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4-Fluorobenzaldehyde oxime is a chemical compound derived from fluorobenzaldehyde and hydroxylamine. It is characterized by its reactivity and versatility, making it a valuable reagent in organic synthesis and a key building block in the production of pharmaceuticals and agrochemicals. Its unique properties also extend its applications to various fields, including the synthesis of dyes, perfumes, and other organic compounds, as well as its potential use in medicinal chemistry for enzyme and receptor inhibition.

588-95-4

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588-95-4 Usage

Uses

Used in Organic Synthesis:
4-Fluorobenzaldehyde oxime is used as a reagent in organic synthesis for its ability to facilitate various chemical reactions, contributing to the formation of complex organic molecules.
Used in Pharmaceutical Production:
In the pharmaceutical industry, 4-Fluorobenzaldehyde oxime is utilized as a building block in the synthesis of a range of drugs, leveraging its chemical properties to create effective medicinal compounds.
Used in Agrochemical Production:
Similarly, in the agrochemical sector, 4-Fluorobenzaldehyde oxime serves as a key intermediate in the development of various agrochemicals, enhancing crop protection and yield.
Used in Dye and Perfume Synthesis:
4-Fluorobenzaldehyde oxime is employed as an intermediate in the synthesis of dyes and perfumes, where its chemical structure contributes to the color and fragrance of these products.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, 4-Fluorobenzaldehyde oxime shows potential as an inhibitor for certain enzymes and receptors, playing a role in the development of new therapeutic agents.
Used in Metal Extraction Processes:
As a chelating agent, 4-Fluorobenzaldehyde oxime is used in metal extraction processes, where its ability to form stable complexes with metal ions aids in their separation and purification.
Used in Analytical Chemistry:
In analytical chemistry, 4-Fluorobenzaldehyde oxime functions as a reagent, assisting in the identification, measurement, and analysis of various chemical substances.

Check Digit Verification of cas no

The CAS Registry Mumber 588-95-4 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,8 and 8 respectively; the second part has 2 digits, 9 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 588-95:
(5*5)+(4*8)+(3*8)+(2*9)+(1*5)=104
104 % 10 = 4
So 588-95-4 is a valid CAS Registry Number.
InChI:InChI=1/C7H6FNO/c8-7-3-1-6(2-4-7)5-9-10/h1-5,10H/b9-5+

588-95-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-FLUOROBENZALDEHYDE OXIME

1.2 Other means of identification

Product number -
Other names 4-fluoro-benzaldehyde seqcis-oxime

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:588-95-4 SDS

588-95-4Relevant academic research and scientific papers

Visible-light mediated stereospecific C(sp2)-H difluoroalkylation of (Z)-aldoximes

Chen, Hua,Deng, Hongmei,Gong, Haiying,Hao, Jian,Li, Mingjie,Peng, Yi,Wan, Wen,Wang, Qian,Zhang, Yifang

supporting information, p. 7867 - 7874 (2021/09/28)

A visible light mediated stereospecific C(sp2)-H difluoroalkylation of (Z)-aldoximes to (E)-difluoroalkylated ketoximes has been described. In this reaction, (hetero)-aromatic and aliphatic difluoroalkylated ketoximes could be obtained with the retention of the configuration of the starting aldoximes. A preliminary mechanism study showed that a difluoromethyl radicalviaan SET pathway was involved.

Water mediated procedure for preparation of stereoselective oximes as inhibitors of MRCK kinase

Luqman, Suaib,Misra, Krishna,Pandey, Jyoti,Shrivash, Manoj Kumar,Shukla, Akhilesh Kumar,Singh, Shilipi

, (2020/07/08)

Stereoselective aldoximes, preferably Z form have been obtained from α-cyano substituted carbonyl conjugated alkenes. This reaction occurs through Michael addition type reaction followed by retro-Knoevenagel reaction without transition-metal catalysis via C–C bond cleavage. These oximes are evaluated against cancer cell lines employing mechanistic study. Two oximes showed significant cytotoxic activity, which through in silico studies were found to inhibit MRCK Kinase, responsible for metastatic spread of cancer mortality.

ISOXAZOLO-PYRIDAZINE DERIVATIVES

-

, (2009/06/27)

The invention relates to isoxazolo-pyridazine compounds, in particular those of formula I as described above and to a pharmaceutically acceptable salts thereof, having affinity and selectivity for the GABA A α5 receptor binding site, their manufacture, pharmaceutical compositions containing them and their use as cognitive enhancers or for the treatment of cognitive disorders like Alzheimer's disease.

(E)-Phenyl- and -heteroaryl-substituted O-benzoyl-(or acyl)oximes as lipoprotein-associated phospholipase A2 inhibitors

Jeong, Tae-Sook,Kim, Mi Jeong,Yu, Hana,Kim, Kyung Soon,Choi, Joong-Kwon,Kim, Sung-Soo,Lee, Woo Song

, p. 1525 - 1527 (2007/10/03)

A series of (E)-phenyl- and -heteroaryl-substituted O-benzoyl- (or acyl)oximes 3a-n were synthesized for evaluating their human lipoprotein-associated phospholiphase A2 (Lp-PLA2) inhibitory activities. The less lipophilic derivatives 3a-c showed the most potent in vitro inhibitory activity on human Lp-PLA2.

SUBSTITUTED AMINOPHENYL ISOXAZOLINE DERIVATIVES USEFUL AS ANTIMICROBIALS

-

, (2008/06/13)

The present invention provides novel substituted amionphenyl isoxazoline derivatives of formula I wherein R1 is H, alkyl, cycloalkyl, alkoxy, amino, or alkylamino; X and Y are the same and different and are H, F, or CH3; W is O, or S; Q is a 4-, 5-, 6-, 7-, or 9-membered heterocyclic moiety containing one or more nitrogen, sulfur and/or oxygen. The compounds of the invention are useful as antimicrobial agents for preventing and treating infectious diseases.

X=Y-ZH systems as potential 1,3-dipoles. Part 56: Cascade 1,3-azaprotio cyclotransfer-cycloaddition reactions between aldoximes and divinyl ketone: The effect of oxime E/Z isomerism on cycloaddition stereoselectivity

Blackwell, Mark,Dunn, Peter J,Graham, Alison B,Grigg, Ronald,Higginson, Paul,Saba, Imaad S,Thornton-Pett, Mark

, p. 7715 - 7725 (2007/10/03)

The cascade 1,3-azaprotiocyclotransfer (1,3-APT)-1,3-dipolar-cycloaddition (1,3-DC) reaction between aldoximes and divinyl ketone affords mixtures of exo and endo-isomers of substituted 1-aza-7-oxabicyclo[3.2.1]octan-4-ones, the ratio of which is dependent on the E/Z geometry of the starting oxime and its ability to isomerise under the thermal reaction conditions.

Substituted aminophenyl isoxazoline derivatives useful as antimicrobials

-

, (2008/06/13)

The present invention provides novel substituted amionphenyl isoxazoline derivatives of formula I STR1 wherein R1 is H, alkyl, cycloalkyl, alkoxy, amino, or alkylamino; X and Y are the same and different and are H, F, or CH3 ; W is O, or S; Q is a 4-, 5-, 6-, 7-, or 9-membered heterocyclic moiety containing one or more nitrogen, sulfur and/or oxygen. The compounds of the invention are useful as antimicrobial agents for preventing and treating infectious diseases.

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