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2-(1,2,2-Trimethylpropylidene)malononitrile, commonly known as Meldrum's Acid, is a chemical compound with the molecular formula C11H16N2. It is a versatile building block in organic chemistry, characterized by its unique structure and reactivity. Meldrum's Acid is widely used as a precursor in the synthesis of various compounds, including heterocycles and pharmaceuticals, due to its ability to form stable intermediates and facilitate complex molecular transformations.

13017-53-3

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13017-53-3 Usage

Uses

Used in Organic Synthesis:
2-(1,2,2-Trimethylpropylidene)malononitrile is used as a precursor in organic synthesis for the preparation of various compounds. Its unique reactivity and ability to form stable intermediates make it a valuable building block in the synthesis of complex molecules.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2-(1,2,2-Trimethylpropylidene)malononitrile is used as a key intermediate in the synthesis of various drugs and pharmaceutical agents. Its versatility in forming heterocycles and other complex structures contributes to the development of novel therapeutic agents.
Used in Medicinal Chemistry:
2-(1,2,2-Trimethylpropylidene)malononitrile is employed as a reagent in the synthesis of other complex molecules in medicinal chemistry. Its unique properties and reactivity enable the formation of diverse molecular structures with potential therapeutic applications.
Used in Material Science:
In the field of material science, 2-(1,2,2-Trimethylpropylidene)malononitrile is utilized in the development of new materials with specific properties. Its ability to form stable intermediates and participate in complex molecular transformations contributes to the creation of innovative materials with potential applications in various industries.
Used in Agrochemicals:
2-(1,2,2-Trimethylpropylidene)malononitrile is also used in the agrochemical industry for the synthesis of various agrochemical compounds. Its versatility and reactivity make it a valuable component in the development of new pesticides, herbicides, and other agrochemical products.

Check Digit Verification of cas no

The CAS Registry Mumber 13017-53-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,3,0,1 and 7 respectively; the second part has 2 digits, 5 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 13017-53:
(7*1)+(6*3)+(5*0)+(4*1)+(3*7)+(2*5)+(1*3)=63
63 % 10 = 3
So 13017-53-3 is a valid CAS Registry Number.
InChI:InChI=1/C9H12N2/c1-7(9(2,3)4)8(5-10)6-11/h1-4H3

13017-53-3SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 20, 2017

Revision Date: Aug 20, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-(3,3-dimethylbutan-2-ylidene)propanedinitrile

1.2 Other means of identification

Product number -
Other names 3-tert.-Butyl-2-cyan-crotonsaeurenitril

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:13017-53-3 SDS

13017-53-3Relevant academic research and scientific papers

Synthesis and Reactivity Profile of Ylidenemalononitrile Enamines and Their Ester Analogs Towards Electrophiles and Nucleophiles

Longstreet, Ashley R.,Rivalti, Daniel,McQuade, D. Tyler

, p. 8583 - 8596 (2015)

Herein, we describe the synthesis and reactivity of enamines derived from ylidenemalononitriles and ylidenecyanoacetates. The enamine scope was expanded by (1) increasing yields of aldehyde-derived ylidenemalononitriles, (2) incorporating silyl functional

Facile metal free regioselective transfer hydrogenation of polarized olefins with ammonia borane

Yang, Xianghua,Fox, Thomas,Berke, Heinz

supporting information; experimental part, p. 2053 - 2055 (2011/03/22)

Transfer hydrogenation of polarized olefins bearing strongly electron-withdrawing groups on one side of the double bond was achieved with ammonia borane under mild conditions without using a catalyst. Mechanistic studies proved the character of the direct H transfers proceeding stepwise with a unique hydroboration intermediate and hydride before proton transfer.

A convenient and selective one-pot method for the synthesis of monosubstituted secondary alkyl malononitriles

Sammelson, Robert E.,Allen, Mark J.

, p. 543 - 546 (2007/10/03)

We have found that α,α-dicyanoalkenes can be efficiently and selectively reduced to α,α-dicyanoalkanes (malononitriles) with NaBH4 in 95% EtOH at 0 °C. In addition, we have determined that the condensation of malononitrile with ketones using absorption alumina as a catalyst can be followed directly, in one pot, by reduction with NaBH 4 in 95% EtOH at 0 °C to provide the monosubstituted secondary alkyl malononitriles in good to excellent yields (42-94%). This procedure provides a convenient alternative to direct alkylation of malononitrile or reduction of α,α-dicyanoalkene intermediates.

Acids and bases in one pot while avoiding their mutual destruction

Gelman, Faina,Blum, Jochanan,Avnir, David

, p. 3647 - 3649 (2007/10/03)

Here is a solution to a classical problem: How to put, in one pot, both an acid and a base without their mutual destruction? The sol-gel materials method offers an approach: acids or bases are entrapped within these materials, and then organic reaction se

Geminal dinitriles and their reactions: I. Hydrolysis of alkylidene- and cycloalkylidenemalononitriles in aqueous medium

Smirnov,Sevast'yanova

, p. 1703 - 1708 (2007/10/03)

The kinetics of pseudounimolecular hydrolysis of alkylidene- and cycloalkylidenemalononitriles in an aqueous buffer at pH 7 were studied. Correlations between the rate constants and substituent effects were found to fit the Taft-Hancock equation. Electrochemical reduction of alkylidenemalononitriles was studied using 0.2 M tetraethylammonium iodide as supporting electrolyte. The half-wave reduction potentials are related to the substituent constants σ* by the Taft-Zuman equation. Anomalous behavior of 1,1-dicyano-2,3,3-trimethyl-1-butene was observed during the hydrolysis and electrochemical reduction at a dropping mercury electrode.

The Reaction between Diazoalkanes and Allylic Halides Carrying Electronegative γ-Substituents. 4. Conformational Equilibria of Highly Substituted 1-Pyrazolines

Gulbrandsen, Trygve,Kolsaker, Per

, p. 219 - 226 (2007/10/02)

Some di- and trisubstituted 1-pyrazoline-3-carbonitriles were synthesized and the coupling constants between vicinal protons were measured.In those cases where only one large substituent is present, the pseudoequatorial position is preferred.When two large groups are present trans to each other in vicinal position, the dipseudoaxial conformation is preferred.The compounds with preference for the dipseudoaxial conformation unexpectedly gave only cyclopropane derivatives when decomposed.

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