1-(Trimethylsilyl)butan-2-one

Base Information

• Chemical Name: 1-(Trimethylsilyl)butan-2-one
• CAS No.: 14091-67-9
• Molecular Formula: C7H16 O Si
• Molecular Weight: 144.289
• Hs Code.: 2931900090
• DSSTox Substance ID: DTXSID80529966
• Wikidata: Q82400755
• Mol file: 14091-67-9.mol

Synonyms:1-(Trimethylsilyl)butan-2-one;14091-67-9;alpha-(trimethylsilyl)butanone;SCHEMBL10984500;DTXSID80529966;AKOS006274865

Chemical Property of 1-(Trimethylsilyl)butan-2-one

Chemical Property:

• PSA: 17.07000
• LogP: 2.30370
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 144.097041664
• Heavy Atom Count: 9
• Complexity: 102

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(=O)C[Si](C)(C)C
• General Description: (TRIMETHYLSILYLMETHYL) ETHYL KETONE (also known as 1-Trimethylsilyl-2-butanone) is a silyl-substituted ketone that can be synthesized through rhodium-catalyzed isomerization of silylated allyl alcohols, demonstrating its role as a β-silyl ketone. Additionally, its enolate formation is regioselective, with the silylmethyl site acting as a highly reactive and (E)-selective condensation reagent when reacting with aldehydes, making it useful in the synthesis of α,β-unsaturated ketones.

Technology Process of 1-(Trimethylsilyl)butan-2-one

There total 4 articles about 1-(Trimethylsilyl)butan-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: 95.0%

1-trimethylsilanyl-but-3-en-2-ol (18269-52-8) → 1-(trimethylsilyl)-2-butanone (14091-67-9)

Guidance literature:

With HRh(PPh₃)4; In benzene; at 105 ℃; for 0.666667h;

DOI:10.1016/0022-328X(88)80214-6

Reference yield: 90.0%

(trimethylsilyl)methylmagnesium chloride (13170-43-9) + propionyl chloride (79-03-8) → 1-(trimethylsilyl)-2-butanone (14091-67-9)

Guidance literature:

With copper(l) iodide;

DOI:10.1021/ja00404a047

Reference yield: 56.0%

(trimethylsilyl)methylmagnesium chloride (13170-43-9) + acrolein (107-02-8,25068-14-8) → 1-(trimethylsilyl)-2-butanone (14091-67-9)

Guidance literature:

DOI:10.1016/S0040-4039(01)91193-1

upstream raw materials:

1-trimethylsilanyl-but-3-en-2-ol

(trimethylsilyl)methylmagnesium chloride

propionyl chloride

acrolein

Downstream raw materials:

1-(phenylthio)-3-pentanone

1-phenylselanylbutan-2-one

(S)-1-((1R,2R)-2-Hydroxy-1-methyl-propoxy)-1-phenyl-pentan-3-one

(R)-1-((1R,2R)-2-Hydroxy-1-methyl-propoxy)-1-phenyl-pentan-3-one

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