Structure via PubChem · Public domain (PubChem)
mandelonitrile
Sign in to saveAlso known as phenylglycolonitrile, mandelic acid nitrile, alpha-hydroxybenzeneacetonitrile, (±)-mandelonitrile
In organic chemistry, mandelonitrile is the nitrile of mandelic acid, or the cyanohydrin derivative of benzaldehyde. Small amounts of mandelonitrile occur in the pits of some fruits.
Chemical data
- Formula
- C8H7NO
- Molecular weight
- 133.15 g/mol
- IUPAC name
- 2-hydroxy-2-phenylacetonitrile
- SMILES
- C1=CC=C(C=C1)C(C#N)O
- InChIKey
- NNICRUQPODTGRU-UHFFFAOYSA-N
- XLogP
- 1
- Polar surface area
- 44 Ų
- H-bond donors
- 1
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 133.052764
Show 5 more facts
- Commons category
- Mandelonitrile
- chemical formula
- C₈H₇NO
- canonical SMILES
- C1=CC=C(C=C1)C(C#N)O
- found in taxon
- Prunus cerasus
- melting point
- -10.0
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
3 sectionsContents
- Occurrence
- Preparation
- References
In organic chemistry, mandelonitrile is the nitrile of mandelic acid, or the cyanohydrin derivative of benzaldehyde. Small amounts of mandelonitrile occur in the pits of some fruits.
== Occurrence == Mandelonitrile is the aglycone part of the cyanogenic glycosides prunasin and amygdalin. Prunasin can be hydrolyzed by the enyzme prunase into glucose and mandelonitrile (for example, when an appleseed is digested in a ruminant's stomach).
Excerpted from Wikipedia’s “mandelonitrile” article, available under the CC BY-SA 4.0 licence.