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Ethyl 2-Cyano-3-(3-pyridyl)acrylate is a chemical compound with the molecular formula C12H10N2O2. It is an ester derivative of 3-(3-pyridyl)acrylic acid, featuring a cyano group attached to the second carbon of the acrylate group. This colorless to yellow liquid with a characteristic odor is commonly utilized as a reagent in organic synthesis, particularly for the formation of heterocyclic compounds and in the preparation of pharmaceuticals. Additionally, it plays a role in the study of chemical reactions and the development of new materials, while being recognized as toxic if ingested or inhaled.

17999-71-2

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17999-71-2 Usage

Uses

Used in Organic Synthesis:
Ethyl 2-Cyano-3-(3-pyridyl)acrylate is used as a reagent for the synthesis of heterocyclic compounds, which are essential in various chemical and pharmaceutical applications due to their unique properties and structures.
Used in Pharmaceutical Preparation:
Ethyl 2-Cyano-3-(3-pyridyl)acrylate serves as a key intermediate in the preparation of pharmaceuticals, contributing to the development of new drugs and therapeutic agents.
Used in Chemical Reaction Studies:
Ethyl 2-Cyano-3-(3-pyridyl)acrylate is employed in the study of chemical reactions to understand its reactivity and potential applications in creating new chemical entities.
Used in Material Development:
Ethyl 2-Cyano-3-(3-pyridyl)acrylate is utilized in the development of new materials, where its unique structural features may offer novel properties for various industrial applications.
Used in Research and Development:
In the scientific community, Ethyl 2-Cyano-3-(3-pyridyl)acrylate is used as a research tool to explore new reaction pathways and mechanisms, furthering the understanding of organic chemistry and its practical applications.

Check Digit Verification of cas no

The CAS Registry Mumber 17999-71-2 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,7,9,9 and 9 respectively; the second part has 2 digits, 7 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 17999-71:
(7*1)+(6*7)+(5*9)+(4*9)+(3*9)+(2*7)+(1*1)=172
172 % 10 = 2
So 17999-71-2 is a valid CAS Registry Number.

17999-71-2SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name Ethyl (2E)-2-cyano-3-(3-pyridinyl)acrylate

1.2 Other means of identification

Product number -
Other names ethyl 2-thiophenylidenecyanoacetate

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:17999-71-2 SDS

17999-71-2Downstream Products

17999-71-2Relevant academic research and scientific papers

Johnson-Corey-Chaykovsky fluorocyclopropanation of double activated alkenes: Scope and limitations

Kazia, Armands,Melngaile, Renate,Mishnev, Anatoly,Veliks, Janis

supporting information, p. 1384 - 1388 (2020/03/03)

Johnson-Corey-Chaykovsky fluorocyclopropanation of double activated alkenes utilizing S-monofluoromethyl-S-phenyl-2,3,4,5-tetramethylphenylsulfonium tetrafluoroborate is an efficient approach to obtain a range of monofluorocyclopropane derivatives. So far, fluoromethylsulfonium salts have displayed the broadest scope for direct fluoromethylene transfer. In contrast to more commonly used fluorohalomethanes or freon derivatives, diarylfluoromethylsulfonium salts are bench stable, easy-to use reagents useful for the direct transfer of a fluoromethylene group to alkenes giving access to the challenging products-fluorocyclopropane derivatives. Interplay between the reactivity of the starting materials and stability of the fluorocyclopropanes formed determines the outcome of the process.

Fine tuning of catalytic and sorption properties of metal-organic frameworks via in situ ligand exchange

Wang, Peng,Chen, Kai,Liu, Qing,Wang, Huai-Wei,Azam, Mohammad,Al-Resayes, Saud I.,Lu, Yi,Sun, Wei-Yin

supporting information, p. 11425 - 11430 (2017/09/07)

Metal-organic frameworks (MOFs) are gaining considerable attention not only because of their diverse structures but also due to their interesting properties and potential applications. However, fabrication of MOFs with desired structures and properties re

Classical Keggin Intercalated into Layered Double Hydroxides: Facile Preparation and Catalytic Efficiency in Knoevenagel Condensation Reactions

Jia, Yueqing,Fang, Yanjun,Zhang, Yingkui,Miras, Haralampos N.,Song, Yu-Fei

, p. 14862 - 14870 (2015/10/20)

The family of polyoxometalate (POM) intercalated layered double hydroxide (LDH) composite materials has shown great promise for the design of functional materials with numerous applications. It is known that intercalation of the classical Keggin polyoxome

Tri-lacunary polyoxometalates of Na8H[PW9O 34] as heterogeneous Lewis base catalysts for Knoevenagel condensation, cyanosilylation and the synthesis of benzoxazole derivatives

Zhao, Shen,Chen, Yang,Song, Yu-Fei

, p. 140 - 146 (2014/03/21)

We reported for the first time the development of tri-lacunary polyoxometalates (POMs) of Na8H[A-PW9O34] ·7H2O and Na8H[B-PW9O 34]·19H2O (Na-A-PW9 and Na-B-PW 9) as highly selective and efficient heterogeneous Lewis base catalysts for Knoevenagel condensation, cyanosilylation of various aldehydes and ketones and the synthesis of benzoxazole derivatives at 25 C under mild conditions. Since both Na-A-PW9 and Na-B-PW9 display no characteristic porosity, it is proposed that the catalytic reactions proceed not only on the surface and interface, but also in the bulk phase. The catalysts can be easily recovered and reused for at least six times without obvious decrease of catalytic activities and the structures of the catalysts remain unchanged after recycling. The easy preparation, high efficiency, reusability of the heterogeneous catalysts of Na-A-PW9 and Na-B-PW9 exhibit great potential for further application.

A highly negatively charged γ-Keggin germanodecatungstate efficient for Knoevenagel condensation

Sugahara, Kosei,Kimura, Toshihiro,Kamata, Keigo,Yamaguchi, Kazuya,Mizuno, Noritaka

supporting information, p. 8422 - 8424 (2012/10/29)

A tetra-n-butylammonium (TBA) salt of a γ-Keggin -6-charged germanodecatungstate, [γ-H2GeW10O36] 6- (I), could act as an efficient homogeneous catalyst for Knoevenagel condensation of active methylene compounds with carbonyl compounds.

Efficient protocol for knoevenagel condensation in presence of the diazabicyclo[5.4.0]undec-7-ene-water complex

Ying, An-Guo,Wu, Cheng-Lin,He, Guang-Hong

experimental part, p. 653 - 656 (2012/07/28)

A simple and efficient protocol for Knoevenagel condensation has been developed in the presence of diazabicyclo[5.4.0]undec-7-ene (DBU)/water complex. A widely range of carbonyl compounds (aliphatic and aromatic aldehydes, ketones) could react smoothly with methylene active ingredients (malononitrile, ethyl cyanoacetate, diethyl malonate and acetylacetone), which can not proceed by conven- tional catalyst. Other significant features of this method include readily work-up, good recyclability of catalytic system and short reaction time.

Green and efficient Knoevenagel condensation catalysed by a DBU based ionic liquid in water

Ying, An-Guo,Wang, Li-Min,Wang, Le-Le,Chen, Xin-Zhi,Ye, Wei-Dong

experimental part, p. 30 - 33 (2010/05/19)

An effi cient, clean and facile protocol for the Knoevenagel condensation of aromatic aldehydes with active methylene compounds catalysed by task specifi c ionic liquid 1,8-diazabicyclo[5.4.0]-undec-7-en-8-ium acetate in an aqueous medium has been developed. The reactions proceed at room temperature and high to excellent yields were afforded. The work-up procedure is very simple. The ionic liquid could be recycled for 10 runs without noticeably loss of its catalytic activity.

An eco-friendly synthesis of electrophilic alkenes catalyzed by dimethylaminopyridine under solvent-free conditions

Narsaiah, A. Venkat,Basak,Visali,Nagaiah

, p. 2893 - 2901 (2007/10/03)

Electrophilic olefins were synthesized in solvent-free condition using DMAP (10%mol) as catalyst in excellent yield and E-geometry. The various aldehydes which are aliphatic, aromatic, and heterocyclics underwent smoothly for Knoevenagel condensation with

Phosphane-Catalyzed Knoevenagel Condensation: A Facile Synthesis of α-Cyanoacrylates and α-Cyanoacrylonitriles

Yadav, Jhillu S.,Subba Reddy, Basi V.,Basak, Ashok K.,Visali, Boddapati,Narsaiah, Akkirala Venkat,Nagaiah, Kommu

, p. 546 - 551 (2007/10/03)

Triphenylphosphane (TPP) has been utilized as a novel and efficient catalyst for the Knoevenagel condensation of aldehydes with acidic methylene compounds such as ethyl cyanoacetate and malononitrile to afford substituted olefins. The reaction proceeds smoothly under mild and solvent-free conditions and the products are obtained in excellent yields with an E-geometry. This method is applicable for a wide range of aldehydes including aromatic, aliphatic and heterocyclic substrates. Microwave irradiation has been used to achieve enhanced reaction rates and improved yields. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004.

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