(2R)-2-(4-chlorophenyl)-2-hydroxyacetonitrile

• ChemBase ID: 145419
• Molecular Formular: C8H6ClNO
• Molecular Mass: 167.59234
• Monoisotopic Mass: 167.0137915
• SMILES: c1cc(ccc1[C@H](C#N)O)Cl
• Canonical SMILES: O[C@H](c1ccc(cc1)Cl)C#N
• InChI: InChI=1S/C8H6ClNO/c9-7-3-1-6(2-4-7)8(11)5-10/h1-4,8,11H/t8-/m0/s1
• InChIKey: LSDSHEPNJSMUTI-QMMMGPOBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-(4-chlorophenyl)-2-hydroxyacetonitrile
• IUPAC Traditional name: (2R)-2-(4-chlorophenyl)-2-hydroxyacetonitrile
• Synonyms: (R)-(+)-4-Chloromandelonitrile; (R)-(+)-4-氯扁桃腈

Database IDs

• CAS Number: 97070-79-6
• MDL Number: MFCD01321260
• PubChem SID: 24870480; 162239625
• PubChem CID: 9497658

CALCULATED PROPERTIES

• Acid pKa: 11.745713
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 1.5578289
• LogD (pH = 7.4): 1.5578096
• Log P: 1.5578291
• Molar Refractivity: 42.4879 cm^3
• Polarizability: 16.352581 Å^3
• Polar Surface Area: 44.02 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 70-74 °C(lit.)
• Optical Rotation: [α]20/D +39°, c = 1 in chloroform

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20/21/22
• Safety Statements: 36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H312-H332
• GHS Precautionary statements: P280
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: 97%
• Linear Formula: ClC6H4CH(OH)CN

DETAILS

Sigma Aldrich - 469742

Packaging
1, 5 g in glass bottle
Application
Useful intermediate in the preparation of optically active α-hydroxy carboxylic acids, α-hydroxy aldehydes, α-hydroxy ketones, and 2-amino alcohols.1