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4-Propoxyphenol

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4-Propoxyphenol Basic information

Product Name:
4-Propoxyphenol
Synonyms:
  • HYDROQUINONE MONO-N-PROPYL ETHER
  • HYDROQUINONE MONOPROPYL ETHER
  • 4-PROPYLOXYPHENOL
  • 4-PROPOXYPHENOL
  • 4-N-PROPOXYPHENOL
  • 4-N-PROPYLOXYPHENOL
  • P-PROPOXYPHENOL
  • 4-propoxy-pheno
CAS:
18979-50-5
MF:
C9H12O2
MW:
152.19
Product Categories:
  • Aromatic Phenols
  • API intermediates
  • Building Blocks for Liquid Crystals
  • Functional Materials
  • Phenols (Building Blocks for Liquid Crystals)
  • Liquid Crystal intermediates
Mol File:
18979-50-5.mol
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4-Propoxyphenol Chemical Properties

Melting point:
54-56 °C(lit.)
Boiling point:
234.66°C (rough estimate)
Density 
1.0505 (rough estimate)
refractive index 
1.4910 (estimate)
Flash point:
>230 °F
storage temp. 
Inert atmosphere,Room Temperature
solubility 
DMSO (Slightly), Methanol (Slightly)
form 
Solid
pka
10.34±0.15(Predicted)
color 
Light Brown
CAS DataBase Reference
18979-50-5(CAS DataBase Reference)
NIST Chemistry Reference
4-Propoxyphenol(18979-50-5)
EPA Substance Registry System
Phenol, 4-propoxy- (18979-50-5)
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Safety Information

Hazard Codes 
Xi,Xn
Risk Statements 
36/37/38-22
Safety Statements 
22-24/25-37/39-26
WGK Germany 
3
TSCA 
Yes
HS Code 
29071990

MSDS

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4-Propoxyphenol Usage And Synthesis

Chemical Properties

BEIGE CRYSTALLINE POWDER

Uses

Intermediates of Liquid Crystals

Synthesis

71-23-8

106-51-4

18979-50-5

To a mixture of p-benzoquinone (1 mmol) and n-propanol (4.0 mL) was added Amberlyst-15 (40 mg), and the mixture was reacted at reflux for 4-7 hours at 100 °C until the p-benzoquinone was fully reacted (monitored by TLC). After completion of the reaction, the reaction mixture was filtered and the residue was washed with ethyl acetate (25 mL). The washed solution was combined with the filtrate, water (25 mL) was added to the combined solution, and the aqueous layer was extracted with ethyl acetate (2 x 10 mL). The ethyl acetate extracts were combined and dried with anhydrous Na2SO4. The dried extracts were concentrated under reduced pressure and the resulting crude product was purified by silica gel column chromatography with the eluent being a mixed solvent of ethyl acetate-petroleum ether. The purified product was further crystallized using CH2Cl2-petroleum ether mixed solvent. All the synthesized 4-propoxyphenols were characterized by physical properties, elemental analysis and spectral data.

References

[1] Tetrahedron Letters, 2014, vol. 55, # 1, p. 86 - 89

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