81166-84-9

Basic information

• Product Name: CYCLOPROPYL(TRIMETHYLSILYL)ACETYLENE
• Synonyms: TIMTEC-BB SBB009013;TRIMETHYLSILYLETHYNYLCYCLOPROPANE;CYCLOPROPYL(TRIMETHYLSILYL)ACETYLENE;Silane, (cyclopropylethynyl)trimethyl- (9CI);Cyclopropyl(trimethylsilyl)acetylene 96%;CYCLOPROPYL(TRIMETHYLSILYL)ACETYLENE, 97+%;(Cyclopropylethynyl)trimethylsilane 96%;[(Trimethylsilyl)ethynyl]cyclopropane, Cyclopropyl(trimethylsilyl)acetylene
• CAS NO: 81166-84-9
• Molecular Formula: C₈H₁₄Si
• Molecular Weight: 138.28
• Mol File: 81166-84-9.mol
• Article Data: 16

Chemical Properties

• Boiling Point: 82°C 80mm
• Flash Point: 24.6±10.7℃
• Appearance: Clear colorless to yellow/Liquid
• Density: 0.85±0.1 g/cm3 (20 ºC 760 Torr)
• Vapor Pressure: 12.2mmHg at 25°C
• Refractive Index: 1.4547
• Storage Temp.: Flammables area
• Solubility: Sparingly Soluble (0.069 g/L) (25°C).
• CAS DataBase Reference: CYCLOPROPYL(TRIMETHYLSILYL)ACETYLENE(CAS DataBase Reference)
• NIST Chemistry Reference: CYCLOPROPYL(TRIMETHYLSILYL)ACETYLENE(81166-84-9)
• EPA Substance Registry System: CYCLOPROPYL(TRIMETHYLSILYL)ACETYLENE(81166-84-9)

Safety Data

• Hazard Codes: Xi,F
• Statements: 10-36/37/38
• Safety Statements: 16-26-36/37/39
• RIDADR: 1993
• HazardClass: IRRITANT, FLAMMABLE
• Hazardous Substances Data: 81166-84-9(Hazardous Substances Data)

Usage

Description

Cyclopropyl(trimethylsilyl)acetylene is a chemical compound characterized by a cyclopropane ring with a trimethylsilyl group and an acetylene moiety. It is a clear colorless to yellow liquid and is known for its unique chemical properties, making it a versatile reagent in various chemical reactions.

Uses

Used in Chemical Synthesis:
Cyclopropyl(trimethylsilyl)acetylene is used as a reagent in several addition reactions for the synthesis of various organic compounds. Its unique structure allows for selective reactions, making it a valuable component in the production of pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, cyclopropyl(trimethylsilyl)acetylene is used as a building block for the development of new drugs. Its ability to participate in addition reactions enables the creation of novel molecular structures with potential therapeutic properties.
Used in Agrochemical Industry:
Cyclopropyl(trimethylsilyl)acetylene is also utilized in the agrochemical industry for the synthesis of new pesticides and other crop protection agents. Its versatility in chemical reactions allows for the development of innovative and effective products.
Used in Specialty Chemicals:
In the specialty chemicals sector, cyclopropyl(trimethylsilyl)acetylene is employed as a key intermediate in the production of various high-value compounds. Its unique properties contribute to the development of advanced materials with specific applications in industries such as electronics, coatings, and adhesives.

InChI:InChI=1/C8H14Si/c1-9(2,3)7-6-8-4-5-8/h8H,4-5H2,1-3H3

Upstream product

• 186581-53-3 diazomethane 
• 2696-32-4 but-3-en-1-ynyl-trimethyl-silane 
• 4333-56-6 cyclopropyl bromide 
• 1066-54-2 trimethylsilylacetylene 
• 104463-26-5 1-ethynyl-1-(trimethylsilyl)cyclopropane 
• 83662-50-4 1-iodo-1-<(trimethylsilyl)ethynyl>cyclopropane 
• 77113-48-5 (5-chloropent-1-ynyl)trimethylsilane 
• 75-77-4 chloro-trimethyl-silane 
• 82979-27-9 1-chloro-1-(trichloroethenyl)cyclopropane 
• 6746-94-7 Cyclopropylacetylene 

Downstream Products

• 624-48-6 dimethyl cis-but-2-ene-1,4-dioate 
• 81166-85-0 1-trimethylsilyl-2-cyclopropylcyclopropene-3-carboxylic acid methyl ester 
• 624-49-7 dimethylfumarate 
• 6746-94-7 Cyclopropylacetylene 
• 1208119-65-6 4‐(2‐cyclopropylethynyl)benzonitrile 
• 1221793-76-5 3-(cyclopropylethynyl)pyridine 
• 445424-01-1 1-(2-cyclopropylethynyl)-3-methoxybenzene 
• 1201903-81-2 1‐(2‐cyclopropylethynyl)‐2‐methylbenzene 

Relevant articles and documents

Ynonylation of Acyl Radicals by Electroinduced Homolysis of 4-Acyl-1,4-dihydropyridines

Herein we report the conversion of 4-Acyl-1,4-dihydropyridines (DHPs) into ynones under electrochemical conditions. The reaction proceeds via the homolysis of acyl-DHP under electron activation. The resulting acyl radicals react with hypervalent iodine(III) reagents to form the target ynones or ynamides in acceptable yields. This mild reaction condition allows wider functionality tolerance that includes halides, carboxylates, or alkenes. The synthetic utility of this methodology is further demonstrated by the late-stage modification of complex molecules.

Preparation method for compound containing alkynyl and cyclopropyl

The invention relates to the field of organic synthesis, and discloses a preparation method for a compound containing alkynyl and cyclopropyl. The method comprises the following steps: a compound ii with alkyne and alkene is taken as a starting raw material, under effects of a catalyst, the compound ii with the alkyne and the alkene and a diazo substance iv are mixed and reacted in a solvent, andtherefore a reaction liquid containing a compound iii is obtained; and the obtained reaction liquid is added into acid water or hot water for washing, then an inorganic alkali or an organic alkali isadded to adjust the pH to 8-14, and therefore the compound I containing the alkynyl and the cyclopropyl is obtained. The method provided by the invention has the following beneficial effects: 1) the yield of the reaction is improved; 2) the industrialized raw materials used by the method are cheap and easy to obtain; and 3) by-products are reduced, and environmental pollution is reduced.

Gold(i)-catalyzed dehydrogenative cycloisomerization of 1,5-enynes

The gold(i)-catalyzed dehydrogenative cycloisomerization of cyclopropane-tethered 1,5-enynes proceeded smoothly to give multisubstituted benzene derivatives in good to excellent yields. Synthetically important benzocyclobutenes can be produced in high yields in the presence of a gold(i) catalyst and DDQ. Furthermore, this reaction also works very well for non-cyclopropane tethered 1,5-enynes.