4,5-DIMETHOXY-2-NITROCINNAMIC ACID

Base Information

• Chemical Name: 4,5-DIMETHOXY-2-NITROCINNAMIC ACID
• CAS No.: 20567-38-8
• Molecular Formula: C11H11NO6
• Molecular Weight: 253.211
• Hs Code.: 29189900
• European Community (EC) Number: 639-283-6
• Nikkaji Number: J267.195F,J307.741A
• Mol file: 20567-38-8.mol

Synonyms:Cinnamicacid, 4,5-dimethoxy-2-nitro- (7CI,8CI);

Chemical Property of 4,5-DIMETHOXY-2-NITROCINNAMIC ACID

Chemical Property:

• Appearance/Colour: yellow to green powder
• Vapor Pressure: 3.9E-10mmHg at 25°C
• Melting Point: 293 °C
• Refractive Index: 1.5300 (estimate)
• Boiling Point: 482.9 °C at 760 mmHg
• PKA: 4.16±0.15(Predicted)
• Flash Point: 245.8 °C
• PSA: 101.58000
• Density: 1.369 g/cm³
• LogP: 2.23300
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 253.05863707
• Heavy Atom Count: 18
• Complexity: 337

Purity/Quality:

99%, ^*data from raw suppliers

4,5-Dimethoxy-2-nitrocinnamic acid ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 24/25-60-37-26

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4,5-DIMETHOXY-2-NITROCINNAMIC ACID

There total 5 articles about 4,5-DIMETHOXY-2-NITROCINNAMIC 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: 94.0%

malonic acid (141-82-2) + 6-nitroveratraldehyde (20357-25-9) → 3.4-dimethoxy-2-nitrocinnamic acid (20567-38-8)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; In N,N-dimethyl-formamide; at 100 - 110 ℃; for 1.36667h;

DOI:10.14233/ajchem.2017.20575

Reference yield: 79.0%

3,4-dimethoxy-trans-cinnamic acid (14737-89-4) → 6-nitro-3,4-dimethoxycinnamic acid (20567-38-8) + (E)-1,2-dimethoxy-4-nitro-5-(2-nitroethenyl)benzene (118509-95-8)

Guidance literature:

With ammonium cerium(IV) nitrate; trifluoroacetic acid; at 23 ℃; for 1h; Yield given;

Reference yield:

malonic acid (141-82-2) + 6-nitroveratraldehyde (20357-25-9) → 6-nitro-3,4-dimethoxycinnamic acid (20567-38-8)

Guidance literature:

With piperidine;

DOI:10.1002/ardp.19342724806

upstream raw materials:

malonic acid

6-nitroveratraldehyde

3,4-dimethoxy-trans-cinnamic acid

Downstream raw materials:

6,7-dimethoxy-3,4-dihydroquinolin-2(1H)-one

C₁₂H₁₃NO₆

(E)-3-(4,5-dimethoxy-2-nitro-phenyl)-acrylic acid methyl ester

(E)-3-(4,5-dihydroxy-2-nitrophenyl)propenoic acid

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