4-Hydroxy-3-methoxy-2-nitrobenzaldehyde

Base Information

• Chemical Name: 4-Hydroxy-3-methoxy-2-nitrobenzaldehyde
• CAS No.: 2450-26-2
• Molecular Formula: C8H7 N O5
• Molecular Weight: 197.147
• Hs Code.: 2913000090
• European Community (EC) Number: 636-724-4
• NSC Number: 95689
• DSSTox Substance ID: DTXSID90179259
• Nikkaji Number: J30.759I
• Wikidata: Q83049762
• Mol file: 2450-26-2.mol

Synonyms:4-hydroxy-3-methoxy-2-nitrobenzaldehyde;2450-26-2;2-Nitrovanillin;Benzaldehyde, 4-hydroxy-3-methoxy-2-nitro-;4-Hydroxy-3-methoxy-2-nitro-benzaldehyde;MFCD00017020;NCIOpen2_001658;SCHEMBL82610;DTXSID90179259;PHCNQUJHXJQLQR-UHFFFAOYSA-N;CAA45026;NSC95689;NSC 95689;NSC-95689;STK078741;AKOS000312979;4Hydroxy-3-methoxy-2-nitrobenzaldehyde;CS-W022193;DS-5704;SY083149;EN300-226957;Z1198147562;InChI=1/C8H7NO5/c1-14-8-6(11)3-2-5(4-10)7(8)9(12)13/h2-4,11H,1H

Chemical Property of 4-Hydroxy-3-methoxy-2-nitrobenzaldehyde

Chemical Property:

• Vapor Pressure: 1.43E-06mmHg at 25°C
• Melting Point: 137-138 °C
• Boiling Point: 387.8°Cat760mmHg
• PKA: 7.40±0.25(Predicted)
• Flash Point: 188.4°C
• PSA: 92.35000
• Density: 1.456g/cm³
• LogP: 1.64470
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• 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:

99% ^*data from raw suppliers

4-Hydroxy-3-methoxy-2-nitrobenzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=C(C=CC(=C1[N+](=O)[O-])C=O)O
• Uses: 4-hydroxy-3-methoxy-2-nitrobenzaldehyde is used in preparation of o-nitrolignin monomers as readily degradable lignin-generation agents for plants and degradation of lignin under UV irradiation.

Technology Process of 4-Hydroxy-3-methoxy-2-nitrobenzaldehyde

There total 15 articles about 4-Hydroxy-3-methoxy-2-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: 97.0%

4-formyl-2-methoxy-3-nitrophenyl acetate (2698-69-3) → 2-nitrovanillin (2450-26-2)

Guidance literature:

With sodium hydroxide; In water; at 20 ℃; for 0.5h;

DOI:10.1002/jhet.2251

Reference yield: 88.6%

vanillin acetate (881-68-5) → 2-nitrovanillin (2450-26-2)

Guidance literature:

vanillin acetate; With nitric acid; at -10 - 5 ℃;

With water; sodium hydroxide; Heating;

DOI:10.1248/cpb.57.368

Reference yield: 81.0%

vanillin (121-33-5,8014-42-4) → 6-nitrovanillin (2454-72-0) + isonitrovanillin (6635-20-7) + 2-nitrovanillin (2450-26-2)

Guidance literature:

With Nitrogen dioxide; for 12h; under 225.02 Torr;

DOI:10.1021/jo00122a031

upstream raw materials:

vanillin acetate

4-formyl-2-methoxy-3-nitrophenyl acetate

vanillin

ethanol

Downstream raw materials:

4-ethoxy-3-methoxy-2-nitro-benzaldehyde

2-amino-4-hydroxy-3-methoxy-benzaldehyde

5-bromo-4-hydroxy-3-methoxy-2-nitrobenzaldehyde

(E)-3-(4-hydroxy-3-methoxy-2-nitrophenyl)acrylic acid

Refernces

• 1、 Wang, Tao,Wang, Cheng,Zhang, Jie,He, Huaizhen. "First Total Synthesis of 9-Hydroxy-8H-pyrano[3,2-f]indol-2-one". . p. 1406 - 1410. Retrieved 2015.
• 2、 -. "EASILY DECOMPOSABLE LIGNIN GENERATOR". Paragraph 0081; 0082; 0084; 0085. . Retrieved 2018/02/22.
• 3、 -. "METHOD FOR PREPARING DIPHENYLMETHANE DERIVATIVES". . . Retrieved 2017/09/29.