4-Bromophenol

4-Bromophenol Basic information
Product Name:4-Bromophenol
Synonyms:BROMOPHENOL-4;4-BROMOHYDROXYBENZENE;4-Bromophenol p-Bromophenol;4-BROMOPHENOL;AKOS BBS-00004402;4-Bromophbenol;4-Bromophenoles;p-Bromophenoles
CAS:106-41-2
MF:C6H5BrO
MW:173.01
EINECS:203-394-4
Product Categories:intermediates;alcohol| alkyl bromide;Bromo;Halogenated;Volatiles/ Semivolatiles;Building Blocks for Liquid Crystals;Functional Materials;Phenols (Building Blocks for Liquid Crystals);Phenyls & Phenyl-Het;Aromatic Phenols;Halides;Phenyls & Phenyl-Het;Heterocyclic Compounds;A-BAlphabetic;Alpha Sort;B;BI - BZChemical Class;Organic Building Blocks;Oxygen Compounds;Phenols
Mol File:106-41-2.mol
4-Bromophenol Structure
4-Bromophenol Chemical Properties
Melting point 61-64 °C (lit.)
Boiling point 235-236 °C (lit.)
density 1.84
refractive index 1.5085 (estimate)
Fp 235-238°C
storage temp. room temp
solubility 14g/l
form Crystalline Solid
pka9.37(at 25℃)
color Pinkish-brown
Water Solubility It is insoluble in water. It is soluble in 5%ethanol.
λmax282nm(EtOH)(lit.)
Merck 14,1428
BRN 1680024
CAS DataBase Reference106-41-2(CAS DataBase Reference)
NIST Chemistry Reference4-Bromophenol(106-41-2)
EPA Substance Registry SystemPhenol, 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
8-10-23
Hazard Note Irritant
TSCA Yes
HazardClass 6.1(b)
PackingGroup III
HS Code 29081000
Hazardous Substances Data106-41-2(Hazardous Substances Data)
Toxicitymouse,LD50,intraperitoneal,411mg/kg (411mg/kg),Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 44(12), Pg. 19, 1979.
MSDS Information
ProviderLanguage
4-Bromophenol English
SigmaAldrich English
ACROS English
ALFA English
4-Bromophenol Usage And Synthesis
Chemical Properties4-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.
Uses4-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.
Application4-Bromophenol is a phenolic derivative that It can used as a reagent in Stille reactions or Intermediates of Liquid Crystals.
Preparation4-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%.
DefinitionChEBI: 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 MethodsCrystallise 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.]
3,4,5,6-TETRABROMO-O-CRESOL 4-Bromophenol, ethyl ether bromophenylphenol 4-BROMOPHENOL [307.1.7] 2-((1R)-1-AMINO-2,2,2-TRIFLUOROETHYL)-4-BROMOPHENOL 4-BROMOPHENYL 2-CHLOROETHYL ETHER 2-Amino-6-bromophenol 2-AMINO-5-BROMOPHENOL 2-AMINO-4-BROMOPHENOL HCL 1-(4'-Bromophenoxy)-1-ethoxyethane bromophenol 2-Bromophenol, ethyl ether 2-Amino-6-bromo-4-methoxyphenol Phenol, 4,4'-(1-methylethylidene)bis[2,6-dibromo-, polymer with 1,2-dibromoethane Bromophenol Blue sodium salt,BROMOPHENOL BLUE SODIUM SALT, REAG,BROMOPHENOL BLUE ACS SODIUM SALT,bromophenol blue sodium salt, acs,bromophenol blue solution 4-BROMO-3-(TRIFLUOROMETHYL)PHENOL / 3-TRIFLUOROMETHYL-4-BROMOPHENOL TBBPA carbonate oligomer BC58 3-CHLORO-4-BROMOPHENOL

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