3848-36-0

Basic information

• Product Name: 4-CHLOROBENZALDEHYDE OXIME
• Synonyms: AKOS B004078;4-CHLOROBENZALDEHYDE OXIME;4-CHLOROBENZALDOXIME;4-CHLOROBENZENECARBALDEHYDE OXIME;N-(4-Chlorobenzylidene)hydroxylamine;benzaldehyde, 4-chloro-, oxime
• CAS NO: 3848-36-0
• Molecular Formula: C₇H₆ClNO
• Molecular Weight: 155.58
• Product Categories: Aromatic Hydrazides, Hydrazines, Hydrazones and Oximes
• Mol File: 3848-36-0.mol
• Article Data: 130

Chemical Properties

• Melting Point: 108-110°C
• Boiling Point: 233.2 °C at 760 mmHg
• Flash Point: 94.8 °C
• Appearance: /
• Density: 1.217 g/cm³
• Vapor Pressure: 0.0314mmHg at 25°C
• Refractive Index: 1.55
• PKA: 10.45±0.10(Predicted)
• CAS DataBase Reference: 4-CHLOROBENZALDEHYDE OXIME(CAS DataBase Reference)
• NIST Chemistry Reference: 4-CHLOROBENZALDEHYDE OXIME(3848-36-0)
• EPA Substance Registry System: 4-CHLOROBENZALDEHYDE OXIME(3848-36-0)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 3848-36-0(Hazardous Substances Data)

Usage

General Description

4-Chlorobenzaldehyde Oxime is a chemical compound that belongs to the class of organic compounds known as benzene and substituted derivatives, specifically an aromatic compound consisting of a benzene substituted by a chloro group and an oxime group. Well recognized by its systematic name 4-chlorobenzonitrile oxime, its chemical formula is C7H6ClNO, and it may appear as a white crystalline substance. This substance is used in the chemical industry, but due to its potential harmful effects, it is recommended that proper cautionary measures be considered in its handling and storage.

InChI:InChI=1/C7H6ClNO/c8-7-3-1-6(2-4-7)5-9-10/h1-5,10H

Upstream product

• 110-89-4 piperidine 
• 119991-09-2 4-Chloro-benzaldehyde O-(2,4-dinitro-phenyl)-oxime 
• 2403-54-5 2-(4-chlorophenyl)-1,3-dioxolane 
• 104-88-1 4-chlorobenzaldehyde 
• 30866-47-8 N-(2-iminochromen-3-carbonyl)-N'-(4-chlorobenzylidene)carbohydrazide 
• 74-89-5 methylamine 
• 5470-11-1 hydroxylamine hydrochloride 
• 873-76-7 para-Chlorobenzyl alcohol 
• 104-11-0 N-methyl-4-chlorobenzylamine 
• 637-87-6 1-Chloro-4-iodobenzene 
• 68-12-2 N,N-dimethyl-formamide 
• 106-39-8 bromochlorobenzene 
• 106-43-4 para-chlorotoluene 
• 19350-69-7 4-chlorobenzaldehyde p-toluenesulfonylhydrazone 

Downstream Products

• 52540-33-7 p-Chlor-benzaldehydoxim-diethylorthoacetat 
• 102740-28-3 4-(4-chlorophenyl)-2,7-dioxa-3-azabicyclo<3,3,0>oct-3-ene 
• 26218-72-4 3,4-bis-(4-chloro-phenyl)-furazan 2-oxide 
• 135921-74-3 (3aR,8bR)-3-(4-Chloro-phenyl)-3a,8b-dihydro-benzo[4,5]thieno[2,3-d]isoxazole 4,4-dioxide 
• 135921-78-7 (3aS,8bR)-3a-Chloro-3-(4-chloro-phenyl)-3a,8b-dihydro-benzo[4,5]thieno[2,3-d]isoxazole 4,4-dioxide 
• 7083-37-6 4-Chlor-O-<2,4-dimethyl-phenoxycarbimidoyl>-benzaldoxim 
• 133362-01-3 4-chloro-α-nitro-benzaldehyde seqtrans-oxime 
• 1081796-93-1 4-chloro-α-nitro-benzaldehyde seqcis-oxime 
• 86212-34-2 (1R,2S)-1,2-bis(4-chlorophenyl)ethane-1,2-diamine 
• 104-86-9 4-chlorobenzylamine 
• 10359-09-8 2-(4-chlorophenyl)-1,3-dithiane 
• 466674-15-7 [3-(4-chloro-phenyl)-4-methyl-5-phenyl-4,5-dihydro-isoxazol-4-yl]-[3-(4-chloro-phenyl)-5-phenyl-4,5-dihydro-isoxazol-4-yl]-methanone 

Relevant articles and documents

A catalytic regioselective procedure for the synthesis of aryl oximes in the presence of palladium nanoparticles

The synthesis of aryl oximes from aryl aldehyde derivatives was carried out using hydroxylamine hydrochloride and aluminum oxy hydroxide-supported palladium (Pd/AlO(OH) nanoparticles. The procedure is revealed via the regioselective synthesis of oxime der

The local and natural sources in synthetic methods: the practical synthesis of aryl oximes from aryl aldehydes under catalyst-free conditions in mineral water

The synthesis of oximes from aryl aldehydes was prepared using hydroxylamine hydrochloride. The obtained oxime compounds were synthesized at maximum efficiency in mineral water at room temperature. The developed method is economical, practical and environmentally friendly. All of the aldehydes were converted the oxime a method using local sources and useful for industrial applications is introduced in the literature. Graphic abstract: In this study, addition elimination reaction, one of the important reactions of organic chemistry, was carried out using local sources. With this reaction, aryl oximes were obtained from aryl aldehydes in mineral water under catalyst-free conditions.[Figure not available: see fulltext.]

Design, synthesis and biological evaluation of novel indanone containing spiroisoxazoline derivatives with selective COX-2 inhibition as anticancer agents

Objective: A new family of 3′-(Mono, di or tri-substituted phenyl)-4′-(4-(methylsulfonyl) phenyl) spiroisoxazoline derivatives containing indanone spirobridge was designed, synthesized, and evaluated for their selective COX-2 inhibitory potency and cytotoxicity on different cell lines. Methods: A synthetic reaction based on 1,3-dipolar cycloaddition mechanism was applied for the regiospecific formation of various spiroisoxazolines. The activity of the newly synthesized compounds was determined using in vitro cyclooxygenase inhibition assay. The toxicity of the compounds was evaluated by MTT assay. In addition, induction of apoptosis, and expression levels of Bax, Bcl-2 and caspase-3 mRNA in MCF-7 cells were evaluated following exposure to compound 9f. The docking calculations and molecular dynamics simulation were performed to study the most probable modes of interactions of compound 9f upon binding to COX-2 enzyme. Results: The docking results showed that the synthesized compounds were able to form hydrogen bonds with COX-2 involving methyl sulfonyl, spiroisoxazoline, meta-methoxy and fluoro functional groups. Spiroisoxazoline derivatives containing methoxy group at the C-3′ phenyl ring meta position (9f and 9g) showed superior selectivity with higher potency of inhibiting COX-2 enzyme. Furthermore, compound 9f, which possesses 3,4-dimethoxyphenyl on C-3′ carbon atom of isoxazoline ring, exhibited the highest COX-2 inhibitory activity, and also displayed the most potent cytotoxicity on MCF-7 cells with an IC50 value of 0.03 ± 0.01 μM, comparable with that of doxorubicin (IC50 of 0.062 ± 0.012 μM). The results indicated that compound 9f could promote apoptosis. Also, compared to the control group, the mRNA expression of Bax and caspase-3 significantly increased, while that of Bcl-2 significantly decreased upon exposure to compound 9f which may propose the activation of mitochondrial-associated pathway as the mechanism of observed apoptosis. Conclusion: In vitro biological evaluations accompanied with in silico studies revealed that indanone tricyclic spiroisoxazoline derivatives are good candidates for the development of new anti-inflammatory and anticancer (colorectal and breast) agents.