3-Chloro-4-nitrobenzaldehyde

Base Information

• Chemical Name: 3-Chloro-4-nitrobenzaldehyde
• CAS No.: 57507-34-3
• Molecular Formula: C7H4ClNO3
• Molecular Weight: 185.567
• Hs Code.: 2913000090
• European Community (EC) Number: 623-337-0
• DSSTox Substance ID: DTXSID70396169
• Nikkaji Number: J699.582I
• Wikidata: Q82196736
• Mol file: 57507-34-3.mol

Synonyms:3-chloro-4-nitrobenzaldehyde;57507-34-3;SCHEMBL3113789;DTXSID70396169;LINXIPJBQRYFHA-UHFFFAOYSA-N;CL8314;MFCD00968938;AKOS006280797;RS-1013;CS-0063901;FT-0750207;EN300-74280;Z1167044504

Chemical Property of 3-Chloro-4-nitrobenzaldehyde

Chemical Property:

• Vapor Pressure: 0.000201mmHg at 25°C
• PSA: 62.89000
• LogP: 2.58390
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 184.9879707
• Heavy Atom Count: 12
• Complexity: 192

Purity/Quality:

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

3-Chloro-4-nitrobenzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1C=O)Cl)[N+](=O)[O-]
• Uses: 3-Chloro-4-nitrobenzaldehyde acts as a reagent for the synthetic preparation of [(pyridinyl)oxadiazolyl]ethanone derivatives and the deteremination of their activity as antioxidants.

Technology Process of 3-Chloro-4-nitrobenzaldehyde

There total 5 articles about 3-Chloro-4-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: 78.0%

Acetic acid acetoxy-(3-chloro-4-nitro-phenyl)-methyl ester (77455-53-9) → 3-chloro-4-nitrobenzaldehyde (57507-34-3)

Guidance literature:

With sulfuric acid; In ethanol; water;

DOI:10.1039/P19810000423

Reference yield:

C10H11ClN2O2 (1321621-16-2) → 3-chloro-4-nitrobenzaldehyde (57507-34-3)

Guidance literature:

With dihydrogen peroxide; In acetonitrile; at 25 ℃; for 7h;

DOI:10.1080/00397911.2010.517366

Reference yield:

2-chloro-4-methyl-1-nitrobenzene (38939-88-7) → 3-chloro-4-nitrobenzaldehyde (57507-34-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 43 percent / chromium trioxide, conc. sulphuric acid / acetic acid / 5 - 8 °C

2: 78 percent / sulphuric acid / H₂O; ethanol

With chromium(VI) oxide; sulfuric acid; In ethanol; water; acetic acid;

DOI:10.1039/P19810000423

upstream raw materials:

Acetic acid acetoxy-(3-chloro-4-nitro-phenyl)-methyl ester

tris(benzotriazol-1-yl)methane

2-Chloronitrobenzene

2-chloro-4-methyl-1-nitrobenzene

Downstream raw materials:

C-1-[(3-chloro-4-nitrophenyl)methyl]-4-methylpiperazine

2-chloro-4-(1,4-dimethyl-1H-imidazol-5-yl)aniline

5-(3-chloro-4-nitrophenyl)-1,4-dimethyl-1H-imidazole

N-(3-chloro-4-nitrobenzylidene)methanamine

Refernces

• 1、 Dai, Liyan,Yu, Jie,Chen, Yingqi,Yu, Shichao. "Facile, environmentally friendly synthesis of benzaldehyde and phenylacetaldehyde analogs from readily available toluene derivatives". . p. 3078 - 3084. Retrieved 2011/09/14.
• 2、 Katritzky, Alan R.,Xie, Linghong. "para-Formylation of nitroarenes via vicarious nucleophilic substitution of hydrogen with tris(benzotriazol-1-yl)methane". . p. 347 - 350. Retrieved 2007/10/02.