(2R)-2-phenylpropanoic acid

• ChemBase ID: 69426
• Molecular Formular: C9H10O2
• Molecular Mass: 150.1745
• Monoisotopic Mass: 150.06807956
• SMILES: C(=O)([C@H](C)c1ccccc1)O
• Canonical SMILES: C[C@H](c1ccccc1)C(=O)O
• InChI: InChI=1S/C9H10O2/c1-7(9(10)11)8-5-3-2-4-6-8/h2-7H,1H3,(H,10,11)/t7-/m1/s1
• InChIKey: YPGCWEMNNLXISK-SSDOTTSWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-phenylpropanoic acid
• IUPAC Traditional name: (-)-hydratropic acid
• Synonyms: (R)-HTA; (R)-(-)-Hydratropic acid; (R)-(-)-2-Phenylpropionic acid; (R)-(-)-2-Phenylpropionic acid; (R)-(-)-氢化阿托酸; (R)-(-)-2-苯基丙酸

Database IDs

• CAS Number: 7782-26-5
• MDL Number: MFCD00063140
• Beilstein Number: 2207688
• PubChem SID: 162035152; 24856914
• PubChem CID: 446626

CALCULATED PROPERTIES

• Acid pKa: 4.58787
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 1.1927402
• LogD (pH = 7.4): -0.5826448
• Log P: 2.1539805
• Molar Refractivity: 41.9401 cm^3
• Polarizability: 16.357811 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 29-30 °C(lit.); 30-31 °C
• Boiling Point: 115 °C/1 mmHg(lit.)
• Flash Point: 110 °C; 230 °F
• Density: 1.1 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.523(lit.)
• Optical Rotation: [α]20/D -72°, c = 1.6 in chloroform; [α]20/D -75±3°, c = 1.6% in chloroform

Safety Information

• Storage Warning: IRRITANT
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• TSCA Listed: false
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥97.0% (T); 95+%; 97%
• Grade: purum
• Optical Purity: ee: 98% (HPLC)
• Linear Formula: CH3CH(C6H5)CO2H

DETAILS

Sigma Aldrich - 279897

Application
Chiral building block. Resolving agent
Packaging
1 g in glass bottle

Sigma Aldrich - 78990

Caution
readily forms a fused mass on lowering the temperature
Other Notes
Chiral derivatizing agent used for the assignment of absolute configuration of alcohols and amines by H-NMR 1,2; Determination of enantiomeric purity of alcohols by multidimensional GC-MS, MDGC-MS3