2-Phenylindole

2-Phenylindole
  • CAS No.:948-65-2
Other grades of this product :
2-Phenylindole Basic information
Product Name:2-Phenylindole
Synonyms:1H-Indole,2-phenyl-;2-phenyl-1h-indol;2-phenyl-indol;a-Phenylindole;2-Phenylindole ,99%;NSC 15776;2-Phenylindole technical grade, 95%;PHENYLINDOL,ALPHA-
CAS:948-65-2
MF:C14H11N
MW:193.24
EINECS:213-436-3
Product Categories:Pyridines;Building Blocks;Heterocyclic Building Blocks;Building Blocks;Heterocycle-Indole series;intermediates;Indole;Heterocyclic Compounds;Indoles;Simple Indoles;C13 to C27;Chemical Synthesis;Heterocyclic Building Blocks
Mol File:948-65-2.mol
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)
Fp 250°C/10mm
storage temp. Sealed in dry,Room Temperature
solubility almost transparency in Methanol
form Powder
pka16.80±0.30(Predicted)
color Off-white to beige or slightly green
CAS DataBase Reference948-65-2(CAS DataBase Reference)
NIST Chemistry Reference1H-Indole, 2-phenyl-(948-65-2)
EPA Substance Registry System1H-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 Information
ProviderLanguage
2-Phenylindole English
ACROS English
SigmaAldrich English
ALFA English
2-Phenylindole Usage And Synthesis
Chemical Propertiesoff-white to beige or slightly green powder
UsesReactant 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†
UsesPhenylindole is a stabilizer in PVC-plastic products (α-phenylindole).
UsesReactant 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
Reactant in:
  • Difluorohydroxylation reactions?
  • Mannich-type reactions?
Preparation2-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.
Synthesis Reference(s)Tetrahedron Letters, 33, p. 1459, 1992 DOI: 10.1016/S0040-4039(00)91646-0Journal of Heterocyclic Chemistry, 29, p. 1085, 1992 DOI: 10.1002/jhet.5570290509

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