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Phthalan

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Phthalan Basic information

Product Name:
Phthalan
Synonyms:
  • PHTHALAN
  • O-XYLYLENE OXIDE
  • Isobenzofuran
  • Isobenzofuran, 1,3-dihydro-
  • ISOCOUMARAN
  • 1,3-DIHYDRO-2-BENZOFURAN
  • 1,3-DIHYDROISOBENZOFURAN
  • 2,5-dihydro-3,4-benzofuran
CAS:
496-14-0
MF:
C8H8O
MW:
120.15
EINECS:
207-815-2
Mol File:
496-14-0.mol
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Phthalan Chemical Properties

Melting point:
6°C
Boiling point:
192 °C (lit.)
Density 
1.098 g/mL at 25 °C (lit.)
refractive index 
n20/D 1.546(lit.)
Flash point:
146 °F
solubility 
Low aqueous solubility.
form 
Liquid
color 
Colorless to Almost colorless
BRN 
111932
InChI
1S/C8H8O/c1-2-4-8-6-9-5-7(8)3-1/h1-4H,5-6H2
InChIKey
SFLGSKRGOWRGBR-UHFFFAOYSA-N
SMILES
C1OCc2ccccc12
CAS DataBase Reference
496-14-0(CAS DataBase Reference)
NIST Chemistry Reference
Phthalan(496-14-0)
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Safety Information

Risk Statements 
36/37/38
Safety Statements 
24/25-3/9/49
WGK Germany 
3
HS Code 
29321900
Storage Class
10 - Combustible liquids

MSDS

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Phthalan Usage And Synthesis

Chemical Properties

clear colourless to slightly yellow liquid

Uses

Phthalan s a benzofuran compound participating in a variety of organic reactions. It is used in the arylation of tetrahydroquinolines and isochromans, as well as the oxidation and amination of benzylic sp3 C-H bonds.

Synthesis

Et3SiH (4 equiv) was added to a stirred solution of 2-hydroxychalcone derivative (0.5 mmol, 1 equiv) and InCl3 (0.5 ) in anhydrous acetonitrile (2.5 mL). equiv) in a stirred solution in anhydrous acetonitrile (2.5 mL). Reflow the reaction mixture. Add water to the reaction mixture. Extract the reaction mixture with dichloromethane. Wash the combined organic layers with brine. Dry the combined organic layers with anhydrous Na 2 SO 4 . Concentrate the layers under vacuum. The reaction was carried out by silica gel column chromatography (petroleum ether/ethyl acetate = The resulting solution was purified by silica gel column chromatography (petroleum ether/ethyl acetate= 50:1) to afford 1,3-dihydroisobenzofuran.

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