| Identification | More | [Name]
1-Methylindole | [CAS]
603-76-9 | [Synonyms]
1-METHYLINDOL
1-METHYLINDOLE
1-METHYLINDOLE (N-)
N-METHYLINDOLE
1-Methyl-1H-indole
Indole, 1-methyl-
1H-Indole, 1-methyl-
L-Methylindole
1-METHYLINDOLE, 97+%
N-Methyindole
1-Methylindol, 98+%
1-Methylindole,98+%
1-methyl-1h-indol | [EINECS(EC#)]
210-057-5 | [Molecular Formula]
C9H9N | [MDL Number]
MFCD00005800 | [Molecular Weight]
131.17 | [MOL File]
603-76-9.mol |
| Chemical Properties | Back Directory | [Appearance]
deep yellow viscous liquid with a very unpleasant smell | [Melting point ]
61.2°C (estimate) | [Boiling point ]
133 °C26 mm Hg(lit.)
| [density ]
1.051 g/mL at 20 °C(lit.)
| [refractive index ]
n20/D 1.606(lit.)
| [Fp ]
>230 °F
| [storage temp. ]
Refrigerator (+4°C) | [solubility ]
Chloroform (Soluble), DMSO (Slightly) | [form ]
Liquid, May Develop Some Turbidity or Precipitate | [color ]
Colorless to white | [Stability:]
Light sensitive. Combustible. Incompatible with strong oxidizing agents. | [Water Solubility ]
insoluble | [Sensitive ]
Light Sensitive | [BRN ]
111026 | [Henry's Law Constant]
8.7×100 mol/(m3Pa) at 25℃, Ebert et al. (2023) | [InChI]
1S/C9H9N/c1-10-7-6-8-4-2-3-5-9(8)10/h2-7H,1H3 | [InChIKey]
BLRHMMGNCXNXJL-UHFFFAOYSA-N | [SMILES]
Cn1ccc2ccccc12 | [LogP]
2.720 | [CAS DataBase Reference]
603-76-9(CAS DataBase Reference) | [NIST Chemistry Reference]
1H-Indole, 1-methyl-(603-76-9) | [EPA Substance Registry System]
603-76-9(EPA Substance) |
| Hazard Information | Back Directory | [Chemical Properties]
deep yellow viscous liquid with a very unpleasant smell | [Uses]
1-Methylindole is useful for the determination of association constant for the electron-donor-acceptor complexes with 1-(2,4,6-trinitrophenyl) propan-2-one. It acts as a reactant for the preparation of polycyclic derivatives of indoles, bisindole derivatives and pharmaceutically active 2-oxo-1-pyrrolidine analogues. It is also used as a reactant for the preparation of Positron Emission Tomography (PET) imaging agents of protein kinase C (PKC) and glycogen synthase kinase-3 (GSK-3). | [Preparation]
1-Methylindole is prepared by the methylation of 5-methoxytryptamine in liquid ammonia[1]. | [Synthesis Reference(s)]
Synthetic Communications, 26, p. 1349, 1996 DOI: 10.1080/00397919608003495
Tetrahedron Letters, 27, p. 377, 1986 DOI: 10.1016/S0040-4039(00)84023-X | [General Description]
1-Methylindole undergoes Au(III)/TPPMS-catalyzed benzylation reaction with benzhydryl and benzylic alcohols. | [References]
[1]
Taborsky, R. G., Delvigs, P., Page, I. H., Crawford, N. (1965). Synthesis and Preliminary Pharmacology of Some 1-Methylindoles. Journal of Medicinal Chemistry, 8(4), 460–466. https://doi.org/10.1021/jm00328a010 |
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Alfa Aesar
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Energy Chemical
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Jia Xing Isenchem Co.,Ltd
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