4-Bromophenol Chemical Properties

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

Hazard Codes 

Xn,Xi

Risk Statements 

22-36/37/38-20/21/22

Safety Statements 

26-37/39-36

RIDADR 

2811

WGK Germany 

2

RTECS 

SJ7960000

F 

8-10-23

Hazard Note 

Irritant

TSCA 

Yes

HazardClass 

6.1(b)

PackingGroup 

III

HS Code 

29081000

Hazardous Substances Data

106-41-2(Hazardous Substances Data)

Toxicity

mouse,LD50,intraperitoneal,411mg/kg (411mg/kg),Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 44(12), Pg. 19, 1979.

MSDS

• Language:English Provider:4-Bromophenol
• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

4-Bromophenol Usage And Synthesis

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.

Uses

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.

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.]

4-Bromophenol(106-41-2)Related Product Information

• p-Cresol
• 2-Phenylphenol
• 4-Chlorophenol
• 4-Bromostyrene
• 4-Bromophenylacetic acid
• 4-Bromophenylacetonitrile
• 4-Nitrophenol
• 4-tert-Butylphenol
• 4-Aminophenol
• 3,4,5,6-TETRABROMO-O-CRESOL
• 2,4,6-Tribromophenol
• 2,4-BROMOPHENOL
• 4-Bromoanisole
• 1-(4'-Bromophenoxy)-1-ethoxyethane
• Bis(4-bromophenyl) ether
• 4-Bromophenoxybenzene
• 4-Bromophenol, ethyl ether
• ORTHO-BROMOPHENOL