6361-22-4

Basic information

• Product Name: 2-CHLORO-6-NITROBENZALDEHYDE
• Synonyms: TIMTEC-BB SBB003714;2-NITRO-6-CHLOROBENZALDEHYDE;2-CHLORO-6-NITROBENZALDEHYDE;2-CHLORO-6-NITROBENZALDEHYDE 97%;2-EHLORO-6-NITROBENZALDEHYDE;Einecs 228-831-6
• CAS NO: 6361-22-4
• Molecular Formula: C₇H₄ClNO₃
• Molecular Weight: 185.56
• EINECS: 228-831-6
• Product Categories: Aromatic Aldehydes & Derivatives (substituted);C;Stains and Dyes;Stains&Dyes, A to
• Mol File: 6361-22-4.mol
• Article Data: 7

Chemical Properties

• Melting Point: 69-71 °C(lit.)
• Boiling Point: 298.8 °C at 760 mmHg
• Flash Point: 134.5 °C
• Appearance: /
• Density: 1.485 g/cm³
• Vapor Pressure: 0.00124mmHg at 25°C
• Refractive Index: 1.63
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• CAS DataBase Reference: 2-CHLORO-6-NITROBENZALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-CHLORO-6-NITROBENZALDEHYDE(6361-22-4)
• EPA Substance Registry System: 2-CHLORO-6-NITROBENZALDEHYDE(6361-22-4)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39-36
• WGK Germany: 3
• Hazardous Substances Data: 6361-22-4(Hazardous Substances Data)

Usage

General Description

2-Chloro-6-nitrobenzaldehyde is a synthetic, organic compound typically used for research and development purposes, particularly in the field of organic chemistry and pharmaceuticals. It is a pale yellow crystalline solid at room temperature and has a moderately complex structure, incorporating elements such as chlorine, nitrogen, a benzene ring, and an aldehyde functional group. Its molecular formula is C7H4ClNO3, and it has a molar mass of 185.57 g/mol. As it is a nitro compound, it has the potential to be explosive under the right conditions and must be handled with care. Its exact properties, such as its boiling and melting points, are dependent on the purity of the substance. Due to its potential hazards, it requires proper storage and handling as per safety guidelines.

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

Upstream product

• 83-42-1 6-chloro-2-nitrotoluene 
• 4637-24-5 N,N-dimethyl-formamide dimethyl acetal 
• 95196-89-7 1-(2-chloro-6-nitro-benzyl)-pyridinium; bromide 
• 97301-33-2 C₁₅H₁₄ClN₃O₃ 
• 97301-33-2 2-chloro-6-nitro-benzaldehyde-[N-(4-dimethylamino-phenyl)-oxime ] 
• 50907-57-8 (2-chloro-6-nitrobenzene)methanol 
• 56433-01-3 2-chloro-6-nitrobenzyl bromide 

Downstream Products

• 6275-44-1 4,4'-diCl-indigo 
• 128153-92-4 Isonicotinic acid [1-(2-chloro-6-nitro-phenyl)-meth-(E)-ylidene]-hydrazide 
• 150079-72-4 4-chloro-2,1-benzisoxazole 
• 912850-08-9 1-Acetyl-3-[1-(2-chloro-6-nitro-phenyl)-meth-(Z)-ylidene]-piperazine-2,5-dione 
• 947409-39-4 2-chloro-6-nitrophenyl acetylene 
• 916908-67-3 1-(2-chloro-6-nitrophenyl)-1-hydroxy-2-methylenepentan-3-one 
• 1026353-07-0 4-(2-chloro-6-nitrophenyl)-4-hydroxy-3-methylenebutan-2-one 
• 1001088-84-1 (S,E)-3-(2-chloro-6-nitrophenyl)-2-cyano-N-(1-phenylbutyl)acrylamide 
• 25235-85-2 4-chloro-1H-indole 
• 1616343-54-4 C₁₇H₁₈ClN₃O₃ 

Relevant articles and documents

Mild Darzens Annulations for the Assembly of Trifluoromethylthiolated (SCF3) Aziridine and Cyclopropane Structures

We report mild new annulation approaches to trisubstituted trifluoromethylthiolated (SCF3) aziridines and cyclopropanes via Darzens inspired protocols. The products of these anionic annulations, rarely studied previously, possess attractive features rendering them valuable building blocks for synthesis platforms. In this study, trisubstituted acetophenone nucleophiles bearing SCF3 and bromine substituents in their α position were shown to undergo [2 + 1] annulations with vinyl ketones and tosyl-protected imines under mild reaction conditions.

Diels - Alder approach for the construction of halogenated, o-nitro biaryl templates and application to the total synthesis of the anti-HIV agent siamenol

(Chemical Equation Presented) A rapid Diels - Alder approach to halogenated biaryl templates is described. These biaryl templates are available in two steps from the corresponding aromatic aldehydes. The scope of subsequent Suzuki couplings on the biaryl chlorides is explored. Good tolerance for both electron-donating and electron-withdrawing groups in the coupling process can be achieved. Further functionalization of the biaryl templates is described. Hydrogenation of the nitro moiety with concomitant removal of the benzyl ether yields the o-anilino, o-phenolic polyaryls. Selective reduction of the nitro group can be accomplished. Alternatively, the benzyl ether can be selectively removed under Lewis acidic conditions. The utilization of the Diels - Alder adducts for the synthesis of a series of chlorinated carbazoles via the Cadogan cyclization is also demonstrated. Finally, application of this technology to the total synthesis of siamenol, an anti-HIV agent, is reported.

Compounds interacting with tubulin: Part I: Synthesis of ortho-ortho' substituted phenylpyrroles with free or restricted rotation.

The synthesis of ortho-ortho' substituted phenylpyrroles that are susceptible to isomerization of the biaryl type (atropisomerism) was performed using a Michael addition of isocyanoacetates with nitrostyrenes.Atropisomerism in phenylpyrroles 14 and 15 was studied by means of 1H NMR spectroscopy using chiral lanthanide shift reagents (LSR*).In the case of chiral phenylpyrrole 21, an evaluation of the interconversion parameters between diastereomers (k, ΔGT*) was attempted. - - - tubulin / phenylpyrrole / atropisomers / chiral shift reagents