3-{3-Nitro-4-methoxyphenyl}acrylic acid

Base Information

• Chemical Name: 3-{3-Nitro-4-methoxyphenyl}acrylic acid
• CAS No.: 58435-22-6
• Molecular Formula: C₁₀H₉NO₅
• Molecular Weight: 223.185
• DSSTox Substance ID: DTXSID50356327
• Mol file: 58435-22-6.mol

Synonyms:3-{3-nitro-4-methoxyphenyl}acrylic acid;3-(4-methoxy-3-nitrophenyl)prop-2-enoic acid;58435-22-6;DTXSID50356327;ZTPILCFVGFXZOA-UHFFFAOYSA-N;3-(4-Methoxy-3-nitro-phenyl)-acrylic acid

Chemical Property of 3-{3-Nitro-4-methoxyphenyl}acrylic acid

Chemical Property:

• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 223.04807239
• Heavy Atom Count: 16
• Complexity: 296

Purity/Quality:

99% ^*data from raw suppliers

3-(4-Methoxy-3-nitrophenyl)acrylic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)C=CC(=O)O)[N+](=O)[O-]

Technology Process of 3-{3-Nitro-4-methoxyphenyl}acrylic acid

There total 9 articles about 3-{3-Nitro-4-methoxyphenyl}acrylic acid 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: 83.01%

malonic acid (141-82-2) + 4-methoxy-3-nitrobenzaldehyde (31680-08-7) → 4-methoxy-3-nitro-cinnamic acid (58435-22-6)

Guidance literature:

malonic acid; 4-methoxy-3-nitrobenzaldehyde; With piperidine; pyridine; at 75 - 120 ℃;

With hydrogenchloride; In water; pH=~ 4; Product distribution / selectivity;

Reference yield: 39.0%

(E)-3-(4-methoxyphenyl)acrylic acid (943-89-5) → (E)-1-methoxy-2-nitro-4-(2-nitroethenyl)benzene (118533-94-1) + 4-methoxy-3-nitrobenzoic acid (89-41-8) + (E)-3-(4-methoxy-3-nitrophenyl)acrylic acid (58435-22-6) + 4-methoxy-3-nitrobenzaldehyde (31680-08-7)

Guidance literature:

With ammonium cerium(IV) nitrate; trifluoroacetic acid; at 23 ℃; for 1h; dinitrogen tetroxide in CH₃CN, 1 h;

Reference yield:

acetic anhydride (108-24-7) + 4-methoxy-3-nitrobenzaldehyde (31680-08-7) → 4-methoxy-3-nitro-cinnamic acid (58435-22-6)

Guidance literature:

With sodium acetate; at 140 - 150 ℃;

upstream raw materials:

acetic anhydride

4-methoxy-3-nitrobenzaldehyde

3-(4'-methoxyphenyl)propenoic acid

4-methoxy-benzaldehyde

Refernces

• 1、 -. "OXADIAZOLE COMPOUNDS, THEIR PREPARATION AND USE". . . Retrieved 2011/09/30.