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4-Bromothiophenol

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4-Bromothiophenol Basic information

Product Name:
4-Bromothiophenol
Synonyms:
  • 4-BROMOBENZENETHIOL
  • 4-BROMOTHIOPHENOL
  • 4-Bromothiophenol,98%
  • 4-Bromothiophenol 97%
  • 4-bromobenzene-1-thiol
  • 4-Bromothiophenol,95%
  • 4-Bromobenzenethiol, 4-Bromophenyl mercaptan
  • Benzenethiol, p-bromo-
CAS:
106-53-6
MF:
C6H5BrS
MW:
189.07
EINECS:
203-407-3
Product Categories:
  • Phenyls & Phenyl-Het
  • Miscellaneous
  • Phenol&Thiophenol&Mercaptan
  • Phenyls & Phenyl-Het
Mol File:
106-53-6.mol
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4-Bromothiophenol Chemical Properties

Melting point:
73-76 °C (lit.)
Boiling point:
239 °C (lit.)
Density 
1.5260
Flash point:
239°C
storage temp. 
Inert atmosphere,Room Temperature
Water Solubility 
Slightly soluble in water
pka
6.08±0.10(Predicted)
form 
Crystals or Crystalline Powder
color 
White to beige
Sensitive 
Air Sensitive
BRN 
507031
InChIKey
FTBCOQFMQSTCQQ-UHFFFAOYSA-N
CAS DataBase Reference
106-53-6(CAS DataBase Reference)
NIST Chemistry Reference
Benzenethiol, 4-bromo-(106-53-6)
EPA Substance Registry System
Benzenethiol, 4-bromo- (106-53-6)
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Safety Information

Hazard Codes 
Xi,T,C
Risk Statements 
36/37/38
Safety Statements 
26-36
RIDADR 
2923
WGK Germany 
3
10-13-23
Hazard Note 
Irritant
TSCA 
T
HazardClass 
8
PackingGroup 
III
HS Code 
29309070

MSDS

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4-Bromothiophenol Usage And Synthesis

Chemical Properties

White to beige Crystalline powder or crystals, slightly soluble in water. Air sensitive, strongly irritating to eyes, respiratory system and skin.

Uses

4-Bromothiophenol is a reagent used in the synthesis of indolyl-3-ehtanone-α-thioethers which act as non-toxic antimalrial agents. These compounds show anti-malarial activity, with no toxicity to a HeLa cell line.

Application

4-Bromobenzenethiol can undergo Suzuki-Miyaura reaction on palladium nanoparticles, whereas on gold nanoparticles it only undergoes a self-coupling reaction, and these two processes are known as hot carrier-induced processes.

Synthesis

4-Bromothiophenol can be synthesized via the reduction of 4-bromo-benzenesulfonyl chloride by red phosphorus and iodine in an acidic solution. Hydrogenation of 4,4'-dibromodiphenyl disulfide also produces 4-bromothiophenol.

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