2-Bromo-5-methoxyphenol

Name: 2-Bromo-5-methoxyphenol
Brand: ChemScene
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CAS No. 63604-94-4
Cat. No. CS-W003079
Purity≥96%
MDL No.MFCD03428523

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
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Structure of 63604-94-4

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General Information

CAS No. 63604-94-4
Cat. No. CS-W003079
Purity ≥96%
MDL No. MFCD03428523
Storage RT, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₇BrO₂
Molecular Weight 203.03
Synonym(s) Phenol, 2-bromo-5-methoxy-
SMILES COc1ccc(c(c1)O)Br

Description

2-Bromo-5-methoxyphenol features a bromine atom at the ortho position relative to a phenolic hydroxyl group, paired with a methoxy substituent at the para position. This electron-rich aromatic scaffold enables selective coupling reactions in synthetic organic chemistry. The compound exhibits bench-stable handling properties and serves as a valuable intermediate for functionalized aryl building blocks.

Application

2-Bromo-5-methoxyphenol serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the phenolic hydroxyl and ortho-brominated position. Its stability under standard reaction conditions facilitates Suzuki-Miyaura and Stille couplings, while the methoxy group provides orthogonal reactivity for selective transformations. The compound functions effectively in the synthesis of bioactive heterocycles and pharmaceutical intermediates requiring halogenated aromatic scaffolds.

Synthesis

Route1
- In-stock
  
  150-19-6
- ~98%
- In-stock
  
  63604-94-4
References
- Tajik, Hassan; Mohammadpoor-Baltork, Iraj; Albadi, Jalal Synthetic Communications, 2007 , vol. 37, # 2 p. 323 - 328
Route2
- In-stock
  
  150-19-6
- ~56%
- In-stock
  
  63604-94-4
- In-stock
  
  102127-34-4
References
- Synlett, , vol. 1997, # 11 p. 1241 - 1242
Route3
- 33285-71-1
- ~%
- In-stock
  
  63604-94-4
- In-stock
  
  102127-34-4
References
- Beilstein Journal of Organic Chemistry, , vol. 10, p. 622 - 627

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 29.46
LogP 2.1633
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2-Bromo-5-methoxyphenol

CAS No. 63604-94-4

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