ChemicalBook > CAS DataBase List > 4-Bromophenol

4-Bromophenol

Product Name: 4-Bromophenol
CAS No.: 106-41-2
Chemical Name: 4-Bromophenol
Synonyms: P-BROMOPHENOL;Para Bromo Phenol;4-Bromphenol;Phenol, 4-bromo-;NSC 4970;p-Bromphenol;4-BROMOPHENOL;BROMOPHENOL-4;P-Bromophenlo;4-bromo-pheno
CBNumber: CB7181317
Molecular Formula: C6H5BrO
Formula Weight: 173.01
MOL File: 106-41-2.mol

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4-Bromophenol Property

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)

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Safety

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.

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: B75808
Product name: 4-Bromophenol
Purity: 99%
Packaging: 5g
Price: $36.76
Updated: 2025/07/31

Sigma-Aldrich

Product number: B75808
Product name: 4-Bromophenol
Purity: 99%
Packaging: 100g
Price: $78.7
Updated: 2025/07/31

TCI Chemical

Product number: B0787
Product name: 4-Bromophenol
Purity: >98.0%(GC)(T)
Packaging: 25g
Price: $19
Updated: 2025/07/31

TCI Chemical

Product number: B0787
Product name: 4-Bromophenol
Purity: >98.0%(GC)(T)
Packaging: 100g
Price: $33
Updated: 2025/07/31

Sigma-Aldrich

Product number: B75808
Product name: 4-Bromophenol
Purity: 99%
Packaging: 500g
Price: $193
Updated: 2025/07/31

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4-Bromophenol Chemical Properties,Usage,Production

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

Synthesis

m-Bromoaniline (50 g) is dissolved by boiling in a mixture of water (400 ml) and sulfuric acid (50 ml). The solution is then cooled to 10℃ and diazotized by the addition of sodium nitrite (21 g) dissolved in a small amount of water, The resulting diazonium salt solution is run in a thin stream during fifteen to thirty minutes into a boiling mixture of water (300 ml) and sulfuric acid (100 ml) contained in a flask fitted with a dropping funnel, a steam inlet tube reaching to the bottom of the flask, and an efficient condenser set for downward distillation. During the addition of the diazonium salt solution the acid solution is heated so that its volume remains constant, and steam is passed in at such a rate that at the end of the addition approximately 1 liter of distillate has been collected. Steam distillation is then continued until 2-liters of distillate has been collected. To this is added sodium chloride (150 g), and the phenol is extracted with ether, using portions of 200, 100, and 100 ml. The ether is removed from the combined extracts and the product is distilled under reduced pressure. Eight runs of 50 g, each of m-bromoaniline gave 330 g of crude m-bromophenol boiling at 100-140℃ (20-30 mm.). Redistillation gave 313 g (77.8%) of m-bromophenol which boiled at 125-130℃ at 25 mm. Treatment of this 313 g of product with sodium hydroxide and methyl sulfate gave 285 g of m-bromoanisole (4-bromophenol), b. p. 100℃ at 20 mm[1].

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.]

References

[1] Koelsch, C. Frederick. “The Preparation of m-Bromophenol.” Journal of the American Chemical Society 61 4 (1939): 969.

4-Bromophenol Preparation Products And Raw materials

Raw materials

Carbon disulfide Bromine

Preparation Products

1-BENZOFURAN-5-CARBONITRILE BENZOFURAN-5-BORONIC ACID 5-BROMO-2(3H)-BENZOXAZOLONE 4-Bromoanisole 6-Bromo-2,3-dihydro-4H-chromen-4-one 1-Benzofuran-5-carbaldehyde N-[2-(4-Bromophenoxy)ethyl]pyrrolidine 4-Benzyloxybenzeneboronic acid 4-ISOBUTOXYPHENYLBORONIC ACID 4-Bromo-2-nitrophenol 5-BROMO-2-BENZOXAZOLINONE 97 4-Hydroxyphenylboronic acid 6-BROMO-2H-1,4-BENZOXAZIN-3(4H)-ONE 4-Bromo-2-chlorophenol Tamoxifen citrate O,O-Di(4-bromophenyl)thiophosphoryl chloride 2-Amino-4-bromophenol 5-Bromo-1-benzofuran 3-(4-BROMOPHENOXY)PROPANOIC ACID 6-bromo-3,4-dihydro-2H-chromen-4-ol

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View Lastest Price from 4-Bromophenol manufacturers

Hebei Chuanghai Biotechnology Co., Ltd

Product: 4-Bromophenol 106-41-2
Price: US $1.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 10 mt
Release date: 2024-10-24

Qingdao RENAS Polymer Material Co., Ltd.

Product: P-Bromophenol 106-41-2
Price: US $0.00/kg
Min. Order: 20kg
Purity: 99%
Supply Ability: 20 tons
Release date: 2024-09-29

Hebei Chuanghai Biotechnology Co,.LTD

Product: 4-Bromophenol 106-41-2
Price: US $5.00-2.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 10000kg
Release date: 2024-09-20

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106-41-2

BrC6H4OH

Organic Building Blocks

Phenols

Oxygen Compounds

ARYL HALIDE

Building Blocks

Building Blocks for Liquid Crystals

Phenols (Building Blocks for Liquid Crystals)

intermediates

alcohol| alkyl bromide

Bromo

Halogenated

Volatiles/ Semivolatiles