Methyl 2-bromo-5-methoxybenzoate

Name: Methyl 2-bromo-5-methoxybenzoate
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CAS No. 35450-36-3
Cat. No. CS-0080148
Purity≥98%
MDL No.MFCD00051594

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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 2-bromo-5-methoxybenzoate|CS-0080148

Structure of 35450-36-3

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General Information

CAS No. 35450-36-3
Cat. No. CS-0080148
Purity ≥98%
MDL No. MFCD00051594
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₉BrO₃
Molecular Weight 245.07
Synonym(s) Methyl 6-Bromo-m-anisate
SMILES O=C(OC)C1=CC(OC)=CC=C1Br

Description

Methyl 2-bromo-5-methoxybenzoate is a brominated aromatic ester featuring a methoxy group at the para position relative to the ester. This electron-rich scaffold enables selective cross-coupling reactions, particularly in palladium-catalyzed processes. The molecule exhibits robust stability under standard conditions and facilitates efficient functionalization of complex molecular architectures.

Application

Methyl 2-bromo-5-methoxybenzoate serves as a versatile synthetic intermediate for the construction of substituted aromatic scaffolds. The bromo group enables palladium-catalyzed cross-coupling reactions, while the methoxy and ester functionalities offer orthogonal reactivity for further derivatization. Its bench-stable nature and compatibility with standard purification methods make it well-suited for use in medicinal chemistry and process development workflows.

Synthesis

Route1
- 67-56-1
- In-stock
  
  22921-68-2
- ~10%
- In-stock
  
  35450-36-3
References
- Ozaki, Shigeko; Adachi, Masashi; Sekiya, Sayaka; Kamikawa, Rie Journal of Organic Chemistry, 2003 , vol. 68, # 11 p. 4586 - 4589
Route2
- 1083407-17-3
- ~91%
- In-stock
  
  35450-36-3
References
- Rose, Nathan R.; Ng, Stanley S.; Mecinovic, Jasmin; Lienard, Benoit M. R.; Bello, Simon H.; Sun, Zhe; McDonough, Michael A.; Oppermann, Udo; Schofield, Christopher J. Journal of Medicinal Chemistry, 2008 , vol. 51, # 22 p. 7053 - 7056
Route3
- In-stock
  
  22921-68-2
- ~%
- In-stock
  
  35450-36-3
References
- Yakugaku Zasshi, , vol. 76, p. 1122,1125 Chem.Abstr., , p. 3505

Safety Information

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GHS Pictogram :	GHS No : GHS06
Signal Word : Danger	UN#: 2810
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H301
Precautionary Statements : P264-P270-P330-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 35.53
LogP 2.2443
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

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Methyl 2-bromo-5-methoxybenzoate

CAS No. 35450-36-3

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