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HomeProduct name list4-Bromophenol

4-Bromophenol

Synonym(s):p-Bromophenol;1-Bromo-4-hydroxybenzene

  • CAS NO.:106-41-2
  • Empirical Formula: C6H5BrO
  • Molecular Weight: 173.01
  • MDL number: MFCD00002313
  • EINECS: 203-394-4
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-10-24 21:11:45
4-Bromophenol Structural

What is 4-Bromophenol?

Chemical properties

4-Bromophenol is a pinkish-brown crystalline solid. four-sided biconical crystal precipitated from ether or chloroform. The melting point is 66.4 ℃, and a small amount of water can reduce the melting point a lot. Soluble in water, chloroform, easily soluble in ethanol, ether and glacial acetic acid, soluble in 7 parts of water.

The Uses of 4-Bromophenol

4-Bromophenol is used as an intermediate in medicine grade. It is also used as a phenol that is used in Stille reactions. It is used in the intermediate of organic synthesis, flame retardant and pharmaceutical industry.

What are the applications of Application

4-Bromophenol is a phenol that is used in Stille reactions

What are the applications of Application

4-Bromophenol is a phenolic derivative that It can used as a reagent in Stille reactions or Intermediates of Liquid Crystals.

Preparation

4-Bromophenol is synthesized by bromination of phenol. The bromine and carbon disulfide solution was added to the phenolic carbon disulfide solution, and the addition was started below 5°C, and the addition was completed under stirring for 2 hours. Phenol and bromine are approximately equimolar ingredients. Distill the reactant to remove carbon disulfide, and then conduct fractional distillation under reduced pressure to collect fractions at 145-150°C (3.32-3.99kPa) to obtain the product. Yield 80-84%.

Definition

ChEBI: 4-bromophenol is a bromophenol containing only hydroxy and bromo substituents that are para to one another. It has a role as a mouse metabolite, a persistent organic pollutant, a human xenobiotic metabolite, a rat metabolite, a human urinary metabolite and a marine metabolite.

Synthesis Reference(s)

Tetrahedron, 45, p. 7869, 1989 DOI: 10.1016/S0040-4020(01)85800-2
The Journal of Organic Chemistry, 23, p. 280, 1958 DOI: 10.1021/jo01096a033

Purification Methods

Crystallise the phenol from CHCl3, CCl4, pet ether (b 40-60o), or water and dry it at 70o under vacuum for 2hours. [Beilstein 6 IV 1043.]

Properties of 4-Bromophenol

Melting point: 61-64 °C (lit.)
Boiling point: 235-236 °C (lit.)
Density  1.84
refractive index  1.5085 (estimate)
Flash point: 235-238°C
storage temp.  room temp
solubility  14g/l
form  Crystalline Solid
pka 9.37(at 25℃)
color  Pinkish-brown
Water Solubility  It is insoluble in water. It is soluble in 5%ethanol.
λmax 282nm(EtOH)(lit.)
Merck  14,1428
BRN  1680024
CAS DataBase Reference 106-41-2(CAS DataBase Reference)
NIST Chemistry Reference 4-Bromophenol(106-41-2)
EPA Substance Registry System Phenol, 4-bromo- (106-41-2)

Safety information for 4-Bromophenol

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H302:Acute toxicity,oral
H315:Skin corrosion/irritation
Precautionary Statement Codes P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P270:Do not eat, drink or smoke when using this product.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P301+P312:IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P302+P352:IF ON SKIN: wash with plenty of soap and water.
P332+P313:IF SKIN irritation occurs: Get medical advice/attention.

Computed Descriptors for 4-Bromophenol

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