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5-CHLORO-2-(2-PROPYNYLOXY)BENZENECARBALDEHYDE, also known as 5-chloro-2-propynyloxybenzaldehyde, is a chemical compound that belongs to the class of benzene derivatives. It is characterized by a benzene ring with a chlorine atom at the 5-position and a propynyloxy group at the 2-position. 5-CHLORO-2-(2-PROPYNYLOXY)BENZENECARBALDEHYDE is known for its chemical reactivity and ability to act as a building block for more complex molecules.

224317-64-0

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224317-64-0 Usage

Uses

Used in Pharmaceutical Industry:
5-CHLORO-2-(2-PROPYNYLOXY)BENZENECARBALDEHYDE is used as a key intermediate in the synthesis of various pharmaceuticals. Its unique structure allows for the development of new drugs with potential therapeutic applications.
Used in Agrochemical Industry:
In the agrochemical industry, 5-CHLORO-2-(2-PROPYNYLOXY)BENZENECARBALDEHYDE serves as a crucial building block for the creation of novel agrochemicals. Its reactivity enables the production of compounds with improved pesticidal properties.
Used in Materials Science:
5-CHLORO-2-(2-PROPYNYLOXY)BENZENECARBALDEHYDE has potential applications in the field of materials science. Its chemical properties can be utilized to develop new materials with unique characteristics for various industrial applications.
Used in Organic Chemistry:
As a versatile benzene derivative, 5-CHLORO-2-(2-PROPYNYLOXY)BENZENECARBALDEHYDE is used in organic chemistry for the synthesis of a wide range of organic compounds. Its reactivity and structural features make it a valuable component in organic synthesis processes.
It is important to handle 5-CHLORO-2-(2-PROPYNYLOXY)BENZENECARBALDEHYDE with care, as it may pose health and environmental hazards if not used properly. Proper safety measures and guidelines should be followed during its synthesis, storage, and application to minimize any potential risks.

Check Digit Verification of cas no

The CAS Registry Mumber 224317-64-0 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 2,2,4,3,1 and 7 respectively; the second part has 2 digits, 6 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 224317-64:
(8*2)+(7*2)+(6*4)+(5*3)+(4*1)+(3*7)+(2*6)+(1*4)=110
110 % 10 = 0
So 224317-64-0 is a valid CAS Registry Number.

224317-64-0SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name 5-chloro-2-prop-2-ynoxybenzaldehyde

1.2 Other means of identification

Product number -
Other names 5-chlorosalicylaldehyde propargyl ether

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:224317-64-0 SDS

224317-64-0Relevant academic research and scientific papers

Design and synthesis of sugar-triazole based uracil appended sugar-imine derivatives-an application in DNA binding studies

Hemamalini, Arasappan,Azhagiya Singam, Ettayapuram Ramaprasad,Mudedla, Sathish Kumar,Subramanian, Venkatesan,Mohan Das, Thangamuthu

, p. 4575 - 4582 (2015)

Several sugar-triazole derivatives were synthesized and characterized by spectroscopic techniques. The interaction of the sugar-triazoles with CT-DNA was explored, which revealed that all the compounds could interact with CT-DNA through groove binding, wh

Synthesis of Allylic Amide Functionalized 2H-Chromenes and Coumarins Using a One-Pot Overman Rearrangement and Gold(I)-Catalyzed Hydroarylation

Sharif, Salaheddin A.I.,Calder, Ewen D. D.,Harkiss, Alexander H.,Maduro, Marie,Sutherland, Andrew

, p. 9810 - 9819 (2016)

A four-step synthesis of allylic trichloroacetimidates bearing a 2-proparyloxyaryl group has been developed from readily available 2-hydroxybenzaldehydes, and these have been used for the preparation of allylic amide derived 2H-chromenes using an Overman rearrangement and a 6-endo-dig hydroarylation. High yields of the 2H-chromenes were achieved using a stepwise approach involving an Overman rearrangement under thermal conditions followed by a hydroarylation reaction with a gold(I) triflimide catalyst. An alternative method where both reactions were performed as a one-pot process was also developed and instead used a gold(I) chloride catalyst activated by silver(I) hexafluoroantimonate for the cycloisomerization step. The allylic amide derived 2H-chromenes were converted to the corresponding coumarin analogues by a pyridinium dichromate (PDC)-mediated chemoselective allylic oxidation.

Copper(I)-Catalyzed Intramolecular Cyclization of o-Propargyloxy Diketopiperazines to Access Diverse Diazabicyclic and Spiro-Diketopiperazinochromanes

Armaghan, Mahsa,Balalaie, Saeed,Bijanzadeh, Hamid Reza,Frank, Walter,Manavi, Bita,Rominger, Frank,Tejeneki, Hossein Zahedian

supporting information, p. 4190 - 4196 (2021/08/06)

In this report, two distinctive intramolecular cyclizations of o-propargyloxy diketopiperazines (achieved from a one-pot Ugi post-transformation) is achieved via a copper(I)-catalyzed intramolecular reaction of azomethine ylide and alkyne moiety. The presence of internal alkyne in the starting materials directed the reaction towards through [3+2]-cycloaddition, while terminal alkyne led to a spirocyclization reaction between azomethine ylide and terminal unsaturated C?C bond. This method offering an opportunity for the synthesis of challenging Diazabicyclics and Spiro-Diketopiperazinochromanes in high yields with exclusive diastereoselectivity. (Figure presented.).

Fe(III)-Catalyzed, Cyclizative Coupling between 2-Alkynylbenzoates and Carbinols: Rapid Generation of Polycyclic Isocoumarins and Phthalides and Mechanistic Study

Gandhi, Soniya,Baire, Beeraiah

supporting information, p. 2651 - 2657 (2020/05/25)

FeCl3 catalyzed, highly regioselective cyclizative coupling of internal alkynes with alcohols has been reported for the rapid synthesis of structurally divergent, complex isocoumarins and phthalides respectively in intermolecular and intramolecular fashion. This strategy exhibited very high substrate scope and efficiency and proceeds through the simultaneous formation of C?O and C?C bonds. Observations from a series of control experiments supported a) the mechanism as Lewis acid catalyzed dual activation of ester and alcohol, b) the role of carbocation for the enhanced rates of cyclization, i. e., activation of alkyne by carbocation, and c) no role of HCl in the reported cascade process. (Figure presented.).

Coumarin-1,2,3-triazole hybrid derivatives: Green synthesis and DFT calculations

Nouraie, Pegah,Moradi Dehaghi, Shahram,Foroumadi, Alireza

, p. 386 - 394 (2019/01/19)

A series of new 1,2,3-triazole-coumarin hybrid system are synthesized from the click reaction between 3-azido coumarin and different aromatic terminal alkyne derivatives in a green manner. All compounds are characterized by IR, NMR and UV–VIS spectroscopy

“On water” cascade synthesis of benzopyranopyrazoles and their macrocycles

Muthusamy, Sengodagounder,Gangadurai, Chinnakuzhanthai

supporting information, p. 1501 - 1505 (2018/03/21)

Reported herein is an intramolecular 1,3-dipolar cycloaddition strategy for rapid entry into benzopyranopyrazoles (BPP) on water medium as “open flask chemistry” approach. The in situ generation of diazo functionality in two-step sequence from the appropr

Efficient one pot synthesis of chromenonaphthyridine derivatives by CuI/InCl3 catalyzed aza diels-alder reaction

Maji, Pradip Kumar,Mahalanobish, Ayan

, p. 42 - 49 (2018/01/26)

A mild and efficient method for the synthesis of chromenonaphthyridine derivatives via domino reaction of aminopyridine and different O-propargylated salicylaldehydes using CuI/InCl3 as an efficient catalyst, refluxed in acetonitrile is reported. Mild rea

Development of 13H-benzo[f]chromeno[4,3-b][1,7]naphthyridines and their salts as potent cytotoxic agents and topoisomerase I/IIα inhibitors

Arepalli, Sateesh Kumar,Lee, Chaerim,Sim, Seongrak,Lee, Kiho,Jo, Hyunji,Jun, Kyu-Yeon,Kwon, Youngjoo,Kang, Jong-Soon,Jung, Jae-Kyung,Lee, Heesoon

supporting information, p. 5181 - 5193 (2018/10/02)

A novel series of 35 angularly fused pentacyclic 13H-benzo[f]chromeno[4,3-b][1,7]naphthyridines and 13H-benzo[f]chromeno[4,3-b][1,7]naphthyridin-5-ium chlorides were designed and synthesized. Their cytotoxic activities were investigated against six human

A Discrete Self-Assembled Pd12 Triangular Orthobicupola Cage and its Use for Intramolecular Cycloaddition

Bhat, Imtiyaz Ahmad,Devaraj, Anthonisamy,Zangrando, Ennio,Mukherjee, Partha Sarathi

, p. 13938 - 13946 (2018/09/06)

Water-soluble Pd12L6 coordination cage TC-1 was synthesized by coordination-driven self-assembly of symmetrical tetrapyridyl donor L with 90° ditopic acceptor cis-[Pd(NO3)2(tmeda)] [tmeda=N,N,N′,N′-tetramethylet

A facile one-pot regioselective synthesis of functionalized novel benzo[f]chromeno[4,3-b][1,7]naphthyridines and benzo[f][1,7]naphthyridines via an imino Diels-Alder reaction

Arepalli, Sateesh Kumar,Park, Byeongwoo,Jung, Jae-Kyung,Lee, Kiho,Lee, Heesoon

supporting information, p. 449 - 454 (2017/01/10)

A novel series of functionalized 13H-benzo[f]chromeno[4,3-b][1,7]naphthyridines and 1,3-diphenylbenzo[f][1,7]naphthyridines have been synthesized by an efficient regioselective one-pot multicomponent synthesis through intra and intermolecular imino Diels-

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