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1-Bromo-2-nitrobenzene

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Identification
Molecular formula
C6H4BrNO2
CAS number
577-19-5
IUPAC name
1-bromo-2-nitro-benzene
State
State

At room temperature, 1-bromo-2-nitrobenzene is in a solid state. It is often found in crystalline form and requires storage away from light to prevent degradation.

Melting point (Celsius)
32.00
Melting point (Kelvin)
305.15
Boiling point (Celsius)
249.00
Boiling point (Kelvin)
522.15
General information
Molecular weight
202.00g/mol
Molar mass
202.0180g/mol
Density
1.6880g/cm3
Appearence

1-Bromo-2-nitrobenzene is a pale yellow solid. It typically appears as crystalline material and has a distinct aromatic odor. This compound is sensitive to light and may darken upon exposure.

Comment on solubility

Solubility of 1-bromo-2-nitro-benzene

1-bromo-2-nitro-benzene, a compound with the formula C6H4BrNO2, exhibits interesting solubility characteristics due to its molecular structure.

Water Solubility

This compound is sparingly soluble in water, primarily due to the presence of both the bromine and nitro functional groups that affect its interaction with water molecules. The polar nitro group does induce some level of solubility, but the overall hydrophobic character of the aromatic ring and the bromine atom limits substantial interaction with water.

Solubility in Organic Solvents

1-bromo-2-nitro-benzene is more soluble in organic solvents. Some common solvents where it is likely to dissolve include:

  • Acetone
  • Benzene
  • Toluene
  • Chloroform

This preference for organic solvents illustrates the compound's hydrophobic nature and the influence of the functional groups in its solubility profile.

General Remarks

In summary, we can conclude that:

  • 1-bromo-2-nitro-benzene is sparingly soluble in water.
  • It is more soluble in organic solvents.
  • The solubility behavior is influenced by its molecular structure and functional groups.

Understanding these solubility characteristics is vital for applications in synthesis and product formulation.

Interesting facts

Interesting Facts about 1-Bromo-2-nitro-benzene

1-Bromo-2-nitro-benzene is not only an interesting compound in terms of its structure but also in its applications and reactivity. Here are some noteworthy aspects of this compound:

  • Structural Composition: As a member of the nitrobenzene derivatives, 1-bromo-2-nitro-benzene possesses both a bromine atom and a nitro group (-NO2) attached to a benzene ring. This specific arrangement influences its chemical properties significantly.
  • Reactivity: This compound is known for undergoing electrophilic substitution reactions, making it valuable in organic synthesis. The positioning of the nitro group directs incoming electrophiles to the ortho and para positions relative to itself, facilitating various chemical transformations.
  • Industrial Applications: 1-Bromo-2-nitro-benzene finds its use in the manufacturing of dyes, pigments, and pharmaceuticals. Its nitro group allows it to participate in a range of reactions that produce complex organic molecules.
  • Toxicity Considerations: As with many halogenated compounds, safety is paramount. 1-Bromo-2-nitro-benzene can be hazardous and requires proper handling and disposal to minimize environmental impact and health risks. Always utilize personal protective equipment (PPE) when working with this compound.
  • Research Relevance: This compound serves as a useful intermediate in research settings. Scientists study its reactivity and mechanisms to understand broader principles of chemistry and develop new synthetic methods.

In conclusion, 1-bromo-2-nitro-benzene is a fascinating compound that exemplifies the interplay between structure and function in organic chemistry. Its utility in various fields, from industrial to research, reinforces the importance of such compounds in advancing both practical and theoretical chemistry.

Synonyms
1-Bromo-2-nitrobenzene
577-19-5
2-Bromonitrobenzene
O-BROMONITROBENZENE
2-Nitrobromobenzene
o-Nitrobromobenzene
Benzene, 1-bromo-2-nitro-
o-Nitrophenyl bromide
CCRIS 3113
NSC 403836
EINECS 209-409-0
AI3-01564
DTXSID9060364
oBromonitrobenzene
oNitrobromobenzene
2Nitrobromobenzene
1Bromo2nitrobenzene
oNitrophenyl bromide
Benzene, 1bromo2nitro
DTXCID4042252
209-409-0
inchi=1/c6h4brno2/c7-5-3-1-2-4-6(5)8(9)10/h1-4
2-bromo-1-nitrobenzene
1-bromo-2-nitro-benzene
1-Bromo-2-nitrobenze
ortho-bromonitrobenzene
NSC-403836
bromnitrobenzol
1-bromonitrobenzene
2-bromo nitrobenzene
2-bromo-nitrobenzene
MFCD00007045
2-Nitrophenyl bromide
BROMONITROBENZENE
2-Nitro-1-bromobenzene
QP2NF456XV
SCHEMBL25007
ghl.PD_Mitscher_leg0.917
1-Bromo-2-nitrobenzene, 98%
o-Nitrobromobenzene, liquid or solid
NSC403836
SC5002
STL280234
AKOS000119812
AC-3283
FB54874
PS-6281
DB-019067
A8220
B0622
NS00033775
EN300-19640
1-Bromo-2-nitrobenzene 1000 microg/mL in Acetone
1-Bromo-2-nitrobenzene 1000 microg/mL in Methanol
Q63398444
o-Nitrobromobenzene, liquid or solid [UN2732] [Keep away from food]