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2,2-Diphenylacetonitrile

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Identification
Molecular formula
C14H11N
CAS number
86-29-3
IUPAC name
2,2-diphenylacetonitrile
State
State

At room temperature, 2,2-diphenylacetonitrile exists as a solid. This is typical for many aromatic nitrile compounds due to their relatively high molecular weights and rigid structures which contribute to their crystalline nature at ambient conditions.

Melting point (Celsius)
78.00
Melting point (Kelvin)
351.15
Boiling point (Celsius)
335.00
Boiling point (Kelvin)
608.15
General information
Molecular weight
181.24g/mol
Molar mass
181.2240g/mol
Density
1.0600g/cm3
Appearence

2,2-Diphenylacetonitrile is a white to light yellow crystalline solid. It is characterized by its distinct aromatic odor, typical of nitrile compounds with aromatic groups. The crystals can sometimes appear as needles or flakes depending on the method of preparation and purification.

Comment on solubility

Solubility of 2,2-Diphenylacetonitrile

2,2-Diphenylacetonitrile is an interesting compound when it comes to solubility. Its solubility can be influenced by several factors, including:

  • Polarity: The presence of the cyano group (-C≡N) introduces some polarity to the compound. However, the bulky phenyl groups create a largely hydrophobic character.
  • Solvent Composition: This compound is typically more soluble in organic solvents such as ethanol, acetone, and chloroform, aligning with its hydrophobic nature.
  • Temperature: Like many organic compounds, solubility may increase with temperature, making it easier to dissolve in higher-temperature solvents.

While it is less soluble in polar solvents like water, it can form solutions in non-polar solvents more readily. Thus, it is crucial to choose the appropriate solvent for effective dissolution. As a rule of thumb in chemistry, "like dissolves like"; this explains why the solubility of 2,2-diphenylacetonitrile tends to favor non-polar environments over polar ones.

In summary, the solubility profile of 2,2-diphenylacetonitrile highlights the importance of considering chemical structure and solvent characteristics when assessing the dissolution behavior of compounds.

Interesting facts

Interesting Facts About 2,2-Diphenylacetonitrile

2,2-Diphenylacetonitrile is a fascinating organic compound that belongs to the class of nitriles. Here are some intriguing aspects of this compound:

  • Synthetic Versatility: This compound acts as an important intermediate in organic synthesis, particularly in the preparation of pharmaceuticals and fine chemicals.
  • Role in Organic Chemistry: The presence of the two phenyl groups attached to the acetonitrile makes it a valuable substrate for various chemical reactions, including nucleophilic substitutions and coupling reactions.
  • Solvent Properties: 2,2-Diphenylacetonitrile is sometimes used as a solvent in laboratory settings due to its unique chemical properties.
  • Research Applications: This compound has garnered interest in research for its potential use in material science and as a ligand in coordination chemistry, highlighting its versatility in modern chemistry.
  • Structural Features: The structure of 2,2-diphenylacetonitrile contributes to its chemical behavior. The bulky diphenyl group can influence the sterics and electronics of related chemical reactions and compounds.

In summary, 2,2-diphenylacetonitrile is more than just a chemical compound; it is a vital player in the ever-expanding field of organic synthesis and research. As with many compounds in organic chemistry, its unique structure paves the way for exciting applications and discoveries.

Synonyms
DIPHENYLACETONITRILE
86-29-3
2,2-diphenylacetonitrile
Dipan
Diphenatrile
Benzhydrylcyanide
benzhydryl cyanide
Diphenylmethylcyanide
Benzyhydrylcyanide
Diphenylmethyl cyanide
Difenylacetonitril
Acetonitrile, diphenyl-
Diphenyl-alpha-cyanomethane
USAF KF-13
alpha-Phenylphenylacetonitrile
Benzeneacetonitrile, alpha-phenyl-
alpha-Phenylbenzeneacetonitrile
Caswell No. 396
alpha-Phenylbenzylcyanide
alpha-Cyanodiphenylmethane
Difenylacetonitril [Czech]
Diphenyl acetonitrile
Diphenyl-.alpha.-cyanomethane
Benzeneacetonitrile, .alpha.-phenyl-
.alpha.-Phenylphenylacetonitrile
NSC 130268
EINECS 201-662-5
QK4W106TKU
MFCD00001862
EPA Pesticide Chemical Code 037901
BRN 1911160
DTXSID4020539
AI3-17436
NSC-884
alpha-Phenylbenzyl cyanide
.alpha.-Phenylbenzylcyanide
NSC-130268
DTXCID80539
80024-91-5
.ALPHA.-PHENYLBENZYL CYANIDE
DIPHENYLACETIC ACID NITRILE [MI]
DIPHENYLACETONITRILE [EP IMPURITY]
WLN: NCYR&R
METHADONE HYDROCHLORIDE IMPURITY E [EP IMPURITY]
LEVOMETHADONE HYDROCHLORIDE IMPURITY E [EP IMPURITY]
CAS-86-29-3
DIPHENYLACETONITRILE (EP IMPURITY)
UNII-QK4W106TKU
METHADONE HYDROCHLORIDE IMPURITY E (EP IMPURITY)
LEVOMETHADONE HYDROCHLORIDE IMPURITY E (EP IMPURITY)
diphenylacetonitril
Methadone Hydrochoride Imp. E (EP); Methadone Imp. E (EP); Diphenylacetonitrile; Methadone Hydrochloride Impurity E; Methadone Impurity E
diphenyl-acetonitrile
Acetonitrile, diphenyl
alphaPhenylbenzylcyanide
alphaCyanodiphenylmethane
Diphenylalphacyanomethane
2,2-diphenyl-acetonitrile
Diphenylacetonitrile, 98%
alphaPhenylphenylacetonitrile
.alpha.-Cyanodiphenylmethane
TimTec1_003810
alphaPhenylbenzeneacetonitrile
Ph~2~C(H)CN
SCHEMBL181005
Benzeneacetonitrile, alphaphenyl
NSC884
CHEMBL3185477
DIPHENYLACETIC ACID NITRILE
.alpha.-Phenyl-benzeneacetonitrile
HMS1544N04
FDA02491
Tox21_201556
Tox21_302854
NSC130268
STK700770
AKOS000120009
CS-W015768
FD38004
HY-W015052
NCGC00249068-01
NCGC00256362-01
NCGC00259105-01
AC-25261
AS-12052
BP-12820
PD065563
SY008506
DB-319224
D0261
NS00039120
EN300-20197
D70408
a-Phenylbenzyl cyanide, a-Phenylphenylacetonitrile
AE-641/03255011
SR-01000393862
SR-01000393862-1
BRD-K12971880-001-01-6
Q27287309
Z104477222
201-662-5