Ethyl 3-(4-nitrophenyl)but-2-enoate

Base Information

• Chemical Name: Ethyl 3-(4-nitrophenyl)but-2-enoate
• CAS No.: 80854-57-5
• Molecular Formula: C12H13NO4
• Molecular Weight: 235.2359
• NSC Number: 211062
• Nikkaji Number: J501.954K
• Mol file: 80854-57-5.mol

Synonyms:ethyl 3-(4-nitrophenyl)but-2-enoate;ethyl (2E)-3-(4-nitrophenyl)but-2-enoate;224635-61-4;80854-57-5;NSC211062;SCHEMBL9337350;GXKAVJLXZLKIAJ-CMDGGOBGSA-N;ethyl3-(4-nitrophenyl)but-2-enoate;NSC-211062;(E)-Ethyl 3-(4-nitrophenyl)-2-butenoate;3-(4-Nitrophenyl)isocrotonic acid ethyl ester;EN300-131873;EN300-1460188

Chemical Property of Ethyl 3-(4-nitrophenyl)but-2-enoate

Chemical Property:

• Vapor Pressure: 0.000177mmHg at 25°C
• Boiling Point: 329.5°Cat760mmHg
• Flash Point: 134.7°C
• Density: 1.184g/cm³
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 235.08445790
• Heavy Atom Count: 17
• Complexity: 311

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Ethyl 3-(4-nitrophenyl)but-2-enoate

There total 4 articles about Ethyl 3-(4-nitrophenyl)but-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: 84.0%

→ 3-(4-nitro-phenyl)-crotonic acid ethyl ester (80854-57-5)

Guidance literature:

Reference yield: 70.0%

diazoacetic acid ethyl ester (623-73-4) + (4-nitrophenyl)ethanone (100-19-6) → 3-(4-nitro-phenyl)-crotonic acid ethyl ester (80854-57-5)

Guidance literature:

With triphenylphosphine; benzoic acid; methyltrioxorhenium(VII); In toluene; at 80 ℃; for 24h;

DOI:10.1016/j.tetlet.2005.09.045

Reference yield:

diethoxyphosphoryl-acetic acid ethyl ester (867-13-0) + (4-nitrophenyl)ethanone (100-19-6) → 3-(4-nitro-phenyl)-crotonic acid ethyl ester (80854-57-5)

Guidance literature:

Multistep reaction; (i) NaH, 1,2-dimethoxy-ethane, (ii) /BRN= 607777/;

DOI:10.1021/jm00310a008

upstream raw materials:

ethyl 3-phenylbut-2-enoate

diethoxyphosphoryl-acetic acid ethyl ester

(4-nitrophenyl)ethanone

diazoacetic acid ethyl ester

Downstream raw materials:

3-(4-nitro-phenyl)-crotonic acid methyl ester

3-(4-nitrophenyl)but-2-enoyl chloride

p-Nitro-β-methyl-zimtsaeure-p-fluorsulfonyl-anilid

3-(4-nitrophenyl)-2-buten-4-olide