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3-Bromophenol

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3-Bromophenol Basic information

Product Name:
3-Bromophenol
Synonyms:
  • M-BROMOPHENOL
  • 3-bromo-pheno
  • Phenol, m-bromo-
  • 3-Bromophenoles
  • m-Bromophenoles
  • m-Bromophenol 3-Bromophenol
  • m-bromophenol(MBP)
  • 3-BROMOPHENOL OEKANAL, 250 MG
CAS:
591-20-8
MF:
C6H5BrO
MW:
173.01
EINECS:
209-706-5
Product Categories:
  • alcohol| alkyl bromide
  • Pyridines
  • Aromatic Phenols
  • Phenol&Thiophenol&Mercaptan
  • Aromatics Compounds
  • Bromine Compounds
  • Phenols
  • Aromatics
  • Inhibitors
  • Organic Building Blocks
  • Oxygen Compounds
Mol File:
591-20-8.mol
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3-Bromophenol Chemical Properties

Melting point:
30 °C
Boiling point:
236 °C(lit.)
Density 
1,63 g/cm3
refractive index 
1.595-1.599
RTECS 
SJ7874900
Flash point:
>230 °F
storage temp. 
Store below +30°C.
solubility 
alcohol: soluble
form 
Liquid
pka
9.03(at 25℃)
color 
Clear colorless, yellow or brownish
Specific Gravity
1.610 (20/4℃)
Water Solubility 
insoluble
Sensitive 
Light Sensitive
Merck 
14,1428
BRN 
1853950
CAS DataBase Reference
591-20-8(CAS DataBase Reference)
NIST Chemistry Reference
Phenol, 3-bromo-(591-20-8)
EPA Substance Registry System
Phenol, 3-bromo- (591-20-8)
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Safety Information

Hazard Codes 
Xi,Xn
Risk Statements 
36/37/38-22-20/21/22
Safety Statements 
26-36/39-36/37/39-36
RIDADR 
2811
WGK Germany 
3
8-10-23
Hazard Note 
Harmful/Irritant
TSCA 
T
HazardClass 
6.1(b)
PackingGroup 
III
HS Code 
29081000
Hazardous Substances Data
591-20-8(Hazardous Substances Data)

MSDS

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3-Bromophenol Usage And Synthesis

Chemical Properties

Low-Melting Pale Yellow Semi-Solid. soluble in ether, ethanol and chloroform.

Uses

3-Bromophenol acts as an enzyme inhibitor. It is used in the preparation of 3-bromophenyl ester by reaction with benzoyl chloride in presence of triethylamine as a catalyst. It plays an important role as an intermediate in the manufacture of pharmaceuticals, agrochemicals and dyestuff and in organic synthesis.

Application

3-Bromophenol is an intermediate of organic synthesis and can be used to synthesize 3-bromoanisole; it is also the raw material for the synthesis of anticancer analgesic tramadol, triarylmethane thiophene anti-tuberculosis drugs and 4-aryl piperidine antipruritic drugs.

Preparation

3-bromophenol is synthesized by diazotization and bromination of 3-aminophenol. Dissolve 3-aminophenol in sulfuric acid, cool to below 10°C, and add aqueous sodium nitrite dropwise. After the diazotization reaction, the filtrate is filtered and hydrolyzed with cuprous bromide. Then distillation, collect the evaporated liquid with table salt and filter, the filtrate is extracted with ether, the extract is dried, distilled to recover the ether, and then distilled 3-bromophenol.

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