1-Phenyl-4-(trimethylsilyl)but-3-yn-2-one

Base Information

• Chemical Name: 1-Phenyl-4-(trimethylsilyl)but-3-yn-2-one
• CAS No.: 88768-84-7
• Molecular Formula: C13H16 O Si
• Molecular Weight: 216.355
• Hs Code.: 2931900090
• DSSTox Substance ID: DTXSID20446461
• Nikkaji Number: J1.242.211C
• Wikidata: Q82265099
• Mol file: 88768-84-7.mol

Synonyms:88768-84-7;1-phenyl-4-(trimethylsilyl)but-3-yn-2-one;3-Butyn-2-one,1-phenyl-4-(trimethylsilyl)-;1-PHENYL-4-TRIMETHYLSILANYL-BUT-3-YN-2-ONE;1-phenyl-4-trimethylsilylbut-3-yn-2-one;C13H16OSi;SCHEMBL4145500;DTXSID20446461;AKOS015965412;1H-1,2,4-Triazole-1-propanenitrile(9CI);1-Phenyl-4-(trimethylsilyl)-3-butyne-2-one;EN300-116015

Chemical Property of 1-Phenyl-4-(trimethylsilyl)but-3-yn-2-one

Chemical Property:

• PSA: 17.07000
• LogP: 2.67900
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 216.097041664
• Heavy Atom Count: 15
• Complexity: 281

Purity/Quality:

99% ^*data from raw suppliers

1-phenyl-4-(trimethylsilyl)but-3-yn-2-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C[Si](C)(C)C#CC(=O)CC1=CC=CC=C1

Technology Process of 1-Phenyl-4-(trimethylsilyl)but-3-yn-2-one

There total 10 articles about 1-Phenyl-4-(trimethylsilyl)but-3-yn-2-one 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: 98.0%

phenylacetyl chloride (103-80-0) + Bis(trimethylsilyl)ethyne (14630-40-1) → 1-phenyl-4-trimethylsilylbutane-3-yn-2-one (88768-84-7)

Guidance literature:

With aluminum (III) chloride; In dichloromethane; at 0 ℃; for 0.5h;

DOI:10.1002/ejoc.201200807

Reference yield: 67.0%

2-(phenylmethyl)-2-(trimethylsilylethynyl)-1,3-dioxane (88768-78-9) → 1-phenyl-4-trimethylsilylbutane-3-yn-2-one (88768-84-7)

Guidance literature:

With sulfuric acid; In water; acetone; for 5h; Heating;

DOI:10.1016/S0040-4020(01)91548-0

Reference yield: 41.0%

phenylacetyl chloride (103-80-0) + trimethylsilylacetylene (1066-54-2) → 3-(trimethylsilyl)naphthalen-2-ol (1449272-86-9) + 1-phenyl-4-trimethylsilylbutane-3-yn-2-one (88768-84-7) + β-naphthol (135-19-3)

Guidance literature:

With aluminum (III) chloride; In dichloromethane; at 0 - 23 ℃; for 1h; regioselective reaction; Inert atmosphere;

DOI:10.1021/ol502951v

upstream raw materials:

2-(phenylmethyl)-2-(trimethylsilylethynyl)-1,3-dioxane

phenylacetyl chloride

Bis(trimethylsilyl)ethyne

3-(trimethylsilyl)prop-2-yn-1-al

Downstream raw materials:

(2-benzyl-4,5-dimethyl-3,6-dihydro-2H-thiopyran-2-ylethynyl)-trimethyl-silane

1-(1-(4-nitrobenzyl)-1H-1,2,3-triazol-4-yl)-2-phenylethanone

1-(1-(cyclohexylmethyl)-1H-1,2,3-triazol-4-yl)-2-phenylethanone

1-(1-(3-methoxybenzyl)-1H-1,2,3-triazol-4-yl)-2-phenylethanone