40089-90-5

Usage

Uses

Used in the Food Industry:
4-Heptylpyridine is used as a flavor ingredient for its nutty, roasted, and coffee-like aroma, enhancing the taste profiles of various food products.
Used in the Fragrance Industry:
In perfumes and cosmetics, 4-Heptylpyridine serves as a fragrance ingredient, adding depth and complexity to scent compositions.
Used in Medicinal Chemistry Research:
4-Heptylpyridine has been studied for its potential anti-inflammatory and anti-cancer properties, indicating its potential use in the development of pharmaceuticals for treating inflammatory conditions and cancer.
While its primary commercial applications are in the flavor and fragrance industries, the ongoing research into its medicinal properties suggests that 4-Heptylpyridine may find broader use in healthcare in the future.

InChI:InChI=1/C12H19N/c1-2-3-4-5-6-7-12-8-10-13-11-9-12/h8-11H,2-7H2,1H3

Upstream product

• 110-86-1 pyridine 
• 107264-14-2 diphenylmethanone O-octanoyl oxime 
• 100-43-6 4-vinylpyridine 
• 90324-68-8 valeric aldehyde hydrazone 

Downstream Products

• 137274-47-6 N-(4-cyanophenyl)-4-n-heptylpiperidine 

Relevant academic research and scientific papers

Ruthenium catalyzed β-selective alkylation of vinylpyridines with aldehydes/ketonesviaN2H4mediated deoxygenative couplings

Umpolung (polarity reversal) tactics of aldehydes/ketones have greatly broadened carbonyl chemistry by enabling transformations with electrophilic reagents and deoxygenative functionalizations. Herein, we report the first ruthenium-catalyzed β-selective alkylation of vinylpyridines with both naturally abundant aromatic and aliphatic aldehyde/ketonesviaN2H4mediated deoxygenative couplings. Compared with one-electron umpolung of carbonyls to alcohols, this two-electron umpolung strategy realized reductive deoxygenation targets, which were not only applicable to the regioselective alkylation of a broad range of 2/4-alkene substituted pyridines, but also amenable to challenging 3-vinyl and steric-embedded internal pyridines as well as their analogous heterocyclic structures.

ZnMe2-Mediated, Direct Alkylation of Electron-Deficient N-Heteroarenes with 1,1-Diborylalkanes: Scope and Mechanism

The regioselective, direct alkylation of electron-deficient N-heteroarenes is, in principle, a powerful and efficient way of accessing alkylated N-heteroarenes that are important core structures of many biologically active compounds and pharmaceutical agents. Herein, we report a ZnMe2-promoted, direct C2- or C4-selective primary and secondary alkylation of pyridines and quinolines using 1,1-diborylalkanes as alkylation sources. While substituted pyridines and quinolines exclusively afford C2-alkylated products, simple pyridine delivers C4-alkylated pyridine with excellent regioselectivity. The reaction scope is remarkably broad, and a range of C2- or C4-alkylated electron-deficient N-heteroarenes are obtained in good yields. Experimental and computational mechanistic studies imply that ZnMe2 serves not only as an activator of 1,1-diborylalkanes to generate (α-borylalkyl)methylalkoxy zincate, which acts as a Lewis acid to bind to the nitrogen atom of the heterocycles and controls the regioselectivity, but also as an oxidant for rearomatizing the dihydro-N-heteroarene intermediates to release the product.

Metal-Organic Framework with Dual Active Sites in Engineered Mesopores for Bioinspired Synergistic Catalysis

Here we report the design of an enzyme-inspired metal-organic framework (MOF), 1-OTf-Ir, by installing strong Lewis acid and photoredox sites in engineered mesopores. Al-MOF (1), with mixed 2,2′-bipyridyl-5,5-dicarboxylate (dcbpy) and 1,4-benzenediacrylat

PHOTOCHEMICAL GENERATION OF ALIPHATIC RADICALS FROM BENZOPHENONE OXIME ESTERS: SIMPLE SYNTHESIS OF ALKYLBENZENES AND ALKYLPYRIDINES

Photolysis of benzophenone oxime esters, prepared with aliphatic carboxylic acids and benzophenone oxime, in benzene and pyridine generates various primary, secondary and tertiary aliphatic radicals selectively, and corresponding alkylbenzenes and alkylpyridines are produced in good yields, respectively.