5743-85-1

Basic information

• Product Name: Spiro[2.6]nonan-4-one
• Synonyms: Spiro[2.6]nonan-4-one
• CAS NO: 5743-85-1
• Molecular Formula: C9H14O
• Molecular Weight: 138.20686
• Mol File: 5743-85-1.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Spiro[2.6]nonan-4-one(CAS DataBase Reference)
• NIST Chemistry Reference: Spiro[2.6]nonan-4-one(5743-85-1)
• EPA Substance Registry System: Spiro[2.6]nonan-4-one(5743-85-1)

Safety Data

• Hazardous Substances Data: 5743-85-1(Hazardous Substances Data)

Upstream product

• 67-56-1 methanol 
• 14114-06-8 cyclopropylidenecyclohexane 
• 25059-70-5 2-chloroethyl dimethyl sulfonium iodide 
• 502-42-1 cycloheptanone 
• 937-80-4 2,2-Bis-brommethyl-cycloheptan-1-on 
• 1107-92-2 2,2-Bis-tosyloxymethyl-cycloheptan-1-on 
• 75-21-8 oxirane 
• 136213-60-0 2-(Diethoxyphosphinyl)cycloheptanone 
• 108-94-1 cyclohexanone 

Downstream Products

• 57205-05-7 5-Phenylselenospiro<2.6>nonan-4-on 
• 3183-41-3 2-Ethylcycloheptanone 

Relevant articles and documents

SPIRO COMPOUNDS AND PHARMACEUTICAL USE THEREOF

The Spiro compound represented by the following general formula [Ia], its pharmaceutically acceptable salt or a solvate thereof

Design and synthesis of violet odorants with bicyclo[6.4.0]dodecene and bicyclo[5.4.0]undecene skeletons

The Diels-Alder reaction of 1,2-bis(methylene)cyclooctane (13), 4- methylenespiro[2.7]decane (29), 4-methylenespiro[2.6]nonane (40) and 4- methylenespiro[2.7]dec-8-ene (46) with different α,β-unsaturated carbonyl compounds afforded various derivatives 16, 18, 20, 22, 24, 26, 32, 36, 38, 41, 42 and 47 of a molecular-modeled lead compound 9. These less flexible β- ionone-mimics with bicyclo[6.4.0]dodecene and bicyclo[5.4.0]undecene skeletons possess interesting fruity-woody-floral odor notes and provide insight into the structure-odor correlation of violet odorants. 5-(2- Methylcycloalk-1-en-1-yl)hex-3-en-2-ones (e.g. 35) were identified as byproducts of the Rh(I)-catalyzed reactions of the vinylcyclopropanes 29 and 40.

Preparation of Spirocyclic Cyclopropyl Ketones through Condensation of Epoxides with β-Keto Phosphonates

The β-keto phosphonate derivatives of several cyclic ketones have been shown to undergo condensation with epoxides upon treatment with base, affording spirocyclic cyclopropyl ketones.Moderate to reasonable yields were obtained under sealed tube conditions

2-CHLOROETHYL DIMETHYL SULFONIUM IODIDE.

Ketones are readily spiroannelated by 2-chloroethyldimethyl sulfonium iodide 1 in the presence of t-butoxide anion in t-butanol.The procedure affords a simple one step spirocyclopropanation of ketones in good yields.

Polyspiranes, 5. Synthesis and Reactions of Functionalized Polyspiranes with Three- to Eight-Membered Central Ring - Polycyclopropylidenes (Rotanes)

The olefins 4, 5, and 6 have been proved to be valuable intermediates in the synthesis of functionalized polyspiranes and rotanes. Rotane (2, n = 3) and its methyl carboxylate 11 may be synthesized by way of 4, the functionalized polyspiranes 19, m = 1,2, 21, m = 0,1,2 and 1, m = 0,1,2, by way of 5.The ketones 1, m = 0,1,2 may then be transformed to the corresponding rotanes 2, n = 4,5,6.The factors controlling the pronounced regioselectivity in the cycloaddition of p-nitrobenzenesulfonyl azide to 19, m = 0,1,2, are discussed, the stepwise ring enlargement of 6 to yie ld 28 and 29 as potential precursors of 2, n = 7,8, is described.