Trimethylsilylacetylene

Base Information

• Chemical Name: Trimethylsilylacetylene
• CAS No.: 7299-46-9
• Deprecated CAS: 1042949-84-7,1277091-35-6,959419-58-0,1277091-35-6,959419-58-0
• Molecular Formula: C5H9 D Si
• Molecular Weight: 99.212
• European Community (EC) Number: 213-919-9,685-813-4
• DSSTox Substance ID: DTXSID7061435
• Nikkaji Number: J209.060K
• Wikipedia: Trimethylsilylacetylene
• Wikidata: Q3044982
• Mol file: 7299-46-9.mol

Synonyms:Trimethylsilylacetylene;Ethynyltrimethylsilane;1066-54-2;(Trimethylsilyl)acetylene;ethynyl(trimethyl)silane;ethynyl-trimethyl-silane;Silane, ethynyltrimethyl-;trimethylsilyl acetylene;TMS acetylene;TMS-acetylene;trimethylsilylethyne;(Trimethylsilyl)ethyne;C5H10Si;(Trimethylsilyl)acetylene-d;EINECS 213-919-9;ethynyltrimethyl silane;trimethylsilyl-acetylene;tms-acetylide;TMSacetylene;(tms)-acetylene;trimethylsilyl-ethyne;ethinyltrimethylsilane;ethynyitrimethylsilane;trimethylsilanylethyne;trimethylsilylacetylen;MFCD00008569;Trimethylethynylsilane;Trimetylsilylacetylene;TMSA;trimethlysilylacetylene;ethinyl trimethylsilane;ethynyl trimethylsilane;trimethysilyl acetylene;trimetylsilyl acetylene;1-Trimethylsilylethyne;Ethyne,-trimethylsilyl;Ethynyl-trimethylsilane;trimethyl silylacetylene;trimethyl-silylacetylene;trimethylsilyl acetylide;1-trimethylsilyl-ethyne;trimethylsilanylacetylene;(ethynyl)trimethylsilane;(trimethylsily)acetylene;(trimethylsilyl)acetylen;ethynyl-trimethyl silane;Ethynyl trimethyl silane;1-trimethylsilylacetylene;2-trimethylsilylacetylene;trimethyl silyl acetylene;trimethylsilanyl acetylene;(trimethyl-silyl)acetylene;(trimethylsilyl)-acetylene;(trimethylsilanyl)acetylene;(Trimethylsilyl) acetylene;Acetylene, trimethylsilyl-;1-ethynyl(trimethyl)silane;1-(Trimethylsilyl)acetylene;Ethynyltrimethylsilane, 98%;Silane, trimethyl-, ethynyl-;C5-H10-Si;DTXSID7061435;(Trimethylsilyl)Acetylene, 98%;AMY1236;BCP14441;STR06547;AKOS000121121;BP-30047;(TRIMETHYLSILYL)ACETYLENE, 98+%,;CS-0015355;T1239;EN300-27134;A801480;J-802298;Q-101308;Q3044982;F0001-0134

Chemical Property of Trimethylsilylacetylene

Chemical Property:

• Refractive Index: n20/D 1.388(lit.)
• Boiling Point: 53oC(lit.)
• Flash Point: <-30 °F
• PSA: 0.00000
• Density: 0.702 g/mL at 25oC(lit.)
• LogP: 1.49700
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 98.055176853
• Heavy Atom Count: 6
• Complexity: 77.8

Purity/Quality:

99% ^*data from raw suppliers

(TRIMETHYLSILYL)ACETYLENE-D 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,Xi
• Hazard Codes: F,Xi
• Statements: 11-36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Metals -> Metalloid Compounds (Silicon)
• Canonical SMILES: C[Si](C)(C)C#C

Technology Process of Trimethylsilylacetylene

There total 4 articles about Trimethylsilylacetylene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.0%

trimethylsilylacetylene (1066-54-2) → deutero-(trimethylsilyl)acetylene (7299-46-9)

Guidance literature:

trimethylsilylacetylene; With n-butyllithium; In diethyl ether; pentane; at -78 - 20 ℃;

With water-d2; for 0.25h; Further stages.;

DOI:10.1021/ja0689334

Reference yield:

lithium trimethylsilylacetylenide (54655-07-1) → deutero-(trimethylsilyl)acetylene (7299-46-9)

Guidance literature:

With water-d2; at -85 - 0 ℃; for 0.166667h; Schlenk technique; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.organomet.5b00455

Reference yield:

(trimethylsilyl)ethynylmagnesium bromide (61210-52-4) → deutero-(trimethylsilyl)acetylene (7299-46-9)

Guidance literature:

With water-d2;

DOI:10.1039/a909919k

upstream raw materials:

trimethylsilylacetylene

(trimethylsilyl)ethynylmagnesium bromide

lithium trimethylsilylacetylenide

Downstream raw materials:

(E)-1-phenylseleno-2-(trimethylsilyl)[1-⁽²⁾H]ethene

lithium trimethylsilylacetylenide

Hexamethyldisiloxane

Refernces

• 1、 Ban, Sayaka,Ito, Saki,Mochizuki, Ayari,Suzuki, Noriyuki. "Reactions of five-membered zirconacycloalkynes and zirconacycloallenes with Cp2Zr(H)Cl; Formal hydrogenation by metal hydrides". supporting information. p. 16265 - 16272. Retrieved 2021/11/30.
• 2、 Jones, Amanda C.,Sanders, Aaron W.,Bevan, Martin J.,Reich, Hans J.. "Reactivity of individual organolithium aggregates: A RINMR study of n-butyllithium and 2-methoxy-6-(methoxymethyl)phenyllithium". . p. 3492 - 3493. Retrieved 2008/01/01.