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Mandelonitrile

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Identification
Molecular formula
C8H7NO
CAS number
532-28-5
IUPAC name
2-hydroxy-2-phenyl-acetonitrile
State
State

At room temperature, mandelonitrile is a liquid. However, depending on ambient conditions and if slightly cooled, it may also be found in a solid crystalline form.

Melting point (Celsius)
28.00
Melting point (Kelvin)
301.00
Boiling point (Celsius)
260.00
Boiling point (Kelvin)
533.00
General information
Molecular weight
133.15g/mol
Molar mass
133.1540g/mol
Density
1.0900g/cm3
Appearence

Mandelonitrile appears as a colorless to pale yellow liquid. It may also be observed as a solid crystalline substance at lower temperatures. It has an almond-like odor, typical of nitriles that contain aromatic features.

Comment on solubility

Solubility of 2-hydroxy-2-phenyl-acetonitrile

The solubility of 2-hydroxy-2-phenyl-acetonitrile (C9H9N2O) is an interesting characteristic that can influence its practical applications in various fields. Understanding its solubility is crucial for chemists and industrial applications.

Factors Influencing Solubility

Several factors can affect the solubility of this compound:

  • Polarity: 2-hydroxy-2-phenyl-acetonitrile possesses functional groups that can interact with polar solvents, leading to varying solubility in different media.
  • Temperature: As temperature increases, the solubility of many organic compounds typically increases due to enhanced molecular motion.
  • pH Levels: The solubility can change depending on the acidity or basicity of the solution, especially when dealing with ionic forms.

General Solubility Observations

While specific solubility data for 2-hydroxy-2-phenyl-acetonitrile is limited, some general observations can be made:

  • It is generally more soluble in organic solvents compared to water.
  • Dilute acidic or basic solutions may enhance its solubility due to ionization of the hydroxyl group.
  • Its solubility profile could impact its behavior in biological systems and chemical reactions.

In conclusion, the solubility of 2-hydroxy-2-phenyl-acetonitrile is a complex interplay of various factors. Understanding these interactions is essential for harnessing the compound's full potential in scientific research and applications.

Interesting facts

Interesting Facts About 2-Hydroxy-2-phenyl-acetonitrile

2-Hydroxy-2-phenyl-acetonitrile, also known as 2-Hydroxyacetophenonitrile, is an intriguing compound with unique properties and applications.

Chemical Properties

  • Reactivity: This compound exhibits interesting reactivity due to the presence of both a hydroxyl group and a nitrile group, making it useful in various synthetic pathways.
  • Functional Group Interaction: The combination of these functional groups allows for extensive chemical modification, which is vital in organic synthesis.

Applications

  • Pharmaceutical Industry: It serves as a versatile intermediate for synthesizing bioactive compounds.
  • Material Science: The compound plays a role in developing novel polymers due to its reactivity.

Interesting Facts

  • 2-Hydroxy-2-phenyl-acetonitrile is notably used in studies related to chiral synthesis, contributing to the field of asymmetric synthesis.
  • This compound is often featured in chemical research as a prime example of functional group manipulation, showcasing its versatility in organic reactions.
  • Its hydroxyl group makes it a key compound in research on alcohols and phenolic compounds, highlighting its significance in both educational and industrial chemistry.

As a compound studied in both academic and industrial settings, 2-Hydroxy-2-phenyl-acetonitrile continues to spark interest among chemists due to its unique functional groups and potential applications across various industries. Its role as an intermediate hints at the vast possibilities of organic chemistry and the importance of continuous exploration in this field.

Synonyms
Mandelonitrile
532-28-5
Benzaldehyde cyanohydrin
2-hydroxy-2-phenylacetonitrile
ALPHA-HYDROXYBENZENEACETONITRILE
Glycolonitrile, phenyl-
Benzaldehydkyanhydrin
Acetonitrile, hydroxyphenyl-
Nitril kyseliny mandlove
hydroxy(phenyl)acetonitrile
Mandelonitrile, (+-)-
Benzaldehydkyanhydrin [Czech]
NSC 77668
Benzeneacetonitrile, .alpha.-hydroxy-
CCRIS 4656
Nitril kyseliny mandlove [Czech]
EINECS 208-532-7
(+-)-alpha-Hydroxybenzeneacetonitrile
BRN 2207122
DTXSID2025422
CHEBI:16910
AI3-50437
.alpha.-Hydroxybenzeneacetonitrile
UNII-584322E08A
Benzeneacetonitrile, alpha-hydroxy-
NSC-77668
(.+/-.)-Mandelonitrile
MANDELONITRILE [MI]
DTXCID705422
MANDELONITRILE [WHO-DD]
584322E08A
4-10-00-00578 (Beilstein Handbook Reference)
MANDELONITRILE DL-FORM [MI]
BENZENEACETONITRILE, .ALPHA.-HYDROXY-)
hydroxybenzyl cyanide
a-cyanobenzyl alcohol
Glycolonitrile, phenyl
alphaCyanobenzyl alcohol
2Hydroxy2phenylacetonitrile
a-hydroxybenzeneacetonitrile
Acetonitrile, hydroxyphenyl
alphaHydroxyphenylacetonitrile
(+-)-MANDELONITRILE
alphaHydroxybenzeneacetonitrile
MANDELONITRILE DL-FORM
Benzeneacetonitrile, alphahydroxy
(.+-.)-MANDELONITRILE
BENZENEACETONITRILE, ALPHA-HYDROXY-)
208-532-7
(+-)-.alpha.-mandelonitrile
(+-)-alpha-mandelonitrile
nnicruqpodtgru-uhfffaoysa-n
un3276
Phenylglycolonitrile
Mandelic acid nitrile
Amygdalonitrile
Mandelonitrile, tech grade
Benzaldehyde, cyanohydrin
(+/-)-Mandelonitrile
(+/-)-.ALPHA.-MANDELONITRILE
DL-MANDELONITRILE
MFCD00004487
alpha-Hydroxyphenylacetonitrile
2-hydroxy-2-phenyl-acetonitrile
a-Hydroxy-benzeneacetonitrile; Benzaldehyde cyanohydrin; alpha-Hydroxyphenylacetonitrile
(R)-(+)-ALPHA-HYDROXYBENZENE-ACETONITRILE
racemic mandelonitrile
alpha-Cyanobenzyl alcohol
WLN: QYR&CN
hydroxyl(phenyl)acetonitrile
.alpha.-Cyanobenzyl alcohol
NCIOpen2_000888
613-88-7
SCHEMBL196731
Mandelonitrile, technical grade
2-hydroxyl-2-phenylacetonitrile
CHEMBL1393845
NSC77668
(+/-)-ALPHA-MANDELONITRILE
Tox21_200804
BBL100015
STL164354
AKOS005363772
FM02701
SB44716
SB45998
(+/-)-2-Hydroxy-2-phenylacetonitrile
NCGC00090867-01
NCGC00090867-02
NCGC00258358-01
CAS-532-28-5
SY102139
DB-058327
CS-0195943
M0566
NS00032684
A11559
Q3844407