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

Base Information

• Chemical Name: 1-Chloro-4-(trimethylsilyl)but-3-yn-2-one
• CAS No.: 18245-82-4
• Molecular Formula: C₇H₁₁ClOSi
• Molecular Weight: 174.702
• Hs Code.: 2931900090
• DSSTox Substance ID: DTXSID90452514
• Nikkaji Number: J1.708.604I
• Wikidata: Q72460581
• Mol file: 18245-82-4.mol

Synonyms:18245-82-4;1-chloro-4-(trimethylsilyl)but-3-yn-2-one;1-CHLORO-4-TRIMETHYLSILANYL-BUT-3-YN-2-ONE;1-chloro-4-trimethylsilylbut-3-yn-2-one;3-Butyn-2-one, 1-chloro-4-(trimethylsilyl)-;1-chloro-4-(trimethylsilyl)-3-butyne-2-one;SCHEMBL5804866;DTXSID90452514;AKOS006278775;FT-0728274;EN300-129322

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

Chemical Property:

• Vapor Pressure: 0.643mmHg at 25°C
• Refractive Index: 1.45
• Boiling Point: 187℃
• Flash Point: 70℃
• PSA: 17.07000
• Density: 1.017
• LogP: 1.67510
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 174.0267692
• Heavy Atom Count: 10
• Complexity: 191

Purity/Quality:

99.90% ^*data from raw suppliers

1-Chloro-4-trimethylsilanyl-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)CCl

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

There total 2 articles about 1-Chloro-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: 78.0%

chloroacetyl chloride (79-04-9) + Bis(trimethylsilyl)ethyne (14630-40-1) → 1-chloro-4-(trimethylsilyl)but-3-yn-2-one (18245-82-4)

Guidance literature:

With aluminium trichloride; In dichloromethane; at 20 ℃; for 0.5h;

DOI:10.1002/1522-2675(200210)85:10<3052::AID-HLCA3052>3.0.CO;2-4

Reference yield:

2-chloro-N-methoxy-N-methylacetamide (67442-07-3) + trimethylsilylacetylene (1066-54-2) → 1-chloro-4-(trimethylsilyl)but-3-yn-2-one (18245-82-4)

Guidance literature:

trimethylsilylacetylene; With lithium hexamethyldisilazane; In tetrahydrofuran; toluene; at 0 ℃; for 0.5h;

2-chloro-N-methoxy-N-methylacetamide; In tetrahydrofuran; toluene; at -5 - 20 ℃;

DOI:10.1021/jo060556q

Reference yield: 72.0%

1-chloro-4-(trimethylsilyl)but-3-yn-2-one (18245-82-4) + thioacetamide (62-55-5) → 2-methyl-4-[(trimethylsilyl)ethynyl]-1,3-thiazole (329203-85-2)

Guidance literature:

In N,N-dimethyl-formamide; at 20 ℃; for 16h;

DOI:10.1021/jm025570j

upstream raw materials:

chloroacetyl chloride

Bis(trimethylsilyl)ethyne

2-chloro-N-methoxy-N-methylacetamide

trimethylsilylacetylene

Downstream raw materials:

2-methyl-4-[(trimethylsilyl)ethynyl]-1,3-thiazole