707-29-9

Basic information

• Product Name: 3,3-dimethyl-1,5-dioxaspiro[5.5]undecane
• Synonyms: 3,3-dimethyl-1,5-dioxaspiro[5.5]undecane;1,5-Dioxaspiro5.5undecane, 3,3-dimethyl-;3,3-Dimethyl-1,5-dioxaspiro[5.5]undecan;5-Dioxaspiro[5.5]undecane, 3,3-dimethyl-1;9,9-Dimethyl-7,11-dioxaspiro[5.5]undecane;Cyclohexanone 2,2-dimethylpropane-1,3-diyl acetal
• CAS NO: 707-29-9
• Molecular Formula: C₁₁H₂₀O₂
• Molecular Weight: 184.2753
• EINECS: 211-898-0
• Mol File: 707-29-9.mol
• Article Data: 22

Chemical Properties

• Boiling Point: 214.4°C at 760 mmHg
• Flash Point: 78.8°C
• Appearance: /
• Density: 0.98g/cm³
• Vapor Pressure: 0.228mmHg at 25°C
• Refractive Index: 1.474
• CAS DataBase Reference: 3,3-dimethyl-1,5-dioxaspiro[5.5]undecane(CAS DataBase Reference)
• NIST Chemistry Reference: 3,3-dimethyl-1,5-dioxaspiro[5.5]undecane(707-29-9)
• EPA Substance Registry System: 3,3-dimethyl-1,5-dioxaspiro[5.5]undecane(707-29-9)

Safety Data

• Hazardous Substances Data: 707-29-9(Hazardous Substances Data)

Usage

General Description

3,3-dimethyl-1,5-dioxaspiro[5.5]undecane is a synthetic organic compound with a unique spirocyclic structure. It is a type of spiroketal, which is a class of compounds known for their unusual ring structures and diverse range of applications in organic synthesis. This specific compound has two methyl groups attached to the spirocyclic ring, giving it a high degree of steric hindrance. It has been used in chemical research as a building block for the synthesis of more complex molecules and as a ligand in coordination chemistry. Additionally, its spirocyclic structure makes it an interesting target for the development of new reaction methodologies and as a potential pharmaceutical lead compound due to its distinctive structural features.

InChI:InChI=1/C11H20O2/c1-10(2)8-12-11(13-9-10)6-4-3-5-7-11/h3-9H2,1-2H3

Upstream product

• 177-10-6 1,3-dioxolane-2-spirocyclohexane 
• 14760-11-3 2,2-dimethylpropane-1,3-diol cyclic dimethylsilyl ether 
• 108-94-1 cyclohexanone 
• 1670-47-9 1,1-diethoxycyclohexane 
• 126-30-7 2,2-Dimethyl-1,3-propanediol 
• 933-40-4 cycloxexanone dimethyl ketal 
• 702-75-0 cyclopentanone (2,2-dimethylpropylene)acetal 
• 65849-85-6 3,3,9,9-Tetramethyl-1,5,7,11-tetraoxaspiro<5.5>undecan 
• 122557-77-1 2,5,5-trimethyl-2-chloro-1,3-dioxa-2-silacyclohexane 
• 84566-32-5 bis(2,5,5-trimethyl-1,3-dioxa-2-silacyclohexan-2-yl)ether 
• 84566-29-0 2-isopropoxy-2,5,5-trimethyl-1,3-dioxa-2-silacyclohexane 

Downstream Products

• 38216-92-1 2.2-Dimethyl-3-cyclohexyloxy-propanal-⁽¹⁾ 
• 108-94-1 cyclohexanone 
• 126-30-7 2,2-Dimethyl-1,3-propanediol 
• 117068-80-1 1-<<2,2-dimethyl-3-<(trimethylsilyl)oxy>propyl>oxy>cyclohexene 

Relevant articles and documents

Ketalization of ketones to 1,3-dioxolanes and concurring self-aldolization catalyzed by an amorphous, hydrophilic SiO2-SO3H catalyst under microwave irradiation

The amorphous, mesoporous SiO2-SO3H catalyst with a surface area of 115 m2 g-1 and 1.32 mmol H+ per g was very efficient for the protonation of ketones on a 10percent (m/m) basis, and the catalyst-bound intermediates can be trapped by polyalcohols to produce ketals in high yields or suffer aldol condensations within minutes under low-power microwave irradiation. The same catalyst can easily reverse the ketalization reaction. Printed in Brazil-

Graphene-catalyzed transacetalization under acid-free conditions

1,2- and 1,3-Diols are readily protected as cyclic acetals and ketals through a graphene-catalyzed transacetalization process. The methodology features an atom economic procedure since quasi-stoichiometric conditions have been developed. Unlike prior systems, the graphene-catalyzed transacetalization is performed under Br?nsted and Lewis acid-free conditions and without solvent. Our method has been applied to several volatile compounds that are unsuitable for complex work-up and extensive purification steps. The very unusual catalytic properties of graphene for transacetalization reactions are ascribed to molecular charge transfer between graphene and substrates.

Synthesis of a novel melamine-formaldehyde resin-supported ionic liquid with Bronsted acid sites and its catalytic activities

Bronsted acidic ionic liquid immobilized on a melamine-formaldehyde resin (AIL-MFR) was synthesized through the reaction of melamine-formaldehyde resin (MFR) with 1,4-butanesulfonate. Using PEG-2000 as the additive, the MFR can be prepared in regular microspheres with an average diameter of 3.97 μm and surface area of 9.09 m2 g-1. The AIL-MFR had high acidity of 2.93 mmol g-1, mainly from the sulfonic groups. The catalysis results showed that the AIL-MFR had high activity and stability for acetalization with excellent conversions and yields for most substrates. Furthermore, immobilization of the acidic ionic liquid on the MFR made the recycling of the catalyst convenient.