2292-84-4

Basic information

• Product Name: 3-Ethoxy-2,2-diMethylcyclobutanone
• Synonyms: 3-Ethoxy-2,2-diMethylcyclobutanone;3-Ethoxy-2,2-dimethylcyclobutanone - E6179
• CAS NO: 2292-84-4
• Molecular Formula: C₈H₁₄O₂
• Molecular Weight: 142.19556
• Mol File: 2292-84-4.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3-Ethoxy-2,2-diMethylcyclobutanone(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Ethoxy-2,2-diMethylcyclobutanone(2292-84-4)
• EPA Substance Registry System: 3-Ethoxy-2,2-diMethylcyclobutanone(2292-84-4)

Safety Data

• Hazardous Substances Data: 2292-84-4(Hazardous Substances Data)

Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 29, p. 1239, 1964 DOI: 10.1021/jo01028a061

Upstream product

• 4313-48-8 3-ethoxy-4,4-dimethylcyclobut-2-en-1-one 
• 598-26-5 dimethylketene 
• 109-92-2 ethyl vinyl ether 
• 79-30-1 isobutyryl chloride 

Downstream Products

• 1182843-33-9 5-ethoxy-2,2,3-trimethyl-3-(trimethylsilyl)methylcyclohexan-1-one 
• 1182843-05-5 5-(triisopropylsilyl)methyl-6,6-dimethylcyclohex-2-en-1-one 
• 1182843-06-6 C₂₃H₄₆O₂Si 

Relevant articles and documents

Carbanionic Rearrangements of (Halomethylene)cycloalkanes

The mechanism for the unusual base-induced ring-enlargement reaction of (halomethylene)cyclobutanes to 1-halocyclopentenes was examined by C-13 labeling studies with (bromomethylene)cyclobutane (1), cis- and trans-1-(bromomethylene)-3-ethoxy-2,2-dimethylcyclobutane (15 and 16), and 1-(bromomethylene)-2,2,4,4-tetramethylcyclobutane (22).Two competing processes were found to lead from the vinyl anion to rearranged products: (1) rehybridization of the vinyl anion to a 1,2-carbene-anion, which subsequently undergoes rearrangement, and (2) a Beckmann-like simultaneousmigration of bromide and ring carbon.Both processes subtly bypass the "forbidden" alkyl-to-carbanion shift.

Discovery of the Selective Protein Kinase C-θ Kinase Inhibitor, CC-90005

The PKC-θ isoform of protein kinase C is selectively expressed in T lymphocytes and plays an important role in the T cell antigen receptor (TCR)-triggered activation of mature T cells, T cell proliferation, and the subsequent release of cytokines such as

Lewis Acid-Mediated [3+3] Annulation for the Construction of Substituted Pyrimidine and Pyridine Derivatives

A direct and single-step procedure towards substituted pyrimidine and pyridine derivatives via Lewis acid-promoted [3+3] annulation between 3-ethoxycyclobutanones and enamines or amidines is presented. Diverse substituted pyrimidine and pyridine derivatives were obtained in good to high yields with a wide substrate scope. (Figure presented.).