1-(Triisopropylsilyl)-1-propyne

Base Information

• Chemical Name: 1-(Triisopropylsilyl)-1-propyne
• CAS No.: 82192-57-2
• Molecular Formula: C12H24 Si
• Molecular Weight: 196.408
• European Community (EC) Number: 627-529-5
• DSSTox Substance ID: DTXSID10399058
• Nikkaji Number: J1.236.423G
• Wikidata: Q82201387
• Mol file: 82192-57-2.mol

Synonyms:1-(Triisopropylsilyl)-1-propyne;82192-57-2;1-triisopropylsilyl-1-propyne;tri(propan-2-yl)-prop-1-ynylsilane;1-Propynyltriisopropylsilane;DTXSID10399058;FDEZWWXTHRGNJD-UHFFFAOYSA-N;MFCD00015636;Tris(1-methylethyl)-1-propynylsilane;AKOS015838444;prop-1-yn-1-yltris(propan-2-yl)silane;1-(Triisopropylsilyl)-1-propyne, 98%;BS-22651;(prop-1-yn-1-yl)tris(propan-2-yl)silane;CS-0197443;T1690;T72971

Chemical Property of 1-(Triisopropylsilyl)-1-propyne

Chemical Property:

• Vapor Pressure: 0.36mmHg at 25°C
• Refractive Index: n20/D 1.4624(lit.)
• Boiling Point: 70 °C / 1mmHg
• Flash Point: 160 °F
• PSA: 0.00000
• Density: 0.82 g/mL at 25 °C(lit.)
• LogP: 4.22770
• Storage Temp.: Inert atmosphere,Room Temperature
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 4
• Exact Mass: 196.164727300
• Heavy Atom Count: 13
• Complexity: 190

Purity/Quality:

98%,99%, ^*data from raw suppliers

1-(Triisopropylsilyl)-1-propyne >95.0%(GC) ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC#C[Si](C(C)C)(C(C)C)C(C)C
• Uses: 1-(Triisopropylsilyl)-1-propyne may be used in the synthesis of 1,14-diaza[5]helicene. It may be used in the synthesis of 1- and 2-aza[6]helicene, via [2+2+2] cobalt catalyzed trimerization strategy.

Technology Process of 1-(Triisopropylsilyl)-1-propyne

There total 10 articles about 1-(Triisopropylsilyl)-1-propyne 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: 87.0%

1-propynyl lithium (4529-04-8) + triisopropylsilyl trifluoromethanesulfonate (80522-42-5) → triisopropyl(prop-1-ynyl)silane (82192-57-2)

Guidance literature:

In diethyl ether; at -40 - 0 ℃;

DOI:10.1016/S0040-4039(00)86930-0

Reference yield: 62.0%

tris-iso-propylsilyl acetylene (89343-06-6) + (benzoylmethylene)dimethylsulfurane (5633-34-1) → triisopropyl(prop-1-ynyl)silane (82192-57-2)

Guidance literature:

With 4,5-bis-(di-tert-butyl-phosphanyl)-9,9-dimethyl-9H-xanthene; dichloro bis(acetonitrile) palladium(II); potassium carbonate; cesium fluoride; In toluene; at 100 ℃; for 20h; Inert atmosphere;

DOI:10.1021/jo401851m

Reference yield: 44.0%

1-(triisopropylsilyl)-3-bromo-3-fluoropropyne (284471-12-1) → triisopropyl(prop-1-ynyl)silane (82192-57-2) + 1-(triisopropylsilyl)-3-fluoropropyne (284471-18-7) + 1,6-bis(triisopropylsilyl)-3,4-difluoro-1,5-hexadiyne

Guidance literature:

With zinc; In tetrahydrofuran; at 20 ℃; sonication for 30 min;

DOI:10.1021/jo000243+

upstream raw materials:

1-propynyl lithium

triisopropylsilyl trifluoromethanesulfonate

triisopropylsilyl chloride

prop-1-yne

Downstream raw materials:

(1S,2R,3S,4R,5S,6R)-7-[(Triisopropylsilanyl)-ethynyl]-4-(3-triisopropylsilanyl-prop-2-ynyl)-bicyclo[4.1.0]heptane-2,3,5-triol

2,4,6-Tris-(3-triisopropylsilanyl-prop-2-ynyl)-cyclohexane-1,3,5-triol

(1S,2S,3R,4R,5S,6R)-3,5-Bis-(3-triisopropylsilanyl-prop-2-ynyl)-7-oxa-bicyclo[4.1.0]heptane-2,4-diol

methyl 3-[4-(triisopropylsilyl)-3-butynyl]-4-({2-[4-(triisopropylsilyl)-3-butynyl]-1-naphthyl}ethynyl)phenyl ether