3-Nitrobenzaldehyde

Base Information

• Chemical Name: 3-Nitrobenzaldehyde
• CAS No.: 99-61-6
• Molecular Formula: C7H5NO3
• Molecular Weight: 151.122
• Hs Code.: 2913.00
• European Community (EC) Number: 202-772-6
• NSC Number: 5504
• UNII: G4O92KO71Z
• DSSTox Substance ID: DTXSID8049383
• Nikkaji Number: J43.345D
• Wikipedia: 3-Nitrobenzaldehyde
• Wikidata: Q2816007
• ChEMBL ID: CHEMBL238132
• Mol file: 99-61-6.mol

Synonyms:3-nitrobenzaldehyde;meta-nitrobenzaldehyde

Chemical Property of 3-Nitrobenzaldehyde

Chemical Property:

• Appearance/Colour: yellowish to yellow-brown granular powder
• Vapor Pressure: 0.00966mmHg at 25°C
• Melting Point: 56 °C
• Refractive Index: 1.617
• Boiling Point: 264.5 °C at 760 mmHg
• Flash Point: 128.6 °C
• PSA: 62.89000
• Density: 1.338 g/cm³
• LogP: 1.93050
• Storage Temp.: ?20°C
• Sensitive.: Air Sensitive
• Solubility.: 1.6g/l
• Water Solubility.: Slightly soluble in water.
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 151.026943022
• Heavy Atom Count: 11
• Complexity: 164

Purity/Quality:

98%, ^*data from raw suppliers

3-Nitrobenzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38-51/53-22
• Safety Statements: 26-36-24/25-61-37/39-29

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Other Aromatics (Nitrogen)
• Canonical SMILES: C1=CC(=CC(=C1)[N+](=O)[O-])C=O
• Description: 3-Nitrobenzaldehyde, meta-nitrobenzaldehyde or m-nitrobenzaldehyde is an organic aromatic compound containing a nitro group meta-substituted to an aldehyde. 3-Nitrobenzaldehyde is the primary product obtained via the mono-nitration of benzaldehyde with nitric acid.
• Uses: 3-Nitrobenzaldehyde is a benzaldhyde with a nitro group in the meta position. 3-Nitrobenzaldehyde is used in the synthesis of other organic compounds, ranging from pharmaceuticals to plastic additives and intermediate for the processing of perfume and flavoring compounds and in the preparation of certain aniline dyes.

Technology Process of 3-Nitrobenzaldehyde

There total 221 articles about 3-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: 93.0%

3,6,6-Trimethyl-4-{[1-(3-nitro-phenyl)-meth-(E)-ylidene]-amino}-4,6-dihydro-1H-cyclopenta[1,2,4]triazine-5,7-dicarboxylic acid dimethyl ester (117227-33-5) → 3-nitro-benzaldehyde (99-61-6) + 3-nitrobenzonitrile (619-24-9)

Guidance literature:

With sodium methylate; In ethanol; for 3h; Product distribution; Heating;

Reference yield: 79.0%

1-nitro-3-vinyl-benzene (586-39-0,51209-60-0) → formaldehyd (50-00-0,30525-89-4,61233-19-0) + 3-nitro-benzaldehyde (99-61-6)

Guidance literature:

With dihydrogen peroxide; In water; acetonitrile; at 20 ℃; for 5h; under 760.051 Torr;

DOI:10.1007/s10562-011-0668-1

Reference yield: 56.0%

3-Methyl-4-{[1-(3-nitro-phenyl)-meth-(E)-ylidene]-amino}-4,6-dihydro-1H-cyclopenta[1,2,4]triazine-5,7-dicarboxylic acid diethyl ester (117227-24-4) → 3-nitro-benzaldehyde (99-61-6) + 3-Methyl-4H-cyclopenta-1,2,4-triazin-5,7-dicarbonsaeure-diethylester (117227-45-9) + 3-nitrobenzonitrile (619-24-9)

Guidance literature:

With ethanol; Heating;

upstream raw materials:

3-nitrobenzaldehyde-4-nitrophenylhydrazone

1-[bis(ethylthio)methyl]-3-nitrobenzene

1-methyl-3-nitrobenzene

3-Nitrobenzyl alcohol

Downstream raw materials:

(E)-3-Nitrocinnamic acid

3-(3-nitrophenyl)acrylic acid methyl ester

3-(3-nitro-phenyl)-2-phenyl-acrylonitrile

2-methyl-3-(3-nitrophenyl)propenoic acid

Refernces

• 1、 Wu,Ding. "A facile method for the transformation of acetals and ketals to aldehydes and ketones". . p. 2173 - 2177. Retrieved 1994.
• 2、 Basa, Prem N.,Barr, Chelsea A.,Oakley, Kady M.,Liang, Xiaomeng,Burdette, Shawn C.. "Zinc Photocages with Improved Photophysical Properties and Cell Permeability Imparted by Ternary Complex Formation". . p. 12100 - 12108. Retrieved 2019.
• 3、 Wu, Jian-Wei,Zhang, Pu,Guo, Zhi-Xin. "Nitration of deactivated aromatic compounds via mechanochemical reaction". supporting information. . Retrieved 2021/05/05.
• 4、 Ravi, Seenu,Raza, A. Ahmed,Sheriff, A. K. Ibrahim,Tajudeen, S. Syed. "Trifunctional covalent triazine and carbonyl based polymer as a catalyst for one-pot multistep organic transformation". . . Retrieved 2021/08/24.