56578-35-9

Usage

Uses

Used in Fragrance Industry:
2-PROPENAL, 3-(4-METHYLPHENYL)-,(2E) is used as a fragrance ingredient for its sweet, floral scent, contributing to the creation of perfumes, soaps, and cosmetics. Its unique aroma profile makes it a valuable addition in formulating various scents for personal care products.
Used in Flavor Industry:
In the food industry, 2-PROPENAL, 3-(4-METHYLPHENYL)-,(2E) serves as a flavoring agent, enhancing the taste profiles of different food products. Its ability to impart a distinct flavor makes it suitable for use in a range of culinary applications.
Used in Pharmaceutical Manufacturing:
2-PROPENAL, 3-(4-METHYLPHENYL)-,(2E) is also utilized in the production of pharmaceuticals, capitalizing on its chemical properties to contribute to the development of medicinal compounds. Its role in this industry highlights its versatility and potential for use in health-related applications.
Overall, 2-PROPENAL, 3-(4-METHYLPHENYL)-,(2E) is considered a safe and non-toxic compound when used within appropriate concentrations, making it a reliable ingredient across various industries.

Upstream product

• 96000-21-4 1-(3-chloro-1-propenyl)-4-methylbenzene 
• 54636-56-5 3-bromo-1-p-tolyl-1-propene 
• 622-97-9 1-ethenyl-4-methylbenzene 
• 68-12-2 N,N-dimethyl-formamide 
• 14189-82-3 3-(N-Methylanilino)-2-propenal 
• 4294-57-9 para-methylphenylmagnesium bromide 
• 26939-18-4 2,4,4,6-tetramethyl-5,6-dihydro-4H-1,3-oxazine 
• 104-87-0 4-methyl-benzaldehyde 
• 18146-00-4 allyloxytrimethylsilane 
• 624-31-7 4-tolyl iodide 
• 6921-43-3 1-cyclopropyl-4-methyl-benzene 
• 71277-01-5 (Z)-3,3-Diethoxy-1-(4-methylphenyl)-1-propen 
• 71277-10-6 (Z)-3-(4-Methylphenyl)-2-propenal 
• 127896-07-5 α,α-bis(trimethylsilyl)-tert-butylacetaldehyde imine 

Downstream Products

• 72033-82-0 trans,trans-1,4-bis(4-methylphenyl)-1,3-butadiene 
• 95123-63-0 4-methyl-trans-cinnamaldehyde dimethyl ketal 
• 86119-11-1 Dimethyl-((E)-3-p-tolyl-allylidene)-ammonium; perchlorate 
• 123333-26-6 p-(Bromomethyl)cinnamaldehyde 
• 97985-67-6 (2R,3S)-3-p-Tolyl-oxirane-2-carbaldehyde 
• 98587-68-9 Methyl-phenyl-[(E)-3-p-tolyl-prop-2-en-(E)-ylidene]-ammonium; perchlorate 
• 66402-44-6 ethyl 5-(p-methylphenyl)hex-2-enoate 
• 798556-17-9 (1E,3Z)-1-p-tolyl-5-phenylpenta-1,3-diene 
• 351536-34-0 1,1,1-trichloro-4-p-tolyl-but-3-en-2-ol 
• 939810-17-0 2-oxo-6-p-tolyl-hexa-3,5-dienoic acid 

Relevant academic research and scientific papers

An efficient Pd@Pro-GO heterogeneous catalyst for the α, β-dehydrogenation of saturated aldehyde and ketones

An Efficient Pd@Pro-GO heterogeneous catalyst was developed that can promote the α, β-dehydrogenation of saturated aldehyde and ketones in the yield of 73% ? 92% at mild conditions without extra oxidants and additives. Pd@Pro-GO heterogeneous catalyst was synthesized via two steps: firstly, the Pro-GO was obtained by the esterification reaction between graphene oxide (GO) and N-(tert-Butoxycarbonyl)-L-proline (Boc-Pro-OH), followed by removing the protection group tert-Butoxycarbonyl (Boc), which endowed the proline-functionalized GO with both the lewis acid site (COOH) and the bronsted base site (NH), besides, the pyrrolidine of proline also can form imine with aldehydes to activate these substrates; Second, palladium was dispersed on the proline-functionalized GO (Pro-GO) to obtained heterogeneous catalyst Pd@Pro-GO. Mechanistic studies have shown that the Pd@Pro-GO-catalyzed α,β-dehydrogenation of saturated aldehyde and ketones was realized by an improved heterogeneously catalyzed Saegusa oxidation reaction. Based on the obove characteristics, the Pd@Pro-GO will be widely used in the transition metal catalytic field.

Tandem oxidation-dehydrogenation of (hetero)arylated primary alcohols via perruthenate catalysis

Tandem oxidative-dehydrogenation of primary alcohols to give a,b-unsaturated aldehydes in one pot are rare transformations in organic synthesis, with only two methods currently available. Reported herein is a novel method using the bench-stable salt methyltriphenylphosphonium perruthenate (MTP3), and a new co-oxidant NEMO&middoPF6 (NEMO = N-ethyl-N-hydroxymorpholinium) which provides unsaturated aldehydes in low to moderate yields. The Ley-Griffith oxidation of (hetero)arylated primary alcohols with N-oxide co-oxidants NMO (NMO = N-methylmorpholine N-oxide)/NEMO, is expanded by addition of the N-oxide salt NEMO&middoPF6 to convert the intermediate saturated aldehyde into its unsaturated counterpart. The discovery, method development, reaction scope, and associated challenges of this method are highlighted. The conceptual value of late-stage dehydrogenation in natural product synthesis is demonstrated via the synthesis of a polyene scaffold related to auxarconjugatin B.

Selective Rhodium-Catalyzed Hydroformylation of Terminal Arylalkynes and Conjugated Enynes to (Poly)enals Enabled by a π-Acceptor Biphosphoramidite Ligand

The hydroformylation of terminal arylalkynes and enynes offers a straightforward synthetic route to the valuable (poly)enals. However, the hydroformylation of terminal alkynes has remained a long-standing challenge. Herein, an efficient and selective Rh-catalyzed hydroformylation of terminal arylalkynes and conjugated enynes has been achieved by using a new stable biphosphoramidite ligand with strong π-acceptor capacity, which affords various important E-(poly)enals in good yields with excellent chemo- and regioselectivity at low temperatures and low syngas pressures.

Iron-Catalyzed ?±,?-Dehydrogenation of Carbonyl Compounds

An iron-catalyzed α,β-dehydrogenation of carbonyl compounds was developed. A broad spectrum of carbonyls or analogues, such as aldehyde, ketone, lactone, lactam, amine, and alcohol, could be converted to their α,β-unsaturated counterparts in a simple one-step reaction with high yields.

Substrate-Controlled Chemo-/Enantioselective Synthesis of α-Benzylated Enals and Chiral Cyclopropane-Fused 2-Chromanone Derivatives

Substrate-controlled cascade reactions between α,β-unsaturated aldehydes or their analogues and 2,4-dinitrobenzyl chloride in the presence of a chiral secondary amine as the catalyst and base were developed, to obtain a broad spectrum of α-benzylated enals and enantioenriched cyclopropane-fused chroman-2-one derivatives. The cyclopropane-tethered iminium ion clearly served as a key intermediate in these reactions to trigger stereochemical outcomes, one of which was supported by a control experiment. (Figure presented.).

Potent Inhibition of Nicotinamide N-Methyltransferase by Alkene-Linked Bisubstrate Mimics Bearing Electron Deficient Aromatics

Nicotinamide N-methyltransferase (NNMT) methylates nicotinamide (vitamin B3) to generate 1-methylnicotinamide (MNA). NNMT overexpression has been linked to a variety of diseases, most prominently human cancers, indicating its potential as a therapeutic target. The development of small-molecule NNMT inhibitors has gained interest in recent years, with the most potent inhibitors sharing structural features based on elements of the nicotinamide substrate and the S-adenosyl-l-methionine (SAM) cofactor. We here report the development of new bisubstrate inhibitors that include electron-deficient aromatic groups to mimic the nicotinamide moiety. In addition, a trans-alkene linker was found to be optimal for connecting the substrate and cofactor mimics in these inhibitors. The most potent NNMT inhibitor identified exhibits an IC50 value of 3.7 nM, placing it among the most active NNMT inhibitors reported to date. Complementary analytical techniques, modeling studies, and cell-based assays provide insights into the binding mode, affinity, and selectivity of these inhibitors.

Scalable Aerobic Oxidation of Alcohols Using Catalytic DDQ/HNO3

A selective, practical, and scalable aerobic oxidation of alcohols is described that uses catalytic amounts of 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) and HNO3, with molecular oxygen serving as the terminal oxidant. The method was successfully applied to the oxidation of a wide range of benzylic, propargylic, and allylic alcohols, including two natural products, namely, carveol and podophyllotoxin. The conditions are also applicable to the selective oxidative deprotection of p-methoxybenzyl ethers.

Amino acid derivative, feed composition and application thereof

The invention provides an amino acid derivative, a feed composition and application thereof, and belongs to the technical field of animal feed additives. The amino acid derivative is a compound with astructure shown as a formula (I), and a stereoisomer, a tautomer, a solvate, a metabolite, a feed acceptable salt or a prodrug thereof. In formula (I) shown in the specification, Z is a C1-C3 alkylene group. X is an indole ring group with a structure shown as a formula (II). The formula (II) is shown in the specification, wherein Y is phenyl with the structure shown in the formula (III) shown inthe specification. The amino acid derivative is used as an animal feed additive, and can promote the growth of animals and improve the feed conversion.

Palladium-Catalyzed [5 + 2] Annulation of Vinylethylene Carbonates with Barbiturate-Derived Alkenes

A palladium/XantPhos-catalyzed [5 + 2] annulation of VECs with electron-deficient alkenes having an isolated carbon-carbon double bond has been developed to afford spirobarbiturate-tetrahydrooxepines. This study provides an expedient assembly of biologically interesting spirobarbiturate-tetrahydrooxepines. The easy scalability and versatile transformability of the reaction products were also exhibited.

Phosphorous acid promoted isomerization of propargyl alcohols to α,β-unsaturated carbonyl compounds

A metal-free and two-phase protocol for the Meyer-Schuster isomerization of propargyl alcohols to the corresponding α,β-unsaturated carbonyl compounds has been achieved in the presence of stoichiometric phosphorous acid aqueous solution, which produces the desired products in high yields with excellent stereoselectivity. Compared with the traditional methods, the procedure features broad scope of the substrates, mild conditions, and easy separation, providing an appealing alternative to the Meyer-Schuster reaction.