4,4-Dimethyl-1-(trimethylsilyl)pent-1-YN-3-one

Base Information

• Chemical Name: 4,4-Dimethyl-1-(trimethylsilyl)pent-1-YN-3-one
• CAS No.: 53723-94-7
• Molecular Formula: C10H18OSi
• Molecular Weight: 182.33500
• DSSTox Substance ID: DTXSID30501479
• Nikkaji Number: J1.242.208C
• Wikidata: Q82353869
• Mol file: 53723-94-7.mol

Synonyms:53723-94-7;4,4-DIMETHYL-1-(TRIMETHYLSILYL)PENT-1-YN-3-ONE;SCHEMBL4152014;DTXSID30501479

Chemical Property of 4,4-Dimethyl-1-(trimethylsilyl)pent-1-YN-3-one

Chemical Property:

• PSA: 17.07000
• LogP: 2.48240
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 182.112691728
• Heavy Atom Count: 12
• Complexity: 239

Purity/Quality:

4,4-DIMETHYL-1-(TRIMETHYLSILYL)PENT-1-YN-3-ONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4,4-Dimethyl-1-(trimethylsilyl)pent-1-YN-3-one

There total 4 articles about 4,4-Dimethyl-1-(trimethylsilyl)pent-1-YN-3-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: 100.0%

pivaloyl chloride (3282-30-2) + Bis(trimethylsilyl)ethyne (14630-40-1) → 4,4-dimethyl-1-(trimethylsilyl)pent-1-yn-3-one (53723-94-7)

Guidance literature:

With aluminum (III) chloride; In dichloromethane; at 0 - 20 ℃; for 4.25h; Inert atmosphere; Schlenk technique;

DOI:10.1002/chem.201800835

Reference yield:

pivaloyl chloride (3282-30-2) + trimethylsilylacetylene (1066-54-2) → 4,4-dimethyl-1-(trimethylsilyl)pent-1-yn-3-one (53723-94-7)

Guidance literature:

With copper(l) iodide; triethylamine; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; at 20 ℃; for 1h;

DOI:10.1055/s-2007-1000856

Reference yield:

4,4-dimethyl-1-(trimethylsilyl)pent-1-yn-3-ol (71321-14-7) → 4,4-dimethyl-1-(trimethylsilyl)pent-1-yn-3-one (53723-94-7)

Guidance literature:

With pyridinium chlorochromate; In dichloromethane; for 16h;

DOI:10.1021/jo101530f

upstream raw materials:

pivaloyl chloride

Bis(trimethylsilyl)ethyne

lithium trimethylsilylacetylenide

N-methoxy-N-methylpivalamide

Downstream raw materials:

4,4-dimethyl-1-pentyn-3-one

5-trimethylsilyl-2,2-dimethyl-4-(1-phenylthiobutyl)hex-4-en-3-one

1-[3-(4-methoxyphenyl)-5-(trimethylsilyl)isoxazol-4-yl]-2,2-dimethylpropan-1-one

C₁₇H₃₀OSi