113309-16-3Relevant articles and documents
A versatile process for the syntheses of very long chain alkanes, functionalised derivatives and some branched chain hydrocarbons
Brooke, Gerald M.,Burnett, Simon,Mohammed, Shahid,Proctor, David,Whiting, Mark C.
, p. 1635 - 1645 (2007/10/03)
An earlier method for synthesising very long straight-chain alkanes of very specific lengths has been improved to give, in some cases, gram amounts of materials. Eleven compounds have been made: C98H198, C122H246, C162H326, C194H390, C198H398, C210H422, C242H486, C246H494, C258H518, C294H590 and C390H782. The self-condensation reaction of one of the intermediate aldehydes enabled two chain-branched hydrocarbons to be obtained: C96H193CHRC94H189 where R = CH3 and CH3(CH2)3. Three long-chain compounds containing carboxylic acid groups have been prepared: CH3(CH2)190CO2H, HO2C(CH2)48CO2H and HO2C(CH2)192CO2H. Copyright 1996 by the Royal Society of Chemistry.
Studies on Synthesis of Linear Aliphatic Compounds. Part 2. The Realisation of a Strategy for Repeated Molecular Doubling.
Igner, Eva,Paynter, Oliver I.,Simmonds, Derek J.,Whiting, Mark C.
, p. 2447 - 2454 (2007/10/02)
Routes from C11 and C12 starting-materials, obtainable free from near homologues, to compounds of doubled chain length have been explored as approaches to the synthesis of n-paraffins and of terminally mono- or bi-functional derivatives.Acetylene alkylation routes lead to problems with prtotecting groups, but the use of the Wittig reaction provides a method of molecular doubling convenient for repeated use, with formation of chain-lengths rising in a geometrical progression.The general problems inherent in the synthesis of very long-chain paraffins are discussed, earlier work is reviewed, and criteria for success are suggested.A useful protecting group for hydroxyl, the tri-p-tolylmethyl(trimtyl) ether, is described.
