Ethyl (2Z)-2-cyano-3-(naphthalen-2-yl)prop-2-enoate

Base Information

• Chemical Name: Ethyl (2Z)-2-cyano-3-(naphthalen-2-yl)prop-2-enoate
• CAS No.: 35688-72-3
• Molecular Formula: C₁₆H₁₃NO₂
• Molecular Weight: 251.285
• Hs Code.: 2926909090
• NSC Number: 121230
• Mol file: 35688-72-3.mol

Synonyms:35688-72-3;Ethyl (2Z)-2-cyano-3-(naphthalen-2-yl)prop-2-enoate;ethyl (Z)-2-cyano-3-naphthalen-2-ylprop-2-enoate;2-Cyano-3-naphthalen-2-yl-acrylic acid ethyl ester;MFCD07021289;NSC121230;CAK108692;AKOS005257071;NSC-121230;Z44297901;2-Propenoic acid,2-cyano-3-(2-naphthalenyl)-,ethyl ester

Chemical Property of Ethyl (2Z)-2-cyano-3-(naphthalen-2-yl)prop-2-enoate

Chemical Property:

• Vapor Pressure: 1.47E-07mmHg at 25°C
• Melting Point: 111 - 114 °C
• Boiling Point: 428.8°Cat760mmHg
• Flash Point: 211.4°C
• PSA: 50.09000
• Density: 1.192g/cm³
• LogP: 3.30988
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 251.094628657
• Heavy Atom Count: 19
• Complexity: 404

Purity/Quality:

98% ^*data from raw suppliers

2-CYANO-3-NAPHTHALEN-2-YL-ACRYLIC ACID ETHYL ESTER 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(=CC1=CC2=CC=CC=C2C=C1)C#N
• Isomeric SMILES: CCOC(=O)/C(=C\C1=CC2=CC=CC=C2C=C1)/C#N

Technology Process of Ethyl (2Z)-2-cyano-3-(naphthalen-2-yl)prop-2-enoate

There total 6 articles about Ethyl (2Z)-2-cyano-3-(naphthalen-2-yl)prop-2-enoate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.0%

β-naphthaldehyde (66-99-9) + ethyl 2-cyanoacetate (105-56-6) → 2-cyano-3-[2]naphthyl-acrylic acid ethyl ester (29708-01-8,29708-02-9,35688-72-3)

Guidance literature:

With spinel cobalt ferrite magnetic nanoparticles (CoFe₂O₄); In ethanol; water; at 50 ℃; for 0.5h;

DOI:10.1016/j.molcata.2011.02.007

Reference yield: 89.0%

β-naphthaldehyde (66-99-9) + ethyl 2-cyanoacetate (105-56-6) → (E)-ethyl 2-cyano-3-(naphthalen-2-yl)acrylate (29708-02-9,35688-72-3,29708-01-8)

Guidance literature:

xonotlite; potassium tert-butylate; for 1h;

DOI:10.1016/S0040-4039(00)88928-5

Reference yield: 81.0%

N,N-dimethyl-2-naphthylcarboxamide (13577-85-0) + ethyl 2-cyanoacetate (105-56-6) → 2-cyano-3-[2]naphthyl-acrylic acid ethyl ester (29708-01-8,29708-02-9,35688-72-3)

Guidance literature:

N,N-dimethyl-2-naphthylcarboxamide; With ithium diisobutyl-isopropoxyaluminumhydride; titanium tetrachloride; In tetrahydrofuran; at 0 ℃;

ethyl 2-cyanoacetate; With sodium hydride;

DOI:10.1007/s11426-019-9586-3

upstream raw materials:

β-naphthaldehyde

ethyl 2-cyanoacetate

2-naphthalenecarbonitrile

N,N-dimethyl-2-naphthylcarboxamide

Downstream raw materials:

C₂₇H₂₅N₃O₆S

(1R,2R,6R)-triethyl 1-cyano-6-(naphthalen-2-yl)cyclohex-3-ene-1,2,3-tricarboxylate

Refernces

• 1、 Kumar, Sushil,Gupta, Rajeev. "Heterogeneous ring-opening reactions and Knoevenagel condensation reactions with cobalt complexes: Effect of CoII versus CoIII states on catalysis". . p. 843 - 852. Retrieved 2020/06/26.
• 2、 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. "Development of the First Two-Pore Domain Potassium Channel TWIK-Related K+ Channel 1-Selective Agonist Possessing in Vivo Antinociceptive Activity". supporting information. p. 1076 - 1088. Retrieved 2017/02/19.