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4-Bromo-N,N-dimethylaniline

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Identification
Molecular formula
C8H10BrN
CAS number
586-77-6
IUPAC name
4-bromo-N,N-dimethyl-aniline
State
State

At room temperature, 4-Bromo-N,N-dimethylaniline is found as a crystalline solid, usually light yellow in color. It is relatively stable under standard laboratory conditions.

Melting point (Celsius)
45.00
Melting point (Kelvin)
318.15
Boiling point (Celsius)
248.00
Boiling point (Kelvin)
521.15
General information
Molecular weight
200.08g/mol
Molar mass
200.0780g/mol
Density
1.3620g/cm3
Appearence

4-Bromo-N,N-dimethylaniline typically appears as a pale to light yellow crystalline solid. It may also appear in forms ranging from soft needles to powder. The compound can occasionally darken upon exposure to light or air due to oxidation processes.

Comment on solubility

Solubility of 4-bromo-N,N-dimethyl-aniline

The solubility of 4-bromo-N,N-dimethyl-aniline is influenced by a variety of factors due to its molecular structure. Here are some key points to consider:

  • Polarity: The presence of both an amine functional group and a bromine atom contributes to the compound's overall polarity, affecting its solubility in different solvents.
  • Solvent Interaction: 4-bromo-N,N-dimethyl-aniline's solubility is likely higher in polar solvents such as water and alcohols than in non-polar solvents due to hydrogen bonding capabilities.
  • Temperature Effects: Increased temperature generally enhances solubility; thus, warming the solvent may aid in dissolving this compound.
  • Chlorine Influence: The bromine substituent can either hinder or enhance solubility depending on the solvent environment and interactions with other molecules.

In summary, while 4-bromo-N,N-dimethyl-aniline may exhibit limited solubility in water, its behavior in various organic solvents may vary significantly. It is essential to consider these factors when conducting experiments or applications involving this compound.

Interesting facts

Interesting Facts about 4-bromo-N,N-dimethyl-aniline

4-bromo-N,N-dimethyl-aniline, also known as a common aromatic amine, presents a fascinating array of attributes and applications that intrigue both chemists and industry professionals alike. Here are some key highlights:

  • Structure and Substitution: The compound features a bromine atom positioned para to the amino group, which is part of the aniline family. This substitution influences its reactivity and solubility, making it a valuable intermediate in organic synthesis.
  • Applications in Dyes: One of the primary uses of 4-bromo-N,N-dimethyl-aniline is in the manufacture of dyes. The compound serves as a precursor for azo dyes, which are widely employed in textile coloring due to their vibrant hues.
  • Role in Pharmaceuticals: This compound also finds applications in the pharmaceutical industry. It can be used to synthesize various medicinal products, demonstrating the versatility of aromatic amines in drug development.
  • Laboratory Utility: In research settings, 4-bromo-N,N-dimethyl-aniline is often utilized as a building block for the synthesis of other organic compounds. Its unique bromine substituent allows for tailored reactions that yield diverse functional groups.
  • Safety and Handling: It's crucial for scientists and students to understand the proper safety protocols when working with this compound. Like many aromatic amines, it may pose health risks, including skin irritation and potential carcinogenic effects, emphasizing the need for caution in laboratory environments.

In conclusion, 4-bromo-N,N-dimethyl-aniline exemplifies the intriguing nature of organic compounds, where simple changes in molecular structure can lead to significant variations in function and application. Its role in dye chemistry and pharmaceuticals makes it an essential compound worthy of study.

Synonyms
4-Bromo-N,N-dimethylaniline
586-77-6
4-Dimethylaminobromobenzene
p-Bromo-N,N-dimethylaniline
N,N-Dimethyl-4-bromoaniline
Benzenamine, 4-bromo-N,N-dimethyl-
1-Bromo-4-(dimethylamino)benzene
p-Dimethylaminobromobenzene
p-(Dimethylamino)phenyl bromide
p-Bromo(dimethylamino)benzene
p-N,N-Dimethylaminobromobenzene
4-(Dimethylamino)phenyl bromide
Aniline, p-bromo-N,N-dimethyl-
ANILINE, 4-BROMO-N,N-DIMETHYL-
NSC 8056
EINECS 209-582-2
N,NDimethylpbromoaniline
pBromoN,Ndimethylaniline
N,NDimethyl4bromoaniline
pDimethylaminobromobenzene
4Dimethylaminobromobenzene
Aniline, pbromoN,Ndimethyl
pBromo(dimethylamino)benzene
Aniline, 4bromoN,Ndimethyl
pN,NDimethylaminobromobenzene
1Bromo4(dimethylamino)benzene
p(Dimethylamino)phenyl bromide
4(Dimethylamino)phenyl bromide
Benzenamine, 4bromoN,Ndimethyl
Aniline, pbromoN,Ndimethyl (8CI)
Aniline, p-bromo-N,N-dimethyl-(8CI)
209-582-2
inchi=1/c8h10brn/c1-10(2)8-5-3-7(9)4-6-8/h3-6h,1-2h
N,N-Dimethyl-p-bromoaniline
MFCD00000093
K49ZS2E9KX
NSC-8056
4-Bromo-N,N-dimethyl-benzenamine;
N-(4-bromophenyl)-N,N-dimethylamine
(4-bromophenyl)dimethylamine
4-bromo-n,n-dimethyl aniline
4-bromo-N,N-dimethyl-aniline
(4-bromo-phenyl)-dimethyl-amine
UNII-K49ZS2E9KX
4-dimethylaminophenyl bromide
SCHEMBL59844
WLN: ER DN1&1
4-dimethylamino-1-bromobenzene
4-Bromo-N,N-dimethylbenzenamine
CHEMBL3098160
DTXSID2060414
NSC8056
BCP30666
4-Bromo-N,N-dimethylaniline, 97%
AKOS005256709
CS-W010495
SB77477
AC-22962
DS-14421
SY013736
DB-053244
A8294
B0585
NS00033993
EN300-19549
D70593
AC-509/25001966
F9995-1667
N,N-Dimethyl-p-bromoaniline pound>>4-Dimethylaminobromobenzene pound>>p-Bromo-N,N-dimethylaniline