(1S,2S)-2-Methylcyclopropanecarboxylic acid

Name: (1S,2S)-2-Methylcyclopropanecarboxylic acid
Brand: ChemScene
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CAS No. 14590-52-4
Cat. No. CS-0089165
Purity≥95%
MDL No.MFCD19228287

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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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(1S,2S)-2-Methylcyclopropanecarboxylic acid|CS-0089165

Structure of 14590-52-4

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General Information

CAS No. 14590-52-4
Cat. No. CS-0089165
Purity ≥95%
MDL No. MFCD19228287
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₈O₂
Molecular Weight 100.12
Synonym(s) (+/-)-trans-(2-Methyl-cyclopropyl)-carbonsaeure
SMILES O=C([C@@H]1[C@@H](C)C1)O

Description

This chiral cyclopropanecarboxylic acid features a rigid, strained ring system that imparts distinctive conformational control. The (1S,2S) stereochemistry enables precise spatial orientation in synthetic applications, while the methyl substituent enhances steric definition. This bench-stable derivative integrates readily into complex molecular architectures requiring defined geometry and stability under standard conditions.

Application

(1S,2S)-2-Methylcyclopropanecarboxylic acid serves as a stereochemically defined building block for the synthesis of bioactive cyclopropyl-containing compounds. Its rigid cyclopropane scaffold imparts conformational restraint, enabling precise spatial orientation in medicinal chemistry applications. The carboxylic acid functionality facilitates direct derivatization or coupling reactions, while the chiral centers ensure enantioselective access to target molecules. Bench-stable and compatible with standard synthetic protocols, it functions effectively in peptide mimetics, agrochemical intermediates, and heterocyclic ring systems.

Safety Information

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GHS Pictogram :	GHS No : GHS05
Signal Word : Danger	UN#: 3265
Class : 8	Packing Group : Ⅲ
Hazard Statements : H314
Precautionary Statements : P260-P264-P280-P301+P330+P331-P304+P340-P363-P405-P501

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Computational Chemistry Data

TPSA 37.3
LogP 0.727
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Fatty ring compounds Cyclopropane compounds

Key Words

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(1S,2S)-2-Methylcyclopropanecarboxylic acid

CAS No. 14590-52-4

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