Acetone cyanohydrin

Acetone cyanohydrin (ACH) is an organic compound used in the production of methyl methacrylate, the monomer of the transparent plastic polymethyl methacrylate (PMMA), also known as acrylic. It liberates hydrogen cyanide easily, so it is used as a source of such. For this reason, this cyanohydrin is also highly toxic.

Acetone cyanohydrin
Names
Preferred IUPAC name
2-Hydroxy-2-methylpropanenitrile
Other names
  • Cyanohydrin-2-propanone
  • α-Hydroxyisobutyronitrile
  • 2-Hydroxy-2-methyl-propionitrile
Identifiers
3D model (JSmol)
3DMet
605391
ChEBI
ChemSpider
DrugBank
ECHA InfoCard 100.000.828
EC Number
  • 200-909-4
KEGG
MeSH acetone+cyanohydrin
PubChem CID
RTECS number
  • OD9275000
UNII
UN number 1541
  • InChI=1S/C4H7NO/c1-4(2,6)3-5/h6H,1-2H3 Y
    Key: MWFMGBPGAXYFAR-UHFFFAOYSA-N Y
SMILES
  • CC(C)(O)C#N
Properties
C4H7NO
Molar mass 85.106 g·mol−1
Appearance Colourless liquid
Density 932 mg·mL−1
Melting point −21.2 °C; −6.3 °F; 251.9 K
Boiling point 95 °C; 203 °F; 368 K
Vapor pressure 2 kPa (at 20 °C)
Refractive index (nD)
1.399
Thermochemistry
Std enthalpy of
formation fH298)
−121.7 to −120.1 kJ·mol−1
−2.4514 to −2.4498 MJ·mol−1
Hazards
GHS labelling:
Danger
H300, H310, H330, H410
P260, P273, P280, P284, P301+P310
NFPA 704 (fire diamond)
4
1
2
Flash point 75 °C (167 °F; 348 K)
Explosive limits 2.25–11%
Lethal dose or concentration (LD, LC):
LD50 (median dose)
  • 15.8 mg·kg−1 (dermal, rabbit)
  • 18.65 mg·kg−1 (oral, rat)
NIOSH (US health exposure limits):
PEL (Permissible)
None
REL (Recommended)
C 1 ppm (4 mg·m−3) [15-minute]
IDLH (Immediate danger)
N.D.
Safety data sheet (SDS) fishersci.com
Related compounds
Related alkanenitriles
Related compounds
DBNPA
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references
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