17156-64-8

Basic information

• Product Name: (DIMETHYLPHENYLSILYL)ACETYLENE 98
• Synonyms: (DIMETHYLPHENYLSILYL)ACETYLENE 98
• CAS NO: 17156-64-8
• Molecular Formula: C₁₀H₁₂Si
• Molecular Weight: 160.291
• Product Categories: Alkynes;Organic Building Blocks;Terminal
• Mol File: 17156-64-8.mol
• Article Data: 7

Chemical Properties

• Melting Point: 158-164 °C(Solv: chloroform (67-66-3); hexane (110-54-3))
• Boiling Point: 34 °C0.07 mm Hg(lit.)
• Flash Point: 135 °F
• Appearance: /
• Density: 0.907 g/mL at 25 °C(lit.)
• Vapor Pressure: 1.21mmHg at 25°C
• Refractive Index: n20/D 1.508(lit.)
• CAS DataBase Reference: (DIMETHYLPHENYLSILYL)ACETYLENE 98(CAS DataBase Reference)
• NIST Chemistry Reference: (DIMETHYLPHENYLSILYL)ACETYLENE 98(17156-64-8)
• EPA Substance Registry System: (DIMETHYLPHENYLSILYL)ACETYLENE 98(17156-64-8)

Safety Data

• RIDADR: UN 1993 3/PG 3
• WGK Germany: 3
• Hazardous Substances Data: 17156-64-8(Hazardous Substances Data)

Usage

Description

(Dimethylphenylsilyl)acetylene 98, also known as a silylated alkyne, is a chemical compound that is characterized by the presence of a silicon atom bonded to a phenyl group and two methyl groups, with an acetylene functional group attached. (DIMETHYLPHENYLSILYL)ACETYLENE 98 is known for its participation in various chemical reactions, such as the alkynylation of amines catalyzed by a Ruthenium complex.

Uses

Used in Chemical Synthesis:
(Dimethylphenylsilyl)acetylene 98 is used as a reagent in the chemical synthesis industry for the alkynylation of amines. Its unique structure allows it to participate in reactions catalyzed by a Ruthenium complex, which is crucial for the formation of new chemical bonds and the creation of various organic compounds.
Used in Pharmaceutical Research:
In the pharmaceutical industry, (Dimethylphenylsilyl)acetylene 98 is used as a starting material for the development of new drugs. Its ability to form stable bonds with amines makes it a valuable component in the synthesis of potential therapeutic agents.
Used in Material Science:
(Dimethylphenylsilyl)acetylene 98 is also utilized in the field of material science, where it can be used to create novel materials with unique properties. Its participation in the alkynylation of amines can lead to the development of new polymers and other advanced materials with potential applications in various industries.

InChI:InChI=1/C10H12Si/c1-4-11(2,3)10-8-6-5-7-9-10/h1,5-9H,2-3H3

Upstream product

• 768-33-2 phenyldimethylsilyl chloride 
• 74-86-2 acetylene 
• 4301-14-8 acetylenemagnesium bromide 
• 70277-75-7 lithium acetylide 
• 1066-26-8 sodium acetylide 

Downstream Products

• 54908-34-8 {[(E)-2-(Dichloro-methyl-silanyl)-vinyl]-dimethyl-silanyl}-benzene 
• 55002-74-9 5,5-bis-(dimethyl-phenyl-silanylethynyl)-5H-dibenzosilole 
• 24338-02-1 ((Z)-1-Bromo-3,3,3-trichloro-propenyl)-dimethyl-phenyl-silane 
• 39230-03-0 1,4-Bis-{[(E)-2-(dimethyl-phenyl-silanyl)-vinyl]-methyl-phenyl-silanyl}-benzene 
• 18821-68-6 1-Dimethylphenylsilyl-2,3,4,5-tetraphenyl-benzol 
• 115884-67-8 (±)-4-(dimethyl(phenyl)silyl)but-3-yn-2-ol 
• 167282-56-6 1-dimethyl(phenyl)silyl-5-phenylpent-1-yn-3-ol 
• 130625-73-9 (Dimethyl-phenyl-silanyl)-propynoic acid 
• 212612-88-9 1-[(dimethyl(1,1,2-trimethylpropyl)silyl)oxy]-4-(dimethylphenylsilyl)-3-butyn-2-ol 
• 220496-88-8 4-(dimethylphenylsilyl)-1-(phenylmethoxy)-3-butyn-2-ol 

Relevant articles and documents

Mechanism of host-guest complex formation and identification of intermediates through NMR titration and diffusion NMR spectroscopy

The formation of host-guest (H-G) complexes between 1,8- bis[(diethylgallanyl)ethynyl]anthracene (H) and the N-heterocycles pyridine and pyrimidine (G) was studied in solution using a combination of NMR titration and diffusion NMR experiments. For the latter, diffusion coefficients of potential host-guest structures in solution were compared with those of tailor-made reference compounds of similar shape (synthesized and characterized by NMR, HRMS, and in part XRD). Highly dynamic behavior was observed in both cases, but with different host-guest species and equilibria. With increasing concentrations of the pyridine guest, the equilibrium H2?H 2κ1-G1?HG2 is observed (in the second step a host dimer coordinates one guest molecule); for pyrimidine the equilibrium H2→H1κ2-G 1?HG2 is observed (the formation of a 1:1 aggregate is the second step). Dynamic host-guest complexation was studied using a new combination of NMR titration and diffusion NMR experiments. The host is the bidentate 1,8-bis[(diethylgallanyl)ethynyl]anthracene, the guests are pyrimidine and pyridine. The analysis of the diffusion NMR experiments requires tailor-made reference compounds of the same shape for comparison.

1,3-Dipolar cycloadditions of silicon and tin alkynes and alkenes. Regiospecific synthesis of silyl and stannylpyrazoles and pyrazolines

Silicon and tin 3-, 3,5-, and 3,4,5-metalated pyrazoles have been synthesized by 1,3-dipolar cycloadditions of silyl-, disilyl-, and silylstannylacetylenes with N-phenylsydnone or trimethylsilyldiazomethane. On the other hand, 1- and 2-pyrazolines monomet

Acid-catalyzed cyclization of vinylsilanes bearing a hydroxy group: A new method for stereoselective synthesis of disubstituted tetrahydrofurans

In the presence of a catalytic amount of TsOH or TiCl4, (Z)-5-silyl-4-penten-1-ols ((Z)-1) are smoothly cyclized to 2-silylmethyl-substituted tetrahydrofurans. This cyclization is applicable to the construction of a tetrahydropyran ring. The silyl group and the geometry of the C-C double bond strongly influence the cychzation rate. TBDMS and benzyldimethylsilyl groups considerably accelerate the cyclization in comparison with a dimethylphenylsilyl group, and (E)-vinylsilanes show much lower reactivity than the corresponding (Z)-isomers. The cyclization proceeds by stereospecific syn addition of the hydroxy group. Vinylsilanes 17, 19, and 21, (Z)-5-silyl-4-penten-1-ols bearing a substituent on the methylene tether, smoothly undergo the acid-catalyzed cyclization to give trans-2,5-, cis-2,4-, and trans-2,3-disubstituted tetrahydrofurans, respectively, with moderate to high stereoselectivity. The silyl group of some cychzed products can be easily converted into a hydroxy group with stereochemical retention.