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1-Methyl-2-phenylindole

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1-Methyl-2-phenylindole Basic information
Product Name:1-Methyl-2-phenylindole
Synonyms:1-methyl-2-phenyl-1h-indol;1-METHYL-2-PHENYLINDOLE;1-Methyl-2-Phenylindol;1-METHYL-2-PHENYLINDOLE 99+%;2-Phenyl-N-methylindole;2-Phenyl-1-methyl-1H-indole;5-amino-4-(4-aminophenyl)imino-2-methyl-1-cyclohexa-2,5-dienone;NSC 63793
CAS:3558-24-5
MF:C15H13N
MW:207.27
EINECS:222-618-1
Product Categories:Heterocycle-Indole series;Intermediates of Dyes and Pigments;Indole;Indoles;Simple Indoles;Building Blocks;Heterocyclic Building Blocks;intermediates
Mol File:3558-24-5.mol
1-Methyl-2-phenylindole Structure
1-Methyl-2-phenylindole Chemical Properties
Melting point 98-100 °C (lit.)
Boiling point 336.3°C (rough estimate)
density 1.0880 (rough estimate)
refractive index 1.5720 (estimate)
storage temp. 2-8°C
form powder to crystal
color White to Light yellow
BRN 148770
InChIInChI=1S/C15H13N/c1-16-14-10-6-5-9-13(14)11-15(16)12-7-3-2-4-8-12/h2-11H,1H3
InChIKeySFWZZSXCWQTORH-UHFFFAOYSA-N
SMILESN1(C)C2=C(C=CC=C2)C=C1C1=CC=CC=C1
CAS DataBase Reference3558-24-5(CAS DataBase Reference)
EPA Substance Registry System1H-Indole, 1-methyl-2-phenyl- (3558-24-5)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 24/25-26
WGK Germany 3
TSCA TSCA listed
HS Code 29339900
Storage Class11 - Combustible Solids
Hazard ClassificationsEye Irrit. 2
Skin Irrit. 2
STOT SE 3
MSDS Information
ProviderLanguage
1-Methyl-2-phenylindole English
ACROS English
SigmaAldrich English
ALFA English
1-Methyl-2-phenylindole Usage And Synthesis
Chemical PropertiesWHITE TO LIGHT GREEN-TAN CRYSTALS OR CRYST. POWDER
UsesReactant for preparation of:
  • Cyano indoles
  • Difluorohydroxy indoles

Reactant for:
  • Carboxylation of indoles
  • Allylation of indoles
  • Formylation of indoles
  • Nitrosylation of indoles
Synthesis Reference(s)Tetrahedron Letters, 34, p. 2059, 1993 DOI: 10.1016/S0040-4039(00)60345-3
General DescriptionReaction of 1-methyl-2-phenylindole with nitrogen dioxide or with nitrous acid (NaNO2-CH3COOH) in benzene has been studied. 1-Methyl-2-phenylindole is reported to react with malondialdehyde (MDA) and 4-hydroxyalkenals to afford a stable chromophore with intense maximal absorbance at 586nm.
References [1] Jason W. Johnston. “Evaluation of the 1-methyl-2-phenylindole colorimetric assay for aldehydic lipid peroxidation products in plants: Malondialdehyde and 4-hydroxynonenal.” Plant Physiology and Biochemistry 45 2 (2007): Pages 108-112.
[2] Dominique Gérard-Monnier. “Reactions of 1-Methyl-2-phenylindole with Malondialdehyde and 4-Hydroxyalkenals. Analytical Applications to a Colorimetric Assay of Lipid Peroxidation.” Chemical Research in Toxicology 11 10 (1998): 1176–1183.
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