3717-28-0

Basic information

• Product Name: 2-Chlorobenzaldehyde oxime
• Synonyms: 2-CHLOROBENZALDEHYDE OXIME;2-chlorobenzenecarbaldehyde oxime;2-CHLOROBENZALDEHYDE OXIME 99.0%;N-(2-Chlorobenzylidene)hydroxylamine;2-Chlorobenzaldehyde oxime,97%;(Z)-2-chlorobenzaldehyde oxiMe;O-CHLOROBENZALDEHYDE OXIME;AKOS B004072
• CAS NO: 3717-28-0
• Molecular Formula: C₇H₆ClNO
• Molecular Weight: 155.58
• EINECS: 223-065-9
• Product Categories: Aromatic Hydrazides, Hydrazines, Hydrazones and Oximes;Nitrogen Compounds;Organic Building Blocks;Oximes
• Mol File: 3717-28-0.mol
• Article Data: 114

Chemical Properties

• Melting Point: 73-76 °C(lit.)
• Boiling Point: 242.6°Cat760mmHg
• Flash Point: 100.5°C
• Appearance: /
• Density: 1.21g/cm³
• Vapor Pressure: 0.0181mmHg at 25°C
• Refractive Index: 1.55
• Storage Temp.: Refrigerator
• Solubility: Chloroform, Methanol
• Water Solubility: insoluble
• CAS DataBase Reference: 2-Chlorobenzaldehyde oxime(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Chlorobenzaldehyde oxime(3717-28-0)
• EPA Substance Registry System: 2-Chlorobenzaldehyde oxime(3717-28-0)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39
• WGK Germany: 3
• Hazardous Substances Data: 3717-28-0(Hazardous Substances Data)

Usage

Chemical Properties

white crystalline needles

Uses

Different sources of media describe the Uses of 3717-28-0 differently. You can refer to the following data:
1. 2-Chlorobenzaldehyde Oxime is a chemical reagent used in the synthesis of antimicrobial hydroxamates which are potential inhibitors of deoxy-D-xylulose 5-phosphate synthase inhibiting growth of influenzae. Also used in the preparation ofsubstituted oxazole based firefly luciferase inhibitors.
2. 2-Chlorobenzaldehyde oxime may be used in the preparation of: 2-chlorobenzaldehyde under different reaction conditionsmethyl 3-(2-chlorophenyl)-5-[1-(4-methoxybenzyloxy)-ethyl]isoxazole-4-carboxylatedimethyl 3-(2-chlorophenyl)isoxazole-4,5-dicarboxylate[3-(2-chlorophenyl)isoxazol-5-yl]methanol

General Description

2-Chlorobenzaldehyde oxime is also known as o-chlorobenzaldehyde oxime. It can be synthesized by reacting 2-chlorobenzaldehyde and hydroxylamine hydrochloride.

InChI:InChI=1/C7H6ClNO/c8-7-4-2-1-3-6(7)5-9-10/h1-5,10H/b9-5+

Upstream product

• 3717-26-8 (E)-2-chlorobenzaldehyde oxime 
• 7647-01-0 hydrogenchloride 
• 24393-43-9 (E)-ethyl 3-(2-chlorophenyl)-2-cyanoacrylate 
• 89-98-5 2-chloro-benzaldehyde 
• 17849-38-6 2-Chlorobenzyl alcohol 
• 96-29-7 ethyl methyl ketone oxime 
• 932-90-1 syn-benzaldehyde oxime 
• 95-49-8 2-methylchlorobenzene 
• 89-97-4 2-CHLOROBENZYLAMINE 
• 2698-41-1 o-chlorobenzylidene malononitrile 
• 590-28-3 potassium cyanate 
• 880141-55-9 2-chloro-benzaldehyde-(O-ethoxycarbonyl-seqtrans-oxime ) 
• 71-43-2 benzene 

Downstream Products

• 29568-74-9 2-chloro-N-hydroxybenzimidoyl chloride 
• 873-32-5 2-Chlorobenzonitrile 
• 3717-26-8 2-chlorobenzaldoxime 
• 25742-65-8 3-(2-chlorophenyl)isoxazole 
• 141891-27-2 2-[1-(2-Chloro-phenyl)-meth-(E)-ylideneaminooxy]-propionic acid ethyl ester 
• 118-91-2 ortho-chlorobenzoic acid 
• 609-66-5 2-chlorobenzamide 
• 676489-04-6 methyl 3-(2-chlorophenyl)-5-[1-(4-methoxybenzyloxy)ethyl]isoxazole-4-carboxylate 
• 89-98-5 2-chloro-benzaldehyde 
• 212891-52-6 5-(2-chlorophenyl)-1-hydroxytetrazole 
• 55606-45-6 N-(2-chlorobenzyl)hydroxylamine 
• 1144046-51-4 3-[2-chlorophenyl]-5-[2-pyridyl],5-[methyl]-1,4,2-dioxazole 
• 1144046-50-3 3-[2-chlorophenyl]-5-[3-bromophenyl],5-[ethyl]-1,4,2-dioxazole 
• 1144046-48-9 3-[2-chlorophenyl]-5-[3-chlorophenyl],5-[ethyl]-1,4,2-dioxazole 

Relevant articles and documents

On the mixed oxides-supported niobium catalyst towards benzylamine oxidation

A series of mixed oxides-supported niobium-based catalysts has been synthesized and applied towards oxidation reactions of benzylamine derivatives. Under the optimized reaction conditions, the selectivity to oxime enhanced, leading to the main product with up to 72 %. Moreover, even α-substituted benzylamines were well tolerated and led to oximes in good isolated yields. It is important to mention; four equivalents of the harmless and inexpensive hydrogen peroxide were employed as oxidizing agent. Mechanism hypothesis suggested that the reaction proceed to selective benzylamine oxidation into nitroso intermediate, following by formation of the corresponding oxime tautomer mediated by an unstable water produced by NbOx supported catalyst. This consists the first mixed oxides-supported niobium-based catalyst for selective oxidation of benzylamines to oximes.

Design and synthesis of sinomenine isoxazole derivatives via 1,3-dipolar cycloaddition reaction

A novel structure of sinomenine isoxazole derivatives is synthesised from sinomenine hydrochloride and aromatic aldehydes and requires six steps. 19 target compounds have been obtained in good yields. The sinomenine hydrochloride transforms to 4-alkynyl sinomenine, which is a key intermediate product to synthesise the target sinomenine isoxazole compounds, after a neutralisation reaction with ammonia and substitution reaction with 3-chloropropyne. Another key intermediate product is 1,3-dipole, which can be obtained from aromatic aldehyde. After treatment with hydroxylamine hydrochloride and then sodium carbonate solution, aromatic aldehyde is converted to aldehyde oxime, which reacts with N-chlorosuccinimide (NCS) to afford aryl hydroximino chloride. 1,3-Dipole is eventually formed in situ while triethylamine (TEA) in DMF is added dropwise. Then 4-alkynyl sinomenine is added to provide the sinomenine isoxazole derivative via 1,3-dipolar cycloaddition reaction as the key step. All the target compounds are characterised by melting point, 1H NMR, 13C NMR, HRMS and FT-IR spectroscopy.

AN IMPROVED PROCESS FOR PREPARATION OF PURE ALDOXIME

The present invention relates to an improved process for preparing aldoximes of formula (I) with high purity and high yield. The improved process for preparing aldoxime is fast, simple, highly efficient, and reproducible. The improved process for the preparation of aldoxime, which is synthesized in the higher yield under oximation reaction of aldehyde with hydroxylamine hydrochloride merely in aqueous medium using of in situ heat generation.