3-Bromo-4-methylbenzoic acid

Name: 3-Bromo-4-methylbenzoic acid
Brand: ChemScene
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CAS No. 7697-26-9
Cat. No. CS-W007779
Molecule weight215.04
Purity≥98%
MDL No.MFCD00002488

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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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General Information

CAS No. 7697-26-9
Cat. No. CS-W007779
Purity ≥98%
MDL No. MFCD00002488
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₇BrO₂
Molecular Weight 215.04
Synonym(s) 4-Methyl -3-Bromobenzoic acid; 3-Bromo-4-methylbenzoic acid
SMILES C1=C(C=CC(=C1Br)C)C(O)=O

Description

3-Bromo-4-methylbenzoic acid features a bromine substituent at the meta position relative to the carboxylic acid, paired with a methyl group para to the acid. This combination imparts enhanced electron-withdrawing character and steric influence, facilitating selective functionalization in cross-coupling reactions. The compound exhibits good stability under standard conditions and integrates readily into synthetic sequences requiring halogenated aromatic intermediates.

Application

3-Bromo-4-methylbenzoic acid serves as a versatile building block for the synthesis of functionalized aromatic compounds, enabling direct derivatization via Suzuki-Miyaura and Stille couplings. Its bromine and carboxylic acid functionalities offer orthogonal reactivity, facilitating sequential transformations in medicinal chemistry and materials science. The methyl group provides steric and electronic modulation, while the compound exhibits good bench stability and ease of purification, making it well-suited for scalable synthetic workflows.

Synthesis

Route1
- 64-17-5
- 2458-12-0
- ~%
- In-stock
  
  7697-26-9
References
- US4697037 A1, ;
Route2
- In-stock
  
  99-94-5
- ~86%
- In-stock
  
  7697-26-9
References
- Cheprakov, A. V.; Makhon'kov, D. I.; Rodkin, M. A.; Beletskaya, I. P. Journal of Organic Chemistry USSR (English Translation), 1988 , vol. 24, # 2 p. 217 - 223 Zhurnal Organicheskoi Khimii, 1988 , vol. 24, # 2 p. 248 - 255
Route3
- In-stock
  
  99-94-5
- ~71%
- In-stock
  
  7697-26-9
- In-stock
  
  589-15-1
References
- Synthetic Communications, , vol. 32, # 15 p. 2275 - 2286

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS06
Signal Word : Danger	UN#: 2811
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H301-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 37.3
LogP 2.45572
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Chemical Synthesis Synthetic Reagents Aryne Precursors, Heteroaryne Precursors Benzyne Precursors

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3-Bromo-4-methylbenzoic acid

CAS No. 7697-26-9

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