2-Cyanoethyl acetoacetate

Name: 2-Cyanoethyl acetoacetate
Brand: ChemScene
Availability: InStock
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CAS No. 65193-87-5
Cat. No. CS-0088550
Purity≥95%
MDL No.MFCD24687999

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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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Structure of 65193-87-5

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Description

2-Cyanoethyl 3-oxobutanoate features a strategically positioned cyanoethyl ester and β-keto carbonyl group, enabling efficient Michael addition reactions. This bifunctional scaffold integrates readily into synthetic sequences requiring nucleophilic acylation or conjugate addition. The molecule exhibits robust stability under standard conditions, facilitating straightforward handling in organic synthesis workflows.

Application

2-Cyanoethyl 3-oxobutanoate serves as a versatile Michael acceptor and key building block in heterocyclic synthesis, enabling efficient access to substituted pyrrolidines and γ-lactams via tandem cyclization. Its α,β-unsaturated ester functionality reacts readily with nucleophiles under mild conditions, while the cyano and ketone groups provide orthogonal handles for further functionalization. The compound exhibits excellent bench stability and facilitates straightforward purification, making it well-suited for scalable synthetic workflows in medicinal chemistry and process development.

General Information

CAS No. 65193-87-5
Cat. No. CS-0088550
Purity ≥95%
MDL No. MFCD24687999
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₉NO₃
Molecular Weight 155.15
Synonym(s) None
SMILES CC(CC(OCCC#N)=O)=O

Computational Chemistry Data

TPSA 67.16
LogP 0.42238
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 4

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-P330-P362+P364-P405-P501

Quality Control

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Other Classifications

Building Blocks Functional Group Cyanide/Nitrile

Building Blocks Functional Group Ketone

Building Blocks Functional Group Ester

Building Blocks Skeleton Fatty chain compounds

Key Words

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2-Cyanoethyl acetoacetate

CAS No. 65193-87-5

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