1781-83-5

Usage

Uses

Used in the Fragrance Industry:
Spiro[5.5]undecan-1-one is used as a fragrance ingredient for its musk-like scent, contributing to the characteristic aroma of various perfumes and scented products.
Used in the Food Industry:
In the food industry, Spiro[5.5]undecan-1-one serves as a flavoring agent, enhancing the aroma and taste of a wide range of food products.
This chemical is considered safe for use in both food and fragrance applications and is accessible for commercial and laboratory purposes, making it a versatile component in these industries.

Upstream product

• 107-32-4 Peroxyformic acid 
• 699-56-9 Spiro<5.5>undec-1-ene 
• 111-24-0 1,5-dibromo-pentane 
• 108-94-1 cyclohexanone 
• 59304-49-3 1-cyclohexyl-4-penten-1-one 
• 4630-82-4 methyl cyclohexylcarboxylate 
• 60274-60-4 1-chloro-5-iodopentane 
• 769092-24-2 2-[(dimethylamino)methyl]cyclohexanone 
• 29517-73-5 1-acetyl-1-allylcyclohexane 
• 152667-69-1 Methyl 1-(4-iodobutyl)cyclohexanecarboxylate 
• 20170-99-4 1-Cyclopentyl-cyclohexandiol-(1,1') 
• 16189-54-1 Cyclopentylidenecyclohexane 
• 7353-75-5 spiro[5.5]undec-8-en-1-one 

Downstream Products

• 89241-32-7 Phenethyl-spiro[5.5]undec-(1Z)-ylidene-amine 
• 89241-22-5 2-(β-phenethyl)-3,3-(2,2-pentamethylene) pentamethylene oxazirane 
• 4728-90-9 spiro[5.6]dodecan-7-one 
• 100053-39-2 4-(1-Carboxy-cyclohexyl-1)-buttersaeure 
• 180-43-8 spiro[5.5]undecane 
• 52751-53-8 2-cyclohexylidene-cyclopentanone 

Relevant academic research and scientific papers

Palladium catalyzed synthesis of some novel (Spirocycloalkenyl) trimethylsilylacetylenes

The synthesis of some novel (spirocycloalkenyl)trimethylsilylacetylenes employing the Sonogashira coupling reaction of the corresponding novel spirocycloalkenyliodides with trimethylsilylacetylene and Pd(PPh3)2Cl2/CuI catalyst in yields ranging 79-84% is reported. The compounds would serve as novel (spirocycloalkenyl)acetylenic anionic synthons.

Rigidified 2-aminopyrimidines as histamine H4 receptor antagonists: Effects of substitution about the rigidifying ring

Three novel series of histamine H4 receptor (H4R) antagonists containing the 2-aminopyrimidine motif are reported. The best of these compounds display good in vitro potency in both functional and binding assays. In addition, representative compounds are able to completely block itch responses when dosed ip in a mouse model of H4-agonist induced scratching, thus demonstrating their activities as H4R antagonists.

Zirconium complexes bearing η5-5′,6′,7′- trihydrospiro[cycloalkane-1,4′-indenyl] ligands

Tetrahydroindenes including spiro-cyclopentyl and -cyclohexyl fragments were successfully synthesized either via base-catalyzed cyclization of the respective γ-diketone or via acid-catalyzed Nazarov cyclization of the corresponding divinylketones. These substituted cyclopentadienes were metallated with nBuLi. The following reaction of the lithium salts with Cp (*)ZrCl3 gave three novel zirconocenes bearing spiro-cycloalkane fragments. One of these complexes, (η5- 5′,6′,7′-trihydrospiro[cyclohexane-1,4′-(2- methylindenyl)])(η5-pentamethyl-cyclopentadienyl)zirconium dichloride, has been characterized by X-ray crystal structure analysis. Tetrahydroindenes including spiro-cyclopentyl and -cyclohehyl fragments were successfully synthesized either via base-catalyzed cyclization of the respective γ-diketone or via acid-catalyzed Nazarov cyclization of the corresponding divinylketones. These substituted cyclopentadienes were metallated with nBuLi. The following reaction of the lithium salts with Cp (*)ZrCl3 gave three novel zirconocenes bearing spiro-cycloalkane fragments.

SPIRO COMPOUNDS AND PHARMACEUTICAL USE THEREOF

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

Palladium-catalyzed intramolecular hydroalkylation of alkenyl- β-keto esters, α-aryl ketones, and alkyl ketones in the presence of Me 3SiCl or HCI

Reaction of 3-butenyl β-keto esters or 3-butenyl α-aryl ketones with a catalytic amount of [PdCl2(CH3CN)2] (2) and a stoichiometric amount of Me3SiCl or Me3SiCl/ CuCl2 in dioxane at 25-70°C formed 2-substituted cyclohexanones in good yield with high regioselectivity. This protocol tolerated a number of ester and aryl groups and tolerated substitution at the allylic, enolic, and cis and trans terminal olefinic positions. In situ NMR experiments indicated that the chlorosilane was not directly involved in palladium-catalyzed hydroalkylation, but rather served as a source of HCl, which presumably catalyzes enolization of the ketone. Identification of HCl as the active promoter of palladium-catalyzed hydroalkylation led to the development of an effective protocol for the hydroalkylation of alkyl 3-butenyl ketones that employed sub-stoichiometric amounts of 2, HCl, and CuCl2 in a sealed tube at 70°C.

GUANIDINE DERIVATIVES AND USE THEREOF AS NEUROPEPTIDE FF RECEPTOR ANTAGONISTS

The invention relates to guanidine derivatives of formula (I) where: A = a chain of 3-c6 carbon atoms, one of which can be replaced by -N(R')- or -O- and R' = H or a substituent, where the ring skeleton only contains both double bonds of the thiazole component, the pharmaceutically-acceptable acid addition salts of basic compounds of formula (I), the pharmaceutically-acceptable salts of compounds of formula (I),, comprising acid groups, with bases, the pharmaceutically-acceptable esters of hydroxy or carboxyl group containing compounds of formula (I) and the solvates or hydrates thereof, which are partly known and partly novel and exhibit a neuropeptide FF receptor antagonist effect. The above are suitable for the treatment of pain and hyperalgesia, withdrawal symptoms in alcohol, psychotropic and nicotine dependencies, for improvement or cure of said dependencies, for regulation of insulin excretion, food intake, memory functions, blood pressure, electrolyte and energy management and for treatment of urinary incontinence. The above can be produced using generally used methods and processed to give medicaments.

Palladium-catalyzed intramolecular hydroalkylation of unactivated olefins with dialkyl ketones

(Matrix presented) Treatment of 3-butenyl heptyl ketone with substoichiometric amounts of PdCl2(CH3CN)2 (10 mol%), HCl (0.1 equiv), and CuCl2 (0.3 equiv) in dioxane at 70°C for 12 h in a sealed tube formed 2-hexylcyclohexanone in 77% isolated yield. A number of alkyl 3-butenyl ketones underwent hydroalkylation under these conditions to form 2-substituted cyclohexanones in moderate to good yield.

Study of I-strain relief in the intermediate when forming spiro ketones from unsymmetrical cycloalkylidenecycloalkanes, their dibromides, and their pinacols

Three unsymmetrical intercyclic olefins, their dibromides, and their pinacols were prepared, each so the two carbons involved at the functional group were part of a different sized ring. The pinacols were reacted with 25% sulfuric acid and with boron trif

Intramolecular Nucleophilic Acyl Substitution Reactions of Halo-Substituted Esters and Lactones. New Applications of Organosamarium Reagents

Intramolecular nucleophilic acyl substitution reactions involving a broad range of halo substituted carboxylic acid derivatives have been accomplished in excellent yield employing samarium(II) iodide as the reductive coupling agent.Although particular substrates cyclized most effectively in THF in the presence of tripiperidinophosphine oxide, carboxylic acid esters, the focus of this report, cyclize equally well without such an additive in the presence of a catalytic quantity of iron(III) complexes.Thus a comprehensive series of halo substituted esters were cyclized in excellent yield to the corresponding 4-, 5-, and 6 -membered carbocycles.The reaction is extremely mild and selective as demonstrated by experiments wherein alkyl chlorides, acetals, and olefins remain completely intact under the reaction conditions.In addition to introducing a convenient procedure for preparing stereodefined spirocyclic systems, a new ring expansion sequence has been developed that appears extremely general for the preparation of various ring systems.