3-(1-BUTOXYVINYL)CYCLOHEX-2-ENONE

Base Information

• Chemical Name: 3-(1-BUTOXYVINYL)CYCLOHEX-2-ENONE
• CAS No.: 118716-39-5
• Molecular Formula: C12H18 O2
• Molecular Weight: 194.274
• Mol file: 118716-39-5.mol

Synonyms:3-(1-BUTOXYVINYL)CYCLOHEX-2-ENONE

Chemical Property of 3-(1-BUTOXYVINYL)CYCLOHEX-2-ENONE

Chemical Property:

• Vapor Pressure: 0.000704mmHg at 25°C
• Refractive Index: 1.488
• Boiling Point: 307.9°Cat760mmHg
• Flash Point: 130.2°C
• PSA: 26.30000
• Density: 0.992g/cm³
• LogP: 2.99620

Purity/Quality:

97% ^*data from raw suppliers

3-(1-BUTOXYVINYL)CYCLOHEX-2-ENONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-(1-BUTOXYVINYL)CYCLOHEX-2-ENONE

There total 3 articles about 3-(1-BUTOXYVINYL)CYCLOHEX-2-ENONE 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: 82.0%

-butyl vinyl ether (111-34-2,92680-80-3) + 3-oxocyclohex-1-en-1-yl 4-methylbenzenesulfonate (77708-66-8) → 3-(1-butoxyvinyl)-cyclohex-2-enone (118716-39-5)

Guidance literature:

With 1,1'-bis-(diphenylphosphino)ferrocene; N-ethyl-N,N-diisopropylamine; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In 1,4-dioxane; at 85 ℃; for 18h;

DOI:10.1021/ol052136d

Reference yield: 58.0%

-butyl vinyl ether (111-34-2,92680-80-3) + 3-<(Methanesulfonyl)oxy>-2-cyclohexenone (75700-18-4) → 3-(1-butoxyvinyl)-cyclohex-2-enone (118716-39-5)

Guidance literature:

With 1,1'-bis-(diphenylphosphino)ferrocene; N-ethyl-N,N-diisopropylamine; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In 1,4-dioxane; at 85 ℃; for 18h;

DOI:10.1021/ol052136d

Reference yield:

-butyl vinyl ether (111-34-2,92680-80-3) + 3-bromo-2-cyclohexen-1-one (56671-81-9) → 3-(1-butoxyvinyl)-cyclohex-2-enone (118716-39-5) + 3-carbobutoxy-2-cyclohexen-1-one + 3-(2-butoxyethenyl)-2-cyclohexen-1-one (118716-38-4) + 3-(2-butoxyethenyl)-2-cyclohexen-1-one (118716-37-3)

Guidance literature:

With palladium diacetate; triethylamine; In dimethyl sulfoxide; at 90 ℃; for 6h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1021/jo00268a006

upstream raw materials:

-butyl vinyl ether

3-bromo-2-cyclohexen-1-one

3-<(Methanesulfonyl)oxy>-2-cyclohexenone

3-oxocyclohex-1-en-1-yl 4-methylbenzenesulfonate

Refernces

• 1、 Andersson, Carl-Magnus,Hallberg, Anders. "Palladium-Catalyzed Vinylation of Alkyl Vinyl Ethers with Enol Triflates. A Convenient Synthesis of 2-Alkoxy 1,3-Dienes". . p. 1502 - 1505. Retrieved 2007/10/02.