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BENZYL CYANIDE
CAS Number: 140-29-4
EC Number: 205-410-5
Molecular Weight: 117.15
Linear Formula:C6H5CH2CN
Molecular Formula: C8H7N
Canonical SMILES: C1=CC=C(C=C1)CC#N
Boiling Point: 451.4 °F at 760 mm Hg, 233.5 °C
Melting Point:-10.8 °F, -23.8 °C
Flash Point: 235 °F (113 °C) (Open cup), 102 °C (closed cup)
Solubility:
-less than 1 mg/mL at 63° F
-8.54e-04 M
-Miscible with oxygenated solvents
-SOL IN ALL PROP IN ALC, ETHER; SOL IN ACETONE
-In water, 100 mg/L at 25 °C
-0.1 mg/mL at 25 °C
Density: 1.0214 at 59 °F, 1.0205
Benzyl cyanide has the chemical formula C6H5CH2CN.
Benzyl cyanide is considered as the aromatic liquid chemical compound type.
Benzyl cyanide has the molar mass of 117.15 g/mol and density of 1.015 g/cm3 .
The melting point of benzyl cyanide is −24 °C or 249 K.
While the boiling point of this compound is 233 to 234 °C or 506 to 507 K.
The characteristic of Benzyl cyanide is colorless, toxic content and oily form.
In the chemical reaction, benzyl cyanide can be used in the hydrolysis reaction and pinner reaction.
In the hydrolysis reaction, benzyl cyanide can yield phenylacetic acid.
While using the pinner reaction, benzyl cyanide is able to produce phenylacetic acid esters.
The benzyl cyanide compound can also form an active methylene unit on the carbon between the aromatic ring and the nitrilefunctional group.
The active carbon named nitrile anion is a great reactive intermediate in the making of new carbon carbon bonds.
Benzyl cyanide or Benzeneacetonitrile, also known as benzyl cyanide or alpha-cyanotoluene, belongs to the class of organic compounds known as benzyl cyanides.
These are organic compounds containing an acetonitrile with one hydrogen replaced by a phenyl group.
Benzeneacetonitrile is found, on average, in the highest concentration within kohlrabis and peppermints.
Benzeneacetonitrile has also been detected, but not quantified, in several different foods, such as cabbages, cauliflowers, garden and cherry tomato.
Benzyl cyanide is a colorless oily aromatic liquid and an important precursor to numerous compounds in organic chemistry.
Benzyl cyanide is a useful precursor to numerous drugs with recreational use potential.
Benzyl cyanide can be produced via Kolbe nitrile synthesis between benzyl chloride and sodium cyanide and by oxidative decarboxylation of phenylalanine.
Hydrolysis of benzyl cyanide gives phenylacetic acid.
Sulfuric acid is often used as catalyst, usually as 70% concentration.
Benzyl cyanide is a colorless liquid, immiscible with water, but miscible with other organic solvents.
Benzyl Cyanide, C6H5CH2CN, is used in organic synthesis for dyes, perfumes, pesticides, and pharmaceuticals, especially penicillin precursors.
Benzyl cyanide is used in organic synthesis; as a chemical intermediate for pharmaceutical drugs; with esters for perfumes and flavors; in the synthesis of optical bleaches for fibers; in the production of insecticides
Benzyl Cyanide is colorless to pale yellow, oily, aromatic liquid organic compound that is produced by the reaction of benzyl chloride with sodium cyanide.
Benzyl cyanide (abbreviated BnCN) is an organic compound with the chemical formula C6H5CH2CN.
Benzyl cyanide is an important precursor to numerous compounds in organic chemistry.
Benzyl cyanide can be produced via Kolbe nitrile synthesis between benzyl chloride and sodium cyanide and by oxidative decarboxylation of phenylalanine.
Benzyl cyanides can also be prepared by arylation of silyl-substituted acetonitrile.
Benzyl cyanide undergoes many reactions characteristic of nitriles.
Benzyl cyanide can be hydrolyzed to give phenylacetic acid or it can be used in the Pinner reaction to yield phenylacetic acid esters.
Hydrogenation gives β-phenethylamine.
Benzyl cyanide contains an "active methylene unit".
Bromination occurs gives PhCHBrCN.
A variety of base-induced reactions result in the formation of new carbon-carbon bonds.
Benzyl cyanide is used as a solvent and as a starting material in the synthesis of fungicides, fragrances (phenethyl alcohol), antibiotics, and other pharmaceuticals.
The partial hydrolysis of BnCN results in 2-phenylacetamide, a known anticonvulsant.
Benzyl cyanide is synthesized by reaction of benzyl chloride with potassium cyanide or sodium cyanide .
The nitrile is a natural constituent of plants and is a constituent of foods, particularly citrus fruits, papaya, cabbage, mushrooms, roasted onions, tomatoes, cocoa, tea, roasted peanuts and cauliflower .
The benzyl cyanide, at least in part, is formed by breakdown of benzylglucosinolate in the plant material.
Benzeneacetonitrile, also known as alpha-cyanotoluene or alpha-tolunitrile, belongs to the class of organic compounds known as benzyl cyanides.
These are organic compounds containing an acetonitrile with one hydrogen replaced by a phenyl group.
Benzeneacetonitrile exists in all living organisms, ranging from bacteria to humans.
Benzeneacetonitrile is found, on average, in the highest concentration within kohlrabis and peppermints (Mentha X piperita).
Benzeneacetonitrile has also been detected, but not quantified in, several different foods, such as garden tomato, blackberries, garden tomatoes, cherry tomatoes, and cauliflowers.
This could make benzeneacetonitrile a potential biomarker for the consumption of these foods.
Benzeneacetonitrile is a secondary metabolite.
Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules.
In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites.
Based on a literature review a significant number of articles have been published on Benzeneacetonitrile.
Benzyl cyanide is used in organic synthesis for dyes, perfumes, pesticides, pharmaceuticals, especially penicillin precursors.
Phenylacetonitrile is a nitrile that is acetonitrile where one of the methyl hydrogens is substituted by a phenyl group.
Benzyl cyanide has a role as a pheromone and an animal metabolite.
Benzyl cyanide is a nitrile and a member of benzenes.
Benzyl cyanide derives from an acetonitrile.
Physical Description:
Phenylacetonitrile, liquid appears as a colorless oily liquid with an aromatic odor.
Insoluble in water and slightly denser than water.
Used to make other chemicals.
Color/Form:
Colorless oily liquid.
USES:
Benzyl cyanide is employed as a chemical intermediate for the synthesis of amphetamine, phenobarbital and methyl phenidylacetate.
Benzyl cyanide is also used for perfumes and flavors and is, therefore, added to soaps, detergents, creams and lotions.
Benzyl cyanide is used in organic synthesis, especially of penicillin precursors.
Benzyl cyanide is used as a chemical intermediate for amphetamines, phenobarbital; the stimulant, methyl phenidylacetate; esters as perfumes and flavors.
Benzyl Cyanide, C6H5CH2CN, is used in organic synthesis for dyes, perfumes, pesticides, and pharmaceuticals, especially penicillin precursors.
Benzyl Cyanide is an important intermediate for a variety of useful, and sometimes dangerous, compounds.
Benzyl cyanide is used in the production of phenobarbital, methylphenidate, and other amphetamines.
Benzyl cyanide is also used to make methadone, pethidine, and ketobemidone if further substituted.
In organic synthesis, benzyl chloride is used for the introduction of the benzyl protecting group for alcohols, yielding the corresponding benzyl ether, and carboxylic acids, yielding the corresponding benzyl ester.
Benzyl Cyanide or BnCN is the type of organic compound which is made by the reaction of benzyl chloride and sodium cyanide.
Benzyl cyanide has the chemical formula C6H5CH2CN.
This compound is toxic, colorless (sometimes pale yellow) and oily.
Benzyl cyanide is also included in the aromatic liquid compound category.
The main use of benzyl cyanide is as precursor to varied compounds, both useful compound in organic chemistry.
You can see benzyl uses in some fields including production of chemicals like phenobarbital, methylphenidate, and some other amphetamines.
Aside from its uses in certain chemical production, benzyl cyanide is also useful for other applications like organic synthesis of dyes, perfume, pesticides and pharmaceuticals.
You can find the important uses of benzyl cyanide in as the penicillin precursors.
The popular uses of this colorless compound is for the making of methylphenidate, phenobarbital, and other amphetamines.
Benzyl cyanide can be used as the starting material and as solvent in the fungicides’ synthesis process, antibiotics and some pharmaceutical purposes.
Benzyl cyanide is also important in fragrances production which is used to produce phenethyl alcohol.
The partial hydrolysis reaction of benzyl cyanide can make the anticonvulsant ot 2-phenylacetamide.
In the pharmaceutical industries, benzyl cyanide has the broad uses as a precursor for some popular pharmaceutical products.
Some of the benzyl cyanide uses in the pharmaceutical field are as follow:
-In Anorectics, as an example in production of sibutramine
-In production of analgesics, including ethoheptazine, ketobemidone, pethidine, and phenoperidine
-In making of Antiarrhythmics like disopyramide and others
-In the Antidepressants production
-In production of Antihistamines, such as levocabastine and chlorphenamine
-Used in the production of antimalarial medications, like pyrimethamine
-For antitussives such as isoaminile, oxeladin, butethamate, pentapiperide, pentoxyverine and some more
-For Diuretics, like triamterene
-For Hypnotics cure like alonimid and phenobarbital
-For production of Spasmolytics, including pentapiperide and drofenine
-For stimulants like methylphenidate
-For Azatadine production
· Extraction solvent for fatty acids, oils and unsaturated hydrocarbons
· Solvent for spinning and casting and extractive distillation based on its selective miscibility with organic compounds.
· Removing agent of colouring matters and aromatic alcohols
· Non-aqueous solvent for titrations and for inorganic salts
· Recrystallization of steroids
· Parent compound for organic synthesis
· Solvent or chemical intermediate in biochemistry ( pesticide sequencing and DNA synthesis)
· High-pressure liquid chromatographic analysis
· Catalyst and component of transition-metal complex catalysts
· Stabilizer for chlorinated solvents
· Chemical intermediate and solvent for perfumes and pharmaceuticals
SYNONYMS:
Phenylacetonitrile
Benzeneacetonitrile
2-Phenylacetonitrile
BENZYL CYANIDE
140-29-4
Benzyl cyanide
alpha-Tolunitrile
alpha-Cyanotoluene
(Cyanomethyl)benzene
Phenyl acetyl nitrile
benzylcyanide
Benzylnitrile
Acetonitrile, phenyl-
Benzylkyanid
USAF KF-21
Phenyl-acetonitrile
Acetic acid, phenyl-nitrile
2-phenylethanenitrile
.omega.-Cyanotoluene
Phenacetonitrile
Phenylacetonitrile, liquid
omega-Cyanotoluene
.alpha.-Tolunitrile
NSC 118418
UNII-23G40PRP93
.alpha.-Cyanotoluene
2-phenyl-acetonitrile
Toluene, .alpha.-cyano-
23G40PRP93
MFCD00001894
WLN: NC1R
Benzylkyanid [Czech]
Toluene, alpha-cyano-
CCRIS 4698
HSDB 2103
EINECS 205-410-5
UN2470
enzylcyanide
phenylacetonitile
AI3-04975
phenylacteonitrile
Cyanophenylmethane
alpha -cyano-
alpha -tolunitrile
phenyl acetonitrile
BnCN
alpha -cyanotoluene
benzene acetonitrile
benzene-acetonitrile
alpha-Cyano-Toluene
Ethyl2-Fluoroacrylate
286425-40-9
A-TOLUNITRILE
N#C[C]c1ccccc1
alpha-phenylacetonitrile
Benzyl cyanide, 98%
PubChem20468
Toluene, alpha -cyano-
Benzeneacetonitrile, 9CI
Benzyl cyanide-[13C2]
ACMC-1C0PN
DEA Code 8735
DSSTox_CID_1492
Milnacipran EP Impurity E
benzyl cyanide, >=99%
EC 205-410-5
Phenylacetonitrile, liquid [UN2470] [Poison]
DSSTox_RID_76184
DSSTox_GSID_21492
SCHEMBL37831
laquo Omegaraquo -cyanotoluene
CHEMBL3560735
DTXSID2021492
CHEBI:25979
NSC3407
OTAVA-BB 1519434
Benzyl cyanide, analytical standard
NSC-3407
Phenylacetonitrile (Benzyl Cyanide)
ZINC1666748
Tox21_200217
ANW-20559
LABOTEST-BB LT00891699
NSC118418
SBB058386
STL199233
AKOS000118943
AS01366
MCULE-3500109780
NSC-118418
UN 2470
NCGC00090854-01
NCGC00090854-02
NCGC00257771-01
CAS-140-29-4
DB-004016
BB 0304017
FT-0657342
P0128
ST51017243
C16074
Phenylacetonitrile, liquid [UN2470] [Poison]
A807640
Q425620
J-519675
Z57131036
F0001-0481
Phenylacetonitrile; (Cyanomethyl)benzene; 2-Phenylacetonitrile; 2-Phenylethanenitrile; Benzeneethanenitrile; Benzyl cyanide
