(1R,2R)-2-(4-Bromophenyl)cyclopropane-1-carboxylic acid

Name: (1R,2R)-2-(4-Bromophenyl)cyclopropane-1-carboxylic acid
Brand: ChemScene
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CAS No. 31501-85-6
Cat. No. CS-0197883
Purity≥98%
MDL No.MFCD17215399

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(1R,2R)-2-(4-Bromophenyl)cyclopropane-1-carboxylic acid|CS-0197883

Structure of 31501-85-6

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General Information

CAS No. 31501-85-6
Cat. No. CS-0197883
Purity ≥98%
MDL No. MFCD17215399
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₉BrO₂
Molecular Weight 241.08
Synonym(s) trans-2-(4-Brom-phenyl)-cyclopropan-carbonsaeure-(1)
SMILES OC([C@H]1[C@H](C2=CC=C(C=C2)Br)C1)=O

Description

This cyclopropane carboxylic acid features a chiral (1R,2R) configuration and a para-bromophenyl substituent, delivering enhanced rigidity and defined stereochemistry. The brominated aromatic ring facilitates downstream functionalization, while the cyclopropane core imparts conformational constraint ideal for medicinal chemistry applications.

Application

(1R,2R)-2-(4-Bromophenyl)cyclopropane-1-carboxylic acid serves as a valuable chiral building block for the synthesis of bioactive cyclopropanes and pharmaceutical intermediates. Its rigid bicyclic scaffold enables precise stereochemical control in asymmetric synthesis, while the pendant bromophenyl group facilitates downstream functionalization via palladium-catalyzed cross-coupling reactions. The carboxylic acid functionality offers versatility in derivatization and purification, enhancing its utility in medicinal chemistry campaigns.

Safety Information

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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-P280-P302+P352

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Computational Chemistry Data

TPSA 37.3
LogP 2.6372
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Building Blocks Skeleton Fatty ring compounds Cyclopropane compounds

Key Words

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(1R,2R)-2-(4-Bromophenyl)cyclopropane-1-carboxylic acid

CAS No. 31501-85-6

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