4-Bromo-3-methoxyphenol

Product Name: 4-Bromo-3-methoxyphenol
CAS No.: 102127-34-4
Chemical Name: 4-Bromo-3-methoxyphenol
Synonyms: -Bromo-3-methoxyphenol;4-Bromo-5-methoxyphenol;3-methoxy-4-bromophenol;4-BROMO-3-METHOXYPHENOL;2-Bromo-5-hydroxyanisole;Phenol, 4-bromo-3-methoxy-;4-Bromo-3-methoxyphenol 98%;4-Bromo-3-methoxyphenol, >=97%
CBNumber: CB0240242
Molecular Formula: C7H7BrO2
Formula Weight: 203.03
MOL File: 102127-34-4.mol

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4-Bromo-3-methoxyphenol Property

Melting point:: 75-78°C
Boiling point:: 279.3±20.0 °C(Predicted)
Density: 1.585±0.06 g/cm3(Predicted)
storage temp.: Sealed in dry,Room Temperature
form: crystalline powder
pka: 9.02±0.18(Predicted)
color: Off-white
InChI: InChI=1S/C7H7BrO2/c1-10-7-4-5(9)2-3-6(7)8/h2-4,9H,1H3
InChIKey: UYDZUCNMZXCLJI-UHFFFAOYSA-N
SMILES: C1(O)=CC=C(Br)C(OC)=C1
CAS DataBase Reference: 102127-34-4(CAS DataBase Reference)

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Safety

Hazard Codes: Xn
Risk Statements: 22-36/37/38
Safety Statements: 26-37
WGK Germany: 3
HS Code: 29095000

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

Precautionary statements

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

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 729779
Product name: 4-Bromo-3-methoxyphenol
Purity: 97%
Packaging: 1g
Price: $130.15
Updated: 2025/07/31

TRC

Product number: B711053
Product name: 4-Bromo-3-methoxyphenol
Packaging: 250mg
Price: $45
Updated: 2021/12/16

TRC

Product number: B711053
Product name: 4-Bromo-3-methoxyphenol
Packaging: 2.5g
Price: $155
Updated: 2021/12/16

Matrix Scientific

Product number: 083758
Product name: 4-Bromo-3-methoxyphenol
Purity: 97%
Packaging: 1g
Price: $139
Updated: 2021/12/16

SynQuest Laboratories

Product number: 2601-9-43
Product name: 4-Bromo-3-methoxyphenol
Purity: 98%
Packaging: 5G
Price: $144
Updated: 2021/12/16

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4-Bromo-3-methoxyphenol Chemical Properties,Usage,Production

Chemical Properties

White solid

Synthesis

137396-01-1

102127-34-4

General steps: 1. To a stirred solution of 4-bromoresorcinol (3.0 g, 15.87 mmol) in anhydrous acetone (60 mL) was added K2CO3 (10.97 g, 79.36 mmol, 5.0 eq.) and p-toluenesulfonyl chloride (TsCl, 3.18 g, 16.7 mmol, 1.05 eq.). The reaction mixture was refluxed for 16 hours and then cooled to room temperature. 2. To the reaction mixture was added iodomethane (MeI, 2.47 mL, 39.67 mmol, 2.5 eq.) and refluxed further for 12 hours. After cooling to room temperature, the precipitated solid was filtered. 3. The filtrate was concentrated under pressure and the residue was diluted with water and ethyl acetate (EtOAc, 1:1, 50 mL). Separate the aqueous layer and extract with EtOAc (2 x 30mL). The organic layers were combined, washed with brine, dried (Na2SO4) and concentrated. 4. The residue was purified by silica gel column chromatography using petroleum ether/EtOAc (9:1 to 4:1) as eluent to afford 4-bromo-3-methoxyphenyl-4-methylbenzenesulfonate (5.05 g, 89%) as a white solid. 5. To a stirred solution of the above 4-bromo-3-methoxyphenyl-4-methylbenzenesulfonate (4.2 g, 11.76 mmol) in ethanol (30 mL) was added KOH (1.32 g, 23.52 mmol, 2.0 equiv). The reaction mixture was refluxed for 3 hours and then cooled to room temperature. 6. The solvent was evaporated under reduced pressure and the residue was diluted with water and EtOAc (1:1, 50 mL). The aqueous layer was separated and extracted with EtOAc (2 x 30mL). The organic extracts were combined, washed with brine, dried (Na2SO4) and concentrated. 7. The residue was purified by silica gel column chromatography using petroleum ether/EtOAc (4:1 to 7:3) as eluent to afford 4-bromo-3-methoxyphenol (2.1 g, 88%) as a white solid. 8. To a solution of anhydrous THF (30 mL) of the above 4-bromo-3-methoxyphenol (1.80 g, 8.87 mmol) was added NaH (0.277 g, 11.53 mmol, 1.3 eq.) at 0 °C and stirred for 15 min. 9. tert-Butyldimethylchlorosilane (TBDMSCl, 2.0 g, 13.31 mmol, 1.5 eq.) was added at 0 °C, then slowly warmed to room temperature and the reaction mixture was stirred for 12 hours. 10. Upon completion of the reaction, the reaction was terminated with saturated aqueous NaHCO3 solution (20 mL). The solvent was evaporated under reduced pressure and the aqueous layer was extracted with EtOAc (3 x 20 mL). The organic layers were combined, washed with water and brine, dried (Na2SO4) and concentrated. 11. The residue was purified by silica gel column chromatography using petroleum ether/EtOAc (9.5:0.5 to 9:1) as eluent to give the target product (2.75 g, 98%) as a colorless oil.

References

[1] Journal of the American Chemical Society, 2007, vol. 129, # 13, p. 3918 - 3929
[2] Tetrahedron Asymmetry, 2013, vol. 24, # 20, p. 1281 - 1285
[3] Journal of the American Chemical Society, 1991, vol. 113, # 24, p. 9293 - 9319
[4] Patent: WO2010/148650, 2010, A1. Location in patent: Page/Page column 36

4-Bromo-3-methoxyphenol Preparation Products And Raw materials

Raw materials

Preparation Products

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4-Bromo-3-methoxyphenol Suppliers

China 154 Germany 1 India 7 Switzerland 1 United Kingdom 6 United States 23 Global 192

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View Lastest Price from 4-Bromo-3-methoxyphenol manufacturers

Hebei Chuanghai Biotechnology Co., Ltd

Product: 4-Bromo-3-methoxyphenol 102127-34-4
Price: US $0.00-0.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 20 mt
Release date: 2025-03-14

Zhuozhou Wenxi import and Export Co., Ltd

Product: 4-Bromo-3-methoxyphenol 102127-34-4
Price: US $15.00-10.00/KG
Min. Order: 1KG
Purity: 99%+ HPLC
Supply Ability: Monthly supply of 1 ton
Release date: 2021-08-11

Career Henan Chemical Co

Product: 4-Bromo-3-methoxyphenol 102127-34-4
Price: US $1.00/kg
Min. Order: 1kg
Purity: 95%-99%
Supply Ability: 1000kg
Release date: 2018-12-25

102127-34-4, 4-Bromo-3-methoxyphenolRelated Search:

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4-BROMO-3-METHOXYPHENOL

3-methoxy-4-bromophenol

4-Bromo-5-methoxyphenol

2-Bromo-5-hydroxyanisole

4-Bromo-3-methoxyphenol 98%

4-Bromo-3-methoxyphenol, >=97%

Phenol, 4-bromo-3-methoxy-

-Bromo-3-methoxyphenol

102127-34-4

102127-33-4

C7H7O2Br

ARYL HALIDE