ChemicalBook > CAS DataBase List > 6-Bromo-1-hydroxynaphthalene

6-Bromo-1-hydroxynaphthalene

Product Name
6-Bromo-1-hydroxynaphthalene
CAS No.
91270-68-7
Chemical Name
6-Bromo-1-hydroxynaphthalene
Synonyms
6-broMonaphthalen-1-ol;6-Bromo-1-naphthol;6-Bromo-1-naphthalenol;Duloxetine Impurity 34;1-Naphthalenol, 6-bromo-;6-Bromo-1-hydroxyphthalene;6-Bromo-1-hydroxynaphthalene;Allisartan Isoproxil Impurity 29;6-Bromo-1-hydroxynaChemicalbookphthalene;6-BROMO-1-HYDROXYNAPHTHALENE, 6-Bromonaphthalen-1-ol
CBNumber
CB32506851
Molecular Formula
C10H7BrO
Formula Weight
223.07
MOL File
91270-68-7.mol
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6-Bromo-1-hydroxynaphthalene Property

Melting point:
128.5-129.5 °C
Boiling point:
353.8±15.0 °C(Predicted)
Density 
1.614±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,Room Temperature
pka
8.93±0.40(Predicted)
Appearance
Brown to gray Solid
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TRC
Product number
B292425
Product name
6-Bromonaphthalen-1-ol
Packaging
10mg
Price
$45
Updated
2021/12/16
TRC
Product number
B292425
Product name
6-Bromonaphthalen-1-ol
Packaging
100mg
Price
$200
Updated
2021/12/16
ChemScene
Product number
CS-0060671
Product name
6-Bromonaphthalen-1-ol
Purity
>97.0%
Packaging
100mg
Price
$174
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB141325
Product name
6-Bromonaphthalen-1-ol
Packaging
100mg
Price
$200
Updated
2021/12/16
ChemScene
Product number
CS-0060671
Product name
6-Bromonaphthalen-1-ol
Purity
>97.0%
Packaging
250mg
Price
$245
Updated
2021/12/16
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6-Bromo-1-hydroxynaphthalene Chemical Properties,Usage,Production

Synthesis

66361-67-9

91270-68-7

General procedure for the synthesis of 6-bromo-1-hydroxynaphthalene from 6-bromo-3,4-dihydronaphthalen-1(2H)-one: 6-bromo-3,4-dihydronaphthalen-1(2H)-one (350 mg, 1.57 mmol) was dissolved in a solvent mixture of methylene chloride (2 mL) and methanol (2 mL). A solution of tetrabutylammonium tribromide (832 mg, 1.73 mmol) in dichloromethane (4 mL) was slowly added dropwise at room temperature, and the dropwise process was controlled to be completed within 1 hour. After the dropwise addition, the reaction mixture was continued to be stirred at room temperature for 15 hours. Upon completion of the reaction, the reaction solution was concentrated. The residue was redissolved in dichloromethane and washed three times with saturated sodium bicarbonate solution. The organic layer was separated and concentrated and the residue was dissolved in dimethylformamide (10 mL). Lithium carbonate (286 mg, 3.29 mmol) and lithium bromide (372 mg, 5.02 mmol) were then added and the reaction mixture was stirred at 140 °C for 1.5 hours. After completion of the reaction, it was cooled to room temperature, the solid was filtered and washed with ethyl acetate. The filtrate was washed four times with water and dried with anhydrous sodium sulfate. 6-Bromo-1-hydroxynaphthalene was finally obtained as a brown solid (195 mg, 56% yield).1H NMR (400 MHz, CDCl3) δ: 8.06 (d, J = 9.2Hz, 1H), 7.97 (d, J = 2.4Hz, 1H), 7.54 (dd, J = 8.8Hz, 2.0Hz, 1H), 7.35-7.29 (m. 2H), 6.80 (dd, J = 6.0 Hz, 1.6 Hz, 1H), 5.20 (s, 1H).

References

[1] Patent: WO2014/25708, 2014, A1. Location in patent: Page/Page column 74
[2] Bioorganic and Medicinal Chemistry, 2013, vol. 21, # 5, p. 1284 - 1304

6-Bromo-1-hydroxynaphthalene Preparation Products And Raw materials

Raw materials

Preparation Products

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91270-68-7, 6-Bromo-1-hydroxynaphthaleneRelated Search:


  • 6-Bromo-1-hydroxynaphthalene
  • 6-broMonaphthalen-1-ol
  • 6-BROMO-1-HYDROXYNAPHTHALENE, 6-Bromonaphthalen-1-ol
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  • 6-Bromo-1-hydroxynaChemicalbookphthalene
  • Duloxetine Impurity 34
  • 6-Bromo-1-naphthalenol
  • Allisartan Isoproxil Impurity 29
  • 91270-68-7