27059-41-2Relevant academic research and scientific papers
Silver-catalyzed decarboxylative chlorination of aliphatic carboxylic acids
Wang, Zhentao,Zhu, Lin,Yin, Feng,Su, Zhongquan,Li, Zhaodong,Li, Chaozhong
experimental part, p. 4258 - 4263 (2012/04/10)
Decarboxylative halogenation of carboxylic acids, the Hunsdiecker reaction, is one of the fundamental functional group transformations in organic chemistry. As the initial method requires the preparations of strictly anhydrous silver carboxylates, several modifications have been developed to simplify the procedures. However, these methods suffer from the use of highly toxic reagents, harsh reaction conditions, or limited scope of application. In addition, none is catalytic for aliphatic carboxylic acids. In this Article, we report the first catalytic Hunsdiecker reaction of aliphatic carboxylic acids. Thus, with the catalysis of Ag(Phen)2OTf, the reactions of carboxylic acids with t-butyl hypochlorite afforded the corresponding chlorodecarboxylation products in high yields under mild conditions. This method is not only efficient and general, but also chemoselective. Moreover, it exhibits remarkable functional group compatibility, making it of more practical value in organic synthesis. The mechanism of single electron transfer followed by chlorine atom transfer is proposed for the catalytic chlorodecarboxylation.
Interpretation of retention indices in gas chromatography for establishing structures of isomeric products of alkylarenes radical chlorination
Zenkevich
, p. 270 - 280 (2007/10/03)
By an example of previously uncharacterized products obtained by alkylarenes radical chlorination was demonstrated that combination of various interpretation methods applied to the retention indices (RI) in the gas chromatography on the standard nonpolar phases (comparison of RI of products and initial compounds, characteristics of succession of the chromatographic elution of the structural isomers with the use of estimation of molecular dynamic parameters, application of the additive schemes to RI calculation, and using of structural analogy CH3?Cl for testing the results obtained) permitted unambiguous identification of the structure even without data of mass spectrometry.
Improved preparation of secondary zinc iodides by 1,2-migration of sp3 carbenoids
Shibli,Varghese,Knochel,Marek
, p. 818 - 820 (2007/10/03)
R2Zn in the presence of NMP or LiBr promotes the intramolecular rearrangement of 1,1-diiodoalkanes via the formation of sp3 secondary zinc carbenoid.
Reactions of Difluoridichloromethane with Hydrocarbons
Schmidt, H.,Burtzlaff, Ch.,Masuhr, H.',Ohl, J.,Pehle, W.,et al.
, p. 751 - 760 (2007/10/02)
The reaction of difluoridichloromethane with different hydrocarbons between 150 deg C and 250 deg C yields the CFCl2-substituted hydrocarbons.Beside it the corresponding chlorides are formed.For the hydrocarbons studied the following sequence of reactivity against difluordichloromethane was found: n-paraffins isoparaffins ca. cycloparaffins alkylaromatics olefines.
