2-BROMO-5-METHOXYPHENOL

Name: 2-BROMO-5-METHOXYPHENOL
Brand: Zhengzhou Whchem

CAS：63604-94-4 | 2-BROMO-5-METHOXYPHENOL | Whchem

CAS: 63604-94-4

Other Names

2-Bromo-5-methoxyphenol 98%;4-Bromo-3-hydroxyanisole;2-BROMO-5-METHOXYPHENOL;Phenol, 2-bromo-5-methoxy-;1-bromo-2-hydroxy-4-methoxy benzene;2-bromine-5-methoxyphenol

Molecular Formula

Purity

>98%

Molecular Weight

203.03 g/mol

EINECS

Structure Available Verified Product

English Name	2-BROMO-5-METHOXYPHENOL
English Synonyms	2-Bromo-5-methoxyphenol 98%;4-Bromo-3-hydroxyanisole;2-BROMO-5-METHOXYPHENOL;Phenol, 2-bromo-5-methoxy-;1-bromo-2-hydroxy-4-methoxy benzene;2-bromine-5-methoxyphenol
CAS Number	63604-94-4
Molecular Formula	C7H7BrO2
Molecular Weight	203.03 g/mol
EINECS Number
Related Categories
Mol File	Download MOL File
Structure Image

Property	Value
Melting point	152 °C
Boiling point	253.3±20.0 °C (Predicted)
Density	1.585±0.06 g/cm³ (Predicted)
Storage condition	Sealed in dry, Room Temperature
Form	Solid
Acidity Coefficient (pKa)	8.05±0.10 (Predicted)
Color	Pale brown to pink
InChI	InChI=1S/C7H7BrO2/c1-10-5-2-3-6(8)7(9)4-5/h2-4,9H,1H3
InChIKey	KHGMUWBYGFWGCZ-UHFFFAOYSA-N
SMILES	C1(O)=CC(OC)=CC=C1Br

2-BROMO-5-METHOXYPHENOL (CAS 63604-94-4) is a high-purity fine chemical intermediate widely used in organic synthesis, pharmaceutical R&D, agrochemical manufacturing and specialty chemical applications.

As a professional supplier, Zhengzhou Whchem provides 2-BROMO-5-METHOXYPHENOL with >98% purity, COA, structure confirmation and flexible packaging, available from research quantities to commercial scale with global shipping.

Category	Description (English Translation)
Uses & Synthesis Methods Production Method: Starting Materials: 150-19-6 (3-Methoxyphenol) 63604-94-4 (2-Bromo-5-methoxyphenol) 102127-34-4 (4-Bromo-3-methoxyphenol) 40.0 g (322.2 mmol) of 3-methoxyphenol was dissolved in 1 L of acetonitrile and cooled to 0°C under nitrogen. A solution of N-bromosuccinimide (57.35 g, 322.2 mmol) in 500 mL of acetonitrile was added slowly dropwise, maintaining the reaction mixture at 0°C (approximately 2 hours). After the addition was complete, the reaction mixture was stirred at 0°C for an additional 1 hour. After completion, the reaction mixture was concentrated under reduced pressure. The residue was treated with carbon tetrachloride and filtered to remove the resulting solid. The filtrate was concentrated under reduced pressure to give a mixture of brominated isomers as a red oil. The mixture was separated by silica gel column chromatography using a gradient elution system of hexane containing 0-30% ethyl acetate. The first-eluting fractions were collected and concentrated under reduced pressure to afford 18.1 g (28% yield) of 2-bromo-5-methoxyphenol as a clear liquid. ¹H-NMR (CDCl₃): δ 7.31 (d, 1H), 6.6 (d, 1H), 6.41 (dd, 1H), 5.5 (s, 1H), 3.77 (s, 3H). Subsequently, the later-eluting fractions were combined and concentrated under reduced pressure. The residue was further purified by silica gel column chromatography using dichloromethane as eluent. Fractions containing high-purity 4-bromo-3-methoxyphenol were collected and concentrated under reduced pressure to afford 24.1 g (37% yield) as white crystalline solid (melting point 68-69°C). ¹H-NMR (CDCl₃): δ 7.34 (d, 1H), 6.45 (d, 1H), 6.33 (dd, 1H), 4.9 (br s, 1H), 3.85 (s, 3H). References: [1] Synlett, 1997, vol. 1997, # 11, p. 1241 - 1242 [2] Patent: US7045545, 2006, B1. Location in patent: Page/Page column 19 [3] Patent: EP1204659, 2003, B1. Location in patent: Page/Page column 14 [4] Beilstein Journal of Organic Chemistry, 2014, vol. 10, p. 622 - 627

Category

Description (English Translation)

Uses & Synthesis Methods

Production Method:

Starting Materials:
150-19-6 (3-Methoxyphenol)
63604-94-4 (2-Bromo-5-methoxyphenol)
102127-34-4 (4-Bromo-3-methoxyphenol)

40.0 g (322.2 mmol) of 3-methoxyphenol was dissolved in 1 L of acetonitrile and cooled to 0°C under nitrogen. A solution of N-bromosuccinimide (57.35 g, 322.2 mmol) in 500 mL of acetonitrile was added slowly dropwise, maintaining the reaction mixture at 0°C (approximately 2 hours). After the addition was complete, the reaction mixture was stirred at 0°C for an additional 1 hour. After completion, the reaction mixture was concentrated under reduced pressure. The residue was treated with carbon tetrachloride and filtered to remove the resulting solid. The filtrate was concentrated under reduced pressure to give a mixture of brominated isomers as a red oil. The mixture was separated by silica gel column chromatography using a gradient elution system of hexane containing 0-30% ethyl acetate. The first-eluting fractions were collected and concentrated under reduced pressure to afford 18.1 g (28% yield) of 2-bromo-5-methoxyphenol as a clear liquid. ¹H-NMR (CDCl₃): δ 7.31 (d, 1H), 6.6 (d, 1H), 6.41 (dd, 1H), 5.5 (s, 1H), 3.77 (s, 3H). Subsequently, the later-eluting fractions were combined and concentrated under reduced pressure. The residue was further purified by silica gel column chromatography using dichloromethane as eluent. Fractions containing high-purity 4-bromo-3-methoxyphenol were collected and concentrated under reduced pressure to afford 24.1 g (37% yield) as white crystalline solid (melting point 68-69°C). ¹H-NMR (CDCl₃): δ 7.34 (d, 1H), 6.45 (d, 1H), 6.33 (dd, 1H), 4.9 (br s, 1H), 3.85 (s, 3H).

References:
[1] Synlett, 1997, vol. 1997, # 11, p. 1241 - 1242
[2] Patent: US7045545, 2006, B1. Location in patent: Page/Page column 19
[3] Patent: EP1204659, 2003, B1. Location in patent: Page/Page column 14
[4] Beilstein Journal of Organic Chemistry, 2014, vol. 10, p. 622 - 627

Category	Value
HS Code (Customs)	2909500090

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2-BROMO-5-METHOXYPHENOL

CAS：63604-94-4 | 2-BROMO-5-METHOXYPHENOL | Whchem

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