1,4-Dioxaspiro[4.5]decane-6-ene

Base Information

• Chemical Name: 1,4-Dioxaspiro[4.5]decane-6-ene
• CAS No.: 1004-58-6
• Molecular Formula: C8H12O2
• Molecular Weight: 140.182
• Hs Code.: 2932999099
• Mol file: 1004-58-6.mol

Synonyms:2-cyclohexen-1-one ethylene acetal;1,4-dioxaspiro[4.5]dec-9-ene;3,3-ethylenedioxycyclohexene;1,4-dioxaspiro[4.5]dec-6-en;2-cyclohexenone 1,2-ethanediol acetal;1,4-dioxaspiro[4,5]dec-6-ene;Cyclohex-2-enone ethylene ketal;2-cyclohexen-1-one ethylene ketal;1,4-Dioxaspiro[4.5]decane-6-ene;

Chemical Property of 1,4-Dioxaspiro[4.5]decane-6-ene

Chemical Property:

• Boiling Point: 72-73 °C(Press: 12 Torr)
• PSA: 18.46000
• Density: 1.053 g/cm3
• LogP: 1.46960

Purity/Quality:

98%,99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1,4-Dioxaspiro[4.5]decane-6-ene

There total 16 articles about 1,4-Dioxaspiro[4.5]decane-6-ene 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%

(6S,7S)-6,7-Dibromo-1,4-dioxa-spiro[4.5]decane → 1,4-dioxa-spiro[4.5]dec-6-ene (1004-58-6)

Guidance literature:

With 1,2-bis(diphenylphosphino)ethane nickel(II) chloride; ethylmagnesium bromide; In tetrahydrofuran; at 0 ℃;

DOI:10.1016/0040-4039(95)01988-T

Reference yield: 92.0%

cyclohexenone (930-68-7) + 2,2,7,7-tetramethyl-3,6-dioxa-2,7-disilaoctane (7381-30-8) → 1,4-dioxa-spiro[4.5]dec-6-ene (1004-58-6)

Guidance literature:

trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -78 ℃; for 20h;

DOI:10.1016/S0040-4039(00)74575-8

Reference yield: 91.0%

cyclohexenone (930-68-7) + ethylene glycol (107-21-1) → 1,4-dioxa-spiro[4.5]dec-6-ene (1004-58-6)

Guidance literature:

distannoxane 1a; In benzene; for 22h; Heating;

DOI:10.1016/S0040-4020(01)92233-1

upstream raw materials:

(R,S)-6-chloro-1,4-dioxaspiro<4.5>decane

(R,S)-6-bromo-1,4-dioxaspiro<4.5>decane

oxirane

cyclohexenone

Downstream raw materials:

1-butyl-2-cyclohexen-1-ol

trans-7-fluoro-6-(phenylseleno)-1,4-dioxaspiro<4,5>decane

1-(tert-butyl)cyclohex-2-en-1-ol

2-(3-tert-Butyl-cyclohex-1-enyloxy)-ethanol

Refernces

• 1、 Tsunoda, T.,Suzuki, M.,Noyori,R.. "A FACILE PROCEDURE FOR ACETALIZATION UNDER APROTIC CONDITIONS". . p. 1357 - 1358. Retrieved 1980.
• 2、 Otera, Junzo,Dan-oh, Nobuhisa,Nozaki, Hitosi. "Distannoxane-catalyzed acetilization of carbonyls". . p. 1449 - 1456. Retrieved 1992.
• 3、 Ren, Kai,Zhao, Mengmeng,Hu, Bei,Lu, Bin,Xie, Xiaomin,Ratovelomanana-Vidal, Virginie,Zhang, Zhaoguo. "An Enantioselective Approach to 4-O-Protected-2-cyclopentene-l,4-diol Derivatives via a Rhodium-Catalyzed Redox-Isomerization Reaction". . p. 12572 - 12579. Retrieved 2016/01/09.
• 4、 Groth, Ulrich,Jung, Marc,Vogel, Till. "Intramolecular chromium(II)-catalyzed pinacol cross coupling of 2-methylene-α,ω-dicarbonyls". . p. 1054 - 1058. Retrieved 2007/10/03.