17889-43-9

Usage

Uses

Used in Organic Synthesis:
3-METHYL-1-TRIMETHYLSILYL-1-PENTYN-3-OL (+/-) serves as a key building block in the preparation of a wide array of compounds, including pharmaceuticals and agrochemicals. Its unique structure and functional groups facilitate the creation of complex molecular structures, making it an indispensable tool in the field of organic synthesis.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 3-METHYL-1-TRIMETHYLSILYL-1-PENTYN-3-OL (+/-) is utilized as a starting material or intermediate in the synthesis of various drug molecules. Its ability to form stable and reactive intermediates contributes to the development of new medications with improved efficacy and reduced side effects.
Used in Agrochemical Industry:
3-METHYL-1-TRIMETHYLSILYL-1-PENTYN-3-OL (+/-) also finds application in the agrochemical sector, where it is employed in the synthesis of pesticides, herbicides, and other crop protection agents. Its role in creating novel and effective agrochemicals helps address challenges in modern agriculture, such as pest resistance and crop yield optimization.
Overall, the diverse applications of 3-METHYL-1-TRIMETHYLSILYL-1-PENTYN-3-OL (+/-) across different industries highlight its significance as a versatile and valuable chemical compound in contemporary organic chemistry.

InChI:InChI=1/C12H24N2OSi2/c1-16(2,11-7-5-9-13)15-17(3,4)12-8-6-10-14/h5-8,11-12H2,1-4H3

Upstream product

• 75-77-4 chloro-trimethyl-silane 
• 77-75-8 meparfynol 
• 61210-52-4 (trimethylsilyl)ethynylmagnesium bromide 
• 78-93-3 butanone 
• 1066-54-2 trimethylsilylacetylene 

Downstream Products

• 77-75-8 meparfynol 
• 351523-44-9 (1-ethyl-1-methyl-allyl)-phenyl-amine 
• 14465-46-4 N-(3-methylpent-1-yn-3-yl)aniline 

Relevant academic research and scientific papers

Gold-Catalyzed Iminations of Terminal Propargyl Alcohols with Anthranils with Atypical Chemoselectivity for C(1)-Additions and 1,2-Carbon Migration

This work reports gold-catalyzed iminations of terminal propargyl alcohols with anthranils or isoxazoles to yield E-configured α-amino-2-en-1-ones and -1-als with complete chemoselectivity. These catalytic iminations occur exclusively with C(1)-nucleophilic additions on terminal alkynes, in contrast to a typical C(2)-route. For 3,3-dialkylprop-1-yn-3-ols, a methyl substituent is superior to long alkyl chains as the 1,2-migration groups toward α-imino gold carbenes. For secondary prop-1-yn-3-ols, phenyl, vinyl, and cyclopropyl substituents are better than hydrogen as the migrating groups, obviating typical gold carbene reactions. DFT calculations have been performed to rationalize the observed C(1)-regioselectivity and the preferable cyclopropyl migration based on gold carbene pathways.

A convenient method for the aromatic amino-claisen rearrangement of N-(1,1-disubstituted-allyl)anilines

N-(1,1-Disubstituted-allyl)anilines are rearranged cleanly and in high yield to 2-(3,3-disubstituted-allyl)anilines using a catalytic amount of p-toluenesulfonic acid in acetonitrile/water (10:1).

1,6-bis(trimethylsilyl)-3,3,3,4-tetraalkylhexa-1,5-diynes

Silylacetylene chlorides Me3SiCCCRR'Cl react with magnesium in ether medium to give the corresponding 1,6-bis(trimethylsilyl)-3,3,4,4-tetraalkylhexa-1,5-diynes.By the same method bis(1-trimethylsilylethynylcyclopent-1-yl) and bis(1-trimethylsilylethynylcyclohex-1-yl) were prepared.Desilylation of 1,6-bis(trimethylsilyl)-3,3,4,4-tetraalkylhexa-1,5-diynes gives corresponding 3,3,4,4-tetraalkylhexa-1,5-diynes.