102808-46-8

Basic information

• Product Name: 2-Cyclobuten-1-one, 4-hydroxy-3-methoxy-2-methyl-4-phenyl-
• CAS NO: 102808-46-8
• Molecular Formula: C12H12O3
• Molecular Weight: 204.225
• Mol File: 102808-46-8.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 2-Cyclobuten-1-one, 4-hydroxy-3-methoxy-2-methyl-4-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Cyclobuten-1-one, 4-hydroxy-3-methoxy-2-methyl-4-phenyl-(102808-46-8)
• EPA Substance Registry System: 2-Cyclobuten-1-one, 4-hydroxy-3-methoxy-2-methyl-4-phenyl-(102808-46-8)

Safety Data

• Hazardous Substances Data: 102808-46-8(Hazardous Substances Data)

Upstream product

• 5222-73-1 3,4-dimethoxy-3-cyclobutene-1,2-dione 
• 29769-77-5 3-methoxy-4-methyl-3-cyclobutene-1,2-dione 
• 591-51-5 phenyllithium 

Downstream Products

• 137395-01-8 3-methoxy-4-methylene-2-phenyl-2-cyclobuten-1-one 
• 137395-12-1 3-methoxy-4-methyl-2-phenyl-4-(phenylthio)-2-cyclobuten-1-one 
• 137394-97-9 4-chloro-3-methoxy-2-methyl-4-phenyl-2-cyclobuten-1-one 
• 5416-18-2 2-methoxy-3-methyl-1,4-naphthoquinone 

Relevant articles and documents

Organoytterbium ate complexes extend the value of cyclobutenediones as isoprene equivalents

Changing course: While organolithium and Grignard reagents favor addition to C1 of A (R=Me), the corresponding organoytterbium reagents add to C2 (R=tBu). Computational studies provide insights into the nature of organoytterbium species and their reactivity, and a total synthesis of (-)-mansonone B illustrates the utility of the method in terpenoid synthesis. Tf=trifluoromethanesulfonyl.

A General, Regiospecific Synthesis of Highly Substituted Quinones

A general route to a wide variety of substituted quinones (furyl, indolo, pyrrolo, quinolino, naphtho, and anthra) has been developed via the thermolysis (160 deg C, xylene) and subsequent oxidation (air or Ce4+) of 4-hydroxy-4-substituted-cyclobutenones (eq. 1) and 2-hydroxy-2-substituted-benzocyclobutenones which were formed by the regioselective addition of an appropriate aryl or heteroaryl (etc.) lithium reagent to the correspnding cyclobutenedione.