3-hydroxy-3-phenylpropanenitrile

• ChemBase ID: 85465
• Molecular Formular: C9H9NO
• Molecular Mass: 147.17386
• Monoisotopic Mass: 147.06841391
• SMILES: N#CCC(c1ccccc1)O
• Canonical SMILES: OC(c1ccccc1)CC#N
• InChI: InChI=1S/C9H9NO/c10-7-6-9(11)8-4-2-1-3-5-8/h1-5,9,11H,6H2
• InChIKey: HILDHWAXSORHRZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-hydroxy-3-phenylpropanenitrile
• IUPAC Traditional name: 3-hydroxy-3-phenylpropanenitrile
• Synonyms: 3-Hydroxy-3-phenylpropionitrile; 3-Phenyl-hydracrylonitrile; 3-Phenyl-3-hydroxypropanenitrile; 3-Hydroxy-3-phenylpropionitrile; β-Hydroxy-benzenepropanenitrile; 3-Hydroxy-3-phenylpropionitrile; 3-Hydroxy-3-phenyl-propionitrile; 3-羟基-3-苯基丙腈

Database IDs

• CAS Number: 17190-29-3
• MDL Number: MFCD00544189
• PubChem SID: 162072581; 24879816
• PubChem CID: 86524

CALCULATED PROPERTIES

• Acid pKa: 13.839021
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 1.0386081
• LogD (pH = 7.4): 1.0386078
• Log P: 1.0386081
• Molar Refractivity: 42.3074 cm^3
• Polarizability: 16.306675 Å^3
• Polar Surface Area: 44.02 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate
• Apperance: Orange Oil
• Boiling Point: 306-307 °C(lit.)
• Density: 1.112 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.5420(lit.)

Safety Information

• Storage Condition: -20°C Freezer
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 97%
• Linear Formula: C6H5CH(OH)CH2CN

DETAILS

Sigma Aldrich - 559334

Packaging
1 g in glass bottle
Application
Reactant for:
• Hydrolysis by cyanobacterium nitrilase in catalytic preparation of carboxylic acid1
• Biotransformation to amide using nitrile hydratase from Rhodococcus erythropolis A42
• Direct catalytic aldol-type reactions3