63662-71-5

Basic information

• Product Name: 2-Methylcyclotridecane-1-one
• Synonyms: 2-Methyl-1-cyclotridecanone;2-Methylcyclotridecane-1-one
• CAS NO: 63662-71-5
• Molecular Formula: C14H26O
• Molecular Weight: 210.36
• Mol File: 63662-71-5.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-Methylcyclotridecane-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Methylcyclotridecane-1-one(63662-71-5)
• EPA Substance Registry System: 2-Methylcyclotridecane-1-one(63662-71-5)

Safety Data

• Hazardous Substances Data: 63662-71-5(Hazardous Substances Data)

Upstream product

• 18993-10-7 13-ketotetradecanoic acid methyl ester 
• 768369-85-3 2-hydroxy-2-isopropenylcyclododecanone 
• 3008-41-1 cyclododecane-1,2-dione 
• 768369-69-3 2-isopropenyl-2-trimethylsilyloxycyclododecanone 
• 102740-10-3 1-Methyl-14-oxa-bicyclo[11.1.0]tetradecane 
• 333-27-7 methyl trifluoromethanesulfonate 
• 159763-15-2 1-<1-chloro-1-(p-tolylsulfinyl)ethyl>-1-cyclododecanol 
• 58643-74-6 ethyl 2-oxocyclotridecanecarboxylate 
• 74-88-4 methyl iodide 
• 1117-96-0 Diazoethan 
• 830-13-7 cyclododecanone 

Relevant articles and documents

Diradical-promoted (n + 2 - 1) ring expansion: An efficient reaction for the synthesis of macrocyclic ketones

(Chemical Equation Presented) A diradical-promoted (n + 2 - 1) ring expansion reaction based on vinyl side chain insertion (+2C) and decarbonylation (-1C) has been developed. Flash vacuum pyrolysis (FVP) of medium- and large-ring 2-trimethylsilyloxy-2-vinyl-cycloalkanones at 500-600°C affords the one-carbon ring-expanded cycloalkanones in good yields. Methyl groups on the vinyl moiety are transformed regiospecifically as corresponding α- and β-substituents, respectively. 2-Ethynyl precursor analogues react in a manner similar to give α,β-unsaturated cyclic ketones.

The synthesis of 14-membered macrocyclic ethers

As part of an ongoing study of the chemistry of macrocyclic compounds, 14-membered macrocyclic ethers with a variety of methyl substitution patterns were synthesized. The preparation of these macrocyclic ethers involved either the Baeyer-Villiger ring expansion of a cyclic ketone, or the macrolactonization of a hydroxy acid to give a lactone. The lactone carbonyl was removed either by conversion to an intermediate thionolactone obtained by reaction with Lawesson's reagent and reduction, or by direct reduction using a boron trifluoride etherate mediated sodium borohydride reaction.

A novel method for generation of carbenoid from α-chloro sulfoxides: A new and versatile procedure for one-carbon homologation of carbonyl compounds to carbonyl compounds having an α-alkyl substituent

Addition of the carbanion of 1-chloroalkyl p-tolyl sulfoxides to carbonyl compound gave the adducts, which were treated with a base followed by t-butyllithium to afford one-carbon homologated carbonyl compounds having an alkyl group at the α-position, via the β-oxido carbenoids, in moderate to good yields.