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

• ChemBase ID: 146147
• Molecular Formular: C9H9NO
• Molecular Mass: 147.17386
• Monoisotopic Mass: 147.06841391
• SMILES: Cc1ccc(cc1)[C@H](C#N)O
• Canonical SMILES: O[C@H](c1ccc(cc1)C)C#N
• InChI: InChI=1S/C9H9NO/c1-7-2-4-8(5-3-7)9(11)6-10/h2-5,9,11H,1H3/t9-/m0/s1
• InChIKey: KKGXJLAWLSJRGK-VIFPVBQESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-hydroxy-2-(4-methylphenyl)acetonitrile
• IUPAC Traditional name: (2R)-2-hydroxy-2-(4-methylphenyl)acetonitrile
• Synonyms: (R)-(+)-4-Methylmandelonitrile; (R)-(+)-4-甲基苯乙醇腈

Database IDs

• CAS Number: 10017-04-6
• MDL Number: MFCD01321259
• PubChem SID: 162240346; 24870479
• PubChem CID: 9497660

CALCULATED PROPERTIES

• Acid pKa: 11.8319435
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 1.4672056
• LogD (pH = 7.4): 1.4671899
• Log P: 1.4672059
• Molar Refractivity: 42.7243 cm^3
• Polarizability: 16.226887 Å^3
• Polar Surface Area: 44.02 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 52-58 °C(lit.)
• Flash Point: 113 °C; 235.4 °F
• Optical Rotation: [α]18/D +39°, 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: 97%
• Linear Formula: CH3C6H4CH(OH)CN

DETAILS

Sigma Aldrich - 469734

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