2-Nitro-4-chloro-trans-cinnamic acid ethyl ester

Base Information

• Chemical Name: 2-Nitro-4-chloro-trans-cinnamic acid ethyl ester
• CAS No.: 231294-99-8
• Molecular Formula: C₁₁H₁₀ClNO₄
• Molecular Weight: 255.658
• DSSTox Substance ID: DTXSID001230191
• Nikkaji Number: J1.832.890I,J2.596.410A
• Mol file: 231294-99-8.mol

Synonyms:231294-99-8;SCHEMBL4876750;SCHEMBL4876757;VCFMGNINRLDZPU-GQCTYLIASA-N;DTXSID001230191;2-Nitro-4-chlorobenzeneacrylic acid ethyl ester;2-Nitro-4-chloro-trans-cinnamic acid ethyl ester;Ethyl (2E)-3-(4-chloro-2-nitrophenyl)-2-propenoate;3-(4-chloro-2-nitrophenyl)-(2E)-2-propenoic acid ethyl ester

Chemical Property of 2-Nitro-4-chloro-trans-cinnamic acid ethyl ester

Chemical Property:

• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 255.0298355
• Heavy Atom Count: 17
• Complexity: 313

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C=CC1=C(C=C(C=C1)Cl)[N+](=O)[O-]
• Isomeric SMILES: CCOC(=O)/C=C/C1=C(C=C(C=C1)Cl)[N+](=O)[O-]

Technology Process of 2-Nitro-4-chloro-trans-cinnamic acid ethyl ester

There total 3 articles about 2-Nitro-4-chloro-trans-cinnamic acid ethyl ester 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%

(4-chloro-2-nitrophenyl)methanol (22996-18-5) → ethyl 3-(4-chloro-2-nitrophenyl)acrylate (231294-99-8)

Guidance literature:

Reference yield: 95.0%

2-chloro-5-bromonitrobenzene (41513-04-6) + ethyl acrylate (140-88-5,9003-32-1) → ethyl 3-(4-chloro-2-nitrophenyl)acrylate (231294-99-8)

Guidance literature:

With palladium diacetate; triethylamine; triphenylphosphine; In N,N-dimethyl-formamide; at 87 ℃; for 10h;

DOI:10.1021/jo034274r

Reference yield:

diethoxyphosphoryl-acetic acid ethyl ester (867-13-0) + 4-Chloro-2-nitrobenzaldehyde (5551-11-1) + ammonium chloride → ethyl 3-(4-chloro-2-nitrophenyl)acrylate (231294-99-8)

Guidance literature:

In tetrahydrofuran; mineral oil;

upstream raw materials:

2-chloro-5-bromonitrobenzene

ethyl acrylate

(4-chloro-2-nitrophenyl)methanol

diethoxyphosphoryl-acetic acid ethyl ester

Downstream raw materials:

3-(4-chloro-2-aminophenyl)acrylic acid ethyl ester

7-chloro-1,2,3,4-tetrahydro-2(1H)-quinolinone

N-{5-Chloro-2-[(1E)-3-hydroxy-1-propenyl]phenyl}-N-(methane-sulfonyl)methanesulfonamide

3-{4-chloro-2-[[2-(4-chloro-phenyl)-2-oxo-ethyl]-(toluene-4-sulfonyl)-amino]-phenyl}-acrylic acid ethyl ester