81353-38-0

Basic information

• Product Name: 1-TRIBUTYLSTANNYL-2-TRIMETHYLSILYLACETYLENE
• Synonyms: triMethyl[2-(tributylstannyl)ethynyl]silane;1-Tributylstannyl-2-trimethylsilylacetylene Trimethyl(tributylstannylethynyl)silane;Tributyl(triMethylsilylethynyl)tin, Min 96%;(Trimethylsilylethynyl)tributylstannane;Tributyl(trimethylsilylethynyl)stannane;Stannane, tributyl[2-(trimethylsilyl)ethynyl]-;1-TRIBUTYLSTANNYL-2-TRIMETHYLSILYLACETYLENE;1-TRI-N-BUTYLSTANNYL-2-TRIMETHYLSILYLACETYLENE
• CAS NO: 81353-38-0
• Molecular Formula: C₁₇H₃₆SiSn
• Molecular Weight: 387.26
• Product Categories: Functionalized Acetylenes;Si (Classes of Silicon Compounds);Si-(C)4 Compounds;Sn (Tin) Compounds;Typical Metal Compounds;Acetylenes;Classes of Metal Compounds;Ethynylsilanes
• Mol File: 81353-38-0.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 128-8°C/22mmHg
• Flash Point: 165.9 °C
• Appearance: /
• Density: 1,055 g/cm3
• Vapor Pressure: 8.73E-05mmHg at 25°C
• Refractive Index: 1.475
• Storage Temp.: Inert atmosphere,Room Temperature
• CAS DataBase Reference: 1-TRIBUTYLSTANNYL-2-TRIMETHYLSILYLACETYLENE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-TRIBUTYLSTANNYL-2-TRIMETHYLSILYLACETYLENE(81353-38-0)
• EPA Substance Registry System: 1-TRIBUTYLSTANNYL-2-TRIMETHYLSILYLACETYLENE(81353-38-0)

Safety Data

• Hazard Codes: T,N
• Statements: 20/21/22-36/37/38-50/53-48/23/25-36/38-25-21
• Safety Statements: 26-36/37/39-61-45-36/37
• RIDADR: 3146
• TSCA: No
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 81353-38-0(Hazardous Substances Data)

Usage

General Description

1-Tributylstannyl-2-Trimethylsilylacetylene is a chemical compound utilized in the field of organic chemistry for various research and manufacturing purposes. It’s also known by other names such as Acetylene, 1-tributylstannyl-2-(trimethylsilyl)-, and [(1Z)-1-tributylstannyl-2-(trimethylsilyl)ethynylidene]tributyl-stannane. The compound, characterized by a complex structure containing silicon, tin, and carbon atoms, is primarily used as a reagent for synthesis. Its properties enable organic synthesis researchers to develop new materials and assist in intricate chemical reactions. Its dangers and hazards need to be carefully managed due to the compounds’ potential health and environmental hazards.

InChI:InChI=1/C5H9Si.3C4H9.Sn/c1-5-6(2,3)4;3*1-3-4-2;/h2-4H3;3*1,3-4H2,2H3;/rC17H36SiSn/c1-7-10-14-19(15-11-8-2,16-12-9-3)17-13-18(4,5)6/h7-12,14-16H2,1-6H3

Upstream product

• 101069-08-3 (diisopropylamino)tributylstannane 
• 1066-54-2 trimethylsilylacetylene 
• 1461-22-9 tributyltin chloride 
• 688-73-3 tri-n-butyl-tin hydride 
• 1067-52-3 tributyltin methoxide 
• 6224-91-5 trimethyl(prop-1-ynyl)silane 

Downstream Products

• 97367-34-5 1-(trimethylsilyl)-8-nonen-1-yn-3-one 
• 122016-27-7 Cyclohexyl-(3-trimethylsilanyl-1-trimethylsilanylethynyl-prop-2-ynylidene)-amine 
• 127357-61-3 diphenylmethyl 2-amino-N-acetyl-4-(trimethylsilyl)-3-butynoate 
• 130837-49-9 3-Methyl-4-trimethylsilanylethynyl-cyclobut-3-ene-1,2-dione 
• 114094-75-6 3-(1-methylethoxy)-4-<(trimethylsilyl)ethynyl>cyclobut-3-ene-1,2-dione 
• 118908-01-3 5-<2-(trimethylsilyl)-1-ethyn-1-yl>-1-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)imidazole-4-carboxamide 
• 84213-96-7 trans-N-(1-naphthylmethyl)-N-methyl-5-trimethylsilyl-pent-2-en-4-ynyl-1-amine 
• 123028-09-1 N-acetyl-2-<(trimethylsilyl)ethynyl>-5-carbomethoxyaniline 
• 139337-48-7 [3-Indan-(1Z)-ylidene-prop-1-ynyl]-trimethyl-silane 
• 139337-52-3 {3-[3,4-Dihydro-2H-naphthalen-(1Z)-ylidene]-prop-1-ynyl}-trimethyl-silane 
• 144216-54-6 4-methoxy-5-nitro-6-(trimethylsilylethynyl)pyrimidine 
• 122016-24-4 (N-phenyl)bis(trimethylsilylethynyl)imine 
• 97367-30-1 1-(4-methyl-3-cyclohexenyl)-4-(trimethylsilyl)-3-butyn-2-one 
• 53210-05-2 4-methyl-1-(trimethylsilyl)pent-1-yn-3-one 

Relevant articles and documents

Palladium-Catalyzed Diastereoselective Synthesis of (Z)-Conjugated Enynyl Homoallylic Alcohols

The diastereoselective synthesis of anti-homoallylic alcohols bearing conjugated (Z)-enynes through a palladium-catalyzed three-component reaction is described. This reaction features a broad substrate scope, good functional group compatibility, and high levels of (Z)-alkene stereocontrol. In this reaction, Pd(0) functions as a catalyst in two fundamental steps of the tandem sequence: 1) the generation of a borylated π-allylpalladium species from bifunctional conjunctive reagents, inducing umpolung allylation of aldehydes, and 2) C(sp2)?C(sp) cross-coupling. Further transformations of the obtained products highlight their synthetic utility. (Figure presented.).

PHENACENE COMPOUNDS FOR ORGANIC ELECTRONICS

Phenacene compounds of formula (I) wherein R1 and R2 are independently of each other a linear or branched C1-20 alkyl group.

Phosphine-Free Stille-Migita Chemistry for the Mild and Orthogonal Modification of DNA and RNA

An optimized catalyst system of [Pd2(dba)3] and AsPh3 efficiently catalyzes the Stille reaction between a diverse set of functionalized stannanes and halogenated mono-, di- and oligonucleotides. The methodology allows for the facile conjugation of short and long nucleic acid molecules with moieties that are not compatible with conventional chemical or enzymatic synthesis, among them acid-, base-, or fluoride-labile protecting groups, fluorogenic and synthetically challenging moieties with good to near-quantitative yields. Notably, even azides can be directly introduced into oligonucleotides and (deoxy)nucleoside triphosphates, thereby giving direct access to "clickable" nucleic acids.