2-Hydroxypropanenitrile
The cyanohydrin of ethanal, with hydroxyl and nitrile groups attached to the same carbon.
- Formula
- C3H5NO
- Functional group
- Hydroxynitriles; Nitriles
- Molar mass
- 71.08 g/mol
- Also known as
- Lactonitrile, Acetaldehyde cyanohydrin, 2-羟基丙腈, 乙醛氰醇
Overview
The cyanohydrin of ethanal, with hydroxyl and nitrile groups attached to the same carbon.
Cyanohydrin formation adds a nitrile carbon to the original two-carbon aldehyde skeleton. The former carbonyl carbon becomes tetrahedral and stereogenic. This record leaves that centre unspecified; formation in an achiral environment does not select one configuration.
Identifiers
- Formula
- C3H5NO
- Functional group
- Hydroxynitriles; Nitriles
- Molar mass
- 71.08 g/mol
- Also known as
- Lactonitrile, Acetaldehyde cyanohydrin, 2-羟基丙腈, 乙醛氰醇
Chemical identifiers
- SMILES
- CC(C#N)O
- InChI
- InChI=1S/C3H5NO/c1-3(5)2-4/h3,5H,1H3
- PubChem CID
- 6572
Related compounds
- Hydroxynitriles
The cyanohydrin of ethanal, with hydroxyl and nitrile groups attached to the same carbon.
- Nitriles
The cyanohydrin of ethanal, with hydroxyl and nitrile groups attached to the same carbon.
References
- PubChem Compound Summary: 2-Hydroxypropanenitrile (CID 6572)National Center for Biotechnology Information · PubChem
Identity, molecular formula, molecular weight and selected English aliases retrieved via PUG REST on 2026-09-16. Chinese search names are curated nomenclature translations. Unspecified stereochemistry remains unspecified.
- Organic Chemistry: Nucleophilic Addition of HCN: Cyanohydrin FormationJohn McMurry · OpenStax Organic Chemistry · 2023
Supports cyanide addition to aldehydes and unhindered ketones followed by protonation to form cyanohydrins / hydroxynitriles.