18456-87-6 Usage
Uses
5-Isopropyl-1,3-cyclohexanedione may be used as starting reagent for the synthesis of carvotanacetone analogs. It may be used in the preparation of monocyclic terepenes. It may be used in the synthesis of 2H-pyrans, via reaction with α,β-unsaturated aldehydes.
Synthesis Reference(s)
Journal of the American Chemical Society, 72, p. 1645, 1950 DOI: 10.1021/ja01160a060
General Description
5-Isopropyl-1,3-cyclohexanedione is a cyclic 1,3-diketone. It can be prepared by condensation of isobutylideneacetone with ethyl malonate. 5-Isopropyl-1,3-cyclohexanedione on methylation with methyl iodide yields 5-isopropyl-2-methyl-1,3-cyclohexanedione. A multistep-synthesis of 5-isopropyl-1,3-cyclohexanedione involving aldol condensation, Dieckmann-type annulation, ester hydrolysis and decarboxylation is reported.
Check Digit Verification of cas no
The CAS Registry Mumber 18456-87-6 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,8,4,5 and 6 respectively; the second part has 2 digits, 8 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 18456-87:
(7*1)+(6*8)+(5*4)+(4*5)+(3*6)+(2*8)+(1*7)=136
136 % 10 = 6
So 18456-87-6 is a valid CAS Registry Number.
InChI:InChI=1/C9H14O2.H2O/c1-6(2)7-3-8(10)5-9(11)4-7;/h6-7H,3-5H2,1-2H3;1H2
18456-87-6Relevant articles and documents
Total synthesis of (±)-hibiscone C
Ungureanu, Sinziana,Meadows, Maggie,Smith, Joel,Duff, David B.,Burgess, James M.,Goess, Brian C.
, p. 1509 - 1511 (2011)
A total synthesis of (±)-hibiscone C, one member of the furanosteroid family of natural products that also includes viridin and wortmannin, is reported. Two new pathways for formation of the key diacyl furan subunit are described.
Dehydrogenative Formation of Resorcinol Derivatives Using Pd/C-Ethylene Catalytic System
El-Deeb, Ibrahim Yussif,Funakoshi, Tatsuya,Shimomoto, Yuya,Matsubara, Ryosuke,Hayashi, Masahiko
, p. 2630 - 2640 (2017/03/14)
The conversion of substituted 1,3-cyclohexanediones to the alkyl ethers of resorcinol using a Pd/C-ethylene system is reported. In these reactions, ethylene works as a hydrogen acceptor. The efficient synthesis of resveratrol was achieved using this protocol as a key step. In addition, the direct formation of substituted resorcinols was carried out by adding K2CO3 into the reaction media.
