Methyl 3-bromo-4-hydroxybenzoate

Name: Methyl 3-bromo-4-hydroxybenzoate
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CAS No. 29415-97-2
Cat. No. CS-W007901
Purity≥97%
MDL No.MFCD06203850

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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Methyl 3-bromo-4-hydroxybenzoate|CS-W007901

Structure of 29415-97-2

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General Information

CAS No. 29415-97-2
Cat. No. CS-W007901
Purity ≥97%
MDL No. MFCD06203850
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₇BrO₃
Molecular Weight 231.04
Synonym(s) Methyl 3-bromo-4-hydroxybenzoayl)carbaMate
SMILES O=C(OC)C1=CC=C(O)C(Br)=C1

Description

Methyl 3-bromo-4-hydroxybenzoate features a bromine atom at the meta position relative to the hydroxyl group, creating a uniquely reactive site for cross-coupling transformations. The ester functionality enables direct integration into synthetic sequences without additional protection steps. This bench-stable compound serves as a key intermediate in pharmaceutical and agrochemical synthesis.

Application

Methyl 3-bromo-4-hydroxybenzoate serves as a versatile building block for pharmaceutical and agrochemical synthesis, enabling efficient late-stage functionalization via palladium-catalyzed cross-coupling reactions. The bromo group facilitates Suzuki, Stille, and Negishi couplings, while the hydroxyl and ester functionalities offer orthogonal handles for selective derivatization. Bench-stable and readily purified by recrystallization, it functions reliably in multi-step syntheses requiring precise regiocontrol.

Synthesis

Route1
- 67-56-1
- In-stock
  
  14348-41-5
- ~97%
- In-stock
  
  29415-97-2
References
- AMGEN INC.; BROWN, Sean P.; DRANSFIELD, Paul; DU, Xiaohui; FU, Zice; HOUZE, Jonathan; JIAO, XianYun; LAI, SuJen; LI, An-Rong; LIU, Jiwen; MA, Zhihua; MEDINA, Julio C.; PATTAROPONG, Vatee; SHEN, Wang; VIMOLRATANA, Marc; WANG, Yingcai; WANG, Zhongyu; YU, Ming; ZHU, Liusheng Patent: WO2010/45258 A2, 2010 ; Location in patent: Page/Page column 119 ; WO 2010/045258 A2
Route2
- In-stock
  
  99-76-3
- ~99%
- In-stock
  
  29415-97-2
References
- Kikushima, Kotaro; Moriuchi, Toshiyuki; Hirao, Toshikazu Tetrahedron, 2010 , vol. 66, # 34 p. 6906 - 6911
Route3
- In-stock
  
  14348-41-5
- 18107-18-1
- ~%
- In-stock
  
  29415-97-2
References
- MERCK and CO., INC. Patent: WO2005/58848 A1, 2005 ; Location in patent: Page/Page column 46 ; WO 2005/058848 A1

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 46.53
LogP 1.9413
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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Methyl 3-bromo-4-hydroxybenzoate

CAS No. 29415-97-2

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