5-Methylindole

The IUPAC name of 5-Methylindole is 5-methyl-1H-indole. With the CAS registry number 614-96-0, it is also named as 1H-Indole, 5-methyl-. The product's categories are Blocks; Indoles Oxindoles; Indoles and Derivatives; Pyrroles & Indoles; Indole; Indoles; Simple Indoles; Pyrroles & Indoles; Building Blocks; Heterocyclic Building Blocks. Besides, it is white to slightly beige crystalline solid, which should be stored in tightly sealed container in cool, dry place. It is light sensitive. In addition, its molecular formula is C₉H₉N and molecular weight is 131.18.

The other characteristics of this product can be summarized as: (1)EINECS: 210-400-9; (2)ACD/LogP: 2.60; (3)# of Rule of 5 Violations: 0; (4)ACD/LogD (pH 5.5): 2.6; (5)ACD/LogD (pH 7.4): 2.6; (6)ACD/BCF (pH 5.5): 55.96; (7)ACD/BCF (pH 7.4): 55.96; (8)ACD/KOC (pH 5.5): 620.54; (9)ACD/KOC (pH 7.4): 620.54; (10)#H bond acceptors: 1; (11)#H bond donors: 1; (12)#Freely Rotating Bonds: 0; (13)Index of Refraction: 1.654; (14)Molar Refractivity: 43.35 cm³; (15)Molar Volume: 118.1 cm³; (16)Surface Tension: 46.4 dyne/cm; (17)Density: 1.11 g/cm³; (18)Flash Point: 114.7 °C; (19)Melting Point: 60 °C; (20)Water Solubility: 468 mg/L at 25 °C; (21)Enthalpy of Vaporization: 48.67 kJ/mol; (22)Boiling Point: 269 °C at 760 mmHg; (23)Vapour Pressure: 0.0123 mmHg at 25 °C.

Preparation of 5-Methylindole: this chemical can be prepared by 1-(2-Amino-5-methyl-phenyl)-2-chloro-ethanone.



This reaction needs NaBH₄, Dioxane and H₂O by heating. The reaction time is 2 hours. The yield is 81 %.

Uses of 5-Methylindole: this chemical is used as an intermediate in the synthesis of compounds with a variety of pharmacological properties, such as staurosporine-like bisindole inhibitors of protein kinases. Furthermore, it can react with Benzoyl chloride to get N-Benzoyl-5-methylindole.



This reaction needs 4-(Dimethylamino)pyridine, Et₃N and CH₂Cl₂ at ambient temperature for 16 hours. The yield is 96 %.

When you are using this chemical, please be cautious about it as the following: it is irritating to eyes, respiratory system and skin. In case of contact with eyes, please rinse immediately with plenty of water and seek medical advice. And you should wear suitable protective clothing. Moreover, please avoid contact with skin and eyes.

People can use the following data to convert to the molecule structure.
(1)SMILES: Cc1ccc2c(c1)cc[nH]2
(2)InChI: InChI=1/C9H9N/c1-7-2-3-9-8(6-7)4-5-10-9/h2-6,10H,1H3
(3)InChIKey: YPKBCLZFIYBSHK-UHFFFAOYAI
(4)Std. InChI: InChI=1S/C9H9N/c1-7-2-3-9-8(6-7)4-5-10-9/h2-6,10H,1H3
(5)Std. InChIKey: YPKBCLZFIYBSHK-UHFFFAOYSA-N