2-Cyano-4-methylpent-2-enoic acid

Name: 2-Cyano-4-methylpent-2-enoic acid
Brand: ChemScene
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CAS No. 760-58-7
Cat. No. CS-0161344
Molecule weight139.15
Purity≥97%
MDL No.MFCD22377852

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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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2-Cyano-4-methylpent-2-enoic acid|CS-0161344

Structure of 760-58-7

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General Information

CAS No. 760-58-7
Cat. No. CS-0161344
Purity ≥97%
MDL No. MFCD22377852
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₉NO₂
Molecular Weight 139.15
Synonym(s) Isobutylidenmalonsaeure-mononitril
SMILES CC(C)/C=C(C#N)/C(O)=O

Description

2-Cyano-4-methylpent-2-enoic acid features a conjugated enoic acid system flanked by a nitrile and methyl group, enabling efficient participation in Michael additions and cycloaddition reactions. This electron-deficient alkene integrates readily into synthetic scaffolds requiring high reactivity under mild conditions.

Application

2-Cyano-4-methylpent-2-enoic acid serves as a versatile building block in synthetic organic chemistry, enabling efficient access to functionalized heterocycles and bioactive scaffolds. Its conjugated enoate system facilitates Michael additions and Diels–Alder reactions, while the nitrile and carboxylic acid groups offer orthogonal handles for further derivatization. The compound exhibits good bench stability and is amenable to standard purification methods, making it well-suited for iterative synthesis workflows in medicinal chemistry and process development.

Synthesis

Route1
- 372-09-8
- 78-84-2
- ~83%
- In-stock
  
  760-58-7
References
- PFIZER MANUFACTURING IRELAND; BURRELL, Adam James Musgrave; MARTINEZ, Carlos Alberto; MCDAID, Paul Oliver; O'NEILL, Padraig Mary; WONG, John Wing Patent: WO2012/25861 A1, 2012 ; Location in patent: Page/Page column 22 ; WO 2012/025861 A1

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

Quality Control

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Computational Chemistry Data

TPSA 61.09
LogP 1.17698
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Carboxylic Acid

Building Blocks Functional Group Olefins

Building Blocks Skeleton Fatty chain compounds

Key Words

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2-Cyano-4-methylpent-2-enoic acid

CAS No. 760-58-7

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