3-Cyanobicyclo[1.1.1]pentane-1-carboxylic acid

Name: 3-Cyanobicyclo[1.1.1]pentane-1-carboxylic acid
Brand: ChemScene
Availability: InStock
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CAS No. 83249-02-9
Cat. No. CS-0056908
Purity≥95%
MDL No.MFCD19229172

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Inaccessible (Haz class 6.1 or 9), International	$108.00+
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3-Cyanobicyclo[1.1.1]pentane-1-carboxylic acid|CS-0056908

Structure of 83249-02-9

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Description

3-Cyanobicyclo[1.1.1]pentane-1-carboxylic acid delivers a rigid, electron-deficient scaffold ideal for probing steric and electronic effects in medicinal chemistry. The strained bicyclic core enhances metabolic stability, while the nitrile and carboxylic acid groups enable diverse conjugation strategies. This compound serves as a potent bioisostere in lead optimization campaigns.

Application

3-Cyanobicyclo[1.1.1]pentane-1-carboxylic acid is a rigid, three-dimensional building block that serves as a versatile scaffold in medicinal chemistry and synthetic organic chemistry. Its strained bicyclic core imparts high metabolic stability and conformational restriction, enabling precise spatial orientation of functional groups. The pendant nitrile and carboxylic acid moieties offer orthogonal reactivity—facilitating amide coupling, nucleophilic addition, or derivatization—while the molecule exhibits excellent bench stability and ease of purification. This compound functions as a key intermediate in the synthesis of bioactive molecules requiring constrained geometries and enhanced physicochemical properties.

General Information

CAS No. 83249-02-9
Cat. No. CS-0056908
Purity ≥95%
MDL No. MFCD19229172
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₇NO₂
Molecular Weight 137.14
Synonym(s) None
SMILES O=C(C1(C2)CC2(C#N)C1)O

Computational Chemistry Data

TPSA 61.09
LogP 0.76488
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 1

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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Other Classifications

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Fatty ring compounds Cyclobutane compounds

Building Blocks Skeleton Bridge Rings compounds Other bridge ring compounds

Key Words

83249-02-9 sigma83249-02-9 manufacturer83249-02-9 price83249-02-9 structure83249-02-9 SDSbuy 83249-02-983249-02-9 supplier83249-02-9 uses83249-02-9 molecular weightprice of 83249-02-983249-02-9 chemical name formula of 83249-02-9

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3-Cyanobicyclo[1.1.1]pentane-1-carboxylic acid

CAS No. 83249-02-9

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