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Benzyl cyanide

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Identification
Molecular formula
C8H7N
CAS number
140-29-4
IUPAC name
2-phenylacetonitrile
State
State

At room temperature, benzyl cyanide is in a liquid state. This is typical for lower molecular weight nitriles with aromatic groups.

Melting point (Celsius)
-24.00
Melting point (Kelvin)
249.15
Boiling point (Celsius)
231.70
Boiling point (Kelvin)
504.85
General information
Molecular weight
117.15g/mol
Molar mass
117.1510g/mol
Density
1.0150g/cm3
Appearence

Benzyl cyanide is a colorless, oily liquid. It can sometimes take on a yellowish tint due to impurities or exposure to air. The liquid is slightly viscous with an almond-like odor, which is characteristic of many similar aromatic compounds.

Comment on solubility

Solubility of 2-phenylacetonitrile

2-phenylacetonitrile, with the chemical formula C9H9N, exhibits specific solubility characteristics that are vital for its application in various chemical processes. Understanding its solubility can provide insight into its behavior in different solvents:

  • In Water: 2-phenylacetonitrile is generally considered to be insoluble in water due to the hydrophobic nature of the phenyl group, which does not interact favorably with polar water molecules.
  • In Organic Solvents: The compound shows reasonable solubility in a variety of organic solvents. It is soluble in:
    • Acetone
    • Dichloromethane
    • Ethyl acetate
  • Factors Influencing Solubility: Several factors can affect the solubility of 2-phenylacetonitrile, including:
    • Temperature: Higher temperatures generally increase solubility in most organic solvents.
    • Presence of Other Solutes: The presence of other solutes can either enhance or inhibit solubility depending on their chemical nature.

As a rule of thumb, the non-polar characteristics of 2-phenylacetonitrile favor its solubility in non-polar to moderately polar solvents, while it resists dissolution in polar solvents like water. Thus, understanding these solubility patterns can aid chemists in choosing the right environment for their reactions involving this compound.

Interesting facts

Interesting Facts about 2-Phenylacetonitrile

2-Phenylacetonitrile is a fascinating compound with various applications and characteristics that make it interesting to both chemists and students alike. Here are some noteworthy aspects:

  • Versatile Intermediate: 2-Phenylacetonitrile is primarily used as an intermediate in the synthesis of various pharmaceuticals and agrochemicals. Its derivatives play a crucial role in medicinal chemistry.
  • Functional Group Diversity: The presence of the cyano group (−C≡N) allows this compound to participate in various chemical reactions, such as nucleophilic additions and substitutions, expanding its utility in organic synthesis.
  • Natural Occurrence: This compound can be derived from natural sources, often found in the form of its various derivatives in essential oils, showcasing the link between synthetic chemistry and natural products.
  • Presence in Research: 2-Phenylacetonitrile has been a subject of research due to its intriguing biological activities. Some studies suggest that it may exhibit antiproliferative properties, indicating potential uses in cancer therapeutics.
  • Selectivity in Reactions: This compound demonstrates selective reactivity in multi-step synthesis processes, making it a target for chemists looking to optimize reaction pathways.

Application Highlights

Applications of 2-phenylacetonitrile extend beyond just synthesis:

  • Used in the production of analgesics and anti-inflammatory drugs.
  • Serves as a precursor for the synthesis of various industrial chemicals.
  • Utilized in the development of novel materials, showcasing its versatility.

In conclusion, 2-Phenylacetonitrile is not just a compound of interest but a vital tool in the broader context of chemical synthesis and pharmaceutical development. Its reactivity, applications, and presence in both synthetic and natural contexts make it an essential subject of study for anyone interested in the field of chemistry.

Synonyms
Phenylacetonitrile
Benzeneacetonitrile
2-Phenylacetonitrile
BENZYL CYANIDE
140-29-4
alpha-Tolunitrile
Benzyl nitrile
alpha-Cyanotoluene
(Cyanomethyl)benzene
Phenyl acetyl nitrile
Benzylnitrile
Acetonitrile, phenyl-
benzylcyanide
Benzylkyanid
Phenyl-acetonitrile
USAF KF-21
Toluene, alpha-cyano-
Acetic acid, phenyl-nitrile
2-phenylethanenitrile
.omega.-Cyanotoluene
CCRIS 4698
NSC 118418
Phenacetonitrile
HSDB 2103
Phenylacetonitrile, liquid
omega-Cyanotoluene
EINECS 205-410-5
.alpha.-Tolunitrile
UNII-23G40PRP93
.alpha.-Cyanotoluene
2-phenyl-acetonitrile
DTXSID2021492
AI3-04975
23G40PRP93
Toluene, .alpha.-cyano-
NSC-118418
BENZYL CYANIDE-13C
DTXCID401492
CHEBI:25979
BENZYL-ALPHA-13C CYANIDE
EC 205-410-5
PHENYLACETONITRILE-2,2-D2
MFCD00001894
BENZYL-D7 CYANIDE, 98 ATOM % D
WLN: NC1R
Benzylkyanid [Czech]
TRIAMTERENE IMPURITY D (EP IMPURITY)
TRIAMTERENE IMPURITY D [EP IMPURITY]
UN2470
enzylcyanide
phenylacetonitile
phenylacteonitrile
Cyanophenylmethane
alpha -cyano-
alpha -tolunitrile
phenyl acetonitrile
BnCN
alpha -cyanotoluene
benzene acetonitrile
benzene-acetonitrile
alpha-Cyano-Toluene
Benzeneacetonitrile-d5
alpha-phenylacetonitrile
Benzyl cyanide, 98%
Toluene, alpha -cyano-
Benzeneacetonitrile, 9CI
Benzyl cyanide, >=99%
Phenylacetonitrile, liquid [UN2470] [Poison]
BENZYL CYANIDE [MI]
SCHEMBL37831
BENZYL CYANIDE [HSDB]
laquo Omegaraquo -cyanotoluene
CHEMBL3560735
NSC3407
Benzyl cyanide, analytical standard
NSC-3407
Phenylacetonitrile (Benzyl Cyanide)
QCA53826
VCA02636
Tox21_200217
NSC118418
STL199233
AKOS000118943
UN 2470
NCGC00090854-01
NCGC00090854-02
NCGC00257771-01
CAS-140-29-4
DB-004016
NS00009919
P0128
Phenylacetonitrile, liquid [UN2470] [Poison]
A807640
Q425620
InChI=1/C8H7N/c9-7-6-8-4-2-1-3-5-8/h1-5H,6H
205-410-5