Basic information Uses Safety Supplier Related

(1-BROMONAPHTHALEN-4-YL)METHANOL

Basic information Uses Safety Supplier Related

(1-BROMONAPHTHALEN-4-YL)METHANOL Basic information

Product Name:
(1-BROMONAPHTHALEN-4-YL)METHANOL
Synonyms:
  • (4-BROMO-NAPHTHALEN-1-YL)-METHANOL
  • (1-BROMONAPHTHALEN-4-YL)METHANOL
  • 1-Bromo-4-hydroxymethylnaphthalene
  • (4-bromo-1-naphthalenyl)methanol
  • 4-Bromo-1-naphthalenemethanol
  • (4-Bromo-phthalen-1-yl)-methanol
  • 1-Naphthalenemethanol,4-bromo-
CAS:
56052-26-7
MF:
C11H9BrO
MW:
237.09
Mol File:
56052-26-7.mol
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(1-BROMONAPHTHALEN-4-YL)METHANOL Chemical Properties

Boiling point:
380.0±17.0 °C(Predicted)
Density 
1.544±0.06 g/cm3(Predicted)
storage temp. 
Room temperature.
pka
13.95±0.10(Predicted)
Appearance
White to off-white Solid
InChI
InChI=1S/C11H9BrO/c12-11-6-5-8(7-13)9-3-1-2-4-10(9)11/h1-6,13H,7H2
InChIKey
QAZWQAUUZFJKMU-UHFFFAOYSA-N
SMILES
C1(CO)=C2C(C=CC=C2)=C(Br)C=C1
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(1-BROMONAPHTHALEN-4-YL)METHANOL Usage And Synthesis

Uses

In industrial applications, (1-bromonaphth-4-yl)methanol is mainly used to synthesize dyes, fragrances, and pesticides.

Chemical Properties

(1-Bronaphthalen-4-yl)methanol is a white crystal or crystalline powder, and has good solubility in organic solvents such as alcohol and ether, but is insoluble in water.

Synthesis

Methyl (4-bromo-1-naphthyl) acetate (14.97 g, 53.63 mmol) and sodium hydroxide (3.22 g, 80.4 mmol) were stirred in methanol (50 ml)-water (30 ml)-tetrahydrofuran (30 ml) for 30 min at room temperature. The reaction solution was concentrated, diluted with water and extracted twice with ethyl acetate. The collected organic layer was dried with anhydrous sodium sulfate and the solvent was evaporated under reduced pressure. The crude product obtained was purified by silica gel column chromatography (hexane/ethyl acetate = 3/1-2/1) and the target substance was crystallized from ethyl acetate-hexane. The yield of white crystals was 11.77 g in 93% yield.

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