(2R)-2-hydroxy-2-(4-methoxyphenyl)acetonitrile

• ChemBase ID: 145957
• Molecular Formular: C9H9NO2
• Molecular Mass: 163.17326
• Monoisotopic Mass: 163.06332853
• SMILES: COc1ccc(cc1)[C@H](C#N)O
• Canonical SMILES: COc1ccc(cc1)[C@H](C#N)O
• InChI: InChI=1S/C9H9NO2/c1-12-8-4-2-7(3-5-8)9(11)6-10/h2-5,9,11H,1H3/t9-/m0/s1
• InChIKey: WLDAAMXETLHTER-VIFPVBQESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-hydroxy-2-(4-methoxyphenyl)acetonitrile
• IUPAC Traditional name: mandelonitrile, p-methoxy-
• Synonyms: (R)-(+)-4-Methoxymandelonitrile; (R)-(+)-4-甲氧基扁桃腈

Database IDs

• CAS Number: 97070-73-0
• MDL Number: MFCD01321258
• PubChem SID: 162240157; 24870477
• PubChem CID: 11805082

CALCULATED PROPERTIES

• Acid pKa: 11.801145
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.796113
• LogD (pH = 7.4): 0.796096
• Log P: 0.79611325
• Molar Refractivity: 44.1463 cm^3
• Polarizability: 16.9884 Å^3
• Polar Surface Area: 53.25 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 84-87 °C(lit.)
• Optical Rotation: [α]20/D +47.5°, c = 1 in chloroform

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20/21/22-36/37/38
• Safety Statements: 26-37/39
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H312-H315-H319-H332-H335
• GHS Precautionary statements: P261-P280-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: 98%
• Linear Formula: CH3OC6H4CH(OH)CN

DETAILS

Sigma Aldrich - 469688

Packaging
1 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