6628-86-0

Basic information

• Product Name: 5-Chloro-2-nitrobenzaldehyde
• Synonyms: 2-NITRO-5-CHLOROBENZALDEHYDE;5-CHLORO-2-NITROBENZALDEHYDE;TIMTEC-BB SBB003713;5-Chloro-2-Nitrobenzaldehyde 2-Nitro-5-Chlorobenzaldehyde;5-CHLORO-2-NITROBENZALDEHYDE, TECH.;5-Chloro-2-nitrobenzaldehyde, 99+%;2-Nirtro -5-chlorobenzaldehyde;Benzaldehyde, 5-chloro-2-nitro-
• CAS NO: 6628-86-0
• Molecular Formula: C₇H₄ClNO₃
• Molecular Weight: 185.56
• EINECS: 229-614-9
• Product Categories: Aromatic Aldehydes & Derivatives (substituted);Benzaldehyde;Aldehydes;C7;Carbonyl Compounds;API Intermediate
• Mol File: 6628-86-0.mol
• Article Data: 24

Chemical Properties

• Melting Point: 65-69 °C(lit.)
• Boiling Point: 310.2 °C at 760 mmHg
• Flash Point: 141.4 °C
• Appearance: Yellow/Powder
• Density: 1.485 g/cm³
• Vapor Pressure: 0.000608mmHg at 25°C
• Refractive Index: 1.63
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• BRN: 1910197
• CAS DataBase Reference: 5-Chloro-2-nitrobenzaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Chloro-2-nitrobenzaldehyde(6628-86-0)
• EPA Substance Registry System: 5-Chloro-2-nitrobenzaldehyde(6628-86-0)

Safety Data

• Hazard Codes: Xi,C,F,N
• Statements: 36/37/38-43-34-14/15-50/53
• Safety Statements: 22-24/25-36/37-26-45-43-36/37/39-36-7/8-61
• RIDADR: UN3077 9/PG 3
• WGK Germany: 3
• F: 10
• HazardClass: 9
• PackingGroup: Ⅲ
• Hazardous Substances Data: 6628-86-0(Hazardous Substances Data)

Usage

Chemical Properties

yellow powder

Synthesis Reference(s)

The Journal of Organic Chemistry, 25, p. 1542, 1960 DOI: 10.1021/jo01079a020

InChI:InChI=1/C7H4ClNO3/c8-6-1-2-7(9(11)12)5(3-6)4-10/h1-4H

Upstream product

• 587-04-2 m-Chlorobenzaldehyde 
• 30669-50-2 5-chloro-2-nitrobenzylidene dichloride 
• 100-00-5 4-chlorobenzonitrile 
• 73033-58-6 5-chloro-2-nitrobenzyl alcohol 
• 33499-36-4 3-chlorobenzaldehyde O-methyloxime 
• 1012328-95-8 (E)-3-chlorobenzaldehyde O-methyloxime 
• 99-61-6 3-nitro-benzaldehyde 
• 2516-95-2 5-chloro-2-nitrobenzoic acid 
• 51282-49-6 methyl 5-chloro-2-nitrobenzoate 
• 7664-93-9 sulfuric acid 
• 89303-10-6 5-chloro-2-nitrobenzyl phenyl sulfone 

Downstream Products

• 56988-10-4 2-phenyl-3t-(5-chloro-2-nitro-phenyl)-acrylic acid 
• 73688-91-2 2-Nitro-5-chlor-β-nitro-styrol 
• 113001-07-3 N-(2-{[1-(5-Chloro-2-nitro-phenyl)-meth-(Z)-ylidene]-amino}-phenyl)-acetamide 
• 113001-04-0 N-(4-Chloro-2-{[1-(5-chloro-2-nitro-phenyl)-meth-(Z)-ylidene]-amino}-phenyl)-acetamide 
• 59670-75-6 C₁₄H₁₂ClN₃O₂ 
• 56988-10-4 C₁₅H₁₀ClNO₄ 
• 748159-74-2 (E)-3-(5-Chloro-2-nitro-phenyl)-acrylic acid ethyl ester 
• 260559-59-9 (5'-chloro-2'-nitrobenzylidene)-[(Z)-5-(trimethylsilyl)-3-pentenyl]amine 
• 905817-14-3 1-(5-chloro-2-nitro-phenyl)-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxylic acid amide 

Relevant articles and documents

Synthesis of Azepino[1,2-a]indole-10-amines via [6+1] Annulation of Ynenitriles with Reformatsky Reagent

Lewis acid-catalyzed [6+1] annulation reactions of 2-cyano-1-propargyl- and 2-alkynyl-1-cyanomethyl-indoles with Reformatsky reagent are described. 8-Aryl, 8-alkyl-, 8-hetaryl-, 9-aryl, and 9-alkyl-azepino[1,2-a]indole amines were obtained through a 7-endo-mode cyclization of the β-aminoacrylate intermediates. The antiproliferative activity of the azepino[1,2-a]indoles analogs against the HCT-116 cells were also examined.

Iron-Catalyzed Aerobic Oxidation of Alcohols: Lower Cost and Improved Selectivity

An aerobic oxidation reaction of alcohols toward aldehydes or ketones using catalytic amounts of Fe(NO3)3·9H2O, 4-OH-TEMPO, and NaCl has been developed. Compared with the former catalytic system with TEMPO developed in this group, the new protocol using 4-OH-TEMPO, which is much cheaper on an industrial scale, accomplished the transformation with a higher selectivity, especially for aliphatic alcohols toward aldehydes. α,β-Unsaturated alkynals or alkynones can be efficiently synthesized from propargyl alcohols, which has been much less studied in the literature.

Studies on Iron-Catalyzed Aerobic Oxidation of Benzylic Alcohols to Carboxylic Acids

A comprehensive study on aerobic oxidation of benzylic alcohols to carboxylic acids with a catalytic amount each of Fe(NO 3) 3 ·9H 2 O, TEMPO, and KCl is conducted. Various synthetically useful functional groups are well tolerated in the reaction. Distinct electronic and steric effects are observed in the reaction: electron-withdrawing groups accelerate the reaction while electron-donating groups make the reaction slower, and ortho -substituted substrates react slower than meta -substituted substrates. Several large-scale reactions (100 mmol) are conducted using a slow air flow of 30 mL/min to demonstrate the practicality of this method in an academic laboratory.