5430-01-3

Usage

Uses

Used in Flavor and Fragrance Industry:
3-METHYL-1-NONYN-3-OL is used as a flavoring agent and fragrance ingredient for its distinct floral scent, enhancing the aroma profiles of various products.
Used in Cosmetics and Personal Care Products:
In the cosmetics and personal care sector, 3-METHYL-1-NONYN-3-OL serves as an ingredient in formulations, capitalizing on its mild and appealing odor to improve the sensory experience of these products.
Used in Insect Pheromone Research:
3-METHYL-1-NONYN-3-OL is used as a potential pheromone in entomological studies, given its role in the mating behavior of certain insect species, making it a valuable tool for research and pest management strategies.
The physical properties of 3-METHYL-1-NONYN-3-OL, such as its boiling point of 275-277°C and its solubility in organic solvents but not in water, further contribute to its suitability for these applications.

InChI:InChI=1/C10H18O/c1-4-6-7-8-9-10(3,11)5-2/h2,11H,4,6-9H2,1,3H3/t10-/m1/s1

Upstream product

• 111-13-7 hexyl-methyl-ketone 
• 74-86-2 acetylene 
• 140149-80-0 1-(trimethylsilyl)-3-methyl-1-nonyn-3-ol 
• 71-43-2 benzene 
• 60-29-7 diethyl ether 
• 7664-41-7 ammonia 
• 4301-14-8 acetylenemagnesium bromide 
• 2809-67-8 oct-2-yne 
• 54655-07-1 lithium trimethylsilylacetylenide 
• 1216963-74-4 lithium acetylide-ethylenediamine complex 

Downstream Products

• 108-32-7 1,2-propylene cyclic carbonate 
• 88630-72-2 3-hydroxy-3-methyl-2-nonanone 
• 50802-06-7 (C₆H₅)2SbCl₂CCC(OH)(CH₃)(C₆H₁₃) 
• 50654-71-2 (C₆H₅)2SbBr₂CCC(OH)(CH₃)(C₆H₁₃) 
• 50802-15-8 (C₆H₅)2SbI₂CCC(OH)(CH₃)(C₆H₁₃) 
• 50654-64-3 1-Diphenylstibanyl-3-methyl-non-1-yn-3-ol 
• 22616-15-5 3-methyl-non-1-en-3-ol 
• 591-50-4 iodobenzene 
• 100849-71-6 1,3-dihydroxy-3-methyl-2-nonanone 
• 146998-46-1 1-[Bis-(2-chloro-ethyl)-amino]-4-methyl-dec-2-yn-4-ol 
• 54615-56-4 3-methyl-3-nonen-2-one 

Relevant academic research and scientific papers

Rh(I)-Catalyzed Allenic Pauson-Khand Reaction to Access the Thapsigargin Core: Influence of Furan and Allenyl Chloroacetate Groups on Enantioselectivity

Thapsigargin (Tg) is a potent SERCA pump inhibitor with the potential to treat cancer and COVID-19. We have extended the scope of the asymmetric allenic Pauson-Khand reaction to furan-tethered allene-ynes, a stereoconvergent transformation affording the 5,7,5-ring system of Tg in good yields and high enantioselectivity. Computational studies of the oxidative cyclization step show that the furan and chloroacetate groups contribute to this high selectivity.

Pd(II)-catalyzed highly regio-and stereoselective assembly of C-C double bonds: An efficient method for the synthesis of 2,4-dihalo-1,3,5-trienes from alkynols

A highly efficient method for the synthesis of 2,4-dihalo-1,3,5-trienes from alkynols was developed. This chemistry allows access to multiple conjugated double bonds in a single step with high stereoselectivity.

Construction of 1,5-enynes by stereospecific Pd-catalyzed allyl-propargyl cross-couplings

The palladium-catalyzed cross-coupling of chiral propargyl acetates and allyl boronates delivers chiral 1,5-enynes with excellent levels of chirality transfer and can be applied across a broad range of substrates.

Asymmetric dihydroxylation of disubstituted allenes

Asymmetric dihydroxylation of 1,1-disubstituted and 1,3-disubstituted allenes can be used to synthesize chiral α-hydroxy ketones. We have also obtained α,α′-dihydroxy ketones with high enantioselectivity from 1,3-disubstituted allenes. Low conversion of the dihydroxylation of chiral allenes can be used as a kinetic resolution of sterically hindered allenes.

Preparation of Triesters by Palladium-Catalyzed Vicinal Carbonylation of Substituted-3-methoxycarbonyl-2-propynyl Methyl Carbonates

The palladium-catalyzed vicinal carbonylation of the 1-substituted-3-methoxycarbonyl-2-propynyl methyl carbonates 6 proceeds at room temperature under atmospheric pressure of CO to give the triesters 7 in good yields.

New organoboron reagents for the preparation unsubstituted propargylic alcohols

The novel organoboron reagent of the present invention is useful in the preparation of unsubstituted propargylic alcohols. This compound reacts with aldehydes and ketones cleanly to afford propargylic alcohols in excellent yields. Unsubstituted propargylic alcohols are important synthetic intermediates in the synthesis of a number of natural products. In addition, the novel organoboron reagent of the present invention also demonstrates diastereomeric selectivity when reacted with enatiomerically pure aldehydes.

HYPERVALENT IODINE OXIDATION OF ETHYNYLCARBINOLS: A SHORT AND EFFICIENT CONVERSION OF DIHYDROXYACETONYL GROUPS FROM KETO GROUPS

Oxidation of ethynylcarbinols (4a-g), prepared easily from ketones, with a hypervalent iodine reagent, phenyliodosyl bis(trifluoroacetate) (PIFA), in chloroform-acetonitrile-water gave the dihydroxyacetonyl compounds (6a-g) in high yields.Keywords: phenyliodosyl bis(trifluoroacetate); ethynylcarbinol; dihydroxyacetone; terminal alkyne; α-hydroxyketone

AN EFFICIENT AND QUICK LABORATORY SCALE METHOD FOR THE ETHYNYLATION OF SOME ALIPHATIC AND CYCLOALIPHATIC CARBONYL COMPOUNDS.

A number of aliphatic and cycloaliphatic carbonyl compounds have been ethynylated in tetrahydrofuran at atmospheric pressure using uncomplexed potassium tert-butoxide as a catalyst.

AN EFFICIENT CONVERSION OF KETO GROUPS INTO DIHYDROXYACETONE GROUPS: OXIDATION OF ETHYNYLCARBINOL INTERMEDIATES BY USING HYPERVALENT IODINE REAGENT

A short and efficient synthesis of dihydroxyacetone groups from keto groups involving the oxidation of ethynylcarbinol intermediates with benzene (PIFA), is described.