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2-Cyano-3-naphthalen-2-yl-acrylic acid ethyl ester is a chemical compound with the molecular formula C17H13NO2, derived from naphthalene and acrylic acid. It is commonly used in the manufacturing of dyes and pigments and is typically found as a colorless or yellow liquid with a faint odor. This chemical is considered stable under normal conditions and is soluble in organic solvents such as ethanol and acetone.

35688-72-3

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35688-72-3 Usage

Uses

Used in Dye and Pigment Manufacturing:
2-Cyano-3-naphthalen-2-yl-acrylic acid ethyl ester is used as a key component in the production of dyes and pigments, providing vibrant colors and stability to various products.
Used in Fluorescent Dye Production:
In the field of fluorescent dyes, 2-Cyano-3-naphthalen-2-yl-acrylic acid ethyl ester is used as a precursor for the synthesis of fluorescent compounds, which are utilized in various applications such as bioimaging, sensors, and security inks.
Used in Optical Brighteners:
2-Cyano-3-naphthalen-2-yl-acrylic acid ethyl ester is used as a raw material in the production of optical brighteners, which enhance the appearance of textiles, paper, and plastics by reflecting light more efficiently.
Used in Fluorescent Indicators:
In the field of fluorescent indicators, 2-Cyano-3-naphthalen-2-yl-acrylic acid ethyl ester is used as a component to create indicators that change color in response to specific stimuli, such as pH or ion concentration.
Used in Organic Synthesis:
2-Cyano-3-naphthalen-2-yl-acrylic acid ethyl ester is used as a versatile intermediate in organic synthesis, enabling the creation of a wide range of chemical compounds for various applications.
Used in Pharmaceutical Research:
In pharmaceutical research, 2-Cyano-3-naphthalen-2-yl-acrylic acid ethyl ester is used as a building block for the development of new drugs, potentially leading to the discovery of novel therapeutic agents.

Check Digit Verification of cas no

The CAS Registry Mumber 35688-72-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 3,5,6,8 and 8 respectively; the second part has 2 digits, 7 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 35688-72:
(7*3)+(6*5)+(5*6)+(4*8)+(3*8)+(2*7)+(1*2)=153
153 % 10 = 3
So 35688-72-3 is a valid CAS Registry Number.
InChI:InChI=1/C16H13NO2/c1-2-19-16(18)15(11-17)10-12-7-8-13-5-3-4-6-14(13)9-12/h3-10H,2H2,1H3/b15-10-

35688-72-3SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name ethyl (Z)-2-cyano-3-naphthalen-2-ylprop-2-enoate

1.2 Other means of identification

Product number -
Other names 2-cyano-3-[2]naphthyl-acrylic acid ethyl ester

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:35688-72-3 SDS

35688-72-3Relevant academic research and scientific papers

Amides as surrogates of aldehydes for C-C bond formation: amide-based direct Knoevenagel-type condensation reaction and related reactions

Ou, Wei,Huang, Pei-Qiang

, p. 11 - 15 (2019/11/11)

Aldehydes are perhaps the most versatile compounds that enable many C-C bond forming reactions, which are not amenable for other subclasses of carbonyl compounds. We report the first use of amides as surrogates of aldehydes for C-C bond formation, namely,

Heterogeneous ring-opening reactions and Knoevenagel condensation reactions with cobalt complexes: Effect of CoII versus CoIII states on catalysis

Kumar, Sushil,Gupta, Rajeev

, p. 843 - 852 (2020/06/26)

This work illustrates comparative catalytic performance of two sets of cobalt complexes within a common macrocyclic ligand environment: CoII complexes 1 and 2 versus CoIII complexes 3 and 4. All four cobalt complexes functioned as the heterogeneous catalysts for the ring-opening reactions of assorted epoxides as well as Knoevenagel condensation reactions of assorted aldehydes. Cobalt(II) complexes were noted to be the superior catalysts over cobalt(III) complexes for both types of organic transformations. The observed difference in the catalytic performance of two sets of cobalt complexes has been related to the kinetic differences between CoII versus CoIII ions. All four cobalt complexes display high catalytic efficiency and excellent reusability without any apparent loss in the catalytic performance.

Development of the First Two-Pore Domain Potassium Channel TWIK-Related K+ Channel 1-Selective Agonist Possessing in Vivo Antinociceptive Activity

Vivier, Delphine,Soussia, Ismail Ben,Rodrigues, Nuno,Lolignier, Stéphane,Devilliers, Ma?ly,Chatelain, Franck C.,Prival, Laetitia,Chapuy, Eric,Bourdier, Geoffrey,Bennis, Khalil,Lesage, Florian,Eschalier, Alain,Busserolles, Jér?me,Ducki, Sylvie

supporting information, p. 1076 - 1088 (2017/02/19)

The TWIK-related K+ channel, TREK-1, has recently emerged as an attractive therapeutic target for the development of a novel class of analgesic drugs, suggesting that activation of TREK-1 could result in pain inhibition. Here, we report the synthesis of a series of substituted acrylic acids (1-54) based on our previous work with caffeate esters. The analogues were evaluated for their ability to modulate TREK-1 channel by electrophysiology and for their in vivo antinociceptive activity (acetic acid-induced writhing and hot plate assays), leading to the identification of a series of novel molecules able to activate TREK-1 and displaying potent antinociceptive activity in vivo. Furyl analogue 36 is the most promising of the series.

MOF derived mesoporous K-ZrO2 with enhanced basic catalytic performance for Knoevenagel condensations

Wang, Peng,Feng, Jian,Zhao, Yupei,Gu, Sai,Liu, Jian

, p. 55920 - 55926 (2017/12/26)

Mesoporous K-ZrO2 are designed and synthesized through a direct heat-treatment process of a KNO3 loaded UiO-66 metal organic framework. Very interestingly, the carbon intermediates formed during the heat-treatment process can act bot

A carboxylate-rich metalloligand and its heterometallic coordination polymers: Syntheses, structures, topologies, and heterogeneous catalysis

Srivastava, Sumit,Kumar, Vijay,Gupta, Rajeev

, p. 2874 - 2886 (2016/06/01)

This work reports three heterometallic coordination polymers (HCPs), namely, [{(1′)2Zn8Na2(H2O)21}·20H2O]n (2), [{(1′)(1')Cd8(H2O)21}·32H2/

Nitrided ITQ-2 as an efficient Knoevenagel condensation catalyst

Min, Hyung-Ki,Cha, Seung Hyeok,Hong, Suk Bong

, p. 1115 - 1117 (2013/02/25)

The nitrogen-substituted delaminated ITQ-2 zeolite was found to be a highly active and recyclable catalyst for the Knoevenagel condensation of bulky aromatic aldehydes with ethyl cyanoacetate which cannot take place over the base sites placed within the micropores of conventional zeolites due to spatial limitations.

Critical assessment of the efficiency of chitosan biohydrogel beads as recyclable and heterogeneous organocatalyst for C-C bond formation

Kuehbeck, Dennis,Saidulu,Reddy, K. Rajender,Diaz, David Diaz

supporting information; experimental part, p. 378 - 392 (2012/04/10)

The effectiveness of neutral pH chitosan hydrogel beads (CSHB) as a green organocatalyst for a variety of C-C bond forming reactions (i.e. aldol reaction, Knoevenagel condensation, nitroaldol (Henry) reaction, Michael addition) has been comprehensively evaluated. Reaction rates, conversions and selectivities were studied as a function of a series of input variables including size, pH and reactive surface area of the beads, catalyst loading, temperature, molecular weight of the biopolymer, concentration, solvent system and molar ratio of reactants. Moreover, the catalytic biohydrogel beads were characterized by a variety of techniques including, among others, SEM, FT-IR, TGA and DSC.

Synthesis of highly stable CoFe2O4 nanoparticles and their use as magnetically separable catalyst for Knoevenagel reaction in aqueous medium

Senapati, Kula Kamal,Borgohain, Chandan,Phukan, Prodeep

experimental part, p. 24 - 31 (2011/05/17)

Synthesis of spinel cobalt ferrite magnetic nanoparticles (MNPs) with average sizes in the range 40-50 nm has been achieved using a combined sonochemical and co-precipitation technique in aqueous medium without any surfactant or organic capping agent. The nanoparticules form stable dispersions in aqueous or alcoholic medium. The uncapped nanoparticles were utilized directly as a reusable catalyst for Knoevenagel reaction in aqueous ethanol (1:3). Compartmentation and recovery of the catalyst from reaction medium was done with the aid of an external magnet. High yield of corresponding Knoevenagel products were obtained within a very short time in presence of just 5 mol% of the catalyst at 50 °C.

Efficient asymmetric synthesis of 4H-chromene derivatives through a tandem michael addition-cyclization reaction catalyzed by a salen-cobalt(II) complex

Dong, Zhenhua,Liu, Xiaohua,Feng, Juhua,Wang, Min,Lin, Lili,Feng, Xiaoming

supporting information; experimental part, p. 137 - 142 (2011/03/18)

The asymmetric synthesis of 2-amino-5-oxo-5,6,7,8-tetrahydro-4H-chromene derivatives was achieved through a tandem Michael addition-cyclization reaction of easily available cyclohexane-1,3-dione and ethyl 2-cyano-3-phenylacrylates. Moderate to good yields (up to 81%) and high enantioselectivities (up to 89%ee) were obtained with a chiral salen-cobalt(II) complex. This process was air tolerant and easily performed, which provides an efficient method for the synthesis of chiral 4H-chromene derivatives. The asymmetric synthesis of 2-amino-5-oxo-5,6,7,8-tetrahydro-4H-chromene derivatives was achieved through a tandem Michael addition-cyclization reaction of easily available cyclohexane-1,3-dione and ethyl 2-cyano-3-phenylacrylates catalyzed by a chiral salen-cobalt(II) complex with moderate to good yields (up to 81%) and high enantioselectivities (up to 89%ee).

Size control of catalytic reaction space by intercalation of alkylcarboxylate anions into Ni-Zn mixed basic salt interlayer: Application for knoevenagel reaction in water

Hara, Takayoshi,Kurihara, Jun,Ichikuni, Nobuyuki,Shimazu, Shogo

supporting information, p. 304 - 305 (2012/11/07)

The interlayer space of layered Ni-Zn mixed basic salt (NiZn) can be controlled precisely by the intercalation of various carboxylate anions with long alkyl chains via simple anion exchange. Expansion of interlayer space in the anion-exchanged NiZn depend

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