69704-27-4

Usage

Uses

Used in Pharmaceutical Industry:
1,4-dipropoxybut-2-yne is used as a chemical intermediate for the synthesis of various pharmaceuticals. Its unique structure allows for the development of new drugs with potential therapeutic applications.
Used in Agrochemical Industry:
In the agrochemical sector, 1,4-dipropoxybut-2-yne is employed as a precursor in the production of agrochemicals. Its role in creating effective and targeted pest control solutions contributes to agricultural productivity.
Used in Specialty Chemicals Production:
1,4-dipropoxybut-2-yne is utilized in the synthesis of specialty chemicals, which are high-value compounds used in specific industries such as coatings, adhesives, and sealants.
Used in Research Laboratories:
1,4-dipropoxybut-2-yne also serves as a reagent in research laboratories, where it is used for the preparation of various organic compounds. Its versatility in organic synthesis makes it a valuable tool for scientific exploration and innovation.
However, due to its potential flammability and irritant properties, 1,4-dipropoxybut-2-yne should be handled with caution to ensure safety in all applications.

InChI:InChI=1/C10H18O2/c1-3-7-11-9-5-6-10-12-8-4-2/h3-4,7-10H2,1-2H3

Upstream product

• 3587-57-3 chloromethyl propyl ether 
• 14630-40-1 Bis(trimethylsilyl)ethyne 
• 110-65-6 1,4-dihydroxybut-2-yne 
• 106-94-5 propyl bromide 
• 4301-15-9 ethynyldimagnesium dibromide 
• 505-84-0 dipropoxymethane 

Relevant academic research and scientific papers

An Easy Preparation of α-Allenic Ethers and Tertiary α-Allenic Amines

α-Allenic ethers 2 are prepared by the reaction of 1,4-dialkoxy-2-butynes 1 with lithium aluminium hydride and magnesium bromide.Tertiary α-allenic amines 4 are obtained by treating 4-dialkylamino-1-methoxy-2-butynes 3 with lithium aluminium hydride and aluminium chloride.

Cycloaddition Reactions of Cobalt-Complexed Macrocyclic Alkynes: The Transannular Pauson-Khand Reaction

The Pauson-Khand reaction is a powerful tool for the synthesis of cyclopentenones through the efficient [2 + 2 + 1] cycloaddition of dicobalt alkyne complexes with alkenes. While intermolecular and intramolecular variants are widely known, transannular versions of this reaction are unknown and the basis of this study. Macrocyclic enyne and dienyne complexes were readily synthesized by palladium(II)-catalyzed oxidative macrocyclizations of bis(vinyl boronate esters) or ring-closing metathesis reactions followed by complexation with dicobalt octacarbonyl. Several reaction modalities of these macrocyclic complexes were uncovered. In addition to the first successful transannular Pauson-Khand reactions, other intermolecular and transannular cycloaddition reactions included intermolecular Pauson-Khand reactions, transannular [4 + 2] cycloaddition reactions, intermolecular [2 + 2 + 2] cycloaddition reactions, and intermolecular [2 + 2 + 1 + 1] cycloaddition reactions. The structural and reaction requirements for each process are presented.

Transannular [4 + 2] Cycloaddition Reactions of Cobalt-Complexed Macrocyclic Dienynes

The first transannular [4 + 2] cycloaddition reactions of macrocyclic dicobalt hexacarbonyl-dienyne complexes were demonstrated. Complexes were conveniently prepared through palladium(II)-catalyzed intramolecular oxidative cyclization of bis(vinylboronate esters) followed by complexation with dicobalt octacarbonyl. Transannular [4 + 2] cycloaddition reactions of the complexes occurred at lower temperatures and shorter times than transannular Diels-Alder reactions of metal-free dienynes. Intermolecular control reactions confirmed the effect of cobalt complexation on [4 + 2] cycloaddition reactions of unactivated alkynes and dienes.