2-hydroxy-2-methylpropanenitrile

• ChemBase ID: 1958
• Molecular Formular: C4H7NO
• Molecular Mass: 85.10448
• Monoisotopic Mass: 85.05276385
• SMILES: CC(C)(O)C#N
• Canonical SMILES: N#CC(O)(C)C
• InChI: InChI=1S/C4H7NO/c1-4(2,6)3-5/h6H,1-2H3
• InChIKey: MWFMGBPGAXYFAR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-hydroxy-2-methylpropanenitrile
• IUPAC Traditional name: acetone cyanohydrin
• Synonyms: 2-hydroxy-2-methylpropanenitrile; Acetone Cyanohydrin; α-HYDROXYISOBUTYRONITRILE; α-Hydroxyisobutyronitrile; 2-Hydroxyisobutyronitrile; Acetone cyanohydrin; α-羟基异丁腈; 2-羟基异丁腈; 丙酮氰醇

Database IDs

• CAS Number: 75-86-5
• EC Number: 200-909-4
• MDL Number: MFCD00004455
• Beilstein Number: 605391
• PubChem SID: 24844886; 160965413; 46505571; 24890489
• PubChem CID: 6406
• CHEBI ID: 15348
• Chemspider ID: 6166
• DrugBank ID: DB02203
• KEGG ID: C02659
• MeSH Name: acetone+cyanohydrin
• Wikipedia Title: Acetone_cyanohydrin

CALCULATED PROPERTIES

JChem

• Acid pKa: 12.761321
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 0.01888521
• LogD (pH = 7.4): 0.018883346
• Log P: 0.018885234
• Molar Refractivity: 22.5324 cm^3
• Polarizability: 8.581248 Å^3
• Polar Surface Area: 44.02 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -0.29
• LOG S: -0.52
• Solubility (Water): 2.60e+01 g/l

PROPERTIES

Physical Property

• Solubility: 1000 mg/mL [SMILEY,RA (1981)]
• Apperance: Colourless liquid
• Melting Point: -19 °C(lit.); -20°C; -21.25°C (251.9K)
• Boiling Point: 82 °C/23 mmHg(lit.); 95°C
• Flash Point: 167 °F; 75 °C
• Density: 0.932 g/ml; 0.932 g/mL at 25 °C(lit.); 932 mg mL^-1
• Refractive Index: 1.399; n20/D 1.399(lit.); n20/D 1.401
• Vapor Pressure: 0.3 psi ( 20 °C); 2 kPa (at 20 °C)
• Std enthalpy of combustion: -2.4514–-2.4498 MJ mol^-1
• Std enthalpy of formation: -121.7–-120.1 kJ mol^-1

Safety Information

• RTECS: OD9275000
• European Hazard Symbols: Nature polluting (N); Highly toxic (T+)
• UN Number: 1541
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 1
• Risk Statements: 26/27/28-50/53; R:26/27/28-50; R26/27/28, R50
• Safety Statements: 7/9-27-45-60-61; S:27-45-60-61-7/9; S1/2, S27, S45
• EU Index: 608-004-00-X
• GHS Pictograms: GHS environment; GHS skull and crossbones; GHS06; GHS09
• GHS Signal Word: DANGER; Danger
• NFPA704:
  

  1

  4

  2
• LD50: 15.8 mg kg^-1 (dermal, rabbit); 18.65 mg kg^-1 (oral, rat)
• Explode Limits: 11 %
• GHS Hazard statements: 300, 310, 330, 410; H300-H310-H330-H410
• GHS Precautionary statements: 260, 273, 280, 284, 301+310; P260-P264-P273-P280-P284-P301 + P310
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1541 6.1/PG 1

Product Information

• Purity: ≥94% (T); 99%
• Grade: technical
• Contains: H3PO4 as stabilizer (Europe); sulfuric acid as stabilizer (US)
• Linear Formula: (CH3)2C(OH)CN

DETAILS

MP Biomedicals - 05205577

MP Biomedicals Rare Chemical collection

DrugBank - DB02203

Drug information: experimental

Sigma Aldrich - A10000

Packaging
5, 100, 500 g in glass bottle

Sigma Aldrich - 00591

Caution
may become turbid on storage