40133-53-7

Usage

Uses

Used in Organic Synthesis:
(Z)-3-chloro-3-phenyl-prop-2-enal is used as a building block in organic synthesis for the creation of various compounds. Its unique structure allows for versatile reactions and the formation of a wide range of products.
Used in Pharmaceutical Synthesis:
In the pharmaceutical industry, (Z)-3-chloro-3-phenyl-prop-2-enal is used as an intermediate in the synthesis of various drugs. Its reactivity and structural properties make it a key component in the development of new medications.
Used in Agrochemical Synthesis:
Similarly, in the agrochemical industry, (Z)-3-chloro-3-phenyl-prop-2-enal serves as an intermediate for the synthesis of different agrochemicals, contributing to the development of new products for agricultural applications.
Used in Organic Electronics and Materials Science:
(Z)-3-chloro-3-phenyl-prop-2-enal has also been studied for its potential applications in organic electronics and materials science. Its unique chemical properties hold promise for the advancement of technology in these fields.

InChI:InChI=1/C9H7ClO/c10-9(6-7-11)8-4-2-1-3-5-8/h1-7H/b9-6-

Upstream product

• 536-74-3 phenylacetylene 
• 98-86-2 acetophenone 
• 68-12-2 N,N-dimethyl-formamide 

Downstream Products

• 3438-48-0 4-phenylpyrimidine 
• 109507-02-0 (γ-dimethylamino-cinnamylidene)-dimethyl-ammonium; chloride 
• 110422-76-9 (γ-dimethylamino-cinnamylidene)-dimethyl-ammonium; picrate 
• 169172-40-1 (Z)-3-Phenyl-3-phenyltellanyl-propenal 
• 3463-27-2 1-methyl-5-phenyl-1H-pyrazole 
• 3463-26-1 1-methyl-3-phenyl-1H-pyrazole 
• 854673-32-8 C₉H₉ClO 
• 55339-08-7 ((Z)-3-Chloro-1-hydroxy-3-phenyl-allyl)-phosphonic acid monoethyl ester 
• 22214-47-7 3-anilino-1-phenylpropene-1-thione 
• 19282-39-4 ethyl 5-phenylthiophene-2-carboxylate 
• 1665-41-4 5-phenyl-2-acetylthiophene 

Relevant academic research and scientific papers

Novel benzenesulfonamide-bearing pyrazoles and 1,2,4-thiadiazoles as selective carbonic anhydrase inhibitors

Two series comprising 20 novel benzenesulfonamides bearing thioureido-linked pyrazole 8 and amino-1,2,4-thiadiazole 10 were synthesized and assayed as human carbonic anhydrase (hCA) inhibitors against isoforms I and II as well as the tumor-associated isof

Palladium-Catalyzed Allyl-Allyl Reductive Coupling of Allylamines or Allylic Alcohols with H2as Sole Reductant

Catalytic carbon-carbon bond formation building on reductive coupling is a powerful method for the preparation of organic compounds. The identification of environmentally benign reductants is key for establishing an efficient reductive coupling reaction. Herein an efficient strategy enabling H2 as the sole reductant for the palladium-catalyzed allyl-allyl reductive coupling reaction is described. A wide range of allylamines and allylic alcohols as well as allylic ethers proceed smoothly to deliver the C-C coupling products under 1 atm of H2. Kinetic studies suggested that the dinuclear palladium species was involved in the catalytic cycle.

Superacid-promoted synthesis of quinoline derivatives

A series of vinylogous imines have been prepared from anilines and cinnamaldehydes. These substrates react in superacidic media to provide quinolines and related compounds. A mechanism for the conversion is proposed which involves the cyclization of dicationic superelectrophilic intermediates. Aromatization of the quinoline ring is thought to occur by superacid-promoted elimination of benzene.

Β - chloro - α, β - unsaturated - 1, 3 - dithiane compound preparation method and application of

The invention provides a beta-chloro-alpha, beta-nonsaturated-1,3-dithiane compound preparation method and use. The preparation method comprises that a solvent, 2-chloro-1,3-dithiane, an alkyne compound and iodine and/or di-tert-butyl peroxide are added into a reactor, the mixture undergoes a reaction at a certain temperature and the reaction product is separated and purified so that the corresponding beta-chloro-alpha, beta-nonsaturated-1,3-dithiane compound is obtained. The preparation method utilizes cheap and easily available raw materials and realizes high efficiency preparation of the beta-chloro-alpha, beta-nonsaturated-1,3-dithiane compound by simple mixing and stirring. The preparation method has the advantages of mild reaction conditions, high yield, environmental friendliness and atom economy. The beta-chloro-alpha, beta-nonsaturated-1,3-dithiane compound can be used for preparation of a plurality of useful compound skeletons and especially for preparation of pyrazole, acridine and phenyl hydrazone compounds, a beta-chloro-alpha, beta-nonsaturated aldehyde compound, a beta-carbonyl or alpha, beta-nonsaturated-1,3-dithiane compound and an allene compound.

Thermolysis of N-aryl enaminoimine hydrochloride derivatives: A short and general method for the synthesis of pyranoquinolin-3-one and pyranoacridin-3-one derivatives

A short synthesis of 3H-pyrano[3,2-f]quinolin-3-one, 3H-acenaphtho[1,2-b]pyrano-[3,2-f]quinolin-3-one, and 3H-benzo[h]pyrano[3,2-a]acridin-3-one derivatives are described via thermolysis of suitable enaminoimine hydrochloride derivatives.

Efficient catalytic activity of transition metal ions in Vilsmeier-Haack reactions with acetophenones

Vilsmeier-Haack (VH) formylation reactions with acetophenones are sluggish in acetonitrile medium even at elevated temperatures. However, millimolar concentrations of transition metal ions such as Cu(II), Ni(II), Co(II), and Cd(II) were found to exhibit efficient catalytic activity in Vilsmeier-Haack Reactions with acetophenones. Reactions are accelerated remarkably in the presence of transition metal ions. The VH reactions followed second order kinetics and afforded acetyl derivatives under kinetic conditions also irrespective of the nature of oxychloride (POCl3 or SOCl2) used for the preparation of VH reagent along with DMF. On the basis of UV-vis spectroscopic studies and kinetic observations, participation of a ternary precursor [M(II) S (VHR)] in the rate-limiting step has been proposed to explain the mechanism of the metal ion-catalyzed VH reaction.

Synthesis of a novel series of thieno[3,2-d]pyrimidin-4-(3H)-ones

2-Aminothieno[3,2-d]pyrimidin-4-ones were synthesized in one step by condensation of 3-amino(benzo)thiophene car-boxylate with chloroformamidine hydrochloride. Georg Thieme Verlag Stuttgart.

Synthesis and characterization of novel, thermally stable 2-aryl-5-dicyanovinylthiophenes and 5-aryl-5'-dicyanovinyl-2,2'-bithiophenes as potentially promising non-linear optical materials

Two series of dicyanovinyl-substituted compounds namely 2-aryl-5-dicyanovinylthiophenes and 5-aryl-5′-dicyanovinyl-2,2′-bithiophenes were synthesized through Knoevenagel condensation of the corresponding 2-aryl-5-formyl-thiophenes and 5-aryl-5′-formyl-2,2

Synthesis of 5-aryl-5′-formyl-2,2′-bithiophenes as new precursors for nonlinear optical (NLO) materials

A series of formyl-substituted 5-aryl-2,2′-bithiophenes 5 were synthesized using two different methods: Vilsmeier-Haack-Arnold reaction (VHA) or through Suzuki coupling. The synthesis of compounds 5 through the Vilsmeier-Haack-Arnold reaction, starting from inexpensive and easily available precursors such as acetophenones, gave the title compounds in low yields after four reaction steps. On the other hand Suzuki coupling of functionalized arylboronic acids 7 and the 5-bromo-5′-formyl-2,2′-bithiophene 6 gave compounds 5 in good yields in only one step.

Synthesis, cytotoxicity and effects of some 1,2,4-triazole and 1,3,4-thiadiazole derivatives on immunocompetent cells

Novel derivatives of 4,5-substituted-1,2,4-triazole-thiones and 2,5-substituted-1,3,4-thiadiazoles were synthesized and evaluated for their cytotoxicity. The biological study indicated that compounds 4-ethyl-5-(4,5,6,7-tetrahydro-1-benzothien-2-yl)-2,4-di