2-(3-formyl-1H-indol-1-yl)acetic acid

• ChemBase ID: 11467
• Molecular Formular: C11H9NO3
• Molecular Mass: 203.19406
• Monoisotopic Mass: 203.05824315
• SMILES: n1(cc(c2c1cccc2)C=O)CC(=O)O
• Canonical SMILES: O=Cc1cn(c2c1cccc2)CC(=O)O
• InChI: InChI=1S/C11H9NO3/c13-7-8-5-12(6-11(14)15)10-4-2-1-3-9(8)10/h1-5,7H,6H2,(H,14,15)
• InChIKey: ZUUGBTJTGRTIFK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(3-formyl-1H-indol-1-yl)acetic acid
• IUPAC Traditional name: (3-formylindol-1-yl)acetic acid
• Synonyms: (3-Formyl-1-indolyl)acetic acid; 2-(3-formyl-1H-indol-1-yl)acetic acid; (3-Formyl-1H-indol-1-yl)acetic acid; (3-Formyl-indol-1-yl)-acetic acid; Indole-n-acetic acid-3-carboxaldehyde; 1-(Carboxymethyl)indole-3-carboxaldehyde; 3-Formylindole-1-acetic acid; N-乙酸-3-吲哚甲醛; 3-甲醛吲哚基-1-醋酸

Database IDs

• CAS Number: 138423-98-0
• EC Number: None
• MDL Number: MFCD00452923
• Beilstein Number: 5431204
• PubChem SID: 160974774; 24850291
• PubChem CID: 771465

CALCULATED PROPERTIES

• Acid pKa: 4.0378556
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.012996975
• LogD (pH = 7.4): -1.6507862
• Log P: 1.4861696
• Molar Refractivity: 54.7098 cm^3
• Polarizability: 21.621078 Å^3
• Polar Surface Area: 59.3 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 197-200 °C; 197-200 °C(lit.); ca 205°C dec.
• Partition Coefficient: 2.094

Safety Information

• Storage Warning: IRRITANT
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36; 26-37
• TSCA Listed: false; 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥97.0%; 95+%; 97+%
• Empirical Formula (Hill Notation): C11H9NO3
• Classification: Derivatives & analogs of Natural Compounds

DETAILS

Sigma Aldrich - 17028

Other Notes
Handle to synthesize an indolecarboxaldehyde resin by coupling to an amino-resin. Amines and derivatives can be immobilized by reductive amination of this aldehyde resin. Mild cleavage with 50% TFA1
Packaging
1 g in glass bottle