3-Hydroxy-4-methoxy-5-nitrobenzaldehyde

Base Information

• Chemical Name: 3-Hydroxy-4-methoxy-5-nitrobenzaldehyde
• CAS No.: 80547-69-9
• Molecular Formula: C8H7 N O5
• Molecular Weight: 197.147
• Hs Code.: 2913000090
• NSC Number: 5400
• DSSTox Substance ID: DTXSID80230383
• Nikkaji Number: J522.463B
• Wikidata: Q83110902
• ChEMBL ID: CHEMBL89320
• Mol file: 80547-69-9.mol

Synonyms:3-hydroxy-4-methoxy-5-nitrobenzaldehyde;HMNB

Chemical Property of 3-Hydroxy-4-methoxy-5-nitrobenzaldehyde

Chemical Property:

• Vapor Pressure: 4.32E-06mmHg at 25°C
• Boiling Point: 373°C at 760 mmHg
• Flash Point: 179.4°C
• PSA: 92.35000
• Density: 1.456g/cm³
• LogP: 1.64470
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 197.03242232
• Heavy Atom Count: 14
• Complexity: 226

Purity/Quality:

97% ^*data from raw suppliers

3-Hydroxy-4-methoxy-5-nitrobenzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3-Hydroxy-4-methoxy-5-nitrobenzaldehyde

There total 5 articles about 3-Hydroxy-4-methoxy-5-nitrobenzaldehyde 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: 54.0%

isovanillin (621-59-0) → 3-hydroxy-4-methoxy-2-nitrobenzaldehyde (6284-92-0) + 3-hydroxy-4-methoxy-5-nitrobenzaldehyde (80547-69-9)

Guidance literature:

With nitro acetate; silica gel; In chloroform; at -20 - 20 ℃;

DOI:10.1016/S0040-4020(99)00320-8

Reference yield: 8.0%

acetic acid 5-formyl-2-methoxy-3-nitrophenyl ester (80547-72-4) → 3-hydroxy-4-methoxy-5-nitrobenzaldehyde (80547-69-9)

Guidance literature:

With sodium hydroxide; In water; pH=1;

DOI:10.1021/acs.jmedchem.5b01086

Reference yield:

isovanillin (621-59-0) → 3-hydroxy-4-methoxy-5-nitrobenzaldehyde (80547-69-9)

Guidance literature:

With nitric acid; In acetic acid;

DOI:10.1016/j.bmcl.2014.08.024

upstream raw materials:

isovanillin

isovanillin acetate

acetic acid 5-formyl-2-methoxy-3-nitrophenyl ester

Downstream raw materials:

3-tert-butyldimethylsilyloxy-4-methoxy-5-nitrobenzaldehyde

3,4-dihydroxy-5-nitrobenzaldehyde

phenethyl (E)-3-(3,4-dihydroxy-5-nitrophenyl)acrylate

ethyl 2-cyano-3-(3,4-dihydroxy-5-nitrophenyl)prop-2-enoate