Indole-6-carboxylic acid

The IUPAC name of Indole-6-carboxylic acid is 1H-indole-6-carboxylic acid. With the CAS registry number 1670-82-2, it is also named as 6-Indolecarboxylic acid. The product's categories are Blocks; Carboxes; Indoles Oxindoles; Indole / Indoline / Oxindole; Indoles and Derivatives; Carboxylic Acids; Pyrroles & Indoles; Organic Acids; Indoles; Simple Indoles; Indole; Carboxylic Acids; Pyrroles & Indoles; Building Blocks; Heterocyclic Building Blocks. Besides, it is yellow-beige to orange-brown powder, which should be stored in closed containers in a cool, dry place. In addition, its molecular formula is C₉H₇NO₂ and molecular weight is 161.16.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 1.82; (2)#of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.7; (4)ACD/LogD (pH 7.4): -0.94; (5)ACD/BCF (pH 5.5): 1.07; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 17.54; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 3; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 1; (12)Index of Refraction: 1.725; (13)Molar Refractivity: 45.45 cm³; (14)Molar Volume: 114.4 cm³; (15)Surface Tension: 71.6 dyne/cm; (16)Density: 1.408 g/cm³; (17)Flash Point: 207.6 °C; (18)Melting Point: 248-254 °C; (19)Enthalpy of Vaporization: 70.99 kJ/mol; (20)Boiling Point: 419.6 °C at 760 mmHg; (21)Vapour Pressure: 8.6E-08 mmHg at 25 °C.

Preparation of Indole-6-carboxylic acid: this chemical can be prepared by 3-Amino-4-(2,2-dimethoxy-ethyl)-benzoic acid.



This reaction needs aq. HCl and Ethanol at temperature of 60 °C. The reaction time is 30 min. The yield is 97 %.

Uses of Indole-6-carboxylic acid: this chemical can be used in organic synthesis. And it can react with (R,S)-4,4,4-Trifluoro-2-methylbutanamine hydrochloride to get 1H-Indole-6-carboxylic acid (4,4,4-trifluoro-2-methyl-butyl)-amide.



This reaction needs 1-<(3-dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride, 4-(dimethylamino)pyridine, triethylamine and CH₂Cl₂ at ambient temperature for 18 hours. The yield is 60 %.

When you are using this chemical, please be cautious about it as the following: it is harmful by inhalation, in contact with skin and if swallowed. Please do not breathe dust. Moreover, it is irritating to eyes, respiratory system and skin. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. And you should wear suitable gloves and eye/face protection to avoid contact with skin and eyes.

People can use the following data to convert to the molecule structure.
(1)SMILES: c1cc(cc2c1cc[nH]2)C(=O)O
(2)InChI: InChI=1/C9H7NO2/c11-9(12)7-2-1-6-3-4-10-8(6)5-7/h1-5,10H,(H,11,12)
(3)InChIKey: GHTDODSYDCPOCW-UHFFFAOYAL
(4)Std. InChI: InChI=1S/C9H7NO2/c11-9(12)7-2-1-6-3-4-10-8(6)5-7/h1-5,10H,(H,11,12)
(5)Std. InChIKey: GHTDODSYDCPOCW-UHFFFAOYSA-N