3-Bromo-4-methoxyphenol

Name: 3-Bromo-4-methoxyphenol
Brand: ChemScene
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CAS No. 17332-12-6
Cat. No. CS-W018919
Purity≥98%
MDL No.MFCD11054143

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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+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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Structure of 17332-12-6

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General Information

CAS No. 17332-12-6
Cat. No. CS-W018919
Purity ≥98%
MDL No. MFCD11054143
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₇BrO₂
Molecular Weight 203.03
Synonym(s) 2-Bromo-4-methoxy-phenol
SMILES BrC1=C(C=CC(=C1)O)OC

Description

3-Bromo-4-methoxyphenol features a bromine substituent at the meta position relative to a methoxy group on a phenolic scaffold. This electron-rich aryl system enables direct functionalization in cross-coupling reactions and serves as a key intermediate in pharmaceutical and agrochemical synthesis. The molecule exhibits enhanced solubility in organic media and stability under standard bench conditions.

Application

3-Bromo-4-methoxyphenol serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient access to substituted phenolic scaffolds. Its bromo group facilitates palladium-catalyzed cross-coupling reactions, while the methoxy functionality provides orthogonal reactivity and metabolic stability. The compound exhibits excellent bench stability and is readily purified by recrystallization, making it well-suited for iterative synthetic workflows.

Synthesis

Route1
- 124764-37-0
- ~95%
- In-stock
  
  17332-12-6
References
- VERNALIS (RandD) LTD. Patent: WO2009/109743 A1, 2009 ; Location in patent: Page/Page column 37; 38 ; WO 2009/109743 A1
Route2
- 60316-51-0
- ~70%
- In-stock
  
  17332-12-6
References
- Henton, Daniel R.; Anderson, Keith; Manning, Michael J.; Swenton, John S. Journal of Organic Chemistry, 1980 , vol. 45, # 17 p. 3422 - 3433
Route3
- In-stock
  
  34841-06-0
- ~61%
- In-stock
  
  17332-12-6
References
- Moreno-Sanz, Guillermo; Duranti, Andrea; Melzig, Laurin; Fiorelli, Claudio; Ruda, Gian Filippo; Colombano, Giampiero; Mestichelli, Paola; Sanchini, Silvano; Tontini, Andrea; Mor, Marco; Bandiera, Tiziano; Scarpelli, Rita; Tarzia, Giorgio; Piomelli, Daniele Journal of Medicinal Chemistry, 2013 , vol. 56, # 14 p. 5917 - 5930

Safety Information

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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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3-Bromo-4-methoxyphenol

CAS No. 17332-12-6

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