5205-34-5

Usage

Uses

Used in Chemical Synthesis:
5-Decanol is used as a synthetic intermediate for the production of various chemicals. Its ability to act as a solvent in organic synthesis makes it a valuable component in the creation of a range of chemical products.
Used in Flavor and Fragrance Industry:
5-Decanol is used as a component in the manufacturing of flavors and fragrances. Its unique properties contribute to the development of distinct scents and tastes in various consumer products.
Used in Plasticizer and Lubricant Production:
In the plasticizer and lubricant industry, 5-Decanol is used in the production of these materials. Its chemical properties make it suitable for enhancing the flexibility and performance of plastics and improving the efficiency of lubricants.
Used in Pharmaceutical Industry:
5-Decanol is used as an emollient and emulsifier in the pharmaceutical industry. Its ability to soften and smooth the skin, as well as its capacity to mix with both water and oil, makes it a valuable ingredient in various pharmaceutical formulations.
Used in Cosmetic Industry:
Similarly, in the cosmetic industry, 5-Decanol is utilized for its emollient and emulsifying properties. It helps to create smooth textures and improve the feel of cosmetic products, contributing to their overall effectiveness and consumer appeal.

InChI:InChI=1/C10H22O/c1-3-5-7-9-10(11)8-6-4-2/h10-11H,3-9H2,1-2H3

Upstream product

• 110-62-3 pentanal 
• 693-25-4 n-pentylmagnesium bromide 
• 124-18-5 decane 
• 19689-19-1 5-decene 
• 109-72-8 n-butyllithium 
• 93339-60-7 toluene-4-sulfonic acid (2-hydroxyhexyl) ester 
• 56824-83-0 (5-methylthiophen-2-yl)(thiophen-2-yl)methanone 
• 64-17-5 ethanol 
• 66-25-1 hexanal 
• 123-66-0 Ethyl hexanoate 
• 693-04-9 butyl magnesium bromide 
• 91359-27-2 C₁₅H₃₅LiN₂Si 
• 144297-26-7 (1-Butyl-hexyloxy)-phenyl-acetic acid methyl ester 
• 114395-17-4 (+/-)-2--(2S*,3S*)-3-propyloxirane 

Downstream Products

• 20924-19-0 5-Decyl-p-toluolsulfonat 
• 820-29-1 decan-5-one 

Relevant academic research and scientific papers

Copper-Catalyzed Reductive Ireland-Claisen Rearrangements of Propargylic Acrylates and Allylic Allenoates

The copper-catalyzed reductive Ireland-Claisen rearrangement of propargylic acrylates led to 3,4-allenoic acids. The use of silanes or pinacolborane as stoichiometric reducing agents and triethylphosphite as a ligand facilitated the divergent and complementary selectivity for the synthesis of diastereomeric anti- and syn-rearranged products, respectively. Copper-catalyzed reductive Ireland-Claisen rearrangement of allylic 2,3-allenoates proceeded effectively only when pinacolborane was used as a reductant to generate various 1,5-dienes in excellent yields and with good diastereoselectivities in some cases. Mechanistic studies showed that the silyl and boron enolates, rather than the copper enolate, underwent a stereospecific rearrangement via a chairlike transition state to afford the corresponding Claisen rearrangement products.

ALKANE OXIDATION BY MODIFIED HYDROXYLASES

This invention relates to modified hydroxylases. The invention further relates to cells expressing such modified hydroxylases and methods of producing hydroxylated alkanes by contacting a suitable substrate with such cells.

Copper-catalyzed aerobic oxidative functionalization of C-H bonds of alkanes in the presence of acetaldehyde under mild conditions

Copper-catalyzed oxidative functionalization of C-H bonds of alkanes with molecular oxygen has been performed in the presence of Cu(OAc)2 catalyst and acetaldehyde in acetonitrile at 70 C with extremely high turn-over numbers.

A novel one-pot synthesis of secondary alcohols from esters

Alkylation or vinylation by using organometallic reagents after partial reduction of carboxylic esters with LDBBA gave secondary alcohols, also involving allyl alcohols, without any isolation of intermediates in good yield (54-78%).

Regio- And stereoselective subterminal hydroxylations of n-decane by fungi in a liquid-liquid interface bioreactor (L-L IBR)

This article may be the first report to describe the excellent regio- and stereoselective subterminal hydroxylations of n-alkane with microorganisms. Approximately 2000 fungal strains were screened for the regioselective hydroxylation of n-decane with a s

A mild and versatile method for the tetrahydropyranylation of alcohols and their detetrahydropyranylation

An efficient and mild method for tetrahydropyranylation of alcohols and their detetrahydropranylation using NH4Cl is described. This protocol provides a useful alternative tetrahydropyranylation of alcohols and their deprotection at different pH.

A simple procedure for hydroboration using tetrabutylammonium borohydride

Tetrabutylammonium borohydride hydroborates unsaturated systems in refluxing chloroform. With eneynes, selectivity is observed for terminal unsaturation. However, selectivity is not observed with dienes.

Decane autoxidation: Precursors of gamma lactones and other minor products

Autoxidation of decane produces the following minor products in decreasing yields, viz. 2,5-, 3,6- and 4,7-decanediones and diols. Addition of 3-decanone to a decane autoxidation enhances the production of octanal, heptanal, octanoic and heptanoic acids. 3-Decanol initially inhibits the autoxidation reaction prior to being oxidized to 3-decanone. γ-Octanoic and γ-heptanoic lactone formation in the autoxidation of decane is promoted by the addition of 3- and 4-decyl hydroperoxides, respectively. These lactones are formed when tert-butoxy radicals react with 3,6- and 4,7-decane diols in the presence of oxygen. The nature of the intermediates in the formation of the minor products and the inhibition by alcohols are discussed.

C-1 Reactivity of 2,3-Epoxy Alcohols via Oxirane Opening with Metal Halides: Application and Synthesis of Naturally Occuring 2,3-Octanediol, Muricatacin, 3-Octanol, and 4-Dodecanolide

The C-1 reactivity of 2,3-epoxy alcohols and derivatives has been examined thoroughly.In the first approach a rearrangement opening of 2,3-epoxy alcohols with LiI leads to 1-iodo 2,3-diols with erythro or threo stereochemistry starting from trans or cis epoxy alcohols.Subsequent coupling with a carbon nucleophile can lead to a series of vicinal diols with predicted relative and absolute stereochemistry: the described methodology has been applied to the asymmetric synthesis of the naturally occuring (S,S)-2,3-octanediol and (R,R)-muricatacin.The second approach, starting from easily available tosyloxy epoxides, leads to the highly regioselective opening of the oxirane ring with Li halides.The 3-iodohydrins obtained can be reduced to the corresponding 1-(tosyloxy)alkan-2-ols and then coupled with common carbon nucleophiles to afford, in high yields, optically active alcohols.This methodology has been applied to the asymmetric synthesis of naturally occuring pheromones like 3(R)-octanol and 4(R)-dodecanolide.

Remarkable regioselective hydroboration of terminal alkenes by calcium borohydride

Calcium borohydride is found to hydroborate unsaturated systems in the presence of ethyl acetate. The reaction exhibits remarkable selectivity towards terminal double bonds. Several Z-11-alken-1-ol pheromones are synthesized using this method.