54972-03-1

Basic information

• Product Name: 1,4-Dioxaspiro[4.4]nonan-7-one, 6-methyl-
• Synonyms: 1,4-Dioxaspiro[4.4]nonan-7-one, 6-methyl-
• CAS NO: 54972-03-1
• Molecular Formula: C₈H₁₂O₃
• Molecular Weight: 156.18
• Mol File: 54972-03-1.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1,4-Dioxaspiro[4.4]nonan-7-one, 6-methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-Dioxaspiro[4.4]nonan-7-one, 6-methyl-(54972-03-1)
• EPA Substance Registry System: 1,4-Dioxaspiro[4.4]nonan-7-one, 6-methyl-(54972-03-1)

Safety Data

• Hazardous Substances Data: 54972-03-1(Hazardous Substances Data)

Usage

Explanation

1,4-Dioxaspiro[4.4]nonan-7-one, 6-methyl- has two rings in its structure, making it a bicyclic compound. It is also classified as an organic compound because it contains carbon and hydrogen atoms.
3. Spirocarbon at position 7

Explanation

A spirocarbon is a carbon atom that is shared by two rings in a molecule. In this case, the spirocarbon is located at the 7th position in the molecule.
4. 6-methyl substitution

Explanation

The presence of a methyl group (CH3) at the 6th position in the molecule is referred to as 6-methyl substitution. This modification can affect the compound's properties and reactivity.
5. Applications in organic chemistry and material science

Upstream product

• 81770-72-1 2-methylcyclopentane-1,3-dione ethylene glycol diacetal 
• 765-69-5 2-Methylcyclopentane-1,3-dione 
• 930-30-3 cyclopent-2-enone 

Downstream Products

• 5870-63-3 3-hydroxy-2-methyl-2-cyclopenten-1-one 

Relevant articles and documents

SYNTHESIS OF 2-METHYL-1,3-CYCLOPENTANEDIONE MONOETHYLENE KETAL

Direct ketalization of 2-methyl-1,3-cyclopentanedione 3 led to the corresponding diethylene ketal 2.Carefully controlled hydrolysis of compound 2 afforded the monoethylene ketal 1 in high yield.

Conversion of cycloalk-2-enones into 2-methylcycloalkane-1,3-diones - Assessment of various Tamao-Fleming procedures and mechanistic insight into the use of the Me3SiMe2Si unit

Conjugate addition of Me3SiMe2SiLi to cycloalk-2-en-1-ones, ketalization, Tamao-Fleming oxidation (Bu4NF, then H2O2, KHCO3), TPAP oxidation and acid hydrolysis generates 2-methyl cycloalkane-1,3-diones. Ketalization is needed in order to prevent addition of Me3Si- to the carbonyl. The pentamethyldisilanyl group has advantages over other silicon units that are used in Tamao-Fleming procedures.

Direct asymmetric α-hydroxylation of 2-hydroxymethyl ketones

A direct α-hydroxylation of racemic 2-hydroxymethyl ketones with the Sharpless epoxidation catalyst resulted in α,β-dihydroxy ketones in high ee (up to 97%) and in moderate to good isolated yield (up to 58%).

Studies on the selective hydrolysis of bis-dithiolanes with cerric ammonium nitrate: synthesis of 1,4-dithiaspirodecan-7-ones

Dimedone 10 is directly ketalised with ethanedithiol to bis dithiolane 11 using Dean-Stark conditions.The selective hydrolysis of bis-dithiolane 11 to the ketodithiolane 12 employing cerric ammonium nitrate (CAN) proceeds in 35percent yield under optimal conditions.A few examples are reported.