95416-60-7

Usage

Uses

Used in Perfumery Industry:
3-(3-METHYLPHENYL)PROPIONALDEHYDE is used as a fragrance ingredient for its ability to add a sweet, floral, and fruity note to perfumes, enhancing the overall scent profile and creating a more captivating and appealing aroma.
Used in Personal Care Products:
In the personal care industry, 3-(3-METHYLPHENYL)PROPIONALDEHYDE is used as a scent enhancer in soaps, cosmetics, and other products to provide a pleasant and attractive fragrance, making the products more appealing to consumers.
Used in Flavor and Fragrance Industry:
3-(3-METHYLPHENYL)PROPIONALDEHYDE is utilized as a flavoring agent in the food and beverage industry, contributing to the development of unique and desirable flavors in various products.
Safety Considerations:
As an aldehyde, 3-(3-METHYLPHENYL)PROPIONALDEHYDE can be an irritant to the skin, eyes, and respiratory system. Therefore, it is crucial to handle 3-(3-METHYLPHENYL)PROPIONALDEHYDE with care and follow safety protocols during its use, storage, and disposal to prevent any adverse effects on health and the environment.

InChI:InChI=1/C10H12O/c1-9-4-2-5-10(8-9)6-3-7-11/h2,4-5,7-8H,3,6H2,1H3

Upstream product

• 111171-94-9 3-(m-methylphenyl)-1-propanol 
• 625-95-6 3-Iodotoluene 
• 107-18-6 allyl alcohol 
• 624-31-7 4-tolyl iodide 
• 3751-48-2 3-(3-methylphenyl)propanoic acid 
• 100-80-1 3-methylstyrene 
• 123-63-7 paracetaldehyde 
• 50-00-0 formaldehyd 
• 3029-79-6 3-methylcinnamic acid 
• 201230-82-2 carbon monoxide 
• 1779-58-4 (methyloxycarbonylmethyl)triphenylphosphonium bromide 
• 29417-96-7 3-methyldihydrocinnamic acid methyl ester 
• 82444-40-4 (E)-methyl 3-methylcinnamate 

Downstream Products

• 93614-80-3 3-(3-methylphenyl)prop-2-en-1-al 
• 92367-45-8 1-(but-3-en-1-yl)-3-methylbenzene 
• 1554456-21-1 1-morpholino-2-(m-tolyl)ethane-1,2-dione 
• 1403670-56-3 (Z)-5-(3-methylphenyl)-2-phenyl-2-pentene 
• 1393114-14-1 (E)-5-(3-methylphenyl)-2-phenyl-2-pentene 
• 898790-41-5 1-(4-methoxyphenyl)-3-(3-methylphenyl)-1-propanone 

Relevant academic research and scientific papers

Access to Trisubstituted Fluoroalkenes by Ruthenium-Catalyzed Cross-Metathesis

Although the olefin metathesis reaction is a well-known and powerful strategy to get alkenes, this reaction remained highly challenging with fluororalkenes, especially the Cross-Metathesis (CM) process. Our thought was to find an easy accessible, convenient, reactive and post-functionalizable source of fluoroalkene, that we found as the methyl 2-fluoroacrylate. We reported herein the efficient ruthenium-catalyzed CM reaction of various terminal and internal alkenes with methyl 2-fluoroacrylate giving access, for the first time, to trisubstituted fluoroalkenes stereoselectively. Unprecedent TON for CM involving fluoroalkene, up to 175, have been obtained and the reaction proved to be tolerant and effective with a large range of olefin partners giving fair to high yields in metathesis products. (Figure presented.).

Synthesis of rac-ɑ-aryl propionaldehydes via branched-selective hydroformylation of terminal arylalkenes using water-soluble Rh-PNP catalyst

This work detailed the preparation of a class of water-soluble PNP ligands that differed by the nature of the substitute on phenyl ring of ligands. These ligands were incorporated into water-soluble rhodium-PNP complex catalysts that were used to regioselective hydroformylation of a series of terminal arylalkenes, providing efficient access to rac-α-aryl propionaldehydes in good to excellent yield (up to 97%) and branched-regioselectivity (up to 40:1 b/l ratio). Furthermore, gram-scale and diverse synthetic transformation demonstrated synthetic application of this methodology for non-steroidal antiinflammatory drugs.

Synthesis of tetra-pincer nickel(ii) and palladium(ii) complexes of resorcin[4]arene-octophosphinite [Res(OPR2)8] and rhodium-catalyzed regioselective hydroformylation reaction

The condensation reaction of resorcinol with pentanal yielded resorcin[4]arene 1 which on bromination using N-bromosuccinimide at room temperature produced tetra-bromide derivative 2. The reactions of 2 with chlorodiphenylphosphine and o-phenylenephosphoro-chloridite yielded octaphosphinite 3 (hereafter referred to as octaphos) and octaphosphite 4, respectively. The reactions of 3 with Ni(COD)2 or Pd2(dba)3·CHCl3 in appropriate molar ratios yielded tetra-pincer complexes 5 and 6, respectively. The structures of both the complexes were established by single crystal X-ray diffraction studies. The resorcin[4]arene backbone adopts a boat structure in these complexes. Typically, the Rh-catalyzed hydroformylation of styrene prevalently delivers a branched (b) chiral aldehyde. A unique resorcin[4]arene skeleton based octaphos 3 was employed in the Rh-catalyzed hydroformylation of styrene. The hydroformylation of styrene with a metal to ligand ratio of 1:1 (M:L) was found to be regioselective, producing a linear (l) aldehyde as a major product with 100% conversion in 3 h. The l:b ratio surprisingly increased when the ortho positions of styrene were populated by methyl and chloro substituents. The hydroformylation of p-nitro styrene triggered a remarkably high linear:branched aldehyde ratio of 2.4 (71% linear aldehyde) despite its electron withdrawing nature. The highest linear selectivity of 97% (l:b ratio 27.8) was achieved in the case of 2,4,6-trimethylstyrene.

Direct Access to N-tert-Butanesulfinyl Imines from Aryl Iodides, Alkenyl Alcohols, and N-tert-Butanesulfinamide

The reaction of aryl iodides, N-tert-butanesulfinamide, and allyl or homoallyl alcohol in the presence of a catalytic amount of Pd(OAc)2, NaHCO3 as a base, and TBAB leads to the formation of N-tert-butanesulfinyl imines in moderate yields. In this one-pot process, a sequential Heck-type arylation of the alkenol, isomerization of the double bond, and imine formation take place.

Synthesis and in vitro antiproliferative activity of C5-benzyl substituted 2-amino-pyrrolo[2,3-d]pyrimidines as potent Hsp90 inhibitors

A novel series of heat shock protein 90 (Hsp90) inhibitors was identified by X-ray crystal analysis of complex structures at solvent-exposed exit pocket C. The 2-amino-pyrrolo[2,3-d]pyrimidine derivatives, 7-deazapurines substituted with a benzyl moiety at C5, showed potent Hsp90 inhibition and broad-spectrum antiproliferative activity against NCI-60 cancer cell lines. The most potent compound, 6a, inhibited Hsp90 with an IC50of 36?nM and showed a submicromolar mean GI50value against NCI-60 cell lines. The interaction of 6a at the ATP-binding pocket of Hsp90 was confirmed by X-ray crystallography and Western blot analysis.

Coordination of bis(azol-1-yl)methane-based bisphosphines towards RuII, RhI, PdII and PtII: synthesis, structural and catalytic studies

The coordination chemistry of bisphosphine ligands assembled on the five-membered heterocyclic platform of bis(azol-1-yl)methane viz.: bis(2-diphenylphosphinoimidazol-1-yl)methane (1), bis(5-diphenylphosphinopyrazol-1-yl)methane (2) and bis(5-diphenylphosphino-1,2,4-triazol-1-yl)methane (3) with RuII, RhI, PdII and PtII is described. The bisphosphines 1-3 react with elemental selenium to give the corresponding bis-selenoyl derivatives 4-6. The reactions of 1-3 with transition metal derivatives produce complexes with different coordination modes. Bisphosphine 1 showed a preference for the κ2-P,P mode of coordination, whereas bisphosphines 2 and 3, besides the κ2-P,P mode also showed a head-to-tail κ2-P,N coordination mode resulting in the formation of binuclear complexes [Rh2(COD)2{(CH2(1,2-C3H2N2PPh2)2)-κ2P,N}][BF4]2 (14), [Rh2(COD)2{(CH2(1,2,4-C2HN3PPh2)2)-κ2P,N}][BF4]2 (15), [Pd2(η3-C3H5)2{(CH2(1,2-C3H2N2PPh2)2)-κ2P,N}][BF4]2 (21) and [Pd2(η3-C3H5)2{(CH2(1,2,4-C2HN3PPh2)2)-κ2P,N}][BF4]2 (22). Several of these complexes have also been structurally characterized. The in situ generated RhI complex of bisphosphine 1 showed moderate to good selectivity in the hydroformylation of various styrene derivatives.

Novel pyrrolo pyrimidine derivatives and composition for preventing or treating cancer comprising the same

The present invention relates to a novel pyrrolo pyrimidine compound represented by chemical formula 1, pharmaceutically acceptable salt or hydrate thereof, a manufacturing method thereof, and a pharmaceutical composition comprising the compound for preventing or treating cancer. In chemical formula 1, R^1, R^2, R^3, R^4, R^5, and X are the same as defined in the specification.COPYRIGHT KIPO 2016

Lewis Acid Catalyzed Cyclizations of Epoxidized Baylis-Hillman Products: A Straightforward Synthesis of Octahydrobenzo[e]azulenes

Tricyclic keto-diols have been synthesized from 2-cyclopenten-1-one in a three-step annulation procedure. The importance of aryl ring electronics and steric contributions and the choice of Lewis acid were investigated for the final cyclization step. An unexpected cyclization product was identified, suggesting multiple mechanisms for the cyclization process. The Lewis acid catalyzed Baylis-Hillman reaction has been used for the stereoselective synthesis of fused 5-7-6 ring systems. The isolation of an unexpected regioisomer from the reaction with (methylphenyl)propionaldehyde provides insights into the probable mechanisms operative in the reaction.

NRF2 REGULATORS

The present invention relates to bis aryl analogs, pharmaceutical compositions containing them and their use as Nrf2 regulators.

Synthesis of 2-tetralone derivatives by Bi(OTf)3-catalyzed intramolecular hydroarylation/isomerization of propargyl alcohols

Compared to 1-tetralones, 2-tetralones are expensive, less stable, and difficult to synthesize. A concise Bi-catalyzed method was developed for the synthesis of 2-tetralones from 5-phenylpent-1-yn-3-ol derivatives. Diverse 2-tetralones were obtained in moderate to good yields under mild conditions.