ethyl (Z)-3-(1,3-benzodioxol-5-yl)-2-cyanoprop-2-enoate

Base Information

• Chemical Name: ethyl (Z)-3-(1,3-benzodioxol-5-yl)-2-cyanoprop-2-enoate
• CAS No.: 2286-56-8
• Molecular Formula: C13H11 N O4
• Molecular Weight: 245.235
• Hs Code.: 2932999099
• European Community (EC) Number: 665-739-9
• Nikkaji Number: J1.212.150D
• ChEMBL ID: CHEMBL1873436
• Mol file: 2286-56-8.mol

Synonyms:MLS000573638;SMR000184489;MFCD00022988;ST011932;CHEMBL1873436;BDBM90028;cid_1551076;ethyl (Z)-3-(1,3-benzodioxol-5-yl)-2-cyanoprop-2-enoate;HMS1608P03;HMS2359A18;AKOS000281235;NCGC00245558-01;Ethyl alpha-cyano-3,4-methylenedioxycinnamate;3-Benzo[1,3]dioxol-5-yl-2-cyano-acrylic acid ethyl ester;ethyl (Z)-3-(1,3-benzodioxol-5-yl)-2-cyano-prop-2-enoate;(Z)-2-Cyano-3-(1,3-benzodioxole-5-yl)acrylic acid ethyl ester;(Z)-3-(1,3-benzodioxol-5-yl)-2-cyano-acrylic acid ethyl ester;(Z)-3-(1,3-benzodioxol-5-yl)-2-cyano-2-propenoic acid ethyl ester

Chemical Property of ethyl (Z)-3-(1,3-benzodioxol-5-yl)-2-cyanoprop-2-enoate

Chemical Property:

• Vapor Pressure: 1.63E-06mmHg at 25°C
• Melting Point: 95-97°C
• Boiling Point: 397.1°Cat760mmHg
• Flash Point: 173.7°C
• PSA: 68.55000
• Density: 1.305g/cm³
• LogP: 1.88538
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 245.06880783
• Heavy Atom Count: 18
• Complexity: 395

Purity/Quality:

97% ^*data from raw suppliers

Ethyl 3-(1,3-benzodioxol-5-yl)-2-cyanoacrylate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(=CC1=CC2=C(C=C1)OCO2)C#N
• Isomeric SMILES: CCOC(=O)/C(=C\C1=CC2=C(C=C1)OCO2)/C#N

Technology Process of ethyl (Z)-3-(1,3-benzodioxol-5-yl)-2-cyanoprop-2-enoate

There total 8 articles about ethyl (Z)-3-(1,3-benzodioxol-5-yl)-2-cyanoprop-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: 98.0%

piperonal (120-57-0,30024-74-9) + ethyl 2-cyanoacetate (105-56-6) → ethyl (E)-2-cyano-3-(3,4-methylenedioxyphenyl)-2-propenoate (2286-56-8)

Guidance literature:

With aluminum oxide; potassium oxide; at 20 ℃; for 0.666667h;

DOI:10.1081/SCC-120028355

Reference yield: 97.0%

piperonal (120-57-0,30024-74-9) + ethyl 2-cyanoacetate (105-56-6) → ethyl 3-(benzo[d][1,3]dioxol-5-yl)-2-cyanoacrylate (2286-56-8)

Guidance literature:

aluminum oxide; In ethanol; for 0.75h; Heating;

DOI:10.1081/SCC-120016322

Reference yield:

ethyl 2-cyanoacetate (105-56-6) + 1,2-bis(3,4-dioxymethylenephenyl)ethane-1,2-diol (4543-59-3) → ethyl 3-(benzo[d][1,3]dioxol-5-yl)-2-cyanoacrylate (2286-56-8)

Guidance literature:

With aluminum oxide; silica gel; periodic acid; In dichloromethane; at 20 ℃; for 3h;

DOI:10.1002/ejoc.201101329

upstream raw materials:

piperonal

ethanol

ethyl 2-cyanoacetate

2-cyano-3-(3',4'-methylenedioxy-1'-phenyl)acrylic acid

Downstream raw materials:

(E)-3-(benzo[d][1,3]dioxol-5-yl)-2-cyano-N-phenylacrylamide

(E)-3-(benzo[d][1,3]dioxol-5-yl)-2-cyanoacrylic acid

(Z)-7-(benzo[d][1,3]dioxol-5-ylmethylene)-3-phenyl-3,4-dihydro-2H-thiazolo[3,2-a][1,3,5]triazin-6(7H)-one

2-Amino-4-benzo[1,3]dioxol-5-yl-6-thiophen-2-yl-isophthalonitrile