2-Phenylindole Chemical Properties

Melting point:

188-190 °C (lit.)

Boiling point:

250 °C/10 mmHg (lit.)

Density 

1.1061 (rough estimate)

refractive index 

1.5850 (estimate)

Flash point:

250°C/10mm

storage temp. 

Sealed in dry,Room Temperature

solubility 

almost transparency in Methanol

form 

Powder

pka

16.80±0.30(Predicted)

color 

Off-white to beige or slightly green

CAS DataBase Reference

948-65-2(CAS DataBase Reference)

NIST Chemistry Reference

1H-Indole, 2-phenyl-(948-65-2)

EPA Substance Registry System

1H-Indole, 2-phenyl- (948-65-2)

Safety Information

Hazard Codes 

Xi

Risk Statements 

37/38-41

Safety Statements 

26-39

WGK Germany 

3

RTECS 

NM1272500

TSCA 

Yes

HS Code 

29309090

MSDS

• Language:English Provider:2-Phenylindole
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2-Phenylindole Usage And Synthesis

Chemical Properties

off-white to beige or slightly green powder

Uses

Reactant for preparation of: • ;Oxopyrrolidine analogs via iodine-catalyzed Markovnikov addition1• ;Tryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles as potential anticancer immunomodulators2• ;Organic light emitting diodes (OLEDs)3• ;Anti inflammatory agents4• ;Potential cyclooxygenase-1 (COX-1)/cyclooxygenase-2 (COX-2) inhibitors5• ;Agents for cancer and malaria therapy6• ;Antifungal and antibacterial agents7• ;Fluorescent probes8Reactant in:• ;Difluorohydroxylation reactions†• ;Mannich-type reactions†

Uses

Phenylindole is a stabilizer in PVC-plastic products (α-phenylindole).

Uses

Reactant for preparation of:

• Oxopyrrolidine analogs via iodine-catalyzed Markovnikov addition
• Tryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles as potential anticancer immunomodulators
• Organic light emitting diodes (OLEDs)
• Anti inflammatory agents
• Potential cyclooxygenase-1 (COX-1)/cyclooxygenase-2 (COX-2) inhibitors
• Agents for cancer and malaria therapy
• Antifungal and antibacterial agents
• Fluorescent probes

• Difluorohydroxylation reactions?
• Mannich-type reactions?

Preparation

2-phenylindole is prepared by condensing phenylhydrazine and acetophenone, and then closing the ring in the presence of zinc chloride. or it can be prepared by heating bromoacetophenone with excess aniline, or heating N-(2-methylphenyl)benzamide and sodium ethoxide at 360-380℃ in isolation from air.

Definition

ChEBI: 2-phenyl-1H-indole is a phenylindole.

Synthesis Reference(s)

Tetrahedron Letters, 33, p. 1459, 1992 DOI: 10.1016/S0040-4039(00)91646-0
Journal of Heterocyclic Chemistry, 29, p. 1085, 1992 DOI: 10.1002/jhet.5570290509

2-Phenylindole(948-65-2)Related Product Information

• 1-Phenyl-2-nitropropene
• Indometacin
• Indole-3-acetic acid
• 2-Methylindole
• Indole-3-butyric acid
• 1-PHENYL-2-PROPANOL
• Phenylacetone
• SODIUM 2-PHENYLINDOLE-5-SULFONATE,2-phenylindole-5-sulfonicacidsodiumsal
• BASIC RED 29
• 5-METHYL-2-PHENYLINDOLE
• 4',6-Diamidino-2-phenylindole dihydrochloride
• 2-(4-CHLOROPHENYL)INDOLE
• N-METHYL-2-PHENYLINDOLE,1-METHYL-2-PHENYLINDOLE
• 1-ETHYL-2-PHENYLINDOLE,N-ETHYL-2-PHENYLINDOLE
• 5,6-METHYLENEDIOXY-2-PHENYLINDOLE
• N-Methyl-2-Phenylindole-3-Carboxaldehyde,1-METHYL-2-PHENYLINDOLE-3-CARBOXALDEHYDE,3-FORMYL-1-METHYL-2-PHENYLINDOLE,1-METHYL-2-PHENYLINDOLE-3-CARBOXYALDEHYDE
• 3-(4-Fluorophenyl)-1-isopropyl-1H-indole
• 1-Phenyloxindole