3-{[(1R)-1-phenylethyl]carbamoyl}propanoic acid

• ChemBase ID: 150605
• Molecular Formular: C12H15NO3
• Molecular Mass: 221.2524
• Monoisotopic Mass: 221.10519335
• SMILES: C[C@H](c1ccccc1)NC(=O)CCC(=O)O
• Canonical SMILES: C[C@H](c1ccccc1)NC(=O)CCC(=O)O
• InChI: InChI=1S/C12H15NO3/c1-9(10-5-3-2-4-6-10)13-11(14)7-8-12(15)16/h2-6,9H,7-8H2,1H3,(H,13,14)(H,15,16)/t9-/m1/s1
• InChIKey: WUEKFTPKHWMMIP-SECBINFHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-{[(1R)-1-phenylethyl]carbamoyl}propanoic acid
• IUPAC Traditional name: 3-{[(1R)-1-phenylethyl]carbamoyl}propanoic acid
• Synonyms: (R)-(+)-N-(α-Methylbenzyl)succinamidic acid; (R)-(+)-N-(1-Phenylethyl)succinamic acid; (R)-(+)-N-(1-Phenylethyl)succinamidic acid; (R)-(+)-N-(α-Methylbenzyl)succinamidic acid; (R)-(+)-N-(α-甲基苄基)琥珀酰胺酸; (R)-(+)-N-(1-苯乙基)琥珀酰胺酸; (R)-(+)-N-(1-苯乙基)琥珀酰胺酸; (R)-(+)-N-(α-甲基苄基)琥珀酰胺酸

Database IDs

• CAS Number: 21752-33-0
• EC Number: 244-567-4
• MDL Number: MFCD00077432
• Beilstein Number: 3205512
• PubChem SID: 162244766; 24869854
• PubChem CID: 89035

CALCULATED PROPERTIES

• Acid pKa: 4.463608
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 0.08609161
• LogD (pH = 7.4): -1.6788746
• Log P: 1.1592987
• Molar Refractivity: 59.2873 cm^3
• Polarizability: 23.107845 Å^3
• Polar Surface Area: 66.4 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 100-104 °C(lit.); 98-101 °C
• Optical Rotation: [α]20/D +111±3°, c = 2% in ethanol; [α]24/D +111°, c = 2 in ethanol

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• 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

Product Information

• Purity: ≥98.0% (T); 98%
• Grade: purum
• Linear Formula: C6H5CH(CH3)NHCOCH2CH2CO2H
• Empirical Formula (Hill Notation): C12H15NO3

DETAILS

Sigma Aldrich - 461423

Application
Acid for the resolution of amines.1,2
Packaging
1, 5 g in glass bottle