(2S)-2,3-dihydro-1H-indole-2-carboxylic acid

• ChemBase ID: 64964
• Molecular Formular: C9H9NO2
• Molecular Mass: 163.17326
• Monoisotopic Mass: 163.06332853
• SMILES: N1[C@H](C(=O)O)Cc2c1cccc2
• Canonical SMILES: OC(=O)[C@@H]1Cc2c(N1)cccc2
• InChI: InChI=1S/C9H9NO2/c11-9(12)8-5-6-3-1-2-4-7(6)10-8/h1-4,8,10H,5H2,(H,11,12)/t8-/m0/s1
• InChIKey: QNRXNRGSOJZINA-QMMMGPOBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2,3-dihydro-1H-indole-2-carboxylic acid
• IUPAC Traditional name: (2S)-2,3-dihydro-1H-indole-2-carboxylic acid
• Synonyms: S-(-)-Indoline-2-carboxylic acid; (S)-(-)-Indoline-2-carboxylic acid; (2S)-2,3-dihydro-1H-indole-2-carboxylic acid; (S)-(-)-Indolin-2-carboxylic acid; (S)-(-)-Indoline-2-carboxylic acid; (S)-indoline-2-carboxylic acid; (S)-(-)-吲哚啉-2-羧酸; (S)-(-)-二氢吲哚-2-羧酸

Database IDs

• CAS Number: 79815-20-6
• EC Number: 410-860-2
• MDL Number: MFCD00070578
• PubChem SID: 24861443; 162030703
• PubChem CID: 2733920

CALCULATED PROPERTIES

• Acid pKa: 2.3272882
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -0.10025352
• LogD (pH = 7.4): -1.7990259
• Log P: 0.67408794
• Molar Refractivity: 45.3913 cm^3
• Polarizability: 16.783674 Å^3
• Polar Surface Area: 49.33 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 166 - 168°C; 177 °C (dec.)(lit.); 178-180°C; ca 177°C dec.
• Optical Rotation: [α]20/D -114°, c = 1 in 1 M HCl; -115 (c=1 in 1N HCl)
• Hydrophobicity(logP): 0.886

Safety Information

• Storage Warning: Harmful; IRRITANT
• European Hazard Symbols: X; Harmful (Xn)
• German water hazard class: 2
• Risk Statements: 43-48/22-62
• Safety Statements: 22-25-26-36/37
• TSCA Listed: false; 否
• GHS Pictograms: GHS07; GHS08
• GHS Signal Word: Warning
• GHS Hazard statements: H317-H361f-H373; H361-H373-H317
• GHS Precautionary statements: P260-P261-P302+P352-P321-P405-P501A; P280
• Personal Protective Equipment: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges

Product Information

• Purity: 95%; 97+%; 98%; 99%
• Empirical Formula (Hill Notation): C9H9NO2

DETAILS

Sigma Aldrich - 346802

Application
Catalyst for enantioselective cyclopropanations.1
Packaging
1, 5 g in glass bottle