5932-79-6

Usage

Uses

Used in Perfume Manufacturing:
4-Nonanol is used as a solvent for the production of perfumes, where its ability to dissolve various fragrance components is essential in creating a stable and long-lasting scent.
Used in Lubricant Production:
In the lubricant industry, 4-Nonanol serves as a solvent, aiding in the formulation of lubricating oils that require specific viscosity and performance characteristics.
Used in Chemical Compound Synthesis:
4-Nonanol is utilized as a precursor in the synthesis of esters, which are widely used as flavor and fragrance additives in the food and cosmetic industries.
Used in Pharmaceutical Industry:
4-Nonanol has potential applications in the pharmaceutical sector, where it is employed as a pharmaceutical intermediate, contributing to the development of new drugs and medicinal compounds.
Safety Considerations:
Due to its flammable nature and potential to cause skin and eye irritation, 4-Nonanol requires careful handling and storage to prevent accidents and health hazards.

InChI:InChI=1/C9H20O/c1-3-5-6-8-9(10)7-4-2/h9-10H,3-8H2,1-2H3/t9-/m0/s1

Upstream product

• 20992-69-2 (E)-2-(pent-1-en-1-yl)furan 
• 91525-94-9 C₂₉H₄₇BrMgN₂O₂Si 
• 107-08-4 1-iodo-propane 
• 111-84-2 nonane 
• 106-70-7 methyl hexanoate 
• 927-77-5 n-propylmagnesium bromide 
• 6032-29-7 (+/-)-2-pentanol 
• 71-36-3 butan-1-ol 
• 35192-73-5 non-1-en-4-ol 
• 75-77-4 chloro-trimethyl-silane 
• 44222-12-0 n-propylzinc iodide 
• 66-25-1 hexanal 
• 693-25-4 n-pentylmagnesium bromide 
• 123-72-8 butyraldehyde 

Downstream Products

• 52708-03-9 (S)-4-nonanol 
• 99978-13-9 3-ethyl-6-propyl-tetrahydro-pyran-2-one 
• 705-86-2 (+/-)-δ-decanolactone 
• 65950-00-7 (+/-)-1-propylhexyl 4-methylbenzenesulfonate 
• 4485-09-0 nonan-4-one 

Relevant academic research and scientific papers

Ruthenium-catalyzed β-alkylation of secondary alcohols with primary alcohols

The catalytic properties of a series of ruthenium complexes for β-alkylation of secondary alcohols with primary alcohols were studied. The catalytic activities of the ruthenium complexes were found to be dependent on the auxiliary ligands. The most active catalytic precursor found in this study is the ruthenium complex RuCl2(PPh3)2(2-NH2CH2Py) [2-NH2CH2Py = 2-aminomethyl pyridine], which effectively catalyzed the β-alkylation of both aryl- and alkyl-substituted secondary alcohols with benzylic and alkyl primary alcohols.

METHOD TO CONVERT FERMENTATION MIXTURE INTO FUELS

The present disclosure provides methods to produce ketones suitable for use as fuels and lubricants by catalytic conversion of an acetone-butanol-ethanol (ABE) fermentation product mixture that can be derived from biomass.

A convenient methodology for the chemoselective reduction of a wide variety of functionalized alkenes

An efficient method to effect chemoselective reduction of alkenes (including trisubstituted olefins) possessing various sensitive and/or reducible groups such as acetals, allylic alcohols, benzyl ethers, epoxides, esters, halides, nitriles, and sulfones is reported. The reduction is facile at 0 °C in aqueous N,N-dimethylacetamide containing sodium borohydride in the presence of 15 mol % ruthenium(III) chloride. Regioselective reduction of dienes is also feasible if the double bonds are sufficiently different in their structural environment.

Advanced procedure for the preparation of cis-1,2-dialkylcyclopropanols - Modified ate complex mechanism for titanium-mediated cyclopropanation of carboxylic esters with Grignard reagents

A procedure for the preparation of cis-1,2-dialkylcyclopropanols by titanium(IV) alkoxide-mediated cyclopropanarion of carboxylic esters with Grignard reagents, involving the addition of 1.5 equiv. of a higher homologue of ethylmagnesium halide to a mixture of 1 equiv. of carboxylic ester, 1 equiv. of titanium(IV) isopropoxide, and 1.5 equiv. of methylmagnesium halide in ether or tetrahydrofuran at room temperature, has been elaborated. This procedure minimizes the formation of secondary alcohol side products with chromatographic retention factors close to those of the cis-1,2-disubstituted cyclopropanols. Inhibitory action of carboxylic esters toward the reduction of titanium(IV) isopropoxide with Grignard reagents was observed. This observation, along with some other data, allowed us to suggest a modified ate complex mechanism for the cyclopropanation, proceeding via the corresponding octahedral titanium intermediates. In the context of this mechanism, a suitable explanation for the necessity to use an additional equivalent of Grignard reagent in a stoichiometric version of the reaction was found and experimentally verified. Wiley-VCH Verlag GmbH & Co. KGaA, 2007.

Titanocene-catalyzed regiodivergent epoxide openings

The first regiodivergent opening of unbiased epoxides providing the ring-opened products in high enantiomeric excess from racemic and exceptionally high enantiomeric excess from enantioenriched substrates in a double asymmetric process has been devised. It constitutes a more general case of the very important enantioselective openings of meso-epoxides. Copyright

Microbial asymmetric CH oxidations of simple hydrocarbons: A novel monooxygenase activity of the topsoil microorganism Bacillus megaterium

A Bacillus megaterium strain was isolated from topsoil by a selective screening procedure with allylbenzene as xenobiotic substrate. It is demonstrated for the first time, from analytical-scale experiments, that this microorganism hydroxylates a variety of simple n-alkanes (hexane through nonane) and cycloalkanes (cyclohexane and cyclooctane) to afford optically active alcohols in up to 99% enantiomeric excess (ee). In the case of the n-alkanes, the ω-1, ω-2 and ω-3 regioisomers were obtained. This enzymatic activity is unprecedented for Bacillus megaterium strains and is generally rarely observed in bacteria.

Remote Reformatsky Reaction: Reaction of β-, γ-, and δ-Zinc Esters with Aldehydes

Ethyl β-, γ-, and δ-zinc esters react with aldehydes to provide ethyl γ-, δ-, and ε-hydroxy esters.

ASYMMETRIC SYNTHESIS VIA CHIRAL SILICON REAGENTS. CHIRAL α-HYDROXYALKYL ANION EQUIVALENTS FROM VINYLSILANES CONTAINING OPTICALLY ACTIVE AMINO OR ALKOXY GROUPS ON SILICON

Chiral vinylsilanes containing optically active functional groups on silicon have been used as precursors for chiral α-hydroxyalkyl anion equivalents via a sequence of addition of n-butyllithium, coupling with organic halides, and oxidative cleavage of the silicon-carbon bond, to give optically active alcohols of up to 60percent ee.