7299-46-9

Basic information

• Product Name: (TRIMETHYLSILYL)ACETYLENE-D
• Synonyms: d99atom%d
• CAS NO: 7299-46-9
• Molecular Formula: C₅H₁₀Si
• Molecular Weight: 98.22
• Product Categories: Alphabetical Listings;Stable Isotopes
• Mol File: 7299-46-9.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 53 °C(lit.)
• Flash Point: <−30 °F
• Appearance: /
• Density: 0.702 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.388(lit.)
• CAS DataBase Reference: (TRIMETHYLSILYL)ACETYLENE-D(CAS DataBase Reference)
• NIST Chemistry Reference: (TRIMETHYLSILYL)ACETYLENE-D(7299-46-9)
• EPA Substance Registry System: (TRIMETHYLSILYL)ACETYLENE-D(7299-46-9)

Safety Data

• Hazard Codes: F,Xi
• Statements: 11-36/37/38
• Safety Statements: 26-36
• RIDADR: UN 1993 3/PG 2
• WGK Germany: 3
• Hazardous Substances Data: 7299-46-9(Hazardous Substances Data)

Usage

General Description

(TRIMETHYLSILYL)ACETYLENE-D, also known as TMS acetylene-d, is a chemical compound with the formula C5H6Si. It is a deuterated derivative of trimethylsilylacetylene, which is commonly used in organic synthesis and in the production of silicon-containing materials. TMS acetylene-d is a stable, colorless liquid that is highly flammable and may react violently with oxidizing agents. It is primarily used as a reagent in organic chemistry reactions, such as the synthesis of deuterated compounds for nuclear magnetic resonance spectroscopy. It is important to handle TMS acetylene-d with caution due to its hazardous nature and flammability.

Upstream product

• 54655-07-1 lithium trimethylsilylacetylenide 
• 61210-52-4 (trimethylsilyl)ethynylmagnesium bromide 
• 1066-54-2 trimethylsilylacetylene 

Downstream Products

• 107-46-0 Hexamethyldisiloxane 
• 54655-07-1 lithium trimethylsilylacetylenide 
• 288402-63-1 (E)-1-phenylseleno-2-(trimethylsilyl)[1-⁽²⁾H]ethene 

Relevant articles and documents

Microwave Spectra of Trimethylsilylethyne, Me3SiCCH, 1-Cyano-2-trimethylsilylethyne, Me3SiCCCN, and 1-Cyano-4-trimethylsilylbutadiyne, Me3Si(CC)2CN

The microwave spectra of the title compounds, recorded in the 26.5-40.0 GHz region, are characteristic of symmetric top molecules, complicated by internal rotation and accompanied by vibrational satellites attributed to low-frequency skeletal bending modes.For Me3SiCCH, B0 = 1962.163 MHz and relative intensity measurements on the vibrational satellites give a value of 110 +/- 15 cm-1 for the degenerate Si-CC bending mode.Measurements on Me3SiCCD have been made, and the Si-C bond length has been determined as 1.83 +/- 0.01 Angstroem.For Me3SiCCCN, B0 = 711.8646MHz, whilst for Me3Si(CC)2CN, twenty broad-band symmetric-top transitions, from J = 41 to 60, have been observed and a B value of 331 +/- 2 MHz has been estimated.

Selective Oligomerization and [2 + 2 + 2] Cycloaddition of Terminal Alkynes from Simple Actinide Precatalysts

A catalyzed conversion of terminal alkynes into dimers, trimers, and trisubstituted benzenes has been developed using the actinide amides U[N(SiMe3)2]3 (1) and [(Me3Si)2N]2An[κ2-(N,C)-CH2Si(CH3)N(SiMe3)] (An = U (2), Th (3)) as precatalysts. These complexes allow for preferential product formation according to the identity of the metal and the catalyst loading. While these complexes are known as valuable precursors for the preparation of various actinide complexes, this is the first demonstration of their use as catalysts for C-C bond forming reactions. At high uranium catalyst loading, the cycloaddition of the terminal alkyne is generally preferred, whereas at low loadings, linear oligomerization to form enynes is favored. The thorium metallacycle produces only organic enynes, suggesting the importance of the ability of uranium to form stabilizing interactions with arenes and related π-electron-containing intermediates. Kinetic, spectroscopic, and mechanistic data that inform the nature of the activation and catalytic cycle of these reactions are presented. (Chemical Equation Presented).

The mechanism of [2 + 1] and [2 + 2] cycloaddition reactions of 1-phenylseleno-2-(trimethylsilyl)ethene: An isotopic labelling study

The reactions of deuterio-labelled 1-seleno-2-sitylethenes with trimethyl 2-phosphonoacrylate 2 and methyl vinyl ketone 4 in the presence of SnCl4 gave deuterio-substituted cyclopropanes with 1,2-silicon migration. The reaction of deuterio-labe