Spiro[cyclohexane-1,1'-cyclopentane]-2,2'-dione

Base Information

• Chemical Name: Spiro[cyclohexane-1,1'-cyclopentane]-2,2'-dione
• CAS No.: 36803-48-2
• Molecular Formula: C10H14O2
• Molecular Weight: 166.21700
• Mol file: 36803-48-2.mol

Synonyms:(+-)-Spiro<4.5>decan-1,6-dion;Spiro-(4,5)-decan-1,6-dion;spiro<4.5>decan-2,6-dione;spiro[4.5]decane-1,6-dione;spiro[5,4]decan-2,7-dione;Spiro<4.5>decan-1,6-dion;(S)-Spiro[4.5]decane-1,6-dione;

Chemical Property of Spiro[cyclohexane-1,1'-cyclopentane]-2,2'-dione

Chemical Property:

• Boiling Point: 238 - 241 °C
• PSA: 34.14000
• LogP: 1.86890

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Spiro[cyclohexane-1,1'-cyclopentane]-2,2'-dione

There total 22 articles about Spiro[cyclohexane-1,1'-cyclopentane]-2,2'-dione 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: 91.0%

1,4-dioxadispiro[4.0.4.4]tetradecan-7-one (58564-73-1) → Spiro<4.5>decan-1,6-dion (36803-48-2)

Guidance literature:

With hydrogenchloride; In dichloromethane; water; at 20 ℃;

DOI:10.1016/j.tet.2005.02.021

Reference yield: 86.0%

1,4-dioxa-dispiro[4.0.5.3]tetradecan-7-one (582312-56-9) → Spiro<4.5>decan-1,6-dion (36803-48-2)

Guidance literature:

With ammonium cerium(IV) nitrate; borate buffer; In acetonitrile; at 60 ℃; for 1.5h; pH=8;

DOI:10.1016/j.tet.2003.03.002

Reference yield:

(2-But-3-enyl-cyclohex-1-enyloxy)-trimethyl-silane (80953-98-6) → Spiro<4.5>decan-1,6-dion (36803-48-2)

Guidance literature:

With palladium diacetate; borane; dihydrogen peroxide; pyridinium chlorochromate; palladium on activated charcoal; Yield given. Multistep reaction;

DOI:10.1021/ja00370a076

upstream raw materials:

2-(4-carboxybutyl)cyclopentan-1-one

4-(2-oxo-cyclohexyl)-butyric acid

1,6-epoxybicyclo<4.4.0>decan-2-one

6-methylenespiro<4.5>decan-1-one

Refernces

• 1、 Williams,Sarkisian. "". . p. 4463. Retrieved 1972.
• 2、 Ates, Ali,Gautier, Arnaud,Leroy, Bernard,Plancher, Jean-Marc,Quesnel, Yannick,Vanherck, Jean-Christophe,Markó, István E.. "Mild and chemoselective catalytic deprotection of ketals and acetals using cerium(IV) ammonium nitrate". . p. 8989 - 8999. Retrieved 2007/10/03.
• 3、 Bach, Robert D.,Tubergen, Mark W.,Klix, Russel C.. "LEWIS ACID CATALYZED REARRANGEMENTS OF STUCTURALLY RELATED α,β-UNSATURATED EPOXY KETONES AND OXIMES. A COMPLEMENTARY APPROACH TO THE SYNTHESIS OF ISOMERIC 1,4-DIKETOSPIRO ALKANES.". . p. 3565 - 3568. Retrieved 2007/10/02.