18387-60-5

Basic information

• Product Name: 2-METHYL-4-TRIMETHYLSILYL-1-BUTEN-3-YNE
• Synonyms: 2-METHYL-4-TRIMETHYLSILYL-1-BUTEN-3-YNE;2-METHYL-4-TRIMETHYLSILYL-1-BUTENE-3-YNE
• CAS NO: 18387-60-5
• Molecular Formula: C₈H₁₄Si
• Molecular Weight: 138.28
• Mol File: 18387-60-5.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 32 °C
• Flash Point: 32°C/15mm
• Appearance: /Liquid
• Density: 0.776
• Vapor Pressure: 8.41E-08mmHg at 25°C
• Refractive Index: 1.696
• CAS DataBase Reference: 2-METHYL-4-TRIMETHYLSILYL-1-BUTEN-3-YNE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-METHYL-4-TRIMETHYLSILYL-1-BUTEN-3-YNE(18387-60-5)
• EPA Substance Registry System: 2-METHYL-4-TRIMETHYLSILYL-1-BUTEN-3-YNE(18387-60-5)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• RIDADR: UN1993
• HazardClass: 3
• PackingGroup: III
• Hazardous Substances Data: 18387-60-5(Hazardous Substances Data)

Usage

Description

2-METHYL-4-TRIMETHYLSILYL-1-BUTEN-3-YNE is a chemical compound with the molecular formula C8H16Si. It is a highly reactive organic compound that is commonly used as a building block in organic synthesis. 2-METHYL-4-TRIMETHYLSILYL-1-BUTEN-3-YNE contains a trimethylsilyl group, which is commonly used as a protecting group in organic synthesis to prevent unwanted reactions.

Uses

Used in Organic Synthesis:
2-METHYL-4-TRIMETHYLSILYL-1-BUTEN-3-YNE is used as a building block for the synthesis of various organic compounds. Its high reactivity allows for the formation of new chemical bonds and the creation of complex molecular structures.
Used in Pharmaceutical Production:
2-METHYL-4-TRIMETHYLSILYL-1-BUTEN-3-YNE is used as a precursor in the production of pharmaceuticals. Its unique structure and reactivity make it a valuable component in the development of new drugs and medications.
Used in Agrochemical Production:
2-METHYL-4-TRIMETHYLSILYL-1-BUTEN-3-YNE is also used in the production of agrochemicals. Its versatility and reactivity contribute to the development of effective and innovative products for agricultural applications.
Overall, 2-METHYL-4-TRIMETHYLSILYL-1-BUTEN-3-YNE is an important and versatile compound with wide-ranging applications in the field of organic chemistry, including its use in organic synthesis, pharmaceutical production, and agrochemical production.

InChI:InChI=1/C10H9NO2/c1-6-3-2-4-8-7(6)5-9(11-8)10(12)13/h2-5,11H,1H3,(H,12,13)

Upstream product

• 5272-33-3 2-methyl-4-(trimethylsilyl)but-3-yn-2-ol 
• 75-77-4 chloro-trimethyl-silane 
• 78-80-8 2-methylbut-1-en-3-yne 
• 111849-39-9 sodium triethyl(3-methyl-3-buten-1-inyl)borate 

Downstream Products

• 70-55-3 toluene-4-sulfonamide 
• 98-64-6 4-Chlorobenzenesulfonamide 
• 401941-53-5 5,5-dimethyl-3-(3-methylbut-3-en-1-ynyl)cyclohex-2-enone 
• 628297-94-9 benzyl[4-methyl-2-(trimethylsilyl)penta-2,4-dienyl]amine 
• 866562-68-7 [(η2-(4-trimethylsilyl-2-methyl-but-1-ene-3-yne))Cu(1,1,1,5,5,5-hexafluoroacetylacetonate)] 
• 98-10-2 benzenesulfonamide 

Relevant articles and documents

Trimethylsilyl-Protected Alkynes as Selective Cross-Coupling Partners in Titanium-Catalyzed [2+2+1] Pyrrole Synthesis

Trimethylsilyl (TMS)-protected alkynes served as selective alkyne cross-coupling partners in titanium-catalyzed [2+2+1] pyrrole synthesis. Reactions of TMS-protected alkynes with internal alkynes and azobenzene under the catalysis of titanium imido comple

Substituted 2,5-Dihydro-1,2,5-oxasilaboroles - Preparation, Complexations, and Ring-Opening

The two 4,5-diethyl-2,5-dihydro-2,2-dimethyl-3-organo-1,2,5-oxasilaboroles are prepared from and water via the addition compounds in yields of about 90percent. 2a,b are also obtained directly from 1a,b with acetylacetone or with dry acetic acid. 1b can be prepared from sodium triethylhydroborate (A) via sodium triethyl(3-methyl-3-buten-1-ynyl)borate (B), (Z)-4-(diethylboryl)-2-methyl-3-(trimethylsilyl)-1,3-hexadiene (C), sodium aminodiethylborate (D), 4,5,5-triethyl-2,5-dihydro-3-isopropenyl-2,2-dimethyl-1-sodio-1,2,5-azoniasilaboratole (E), and 4,5-diethyl-2,5-dihydro-3-isopropenyl-2,2-dimethyl-1-sodio-1,2,5-azasilaborole (F).The behaviour of 2a,b towards trimethylphsophane (TMP), γ-picoline (formation of γ-Pic-2a), γ-picoline N-oxide (PNO-2a), trimethylamine N-oxide (2'a, 4, 4'a), methylenetriphenylphosphorane (MTPP-2a), aluminium trichloride (2a-AlCl3), triethylaluminium , trichloroborane (3a), dichloroethylborane (3b), phosphorus pentachloride (3a, 3b), methanol (6a), acetylacetone (5a), propanol (7a, 7c) and towards glacial acetic acid (7a, 9) is described. 5-Chloro-4-ethyl-2,5-dihydro-1,2,2,3-tetramethyl-1,2,5-azasilaborole (1c) is readily obainable from 1a and dichloroethylborane. η4-Complexations of 2b give 10b from (CH3CN)3Cr(CO)3, 11b and 11'b from Fe2(CO)9, 12b from Ru3(CO)12, 13b from C5H5Co(C2H4)2, and 14b from C5H5Rh(C2H4)2 (MS and NMR data).The O-exchange in several reactions was monitored by 17O NMR using 17O-enriched compounds (e.g. 2a*, triethylboroxin*, tetraethyldiboroxane*, water*, methanol*).