2-Bromo-5-methoxy-4-methylbenzoic acid

Name: 2-Bromo-5-methoxy-4-methylbenzoic acid
Brand: ChemScene
Availability: InStock
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CAS No. 61809-40-3
Cat. No. CS-0209350
Molecule weight245.07
Purity≥95%
MDL No.MFCD20921580

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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2-Bromo-5-methoxy-4-methylbenzoic acid|CS-0209350

Structure of 61809-40-3

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General Information

CAS No. 61809-40-3
Cat. No. CS-0209350
Purity ≥95%
MDL No. MFCD20921580
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₉BrO₃
Molecular Weight 245.07
Synonym(s) None
SMILES CC1=CC(=C(C=C1OC)C(=O)O)Br

Description

2-Bromo-5-methoxy-4-methylbenzoic acid features a strategically positioned bromine atom and electron-donating methoxy and methyl groups that enhance reactivity in cross-coupling transformations. This aromatic carboxylic acid serves as a key building block for pharmaceutical intermediates and functional materials, offering improved solubility and stability under standard conditions.

Application

2-Bromo-5-methoxy-4-methylbenzoic acid serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient late-stage functionalization via palladium-catalyzed cross-coupling reactions. The carboxylic acid group facilitates direct derivatization, while the bromine atom provides a reliable handle for Suzuki, Stille, or Negishi couplings. Its methyl and methoxy substituents offer predictable electronic effects and enhanced solubility, supporting scalable synthesis and straightforward purification.

Synthesis

Route1
- In-stock
  
  7151-68-0
- ~99%
- In-stock
  
  61809-40-3
References
- Powers, James J.; Favor, David A.; Rankin, Trent; Sharma, Rashmi; Pandit, Chetan; Jeganathan, Azhwarsamy; Maiti, Samarendra N. Tetrahedron Letters, 2009 , vol. 50, # 12 p. 1267 - 1269

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 46.53
LogP 2.46432
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2-Bromo-5-methoxy-4-methylbenzoic acid

CAS No. 61809-40-3

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