165184-98-5

Upstream product

• 124-13-0 Octanal 
• 100-52-7 benzaldehyde 
• 1120-48-5 n-dioctylamine 
• 16967-02-5 1-phenyl-1-octyne 
• 123-72-8 butyraldehyde 
• 591-50-4 iodobenzene 
• 629-05-0 n-octyne 
• 201230-82-2 carbon monoxide 

Downstream Products

• 17744-29-5 2-hexyl-3t-phenyl-acrylaldehyde-semicarbazone 
• 116045-83-1 tert-Butyl-[2-[1-phenyl-meth-(E)-ylidene]-oct-(E)-ylidene]-amine 
• 116045-77-3 (2-Formyl-1-phenyl-octyl)-phosphonic acid diethyl ester 
• 145413-99-6 2-(3-Hexyl-2-hydroxy-4-phenyl-3-buten-1-yl)-3-methylpyrazine 
• 144407-12-5 (E)-(4R,5R)-2-(1-Hexyl-2-phenyl-1-ethenyl)-4,5-dicarboethoxy-1,3-dioxolane 
• 144407-13-6 (E)-(4R,5R)-2-(1-Hexyl-2-phenyl-1-ethenyl)-4,5-dicarbomethoxy-1,3-dioxolane 
• 1256954-74-1 (E)-(2-(2,2-dichlorovinyl)oct-1enyl)benzene 

Relevant academic research and scientific papers

Syngas-Free Highly Regioselective Rhodium-Catalyzed Transfer Hydroformylation of Alkynes to α,β-Unsaturated Aldehydes

The hydroformylation of alkynes is a fundamental and important reaction in both academic research and industry. Conventional methods focus on the conversion of alkynes, CO, and H2 into α,β-unsaturated aldehydes, but they often suffer from problems associated with operation, regioselectivity, and chemoselectivity. Herein, we disclose an operationally simple, mild, and syngas-free rhodium-catalyzed reaction for the hydroformylation of alkynes via formyl and hydride transfer from an alkyl aldehyde. This synthetic method uses inexpensive and easy-to-handle n-butyraldehyde to overcome the challenge posed by the use of syngas in traditional approaches and employs a commercially available catalyst and ligand to transform a broad range of internal alkynes, especially alkynyl-containing complex molecules, into versatile stereodefined α,β-unsaturated aldehydes with excellent chemo-, regio-, and stereoselectivity.

Method for preparing alpha-hexylcinnamyl aldehyde

The invention provides a method for preparing alpha-hexylcinnamyl aldehyde. The method comprises the following steps: carrying out cross condensation on phenylpropanal and hexanal to obtain a 2-benzyl-2-octenal intermediate, and carrying out hydroisomeriz

Binuclear Pd(I)-Pd(I) Catalysis Assisted by Iodide Ligands for Selective Hydroformylation of Alkenes and Alkynes

Since its discovery in 1938, hydroformylation has been thoroughly investigated and broadly applied in industry (>107 metric ton yearly). However, the ability to precisely control its regioselectivity with well-established Rh- or Co-catalysts has thus far proven elusive, thereby limiting access to many synthetically valuable aldehydes. Pd-catalysts represent an appealing alternative, yet their use remains sparse due to undesired side-processes. Here, we report a highly selective and exceptionally active catalyst system that is driven by a novel activation strategy and features a unique Pd(I)-Pd(I) mechanism, involving an iodide-assisted binuclear step to release the product. This method enables β-selective hydroformylation of a large range of alkenes and alkynes, including sensitive starting materials. Its utility is demonstrated in the synthesis of antiobesity drug Rimonabant and anti-HIV agent PNU-32945. In a broader context, the new mechanistic understanding enables the development of other carbonylation reactions of high importance to chemical industry.

Direct β-C(sp3)-H Functionalization of Aliphatic Amines to α,β-Unsaturated Imines, Aldehydes, and Chromenes

A metal-free method for direct β-C(sp3)-H functionalization of aliphatic amine was developed. The method is based on a reaction that yields enamine directly from the corresponding aliphatic amine, which otherwise requires the aid of metallic reagent and/or external oxidant. The reaction is operationally simple, general, and highly efficient in functionalizing both cyclic and acyclic amines. Structurally diverse unsaturated imines were obtained from N-heterocycles, while acyclic amines provided 2-alkyl cinnamaldehyde and benzopyran derivatives with excellent E/Z-selectivity.

Diphenylboron perchlorate as an efficient catalyst for self- and cross-condensation reactions of aldehydes having α-active hydrogens

Diphenylboron perchlorate very smoothly catalyzed self- and cross-condensation reactions of aldehydes at rt in nitroethane. The new catalyst provided novel behaviors owing to the characteristics of possessing a covalency in the boron-oxygen bond, compared with ionic perchlorates.

Smoking compositions containing an α-alkylcinnamaldehyde-release additive

This invention provides smoking compositions which contain a novel β-hydroxycarboxylate flavorant-release additive. Under cigarette smoking conditions, a combustible filler and/or paper wrapper additive such as calcium bis(2,2-diethyl-3-hydroxy-4-phenylmethylenedecanoate) pyrolyzes and releases α-hexylcinnamaldehyde as a volatile flavorant component of the cigarette smoke.

Relating to aldol condensation

α-cinnamic aldehydes especially amyl and hexyl cinnamic aldehydes, are prepared by aldol condensation using a glycol solvent especially diethylene glycol.