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

InChI

InChI=1S/C15H13N/c1-16-14-10-6-5-9-13(14)11-15(16)12-7-3-2-4-8-12/h2-11H,1H3

InChIKey

SFWZZSXCWQTORH-UHFFFAOYSA-N

SMILES

N1(C)C2=C(C=CC=C2)C=C1C1=CC=CC=C1

CAS DataBase Reference

3558-24-5(CAS DataBase Reference)

EPA Substance Registry System

1H-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 

Yes

HS Code 

29339900

MSDS

• Language:English Provider:1-Methyl-2-phenylindole
• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

1-Methyl-2-phenylindole Usage And Synthesis

Chemical Properties

WHITE TO LIGHT GREEN-TAN CRYSTALS OR CRYST. POWDER

Uses

Reactant for preparation of:

• Cyano indoles
• Difluorohydroxy indoles

• 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 Description

Reaction 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.

1-Methyl-2-phenylindole(3558-24-5)Related Product Information

• ASTRAZON ORANGE R
• 1-Methyl-2-phenylindole
• 1-Ethyl-2-phenylindole
• 1-Methyl-2-phenylindole-3-carboxaldehyde
• BASIC RED 29
• Zindoxifene
• 5-METHYL-2-PHENYLINDOLE,5-METHYL-2-PHENYLINDOLE, 97% MIN.
• 3-METHYL-1-PHENYLINDOLIN-2-ONE
• 2-Phenylindole
• 2-PHENYL-3-(4-PIPERIDINYL)-1H-INDOLE
• 1-Methyl-2-phenyl-alpha-(piperidinomethyl)indole-3-methanol
• 1,2-DIPHENYLINDOLE
• 1,2-DIPHENYL-1H-INDOLE-3-CARBALDEHYDE
• 4b,5,9b,10-tetrahydroindeno(1,2-b)indole
• 2-(4-BROMO-PHENYL)-2,3-DIHYDRO-1H-INDOLE
• 3-(2-PHENYL-INDOL-1-YL)-PROPIONIC ACID
• 1,3-DIMETHYL-2-PHENYLINDOLE
• 5,6,6A,11A-TETRAHYDRO-11H-BENZO[A]CARBAZOLE