(2S)-4-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)-2-hydroxybutanoic acid

• ChemBase ID: 145401
• Molecular Formular: C12H11NO5
• Molecular Mass: 249.21944
• Monoisotopic Mass: 249.06372246
• SMILES: c1ccc2c(c1)C(=O)N(C2=O)CC[C@@H](C(=O)O)O
• Canonical SMILES: O[C@H](C(=O)O)CCN1C(=O)c2c(C1=O)cccc2
• InChI: InChI=1S/C12H11NO5/c14-9(12(17)18)5-6-13-10(15)7-3-1-2-4-8(7)11(13)16/h1-4,9,14H,5-6H2,(H,17,18)/t9-/m0/s1
• InChIKey: YWDXODQRCDEZLN-VIFPVBQESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-4-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)-2-hydroxybutanoic acid
• IUPAC Traditional name: (2S)-4-(1,3-dioxoisoindol-2-yl)-2-hydroxybutanoic acid
• Synonyms: (S)-(+)-α-Hydroxy-1,3-dioxo-2-isoindolinebutyric acid; 2-羟基-4-邻苯二甲酰亚氨基丁酸

Database IDs

• CAS Number: 48172-10-7
• MDL Number: MFCD00192213
• PubChem SID: 162239607; 24865665
• PubChem CID: 688218

CALCULATED PROPERTIES

• Acid pKa: 3.140657
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -2.355937
• LogD (pH = 7.4): -3.4784145
• Log P: -0.023103572
• Molar Refractivity: 61.1991 cm^3
• Polarizability: 22.787373 Å^3
• Polar Surface Area: 94.91 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 157-159 °C(lit.)
• Optical Rotation: [α]20/D +6.5°, c = 1 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%
• Empirical Formula (Hill Notation): C12H11NO5

DETAILS

Sigma Aldrich - 409650

Packaging
1 g in glass bottle
250 mg in glass bottle