Methyl 2-cyano-2-methylpropanoate

CAS No. 72291-30-6
Cat. No. CS-0028771
Purity≥98%
MDL No.MFCD03428328

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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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Methyl 2-cyano-2-methylpropanoate|CS-0028771

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Description

Methyl 2-cyano-2-methylpropanoate features a sterically hindered α,α-dimethyl ester group flanked by a nitrile functionality, enabling robust participation in Michael additions and multicomponent couplings. This bench-stable reagent integrates efficiently into synthetic sequences requiring controlled carbon–carbon bond formation under mild conditions.

Application

Methyl 2-cyano-2-methylpropanoate serves as a robust building block in synthetic organic chemistry, enabling efficient access to sterically hindered nitriles and α-amino nitriles via nucleophilic addition reactions. Its tert-butyl-like steric profile enhances stability under basic conditions and facilitates straightforward purification. The molecule functions effectively in Michael additions, Mannich-type reactions, and as a precursor to heterocyclic scaffolds including pyrrolidines and imidazoles.

General Information

CAS No. 72291-30-6
Cat. No. CS-0028771
Purity ≥98%
MDL No. MFCD03428328
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₉NO₂
Molecular Weight 127.14
Synonym(s) 2,2-Dimethyl-2-cyanoacetic acid methyl ester; 2-Cyano-2,2-dimethylacetic acid methyl ester; 2,2-DIMETHYLCYANOACETATE METHYL ESTER
SMILES CC(C)(C#N)C(OC)=O

Computational Chemistry Data

TPSA 50.09
LogP 0.70918
H_Acceptors 3
H_Donors 0
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 : H227-H302+H312+H332-H315-H319
Precautionary Statements : P210-P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P370+P378-P403-P501

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Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Fatty chain compounds

Key Words

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Methyl 2-cyano-2-methylpropanoate

CAS No. 72291-30-6

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