21752-78-3

Basic information

• Product Name: but-2-yne-1,4-diylbis(trimethylsilane)
• Synonyms: 1,4-Bis(trimethylsilyl)-2-butyne
• CAS NO: 21752-78-3
• Molecular Formula: C₁₀H₂₂Si₂
• Molecular Weight: 198.4527
• Mol File: 21752-78-3.mol

Chemical Properties

• Boiling Point: 180.5°C at 760 mmHg
• Flash Point: 44°C
• Density: 0.798g/cm³
• Vapor Pressure: 1.21mmHg at 25°C
• Refractive Index: 1.427
• CAS DataBase Reference: but-2-yne-1,4-diylbis(trimethylsilane)(CAS DataBase Reference)
• NIST Chemistry Reference: but-2-yne-1,4-diylbis(trimethylsilane)(21752-78-3)
• EPA Substance Registry System: but-2-yne-1,4-diylbis(trimethylsilane)(21752-78-3)

Safety Data

• Hazardous Substances Data: 21752-78-3(Hazardous Substances Data)

Usage

Uses

Used in Organosilicon Chemistry:
But-2-yne-1,4-diylbis(trimethylsilane) is used as a building block in the synthesis of various organic and organometallic compounds, particularly in the field of organosilicon chemistry, for its ability to form stable and versatile silane-based structures.
Used in Production of Functional Materials:
but-2-yne-1,4-diylbis(trimethylsilane) is used as a valuable reagent in the production of functional materials, such as polymers, resins, and silicones, due to its reactive nature and capacity to enhance material properties.
Used in Adhesives and Sealants Industry:
But-2-yne-1,4-diylbis(trimethylsilane) is used as a component in the formulation of adhesives and sealants, leveraging its reactive and polymerization properties to improve the bonding and sealing performance of these products.
Used in Electronic Materials Industry:
It is also utilized in the development of electronic materials, where its unique chemical and physical properties contribute to the creation of advanced materials for electronic devices and components.

Upstream product

• 75-77-4 chloro-trimethyl-silane 
• 91312-26-4 1,4-bis(trimethylstannyl)-2-butyne 
• 91312-27-5 2,3-Bis(trimethylstannyl)-1,3-butadiene 
• 4206-67-1 iodo(trimethylsilyl)methane 
• 13361-64-3 trimethyl(propargyl)silane 
• 1291-32-3 zirconocene dichloride 
• 925-90-6 ethylmagnesium bromide 
• 354553-10-9 (Z)-1,4-bis(trimethylsilyl)-1,2,3-butatriene 
• 917-54-4 methyllithium 
• 106-95-6 allyl bromide 
• 821-10-3 1,4-Dichloro-2-butyne 

Downstream Products

• 80404-96-2 [2-(Methoxy-phenyl-methyl)-buta-2,3-dienyl]-trimethyl-silane 
• 80405-03-4 C₂₀H₂₂O₂ 
• 1092526-00-5 (Z)-[1,4-bis(trimethylsilyl)-2-buten-2-yl]pentafluorobenzene 
• 1259332-34-7 6-(oct-4-en-4-yl)-3-[1,4-bis(trimethylsilyl)but-2-en-2-yl]-1,2,4,5-tetrafluorobenzene 
• 1453501-07-9 (Z)-3-(2,3,4,5-tetrafluorophenyl)-4-trimethylsilyl-2-(trimethylsilylmethyl)but-2-enenitrile 
• 1453501-18-2 (Z)-3-(4-((Z)-3-cyano-1,4-bis(trimethylsilyl)but-2-en-2-yl)-2,3,5,6-tetrafluorophenyl)-2-propylhex-2-enenitrile 
• 1338081-46-1 (E)-N-(1-(2-((Z)-1,4-bis(trimethylsilyl)but-2-en-2-yl)phenyl)ethylidene)-4-methoxyaniline 
• 1262220-95-0 (Z)-3-(4-chlorophenyl)-4-trimethylsilyl-2-(trimethylsilylmethyl)but-2-enenitrile 
• 1240787-16-9 (Z)-2-(2-(1,4-bis(trimethylsilyl)but-2-en-2-yl)-4-methoxyphenyl)-3-methylpyridine 
• 1180490-34-9 (Z)-3-benzyl-4-trimethylsilyl-2-[(trimethylsilyl)methyl]-but-2-enenitrile 
• 160203-90-7 2-phenyl-3-vinylidene-4-trimethylsilyltetrahydropyrane 

Relevant articles and documents

Migration 1,2 d'un groupe trimethylsilyle au niveau d'un cation vinylique: synthese de dienes conjugues silyles a partir de bis(trimethylsilyl)-1,4 alcynes-2

Alkyl α-substituted 1,4-bis(trimethylsilyl)-2-alkynes react with electrophilic reagents to give silylated conjugated dienes, which result from a 1,2-shift of a trimethylsilyl group to a vinylic cationic center.

An unprecedented dimerization of 1,2,3-butatriene catalyzed by palladium complexes

Dehydrogenative dimerization of (Z)-1,4-bis(trimethylsilyl)-l,2,3- butatriene was catalyzed by Pd complexes in the presence of allyl halides to give predominantly an acyclic conjugated enyne, while addition of methylaluminoxane (MAO) instead of allyl hali

Formation and ring-opening of 8-oxabicyclo[3.2.1]oct-6-en-3-ones from (4+3)-cycloaddition of furan and chlorocyclopentanone derivatives

During the course of studying an ene reaction of an oxyallylic cation derived from a 2-chlorocyclopentanone system, the reactive species was found to undergo quite facile (4+3)-cycloadditions with furans. Moreover, the (4+3)-cycloadducts derived from fura

Synthesis of silylallene glycosides and diene diglycosides by C-glycosidation of D-glucal with 1,4-bis(trimethylsilyl)-2-butyne

(Chemical Equation Presented) Silylmethylallenyl glycosides, symmetrical and unsymmetrical diene glycosides, were synthesized by C-glycosidation with 1,4-bis(trimethylsilyl)-2-butyne in good yield. The nature of the product is controlled by the choice of Lewis acid, BF3·OEt2, or SnCl4. The efficient construction of unsymmetrical diene glycosides was achieved in one pot on the basis of the order of addition of sugar starting materials.

Synthesis and structure of seven-membered metallacycloalkynes

Seven-membered metallacycloalkyne compounds were synthesized. The reaction of the zirconocene-ethylene complex and (Z)-1,4-bis(trimethylsilyl)buta-1,2,3- triene gave a mixture of 1-zirconacyclopent-3-yne and 1-zirconacyclohept-3-yne. In contrast, zirconocene-alkyne complexes, such as those of 1-(trimethylsilyl) prop-1-yne and diphenylacetylene, gave 1-zirconacyclohept-2-en-5-yne in good yields. Consideration of structural parameters suggests that both a seven-membered cyclic alkyne and a five-membered structure contribute to generation of this complex. Coupling of benzyne and [3]cumulenes on a metal was also found to afford the corresponding metallacycles. Seven-membered metallacycloalkyne compounds were synthesized and structurally characterized. Zirconocene-alkyne complexes, such as those of 1-(trimethylsilyl)prop-1-yne and diphenylacetylene reacted with [3]cumulene to give 1-zirconacyclohept-2-en-5-yne in good yields. Coupling of benzyne and [3]cumulenes on the metal also gave the corresponding metallacycles. Copyright

DTBB-Catalysed Lithiation of 1,4-Dichloro-2-butyne Under Barbier Conditions: Synthesis of Functionalised Alkynes

The reaction of 1,2-dichloro-2-butyne (1) with an excess of lithium powder and a catalytic amount of 4,4'-di-tert-butylbiphenyl (DTBB, 2,5 molpercent) in the presence of an electrophile in THF

Synthesis of 2,3-disubstituted 1,3-butadienes from organotin precursors and butadienyllithium reagents. Diels-alder reactivity

1,4-Bis(trimethylstannyl)-2-butyne (1) and 2,3-bis(trimethylstannyl)-1,3-butadiene (2), versatile synthons for the 2,3-dianion of 1,3-butadiene, have been prepared from either 1,4-dichloro-2-butyne or 2,3-dichloro-1,3-butadiene by reaction with 2 equiv of

BISTRIMETHYLSILYL-1,4 BUTYNE-2 : UN NOUVEAU REACTIF POUR LA SYNTHESE DE SILANES α-ALLENIQUES MONOFONCTIONNELS ET DE DIENES CONJUGUES BIFONCTIONNELS.

1,4-Bistrimethylsilyl-2-butyne reacts with acetals, in the presence of titanium tetrachloride, to produce either functional α-allenyltrimethylsilanes (monoreaction) or difunctional conjugated dienes (direaction).