Allyl 2-cyanoacetate

Name: Allyl 2-cyanoacetate
Brand: ChemScene
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CAS No. 13361-32-5
Cat. No. CS-0089685
Purity≥98%
MDL No.MFCD00013817

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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+
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General Information

CAS No. 13361-32-5
Cat. No. CS-0089685
Purity ≥98%
MDL No. MFCD00013817
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₇NO₂
Molecular Weight 125.13
Synonym(s) prop-2-en-1-yl cyanoacetate
SMILES O=C(OCC=C)CC#N

Description

Allyl 2-cyanoacetate features a conjugated system linking an allyl ester with a cyano-acetate moiety, enabling efficient Michael additions and [3+2] cycloadditions. This bifunctional scaffold integrates readily into heterocyclic architectures and serves as a key building block in synthetic routes to nitrogen-containing compounds under mild conditions.

Application

Allyl 2-cyanoacetate serves as a versatile building block in synthetic organic chemistry, enabling efficient access to α-aminonitrile derivatives via Michael additions and heterocyclic scaffolds through cycloaddition reactions. Its allyl ester functionality offers enhanced stability and ease of purification, while the cyano group provides high reactivity in nucleophilic transformations. This compound functions effectively in multistep syntheses requiring orthogonal functional group handling and is compatible with standard bench-scale protocols.

Synthesis

Route1
- 372-09-8
- 107-18-6
- ~%
- In-stock
  
  13361-32-5
References
- Journal of Organic Chemistry USSR (English Translation), , p. 829 - 832 Zhurnal Organicheskoi Khimii, , vol. 20, # 5 p. 913 - 916
Route2
- 107-18-6
- 105-56-6
- ~%
- In-stock
  
  13361-32-5
References
- Journal fuer Praktische Chemie (Leipzig), , vol. 314, p. 649 - 654

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS06
Signal Word : Danger	UN#: 3276
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H301
Precautionary Statements : P264-P270-P330-P405-P501

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Computational Chemistry Data

TPSA 50.09
LogP 0.62928
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 3

Other Classifications

Building Blocks Functional Group Olefins

Building Blocks Functional Group Ester

Building Blocks Skeleton Fatty chain compounds

Material Science Polymer Materials Macromolecular Monomer

Material Science Polymer/Macromolecule Reagents Monomers Allyl Monomers

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Allyl 2-cyanoacetate

CAS No. 13361-32-5

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