents.
  • Toxicity Considerations: While TPD is useful, it can be hazardous. Proper safety protocols must be followed when handling this compound, as it may pose health risks.
  • Research Interests: Scientists are intrigued by its redox properties and its potential use in organic electronic devices, including organic light-emitting diodes (OLEDs) and solar cells.
  • Chemical Reactivity: The presence of amine groups offers opportunities for derivatization, allowing chemists to create a wide range of novel compounds that can exhibit different behaviors and functionalities.

In conclusion, N1,N1,N4,N4-tetramethylbenzene-1,4-diamine is not just another organic compound; it represents a bridge between basic chemical research and practical industrial applications. As the realm of organic chemistry expands, the versatility of such compounds continues to inspire innovations in multiple fields.

Synonyms
100-22-1
N,N,N',N'-TETRAMETHYL-P-PHENYLENEDIAMINE
Wurster's Blue
Wurster's reagent
N,N,N',N'-Tetramethyl-1,4-phenylenediamine
n,n,n,n-tetramethyl-1,4-phenylenediamine
Tetramethyl-p-phenylenediamine
p-Bis(dimethylamino)benzene
MFCD00008309
1-N,1-N,4-N,4-N-tetramethylbenzene-1,4-diamine
1,4-Bis(dimethylamino)benzene
1,4-Benzenediamine, N,N,N',N'-tetramethyl-
TL 85
Benzene, 1,4-bis(dimethylamino)-
p-Phenylenediamine, N,N,N',N'-tetramethyl-
N,N,N',N'-Tetramethyl-p-fenylendiamin
P4P3AC32ZB
N,N,N',N'-tetramethylbenzene-1,4-diamine
27215-51-6
DTXSID5026124
4-(Dimethylamino)-N,N-dimethylaniline
N,N,N',N'-Tetramethyl-1,4-Benzenediamine
N,N,N',N'-Tetramethyl-benzene-1,4-diamine
N1,N1,N4,N4-tetramethylbenzene-1,4-diamine
N,N,N inverted exclamation marka,N inverted exclamation marka-Tetramethyl-p-phenylenediamine
1,4-Benzenediamine, N1,N1,N4,N4-tetramethyl-
CCRIS 4728
M710
EINECS 202-831-6
UNII-P4P3AC32ZB
N,N,N,N-Tetramethyl-1,4-benzenediamine
AI3-51106
N,N,N',N'-Tetramethyl-p-fenylendiamin [Czech]
Benzenediamine, N,N,N',N'-tetramethyl-
Tetramethyl-p-phenyldiamine
SCHEMBL65261
DTXCID006124
CHEMBL1393325
tetramethyl-1,4-phenylenediamine
P-BIS(DIMETHYLAMINE)BENZENE
Tox21_200617
(4-dimethylaminophenyl)-dimethyl-amine
AKOS015889542
FT07526
HY-W021358
SB76556
N,N,N',N'Tetramethyl-p-phenylenediamine
NCGC00091150-01
NCGC00091150-02
NCGC00091150-03
NCGC00258171-01
BS-14141
CAS-100-22-1
SY101111
N,N,N',N,-Tetramethyl-p-phenylenediamine
TETRAMETHYL-P-PHENYLENEDIAMINE [MI]
CS-0040149
NS00015347
D81852
N1,N1,N4,N4-Tetramethyl-1,4-benzenediamine
EN300-1707416
N,N,N',N'-Tetramethyl-p-phenylenediamine, 98%
N,N,N\',N\'-Tetramethyl-1,4-phenylenediamine
Q408762
TETRAMETHYL-P-PHENYLENEDIAMINE, N,N,N',N'-
N,N,N',N'-TETRAMETHYL-1,4-PHENYLENE-DIAM INE
N,N,N',N'-Tetramethyl-p-phenylenediamine, 99%, powder