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2-Bromo-2-phenylacetonitrile

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Identification
Molecular formula
C8H6BrN
CAS number
4444-68-4
IUPAC name
2-bromo-2-phenyl-acetonitrile
State
State

At room temperature, 2-Bromo-2-phenylacetonitrile is found in the solid state. It is a crystalline powder, making it easy to handle in standard laboratory conditions.

Melting point (Celsius)
39.00
Melting point (Kelvin)
312.15
Boiling point (Celsius)
283.00
Boiling point (Kelvin)
556.15
General information
Molecular weight
196.05g/mol
Molar mass
196.0360g/mol
Density
1.4802g/cm3
Appearence

2-Bromo-2-phenylacetonitrile is typically a white to off-white crystalline solid. It appears as a powder with a slight aromatic odor. The compound is crystalline in nature and is often used in organic synthesis.

Comment on solubility

Solubility of 2-bromo-2-phenyl-acetonitrile

2-bromo-2-phenyl-acetonitrile, with the chemical formula C9H8BrN, presents interesting solubility characteristics that are worth noting:

  • Solvent Interactions: This compound generally exhibits moderate solubility in organic solvents such as ethanol and acetone, while showing limited solubility in water.
  • Nonpolar Solvents: Its solubility is enhanced when dissolved in nonpolar solvents, due to the hydrocarbon moiety and the presence of bromine that adds some polar character.
  • Temperature Effects: Like many organic compounds, solubility may increase with temperature, making it more soluble in warm solvents.

Overall, while 2-bromo-2-phenyl-acetonitrile is not highly soluble in aqueous environments, it finds better solubility in various organic solvents, which can be advantageous for processes such as extraction and synthesis.

Interesting facts

Interesting Facts about 2-bromo-2-phenyl-acetonitrile

2-bromo-2-phenyl-acetonitrile is a fascinating compound that garners attention in organic chemistry due to its unique structural features and reactivity. Here are some intriguing aspects of this compound:

  • Versatile Intermediate: This compound serves as a versatile intermediate in organic synthesis, particularly in the preparation of various pharmaceuticals and agrochemicals. Its ability to undergo further reactions makes it valuable in the lab.
  • Functional Group:** The presence of both a bromine atom and a nitrile group in its structure allows for diverse chemical transformations, opening pathways to create more complex molecules.
  • Reactivity: The Br atom is a good leaving group, which facilitates nucleophilic substitution reactions, making it engage actively with reagents in various chemical processes.
  • Structural Implications: The phenyl group connected to the acetonitrile adds *aromaticity*, influencing the compound's stability and reactivity patterns compared to its non-aromatic counterparts.

In summary, 2-bromo-2-phenyl-acetonitrile stands out not just for its unique properties but also for its significant role in advancing synthetic methodologies in chemistry. Its study continues to be of great interest in both academic and industrial settings.

Synonyms
Bromobenzyl cyanide
Bromo(phenyl)acetonitrile
alpha-Bromobenzeneacetonitrile
ALPHA-BROMOBENZYL CYANIDE
bromo benzyl cyanide
alpha-Brombenzylkyanid
alpha-Brombenzylkyanid [Czech]
HSDB 1982
EINECS 227-348-8
UNII-7JP1R2F6C6
BRN 1862309
ALPHA-BROMOBENZYL CYANID
DTXSID50871146
3-09-00-02278 (Beilstein Handbook Reference)
.ALPHA.-BROMOBENZENEACETONITRILE
.ALPHA.-BROMOBENZYL CYANIDE [MI]
Bromobenzyl cyanides
alphaBrombenzylkyanid
UN1694
bromophenylacetonitrile
alphaBromobenzyl cyanide
alphaBromoalphatolunitrile
Acetonitrile, bromophenyl
alphaBromophenylacetonitrile
alphaBromobenzeneacetonitrile
Benzeneacetonitrile, alphabromo
DTXCID90818818
Acetic acid, bromophenyl, nitrile
19472-74-331938-07-516532-79-95798-79-8
5798-79-8
2-bromo-2-phenylacetonitrile
Camite
Brombenzyl cyanide
Bromobenzylcyanide
Bromobenzylnitrile
alpha-Bromophenylacetonitrile
Acetonitrile, bromophenyl-
Acetic acid, bromophenyl-, nitrile
7JP1R2F6C6
CHEMBL1085832
CA (Tear gas)
alpha-Bromo-alpha-tolunitrile
Benzeneacetonitrile, alpha-bromo-
Benzeneacetonitrile, .alpha.-bromo-
Brombenzylcyanid
cyanobenzyl bromide
.alpha.-Bromobenzyl cyanide
SCHEMBL437646
BDBM50318515
AKOS005146417
AS-30796
DB-029546
NS00047481
A18929
Q425589
Z1198157485