58008-76-7

Basic information

• Product Name: trans-3-hydroxy-2-methylcyclohexanone
• CAS NO: 58008-76-7
• Molecular Weight: 128.171
• Mol File: 58008-76-7.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: trans-3-hydroxy-2-methylcyclohexanone(CAS DataBase Reference)
• NIST Chemistry Reference: trans-3-hydroxy-2-methylcyclohexanone(58008-76-7)
• EPA Substance Registry System: trans-3-hydroxy-2-methylcyclohexanone(58008-76-7)

Safety Data

• Hazardous Substances Data: 58008-76-7(Hazardous Substances Data)

Upstream product

• 15681-48-8 lithium dimethylcuprate 
• 58008-75-6 7-Oxa-bicyclo[4.1.0]heptan-2-one oxime 
• 930-68-7 cyclohexenone 
• 54972-06-4 3,3-ethylenedioxy-2-methylcyclohexanone 
• 1193-55-1 2-methylcyclohexane-1,3-dione 
• 103990-02-9 1,1:3,3-bis(ethylenedioxy)-2-methylcylcohexane 

Relevant articles and documents

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.