(1S)-2,2-Difluorocyclopropane-1-carboxylic acid

Name: (1S)-2,2-Difluorocyclopropane-1-carboxylic acid
Brand: ChemScene
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CAS No. 1883301-82-3
Cat. No. CS-0053586
Purity≥97%
MDL No.MFCD30471588

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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+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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(1S)-2,2-Difluorocyclopropane-1-carboxylic acid|CS-0053586

Structure of 1883301-82-3

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General Information

CAS No. 1883301-82-3
Cat. No. CS-0053586
Purity ≥97%
MDL No. MFCD30471588
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₄H₄F₂O₂
Molecular Weight 122.07
Synonym(s) (1S)‐2,2‐difluorocyclopropane‐1‐carboxylic acid
SMILES OC(=O)[C@@H]1CC1(F)F

Description

This cyclopropane carboxylic acid features a strained three-membered ring with geminal difluorination at the 2-position, imparting enhanced metabolic stability and altered electronic properties. The (1S) stereochemistry ensures precise spatial orientation for targeted biological interactions. This scaffold serves as a robust bioisostere in medicinal chemistry, particularly for modulating peptide backbone conformation and improving membrane permeability.

Application

(1S)-2,2-Difluorocyclopropane-1-carboxylic acid serves as a stable, configurationally defined building block for fluorinated cyclopropane motifs in medicinal chemistry. Its constrained geometry and polar carboxylic acid functionality enable direct incorporation into bioactive scaffolds via standard peptide coupling or esterification protocols. The molecule exhibits robust bench stability and facilitates efficient synthesis of fluorinated analogs in drug discovery workflows.

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-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 37.3
LogP 0.7262
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Fatty ring compounds Cyclopropane compounds

Key Words

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(1S)-2,2-Difluorocyclopropane-1-carboxylic acid

CAS No. 1883301-82-3

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