(2R)-2-(benzyloxy)propanoic acid

• ChemBase ID: 156485
• Molecular Formular: C10H12O3
• Molecular Mass: 180.20048
• Monoisotopic Mass: 180.07864424
• SMILES: C[C@H](C(=O)O)OCc1ccccc1
• Canonical SMILES: C[C@H](C(=O)O)OCc1ccccc1
• InChI: InChI=1S/C10H12O3/c1-8(10(11)12)13-7-9-5-3-2-4-6-9/h2-6,8H,7H2,1H3,(H,11,12)/t8-/m1/s1
• InChIKey: XWAVPOFYNPXXEL-MRVPVSSYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-(benzyloxy)propanoic acid
• IUPAC Traditional name: (2R)-2-(benzyloxy)propanoic acid
• Synonyms: O-Benzyl-D-lactic acid; (R)-(+)-2-(Benzyloxy)propionic acid; (R)-(+)-2-Benzyloxypropionic acid; Benzyl (S)-2-hydroxypropionate; L-Lactic acid benzyl ester; Benzyl L-lactate; O-苄基-D-乳酸; (R)-(+)-2-(苄氧基)丙酸; (R)-(+)-2-苄氧基丙酸; L-乳酸苄酯

Database IDs

• CAS Number: 100836-85-9; 56777-24-3
• MDL Number: MFCD00209546; MFCD06799065
• Beilstein Number: 2048925; 4675524
• PubChem SID: 24881100; 24844941; 162250623
• PubChem CID: 7000104

CALCULATED PROPERTIES

• Acid pKa: 4.0606203
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.4443951
• LogD (pH = 7.4): -1.2275041
• Log P: 1.8957701
• Molar Refractivity: 48.2036 cm^3
• Polarizability: 18.900755 Å^3
• Polar Surface Area: 46.53 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 51-53°C; 52-55 °C
• Boiling Point: 105-109°C/0.1mm
• Flash Point: >110°C(230°F)
• Density: 1.120
• Refractive Index: 1.5130
• Optical Rotation: [α]/D +80.0±2°, c = 1 in methanol; [α]20/D +77±3°, c = 1% in methanol; +90 (c=1 in IMS); -12.9 (c=3.1 in methanol)

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38; 36/37/38-43
• Safety Statements: 26-36/37; 26-37
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H317-H319-H335; H315-H319-H335
• GHS Precautionary statements: P261-P280-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Product Information

• Purity: ≥97.0% (HPLC); 98%
• Empirical Formula (Hill Notation): C10H12O3