5-Methoxy-2-nitrobenzaldehyde

Base Information

• Chemical Name: 5-Methoxy-2-nitrobenzaldehyde
• CAS No.: 20357-24-8
• Molecular Formula: C8H7NO4
• Molecular Weight: 181.148
• Hs Code.: 2913000090
• European Community (EC) Number: 800-835-8
• NSC Number: 25207
• DSSTox Substance ID: DTXSID70282255
• Nikkaji Number: J1.570.018A
• Wikidata: Q72517202
• Mol file: 20357-24-8.mol

Synonyms:5-Methoxy-2-nitrobenzaldehyde;20357-24-8;5-methoxy-2-nitro-benzaldehyde;Benzaldehyde, 5-methoxy-2-nitro-;2-nitro-5-methoxybenzaldehyde;MFCD00456498;3-Formyl-4-nitroanisole;2-Formyl-4-methoxynitrobenzene;NSC25207;5-methoxy-2-nitrobezaldehyde;3-methoxy-6-nitrobenzaldehyde;SCHEMBL1161468;5-Methoxy-2-nitrobenzaldehyde #;AMY1688;DTXSID70282255;CL8376;NSC-25207;AKOS006222480;AB06040;CS-W008816;PS-3759;AC-28484;SY025394;5-methoxy-2-nitrobenzaldehyde, AldrichCPR;FT-0600622;EN300-304043;AE-508/43282366;W-206506;Z1201620137

Chemical Property of 5-Methoxy-2-nitrobenzaldehyde

Chemical Property:

• Vapor Pressure: 3.28E-05mmHg at 25°C
• Melting Point: 83 °C
• Refractive Index: 1.59
• Boiling Point: 354.7 °C at 760 mmHg
• Flash Point: 184.2 °C
• PSA: 72.12000
• Density: 1.322 g/cm³
• LogP: 1.93910
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 181.03750770
• Heavy Atom Count: 13
• Complexity: 201

Purity/Quality:

98%,99%, ^*data from raw suppliers

5-Methoxy-2-nitrobenzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

Useful:

• Canonical SMILES: COC1=CC(=C(C=C1)[N+](=O)[O-])C=O
• Uses: 5-Methoxy-2-nitrobenzaldehyde is a starting material used to synthesize a novel class of cis-locked combretastatins named combretabenzodiazepines which shows cytotoxic and antitubulin activity.

Technology Process of 5-Methoxy-2-nitrobenzaldehyde

There total 19 articles about 5-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: 100.0%

(5-methoxy-2'-nitrophenyl)methanol (879-55-0) → 5-methoxy-2-nitro-benzaldehyde (20357-24-8)

Guidance literature:

With Dess-Martin periodane; In dichloromethane; at 20 ℃; for 3h;

Reference yield: 100.0%

2-nitro-5-hydroxybenzaldehyde (42454-06-8) + methyl iodide (74-88-4) → 5-methoxy-2-nitro-benzaldehyde (20357-24-8)

Guidance literature:

With potassium carbonate; In DMF (N,N-dimethyl-formamide); at 20 ℃; for 16h;

Reference yield: 99.0%

2-nitro-5-hydroxybenzaldehyde (42454-06-8) + dimethyl sulfate (77-78-1) → 5-methoxy-2-nitro-benzaldehyde (20357-24-8)

Guidance literature:

With sodium hydroxide; In water; at 40 ℃; for 5h; pH=9 - 10;

DOI:10.1080/00304940903187615

upstream raw materials:

2-nitro-5-hydroxybenzaldehyde

3-methoxy-benzaldehyde

dimethyl sulfate

4-methoxy-2-<<(4-methylphenyl)sulfonyl>methyl>-1-nitrobenzene

Downstream raw materials:

5-methoxyisatine

5-methoxy-2-nitro-benzoic acid

3-methoxy-2,6-dinitrobenzaldehyde

5-methoxy-2,4-dinitrobenzaldehyde

Refernces

• 1、 Xiong, Xiao-Dong,Chen, Wen-Xue,Kuang, Yun-Yan,Chen, Fen-Er. "A novel and practical synthesis of 2-amino-5-hydroxypropiophenone". . p. 423 - 427. Retrieved 2009.
• 2、 Larin, Egor M.,Lautens, Mark,Loup, Joachim. "Iron-Catalyzed Reductive Cyclization by Hydromagnesiation: A Modular Strategy Towards N-Heterocycles". supporting information. p. 22345 - 22351. Retrieved 2021/09/09.
• 3、 -. "Ursolic acid quinolinyl hydrazide derivative with anti-tumor activity as well as preparation method and application thereof". Paragraph 0136; 0137; 0138. . Retrieved 2018/01/19.