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(Z)-3-Chlorobenzaldehyde oxime is an organic compound with the chemical formula C7H6ClNO and a molecular weight of 153.58 g/mol. It is a derivative of 3-chlorobenzaldehyde, where the aldehyde group is converted to an oxime. This yellow crystalline solid is characterized by its melting point of 40-42°C and is soluble in common organic solvents. The compound is synthesized by reacting 3-chlorobenzaldehyde with hydroxylamine, and it is used as an intermediate in the production of various pharmaceuticals and agrochemicals. It is also known for its potential applications in the synthesis of dyes and other specialty chemicals. Due to its reactivity, it is important to handle (Z)-3-Chlorobenzaldehyde oxime with care, following proper safety protocols.

3717-33-7

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3717-33-7 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 3717-33-7 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,7,1 and 7 respectively; the second part has 2 digits, 3 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 3717-33:
(6*3)+(5*7)+(4*1)+(3*7)+(2*3)+(1*3)=87
87 % 10 = 7
So 3717-33-7 is a valid CAS Registry Number.

3717-33-7SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name (E)-3-chlorobenzaldehyde O-butyryl oxime

1.2 Other means of identification

Product number -
Other names 3-Chlor-α-benzaldoxim

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:3717-33-7 SDS

3717-33-7Relevant academic research and scientific papers

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.

Different substituent effects on the supramolecular arrays in some (E)-halo- and nitro-benzaldehyde oximes: Confirmation of attractive π(C=N)···π(phenyl) interactions

Gomes, Ligia R.,Low, John N.,Van Mourik, Tanja,Früchtl, Herbert,De Souza, Marcus V.N.,Da Costa, Cristiane F.,Wardell, James L.

, p. 319 - 334 (2019/04/17)

The crystal structures and Hirshfeld surface analyses are reported for four aldoximes, (E)-X-C6 H4 CH=N-OH [X = 3-Cl (1), 4-F (2), 2-O2 N (3) and 4-O2 N (4)]. The strong classical O-H · · · N hydrogen bonds involving the oxime group generate C(3) chains in compound 1, in contrast to the R22 (6) dimers formed in compounds 2-4; such arrangements have been shown to be the most frequently found for oximes other than salicylaldoximes (2-hydroxybenzaldehyde oximes). In general, weaker intermolecular interactions involving the X substituents, as well as C-H · · · O and π · · · π interactions have significant effects on the supramolecular arrays generated in the aggegation. A further important interaction in compound 1, and to a lesser extent in compound 4, is a π(C=N) · · · π(phenyl) molecular stacking. A data base search has indicated that short Cg(C=N) · · · Cg(phenyl) distances, -1.

A versatile strategy for the synthesis of 4,5-dihydroxy-2,3-pentanedione (DPD) and related compounds as potential modulators of bacterial quorum sensing

Stotani, Silvia,Gatta, Viviana,Medda, Federico,Padmanaban, Mohan,Karawajczyk, Anna,Tammela, P?ivi,Giordanetto, Fabrizio,Tzalis, Dimitrios,Collina, Simona

supporting information, (2018/10/20)

Resistance to antibiotics is an increasingly serious threat to global public health and its management translates to significant health care costs. The validation of new Gram-negative antibacterial targets as sources for potential new antibiotics remains a challenge for all the scientists working in this field. The interference with bacterial Quorum Sensing (QS) mechanisms represents a potentially interesting approach to control bacterial growth and pursue the next generation of antimicrobials. In this context, our research is focused on the discovery of novel compounds structurally related to (S)-4,5-dihydroxy-2,3-pentanedione, commonly known as (S)-DPD, a small signaling molecule able to modulate bacterial QS in both Gram-negative and Gram-positive bacteria. In this study, a practical and versatile synthesis of racemic DPD is presented. Compared to previously reported syntheses, the proposed strategy is short and robust: it requires only one purification step and avoids the use of expensive or hazardous starting materials as well as the use of specific equipment. It is therefore well suited to the synthesis of derivatives for pharmaceutical research, as demonstrated by four series of novel DPD-related compounds described herein.

Br?nsted acid catalyzed transoximation reaction: Synthesis of aldoximes and ketoximes without use of hydroxylamine salts

Hyodo, Kengo,Togashi, Kosuke,Oishi, Naoki,Hasegawa, Genna,Uchida, Kingo

supporting information, p. 5788 - 5793 (2016/11/06)

The transoximation reaction enables the transfer of an oxime to a carbonyl compound and is catalyzed by transoximase in the pupae of the silkworm. Inspired by this bio-synthetic pathway, we achieved the transoximation of oximes to aldehydes and ketones catalyzed by a Br?nsted acid under mild conditions. Hydroxylamine salt, which necessitates a stoichiometric amount of base, was not required. NMR analysis clarified that this reaction proceeded through hydroxylamines generated by the successive hydrolysis of the oxime in situ. In addition, an environmentally benign method for catalytic transoximation was demonstrated in aqueous medium on a one hundred gram scale and the reaction filtrate containing the catalyst was recovered and reused over 10 times.

One-pot two-step sequential transformation: Highly efficient construction of o-2,3,5,6-tetrafluorobenzonitrile substituted oximes ethers

Liu, Cuibo,Yin, Xuguang,Chang, Jing,Tang, Xiangyang,Zhang, Bin

, p. 101 - 108 (2014/08/18)

A practical variety of o-2,3,5,6-tetrafluorobenzonitrile substituted oximes ethers bearing broad functional groups were synthesized in moderate to good yields. The key highlight of this disclosure involving a one-pot two-step tandem procedure in aqueous media: the in situ formation of aryl aldehydes or ketones oximes followed by the SNAr reaction with pentafluorobenzonitrile via the high selective CF bond cleavage.

Selective synthesis of E-isomers of aldoximes via a domino aza-Michael/retro-Michael reaction

Chen, Wei,Yu, Wei-Guo,Shi, Hai-Bo,Lu, Xiao-Yan

experimental part, p. 308 - 311 (2012/08/28)

A highly stereoselective synthesis of E-isomer of aldoximes was developed through a basecatalysed domino aza-Michael/retro-Michael reaction of hydroxylamine and 2-(R-benzylidene)malononitrile. This reaction generates (E)-aldoxime diastereomer in high yields (eight examples, isolated yields of 82-93 %), excellent diastereomeric purity (diastereomeric ratio higher than 95 : 5 by 1H NMR), and proceeds under mild reaction conditions (aqueous NaOH, pH 12, room temperature, 4 h).

Selective synthesis of E-isomers of aldoximes via a domino aza-Michael/retro-Michael reaction

Chen, Wei,Yu, Wei-Guo,Shi, Hai-Bo,Lu, Xiao-Yan

, p. 308 - 311 (2015/03/04)

A highly stereoselective synthesis of E-isomer of aldoximes was developed through a base-catalysed domino aza-Michael/retro-Michael reaction of hydroxylamine and 2-(R-benzylidene)malononitrile. This reaction generates (E)-aldoxime diastereomer in high yie

Electrochemical tandem synthesis of oximes from alcohols using KNO 3 as the nitrogen source, mediated by tin microspheres in aqueous medium

Zhang, Li,Chen, He,Zha, Zhenggen,Wang, Zhiyong

supporting information; experimental part, p. 6574 - 6576 (2012/07/30)

Electrochemical oximation of alcohols was realized with KNO3 as the nitrogen source mediated by tin microspheres.

Catalytic performance of preyssler anion in selective oximation of aromatic aldehydes

Bamoharram, Fatemeh F.,Heravl, Majid M.,Roshani, Mina,Jalal, Sh,Rashki, Nasrin

experimental part, p. 4421 - 4425 (2010/11/16)

Preyssler catalyst, H14[NaP5W30O110], catalyzes the aldoximation of aromatic aldehydes for the synthesis of Z-isomers in conventional manner and under microwave irradiation. Both pure acid and silica-supported catalysts were used and their activities compared with common catalysts such as K2CO3 and CuSO4. The Preyssler is the catalyst for this reaction.

Bicyclic piperazines as metabotropic glutatmate receptor antagonists

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Page/Page column 40, (2008/06/13)

The invention relates to compounds of formula I or pharmaceutically acceptable salts or solvates thereof: where Ar1, A, Hy, R1, m and n are as defined in the description. The invention also includes pharmaceutical compositions and uses of, and processes of making the compounds, as well as methods of medical treatment of mGluR5-mediated disorders.

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