methyl (2Z)-2-cyano-3-(4-nitrophenyl)prop-2-enoate

Base Information

• Chemical Name: methyl (2Z)-2-cyano-3-(4-nitrophenyl)prop-2-enoate
• CAS No.: 62985-31-3
• Molecular Formula: C₁₁H₈N₂O₄
• Molecular Weight: 232.196
• European Community (EC) Number: 660-262-2
• DSSTox Substance ID: DTXSID80366818
• Wikidata: Q76145620
• Mol file: 62985-31-3.mol

Synonyms:methyl (2Z)-2-cyano-3-(4-nitrophenyl)prop-2-enoate;DTXSID80366818;ASMATNCOGPXLKV-TWGQIWQCSA-N;CAK130450;STK031908;AKOS000487648;Methyl .alpha.-cyano-4-nitrocinnamate;62985-31-3;Z44298077;Methyl (2Z)-2-cyano-3-(4-nitrophenyl)-2-propenoate #

Chemical Property of methyl (2Z)-2-cyano-3-(4-nitrophenyl)prop-2-enoate

Chemical Property:

• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 232.04840674
• Heavy Atom Count: 17
• Complexity: 380

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC(=O)C(=CC1=CC=C(C=C1)[N+](=O)[O-])C#N
• Isomeric SMILES: COC(=O)/C(=C\C1=CC=C(C=C1)[N+](=O)[O-])/C#N

Technology Process of methyl (2Z)-2-cyano-3-(4-nitrophenyl)prop-2-enoate

There total 2 articles about methyl (2Z)-2-cyano-3-(4-nitrophenyl)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: 97.4%

→ α-cyano-(paranitro)-cinnamate de methyle (62985-31-3)

Guidance literature:

With ruthenium-carbon composite; at 160 ℃; for 4h; Temperature; Time;

Reference yield: 95.0%

4-nitrobenzaldehdye (555-16-8) + methyl 2-cyanoacetate (105-34-0) → α-cyano-(paranitro)-cinnamate de methyle (62985-31-3)

Guidance literature:

With activated microporous polyurethane material with BET surface area of 312 m² g^-1; In tetrahydrofuran; at 50 ℃; for 14h; Catalytic behavior;

DOI:10.1039/c6cc02578a

Reference yield: 89.0%

pyrrole (109-97-7,30604-81-0) + α-cyano-(paranitro)-cinnamate de methyle (62985-31-3) → methyl 2-cyano-3-(4-nitrophenyl)-3-(1H-pyrrol-2-yl)-propanoate (1199873-99-8)

Guidance literature:

α-cyano-(paranitro)-cinnamate de methyle; With copper(II) bis(trifluoromethanesulfonate); In toluene; at 20 ℃; for 0.5h;

pyrrole; In toluene; at 20 ℃; for 24h; regioselective reaction;

DOI:10.1055/s-0029-1216951

upstream raw materials:

4-nitrobenzaldehdye

methyl 2-cyanoacetate

Downstream raw materials:

5-amino-2-(4-nitro-benzylidene)-7-(4-nitro-phenyl)-3-oxo-2,3-dihydro-7H-thiazolo[3,2-a]pyridine-6,8-dicarboxylic acid dimethyl ester

1-Cyano-2-(4-nitrophenyl)-3-(5-nitro-2-furyl)benzoindolizine

1-Acetyl-3-cyano-5-methyl-4-(4-nitro-phenyl)-2-phenyl-2,3-dihydro-1H-pyrrole-3-carboxylic acid methyl ester

Methyl α-Cyano-β-(p-nitrophenyl)propanoate