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2-Butenoic acid, 2-cyano-3-phenyl-, ethyl ester, (2E)- is a chemical with a specific purpose. Lookchem provides you with multiple data and supplier information of this chemical.

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  • 14533-92-7 Structure
  • Basic information

    1. Product Name: 2-Butenoic acid, 2-cyano-3-phenyl-, ethyl ester, (2E)-
    2. Synonyms:
    3. CAS NO:14533-92-7
    4. Molecular Formula: C13H13NO2
    5. Molecular Weight: 215.252
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 14533-92-7.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: N/A
    3. Flash Point: N/A
    4. Appearance: N/A
    5. Density: N/A
    6. Refractive Index: N/A
    7. Storage Temp.: N/A
    8. Solubility: N/A
    9. CAS DataBase Reference: 2-Butenoic acid, 2-cyano-3-phenyl-, ethyl ester, (2E)-(CAS DataBase Reference)
    10. NIST Chemistry Reference: 2-Butenoic acid, 2-cyano-3-phenyl-, ethyl ester, (2E)-(14533-92-7)
    11. EPA Substance Registry System: 2-Butenoic acid, 2-cyano-3-phenyl-, ethyl ester, (2E)-(14533-92-7)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 14533-92-7(Hazardous Substances Data)

14533-92-7 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 14533-92-7 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,4,5,3 and 3 respectively; the second part has 2 digits, 9 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 14533-92:
(7*1)+(6*4)+(5*5)+(4*3)+(3*3)+(2*9)+(1*2)=97
97 % 10 = 7
So 14533-92-7 is a valid CAS Registry Number.

14533-92-7SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name ethyl 2-cyano-3-phenylbut-2-enoate

1.2 Other means of identification

Product number -
Other names ethyl α-cyano-β-methylcinnamate

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:14533-92-7 SDS

14533-92-7Relevant articles and documents

ReBr(CO)5-catalyzed knoevenagel condensation

Zuo, Wei-Xiong,Hua, Ruimao,Qiu, Xianqing

, p. 3219 - 3225 (2004)

The Knoevenagel condensation procedure has been efficiently promoted by using a catalytic amount of ReBr(CO)5 to afford the corresponding dehydration coupling products in high yields.

Novel bis-(3-cyano-2-pyridones) derivatives: synthesis and fluorescent properties

Mehiaoui, Nawel,Kibou, Zahira,Gallavardin, Thibault,Leleu, Stéphane,Franck, Xavier,Mendes, Ricardo F.,Paz, Filipe A. Almeida,Silva, Artur M. S.,Choukchou-Braham, Noureddine

, p. 1331 - 1348 (2021/01/20)

Abstract: Novel substituted bis-(3-cyano-2-pyridone) derivatives were prepared via a powerful method using enaminonitriles push–pull dienes as key building blocks. The synthesis was performed in three steps from easily accessible starting materials in goo

Ammonium chloride: An efficient and environmentally benign catalyst for knoevenagel condensation of carbonyl and active methylene compounds

Tasqeeruddin,Asiri, Yahya I.,Mujahid Alam

, p. 3024 - 3028 (2021/01/06)

In the present study, a rapid, simple and an efficient procedure for the Knoevenagel condensation of various carbonyl and active methylene compounds in ethanol at a moderate temperature in the presence of a catalytic amount of an efficient, environmentall

Base-mediated benzannulation of α-cyanocrotonates with ynones: Facile synthesis of benzonitriles and fluorenes

Maddi, Sridhar Reddy,Nagireddy, Attunuri,Singam, Maneesh Kumar Reddy

supporting information, p. 2370 - 2374 (2020/05/22)

Here, we have demonstrated a strategic rapid approach for the synthesis of benzonitriles and cyanofluorenes via the [3 + 3] benzannulation of readily available alkynones and α-cyanocrotonates, a protocol par excellence for aryl nitriles. This decarboxylat

"on Water" Direct Catalytic Vinylogous Aldol Reaction of Silyl Glyoxylates

Pan, Hong,Han, Man-Yi,Li, Pinhua,Wang, Lei

, p. 14281 - 14290 (2019/11/03)

The unique reactivity of water in the direct catalytic vinylogous aldol reaction of silyl glyoxylates is reported. With the hydrogen-bonding networks from water, the unfavorable homogeneous reactions in organic solvents were severely suppressed, and the "

Design, Synthesis, and Biological Evaluation of 6-Substituted Thieno[3,2- d]pyrimidine Analogues as Dual Epidermal Growth Factor Receptor Kinase and Microtubule Inhibitors

Romagnoli, Romeo,Prencipe, Filippo,Oliva, Paola,Baraldi, Stefania,Baraldi, Pier Giovanni,Schiaffino Ortega, Santiago,Chayah, Mariem,Kimatrai Salvador, Maria,Lopez-Cara, Luisa Carlota,Brancale, Andrea,Ferla, Salvatore,Hamel, Ernest,Ronca, Roberto,Bortolozzi, Roberta,Mariotto, Elena,Mattiuzzo, Elena,Viola, Giampietro

supporting information, p. 1274 - 1290 (2019/01/30)

The clinical evidence for the success of tyrosine kinase inhibitors in combination with microtubule-targeting agents prompted us to design and develop single agents that possess both epidermal growth factor receptor (EGFR) kinase and tubulin polymerization inhibitory properties. A series of 6-aryl/heteroaryl-4-(3′,4′,5′-trimethoxyanilino)thieno[3,2-d]pyrimidine derivatives were discovered as novel dual tubulin polymerization and EGFR kinase inhibitors. The 4-(3′,4′,5′-trimethoxyanilino)-6-(p-tolyl)thieno[3,2-d]pyrimidine derivative 6g was the most potent compound of the series as an antiproliferative agent, with half-maximal inhibitory concentration (IC50) values in the single- or double-digit nanomolar range. Compound 6g bound to tubulin in the colchicine site and inhibited tubulin assembly with an IC50 value of 0.71 μM, and 6g inhibited EGFR activity with an IC50 value of 30 nM. Our data suggested that the excellent in vitro and in vivo profile of 6g may be derived from its dual inhibition of tubulin polymerization and EGFR kinase.

Polypharmacological profile of 1,2-dihydro-2-oxo-pyridine-3-carboxamides in the endocannabinoid system

Chicca, Andrea,Arena, Chiara,Bertini, Simone,Gado, Francesca,Ciaglia, Elena,Abate, Mario,Digiacomo, Maria,Lapillo, Margherita,Poli, Giulio,Bifulco, Maurizio,Macchia, Marco,Tuccinardi, Tiziano,Gertsch, Jürg,Manera, Clementina

supporting information, p. 155 - 171 (2018/05/28)

The endocannabinoid system (ECS) represents one of the major neuromodulatory systems involved in different physiological and pathological processes. Multi-target compounds exert their activities by acting via multiple mechanisms of action and represent a promising pharmacological modulation of the ECS. In this work we report 4-substituted and 4,5-disubstituted 1,2-dihydro-2-oxo-pyridine-3-carboxamide derivatives with a broad spectrum of affinity and functional activity towards both cannabinoid receptors and additional effects on the main components of the ECS. In particular compound B3 showed high affinity for CB1R (Ki = 23.1 nM, partial agonist) and CB2R (Ki = 6.9 nM, inverse agonist) and also significant inhibitory activity (IC50 = 70 nM) on FAAH with moderate inhibition of ABHD12 (IC50 = 2.5 μΜ). Compounds B4, B5 and B6 that act as full agonists at CB1R and as partial agonists (B5 and B6) or antagonist (B4) at CB2R, exhibited an additional multi-target property by inhibiting anandamide uptake with sub-micromolar IC50 values (0.28–0.62 μΜ). The best derivatives showed cytotoxic activity on U937 lymphoblastoid cells. Finally, molecular docking analysis carried out on the three-dimensional structures of CB1R and CB2R and of FAAH allowed to rationalize the structure-activity relationships of this series of compounds.

Direct synthesis and application of bridged diamino-functionalized periodic mesoporous organosilicas with high nitrogen contents

Zhu, Feng-Xia,Zhao, Pu-Su,Sun, Xiao-Jun,An, Li-Tao,Deng, Yong,Wu, Jia-Min

, p. 70 - 75 (2017/08/08)

Bridged diamino-functionalized periodic mesoporous organosilicas [BD-PMO(Et), Et = ethyl] materials were synthesized directly by co-condensation of 2-bis (triethoxysilyl)ethane (BTEE) and 1,4-bis[3-(tirmethoxysilyl)-propyl]ethylenediamino (BTMSEN) under acidic conditions with pluronic triblock copolymer P123 as a template. The nitrogen content in BD-PMO(Et) could be adjusted up to 40% without disturbing the ordered mesoporous structure. These materials were proved to be effective heterogeneous catalysts for the liquid-phase reactions such as Knoevenagel and Henry condensations as well as in the intermolecular cross-double-Michael addition reaction between α-methyl-β-nitrostyrene and α, β-unsaturated ketone. They exhibited comparable catalytic activities with homogeneous catalyst piperazine and can be reused for several times without any negative environmental impact.

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 (2015/09/15)

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

Part 1: Synthesis and visible absorption spectra of some new monoazo dyes derived from ethyl 2-amino-4-(4′-substitutedphenyl)thiophenes

Babür, Banu,Ertan, Nermin

, p. 319 - 328 (2014/06/09)

Series of monoazo dyes from some ethyl 2-amino-4-(4′- substitutedphenyl) thiophenes were prepared and characterized. The structure of the substances was confirmed by FT-IR, 1H NMR and mass spectroscopic techniques. The relationship among the structure of the dyes, their absorption characteristics and the solvatochromic and halochromic behaviors of the dyes were investigated. Introduction of electron-accepting substituent into the diazo moiety results in large bathochromic shifts in all solvents used. The dyes exhibited positive solvatochromism and their solvatochromic properties were discussed in relation to tautomerism.

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