1-(3-Bromophenyl)cyclopropane-1-carboxylic acid

Name: 1-(3-Bromophenyl)cyclopropane-1-carboxylic acid
Brand: ChemScene
Availability: InStock
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CAS No. 124276-95-5
Cat. No. CS-0030381
Purity≥97%
MDL No.MFCD07374441

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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+
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1-(3-Bromophenyl)cyclopropane-1-carboxylic acid|CS-0030381

Structure of 124276-95-5

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General Information

CAS No. 124276-95-5
Cat. No. CS-0030381
Purity ≥97%
MDL No. MFCD07374441
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₉BrO₂
Molecular Weight 241.08
Synonym(s) Cyclopropanecarboxylic acid, 1-(3-bromophenyl)-
SMILES O=C(C1(C2=CC=CC(Br)=C2)CC1)O

Description

This cyclopropane carboxylic acid derivative features a 3-bromophenyl group attached directly to the cyclopropane ring, delivering a rigid, electron-deficient aromatic moiety. The carboxylic acid functionality enables direct coupling reactions, while the strained three-membered ring imparts unique conformational constraints. Bench-stable and moisture-tolerant, it serves as a key building block for bioactive molecules in medicinal chemistry and materials science.

Application

1-(3-Bromophenyl)cyclopropane-1-carboxylic acid serves as a versatile building block for medicinal chemistry and materials science, enabling direct functionalization at the bromine site via palladium-catalyzed cross-coupling reactions. The cyclopropane carboxylic acid moiety provides structural rigidity and metabolic stability, while the ortho-brominated phenyl group offers predictable regiochemistry in Suzuki, Stille, and Negishi couplings. Bench-stable and amenable to standard purification methods, it facilitates efficient synthesis of complex aromatic scaffolds and biologically active compounds.

Synthesis

Route1
- In-stock
  
  124276-83-1
- ~95%
- In-stock
  
  124276-95-5
References
- Boehringer Ingelheim Pharma GmbH and Co.KG Patent: EP1206446 B1, 2004 ; Location in patent: Page 12 ;
Route2
- 597563-13-8
- ~%
- In-stock
  
  124276-95-5
References
- WO2004/821 A1, ; Page 28 ;

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

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Computational Chemistry Data

TPSA 37.3
LogP 2.5653
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Building Blocks Skeleton Fatty ring compounds Cyclopropane compounds

Key Words

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1-(3-Bromophenyl)cyclopropane-1-carboxylic acid

CAS No. 124276-95-5

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