3-(4-Hydroxy-3-methoxy-5-nitrophenyl)prop-2-enoic acid

Base Information

• Chemical Name: 3-(4-Hydroxy-3-methoxy-5-nitrophenyl)prop-2-enoic acid
• CAS No.: 5438-42-6
• Molecular Formula: C₁₀H₉NO₆
• Molecular Weight: 239.185
• NSC Number: 16686
• DSSTox Substance ID: DTXSID20417838
• Wikidata: Q82228048
• ChEMBL ID: CHEMBL480394
• Mol file: 5438-42-6.mol

Synonyms:NSC16686;CHEMBL480394;3-(4-Hydroxy-3-methoxy-5-nitrophenyl)prop-2-enoic acid;5438-42-6;SCHEMBL6035429;SCHEMBL17518842;DTXSID20417838;BDBM50479608;NSC-16686;AKOS000126315;EN300-1828117;(E)-3-(4-hydroxy-3-methoxy-5-nitro-phenyl)prop-2-enoic acid;(2E)-3-(4-HYDROXY-3-METHOXY-5-NITROPHENYL)PROP-2-ENOIC ACID

Chemical Property of 3-(4-Hydroxy-3-methoxy-5-nitrophenyl)prop-2-enoic acid

Chemical Property:

• Vapor Pressure: 1.69E-07mmHg at 25°C
• Boiling Point: 411.2°Cat760mmHg
• Flash Point: 202.5°C
• Density: 1.501g/cm³
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 239.04298701
• Heavy Atom Count: 17
• Complexity: 323

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=CC(=C1O)[N+](=O)[O-])C=CC(=O)O
• Isomeric SMILES: COC1=CC(=CC(=C1O)[N+](=O)[O-])/C=C/C(=O)O

Technology Process of 3-(4-Hydroxy-3-methoxy-5-nitrophenyl)prop-2-enoic acid

There total 4 articles about 3-(4-Hydroxy-3-methoxy-5-nitrophenyl)prop-2-enoic 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: 90.0%

malonic acid (141-82-2) + isonitrovanillin (6635-20-7) → (2E)-3-(4-hydroxy-3-methoxy-5-nitrophenyl)acrylic acid (5438-42-6,86981-09-1)

Guidance literature:

With piperidine; pyridine; for 1h; Reflux;

DOI:10.1016/j.ejmech.2012.05.041

Reference yield: 82.0%

(E)-3-(4-hydroxy-3-methoxyphenyl)acrylic acid (1135-24-6,537-98-4) → (E)-3-(3-amino-4-hydroxy-5-methoxyphenyl)acrylic acid + (E)-3-(4-hydroxy-3-methoxy-2-nitrophenyl)acrylic acid (938195-02-9) + (2E)-3-(4-hydroxy-3-methoxy-5-nitrophenyl)acrylic acid (5438-42-6,86981-09-1)

Guidance literature:

With nitric acid; acetic acid; at 20 ℃; for 1h;

Reference yield:

isonitrovanillin (6635-20-7) → (2E)-3-(4-hydroxy-3-methoxy-5-nitrophenyl)acrylic acid (5438-42-6,86981-09-1)

Guidance literature:

With malonic acid; In pyridine;

upstream raw materials:

malonic acid

isonitrovanillin

vanillin

(E)-3-(4-hydroxy-3-methoxyphenyl)acrylic acid

Downstream raw materials:

(2E)-3-(4-hydroxy-3-methoxy-5-nitrophenyl)acrylohydrazide