2-Hydroxy-2-methylpropanenitrile

The cyanohydrin of propanone, retaining two equivalent methyl groups.

Formula
C4H7NO
Functional group
Hydroxynitriles; Nitriles
Molar mass
85.1 g/mol
Also known as
Acetone cyanohydrin, 2-Hydroxyisobutyronitrile, 2-羟基-2-甲基丙腈, 丙酮氰醇

Overview

The cyanohydrin of propanone, retaining two equivalent methyl groups.

The former carbonyl carbon is bonded to hydroxyl, nitrile and two methyl groups. It is not stereogenic because the methyl groups are identical. The additional nitrile carbon makes this a four-carbon molecule even though the parent ketone contains three carbons.

Identifiers

Formula
C4H7NO
Functional group
Hydroxynitriles; Nitriles
Molar mass
85.1 g/mol
Also known as
Acetone cyanohydrin, 2-Hydroxyisobutyronitrile, 2-羟基-2-甲基丙腈, 丙酮氰醇
Chemical identifiers
SMILES
CC(C)(C#N)O
InChI
InChI=1S/C4H7NO/c1-4(2,6)3-5/h6H,1-2H3
PubChem CID
6406

Related compounds

References

  1. PubChem Compound Summary: 2-Hydroxy-2-methylpropanenitrile (CID 6406)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.

  2. 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.