1781-83-5

Basic information

• Product Name: Spiro[5.5]undecan-1-one
• Synonyms: Spiro[5.5]undecan-1-one
• CAS NO: 1781-83-5
• Molecular Formula: C₁₁H₁₈O
• Molecular Weight: 166.26
• Mol File: 1781-83-5.mol
• Article Data: 9

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Spiro[5.5]undecan-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: Spiro[5.5]undecan-1-one(1781-83-5)
• EPA Substance Registry System: Spiro[5.5]undecan-1-one(1781-83-5)

Safety Data

• Hazardous Substances Data: 1781-83-5(Hazardous Substances Data)

Usage

Description

Spiro[5.5]undecan-1-one, also known as 2-spiro[5.5]undecanone, is a bicyclic ketone compound characterized by its unique spiro structure. It is recognized for its strong and pleasant odor, making it a valuable component in both the fragrance and food industries.

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

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

Downstream Products

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

Relevant articles and documents

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.

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.