1076-96-6

Usage

Uses

Used in Printing Industry:
METHYL 4-VINYLBENZOATE is used as a fluid component for enhancing ink stability. Its incorporation into ink formulations improves the overall performance of the ink, ensuring better print quality and longer shelf life. The compound's ability to stabilize inks makes it a valuable additive in the printing industry.
Used in Chemical Synthesis:
METHYL 4-VINYLBENZOATE is used in preparing vinyl substituted beta-diketones, which are important intermediates in the synthesis of various chemicals and materials. The vinyl group in Methyl 4-vinylbenzoate allows for further chemical reactions, making it a useful building block in the production of a wide range of compounds.
Used in Pharmaceutical Industry:
METHYL 4-VINYLBENZOATE is used as an organic intermediate for pharmaceuticals. Its unique chemical structure makes it a valuable starting material in the synthesis of various drug molecules. The compound's versatility in chemical reactions enables the development of new pharmaceuticals with potential therapeutic applications.

InChI:InChI=1/C10H10O2/c1-3-8-4-6-9(7-5-8)10(11)12-2/h3-7H,1H2,2H3

Upstream product

• 67-56-1 methanol 
• 1075-49-6 4-ethenylbenzoic acid 
• 1126-46-1 Methyl 4-chlorobenzoate 
• 7486-35-3 tri-n-butyl(vinyl)tin 
• 420-37-1 trimethoxonium tetrafluoroborate 
• 6674-22-2 1,8-diazabicyclo[5.4.0]undec-7-ene 
• 74-88-4 methyl iodide 
• 186581-53-3 diazomethane 
• 74-85-1 ethene 
• 619-44-3 methyl 4-iodobenzoate 
• 108-05-4 vinyl acetate 
• 99768-12-4 4-methoxycarbonylphenylboronic acid 
• 2039-82-9 1-bromo-4-ethenyl-benzene 
• 124-38-9 carbon dioxide 

Downstream Products

• 53498-48-9 4-vinylbenzoylacetone 
• 792-74-5 4,4'-biphenyldicarboxylic acid dimethyl ester 
• 183058-01-7 (S)-methyl 4-(1,2-dihydroxyethyl)benzoate 
• 3609-53-8 methyl 4-acetylbenzoate 
• 756469-30-4 4-(2-sulfo-ethyl)-benzoic acid methyl ester 
• 863892-37-9 5-[2-(4-methylcarboxyphenyl)ethenyl]-1,1,3,3-tetramethylisoindolin-2-yloxyl 
• 1181219-16-8 methyl 4-[1-(5-phenyl-1,3,4-oxadiazol-2-yl)ethyl]benzoate 
• 1197202-24-6 (E,E)-1-(4-methoxycarbonylstyryl)-4-(4-methoxystyryl)benzene 

Relevant academic research and scientific papers

PdCx nanocrystals with tunable compositions for alkyne semihydrogenation

The palladium carbide (PdCx) material has shown great promise as an efficient catalyst for alkyne semihydrogenation. Difficulties in preparing stable PdCx catalysts have been recognized as the main obstacle. Here, we synthesized a highly stable and durable class of PdCx nanocrystals by treating pre-formed Pd nanocrystals with glucose under hydrothermal conditions. The C/Pd atomic ratios in the resultant PdCx nanocrystals can be varied from 0.04 to 0.18, simply by changing the reaction time. The catalytic results for semihydrogenation of 4-ethynyl-1,1′-biphenyl show that PdC0.18 nanocrystals exhibit an activity with a turnover frequency as high as 7896 h-1, ～7.6 and ～38 times higher than that of commercial Pd/C and Lindlar catalysts, respectively, as well as a selectivity of >99%.

Synthesis and in vitro binding of N-phenyl piperazine analogs as potential dopamine D3 receptor ligands

The synthesis of a series of N-(2-methoxyphenyl)piperazine and N-(2,3-dichlorophenyl)piperazine analogs and their in vitro binding affinities for dopamine D2, D3, D4 are presented. A series of N-(2-methoxyphenyl)piperazine

Synthesis of polymers bearing sulfoxide groups by oxidation of monothio-orthoesters and their rearrangement into carboxylic ester-containing monomers and polymers

Reaction of monomers, polymers and copolymers containing monothio-orthoester groups with meta-chloroperoxybenzoic acid in CH2Cl2 at 20°C affords the corresponding S-oxides. The chemoselective conversion of alkythio group into a sulfoxide moiety was achieved with monomers, polymers and copolymers bearing monothio-orthoester functionality to yield the first examples of sulfoxide monothio-orthoesters. These compounds are rather unstable and undergo a novel rearrangement to carboxylic esters and (co)polyesters at room temperature. The process is proposed as a convenient synthetic route for preparing (co)polymers bearing carboxylic ester functions in the side-chains.

Improved Julia-Kocienski conditions for the methylenation of aldehydes and ketones

The scope of the methylenation of aldehydes and ketones under optimized Julia-Kocienski conditions is broadened by using 1-tert-butyl-1H-tetrazol-5- ylmethyl sulfone. Two different Barbier-type procedures are applied with NaHMDS at -78 °C or Cs2CO3 at 70 °C. The latter conditions are also adapted for the preparation of 1,2-disubstituted olefins and intramolecular olefination reactions.

One-pot exchange reaction of acyl hydrazone combined with radical polymerization of styrene derivatives bearing acyl hydrazone moieties

We developed a one-pot reaction combining an exchange reaction of the benzylidene moiety in an acyl hydrazone with styrene radical polymerization. The one-pot reaction of a styrene derivative bearing a 4-(dimethylamino)benzylidene acyl hydrazone moiety wa

One-pot Suzuki-Heck relay to prepare industrially valuable intermediates using the Pd-Cy?Phine catalyst system

A rare example of a one-pot, palladium-catalyzed Suzuki-Heck sequence has been developed with applicability to APIs and organoelectronic materials. High throughput screening was used to expedite development and survey strategies. Interchangeability of the coupling partners and the avoidance of intermediate isolation gives operational flexibility, which can be used to improve process efficiency and suppress by-product formation.

Synthesis of remote fluoroalkylated alkenes by a palladium-catalyzed relay Heck-type reaction

Herein, we report a palladium-catalyzed relay Heck-type reaction of fluoroalkyl bromide and terminal alkenes. The reaction involves fluoroalkylation of alkenes and migration of double bonds via a 1,5-hydrogen atom transfer strategy. Through this method, a

Discovery of 5-{2-[5-Chloro-2-(5-ethoxyquinoline-8-sulfonamido)phenyl]ethynyl}-4-methoxypyridine-2-carboxylic Acid, a Highly Selective in Vivo Useable Chemical Probe to Dissect MCT4 Biology

Due to increased lactate production during glucose metabolism, tumor cells heavily rely on efficient lactate transport to avoid intracellular lactate accumulation and acidification. Monocarboxylate transporter 4 (MCT4/SLC16A3) is a lactate transporter that plays a central role in tumor pH modulation. The discovery and optimization of a novel class of MCT4 inhibitors (hit 9a), identified by a cellular screening in MDA-MB-231, is described. Direct target interaction of the optimized compound 18n with the cytosolic domain of MCT4 was shown after solubilization of the GFP-tagged transporter by fluorescence cross-correlation spectroscopy and microscopic studies. In vitro treatment with 18n resulted in lactate efflux inhibition and reduction of cellular viability in MCT4 high expressing cells. Moreover, pharmacokinetic properties of 18n allowed assessment of lactate modulation and antitumor activity in a mouse tumor model. Thus, 18n represents a valuable tool for investigating selective MCT4 inhibition and its effect on tumor biology.

RhIII-catalyzed oxidative olefination of vinylic C-H bonds: Efficient and selective access to Di-unsaturated α-amino acid derivatives and other linear 1,3-butadienes

Olefin(s) get-together! A RhIII-catalyzed oxidative cross-coupling of different olefins was developed, resulting in the formation of valuable linear butadiene products and especially di-unsaturated α-amino acid derivatives. 1,1-Di-, 1,2-di-, and 1,1,2-trisubstituted olefins could be coupled with styrenes and acrylates. In these reactions, remarkably high levels of chemo-, regio-, and stereoselectivity were obtained, rendering this a valuable synthetic tool. Copyright

A new class of nifuroxazide analogues: Synthesis of 5-nitrothiophene derivatives with antimicrobial activity against multidrug-resistant Staphylococcus aureus

Hospital-acquired methicillin-resistant Staphylococcus aureus (MRSA) has been an increasing problem worldwide since the initial reports over 40 years ago. To examine new drug leads with potential antibacterial activities, 14 p-substituted benzoic acid [(5-nitro-thiophen-2-yl)-methylene]-hydrazides were designed, synthesized, and tested against standard and multidrug-resistant S. aureus strains by serial dilution tests. All compounds exhibited significant bacteriostatic activity and some of them also showed bactericidal activity. The results confirmed the potential of this class of compounds as an alternative for the development of selective antimicrobial agents.