4084-07-5Relevant academic research and scientific papers
Valorisation of vegetable oils via metathesis reactions on solid catalysts: Cross-metathesis of methyl oleate with 1-hexene
Zelin,Nieres,Trasarti,Apesteguía
, p. 410 - 417 (2015/07/28)
Abstract The activity and selectivity of silica-supported Hoveyda-Grubbs (HG) complex for the cross-metathesis of methyl oleate with 1-hexene to obtain 1-decene, methyl 9-tetradecenoate, 5-tetradecene and methyl 9-decenoate were studied in a batch reactor. The HG complex loading was varied between 0.87 and 11.6 wt%. Competitive secondary reactions were the self-metathesis of methyl oleate and the self-metathesis of 1-hexene. The yield to cross-metathesis products (ηC-M) was 47% when a 1-hexene/methyl oleate reactant ratio (RC6/MO) of one was employed. The ηC-M value increased with increasing 1-hexene initial concentration, reaching 87% for RC6/MO = 7. The selectivity to terminal olefins also increased at the expense of internal olefins among the cross-metathesis products when the concentration of 1-hexene was increased.
INTERNAL OLEFIN SULFONATE COMPOSITION
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Paragraph 0088, (2015/12/30)
Provided are an internal olefin sulfonate composition which is capable of sufficiently enhancing foamability, foam spreadability, and foam dissipation property, and a cleansing composition containing the same. The internal olefin sulfonate composition comprises (A) an internal olefin sulfonate having 16 carbon atoms and (B) an internal olefin sulfonate having 14 carbon atoms, wherein a content mass ratio of the component (A) to the component (B), (A/B), is from 10/90 to 70/30, and a content of the internal olefin sulfonate having 18 or more carbon atoms is 5% by mass or less.
INTERNAL OLEFIN SULFONATE COMPOSITION
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Page/Page column 6, (2016/01/15)
Provided are an internal olefin sulfonate composition which is capable of sufficiently enhancing foamability, light foam quality, and instantaneous foam dissipation property, and a cleansing composition containing the internal olefin sulfonate composition. The internal olefin sulfonate composition comprises (A) an internal olefin sulfonate having 12 carbon atoms and (B) an internal olefin sulfonate having 14 carbon atoms, wherein a content mass ratio of the component (A) to the component (B), (A/B), is from 10/90 to 90/10, and a total content of the component (A) and the component (B) in the internal olefin sulfonate is from 60 to 100% by mass.
INTERNAL OLEFINIC SULFONATE COMPOSITION AND CLEANSING COMPOSITION CONTAINING THE SAME
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Paragraph 0059, (2014/04/03)
Provided is an internal olefin sulfonate composition which is capable of exerting good foamability at the same time with foam quality, foam dissipation property, and less irritation to the skin at high levels, and a cleansing composition containing the same. The internal olefin sulfonate composition of the present invention comprises (A) an internal olefin sulfonate having 16 carbon atoms and (B) an internal olefin sulfonate having 18 carbon atoms, wherein a mass content ratio (A/B) of component (A) to component (B) is from 75/25 to 90/10.
Tandem application of C-C bond-forming reactions with reductive ozonolysis
Willand-Charnley, Rachel,Dussault, Patrick H.
, p. 42 - 47 (2013/03/29)
Several variants of reductive ozonolysis, defined here as the in situ generation of aldehydes or ketones during ozonolytic cleavage of alkenes, are demonstrated to work effectively in tandem with a number of C-C bond-forming reactions. For reactions involving basic nucleophiles (1,2- addition of Grignard reagents, Wittig or Horner-Emmons olefinations, and directed aldol reactions of lithium enolates), the one-pot process offers a rapid and high-yielding alternative to traditional two-step protocols.
Iron thiolate complexes: Efficient catalysts for coupling alkenyl halides with alkyl grignard reagents
Cahiez, Gerard,Gager, Olivier,Buendia, Julien,Patinote, Cindy
supporting information; experimental part, p. 5860 - 5863 (2012/07/01)
Ironing out the kinks: Efficient new catalytic systems based on iron thiolates are described for the iron-catalyzed cross-coupling of alkyl Grignard reagents with alkenyl halides (see scheme). The reaction is highly chemo- and stereoselective. With this new procedure, the use of N-methylpyrrolidone as a co-solvent is no longer required. Copyright
Reaction of trialkyl(dibromomethyl)silanes or 1,2-bis(dibromomethyl)benzene with triorganomanganates. A facile and selective synthesis of alkenylsilanes and 1,2-diaryl-1,2-dihydrobenzocyclobutenes
Kakiya,Shinokubo,Oshima
, p. 2139 - 2147 (2007/10/03)
Treatment of trialkyl(dibromomethyl)silanes with trialkylmanganates, derived from manganese(II) chloride and three molar amounts of Grignard reagents or alkyllithiums, provided (E)-1-trialkylsilyl-1-alkenes with high stereoselectivity in good yields. The reaction of trialkyl(dibromomethyl)silanes with alkylmagnesium halides proceeded in the presence of a catalytic amount of manganese(II) chloride. Treatment of 1,2-bis(dibromomethyl)benzene with triphenylmanganate gave 1,2-diphenyl-1,2-dihydrobenzocyclobutene.
Libraries via Metathesis of Internal Olefins
Braendli, Christof,Ward, Thomas R.
, p. 1616 - 1621 (2007/10/03)
The cross-metathesis of internal olefins is applied for the combinatorial synthesis of small organic molecules; this reaction is conveniently carried out in neat olefin (oleic-acid derivatives) and requires only 0.001 equiv. of [Ru(CHPh)Cl2(PCy3)2] as catalyst (Cy = cyclohexyl).
Cobalt-catalyzed alkenylation of zinc organometallics
Avedissian, Hovsep,Berillon, Laurent,Cahiez, Gerard,Knochel, Paul
, p. 6163 - 6166 (2007/10/03)
Organozinc halides and diorganozincs undergo cross-coupling reactions with either E- or Z-alkenyl iodides in the presence of catalytic amounts of Co(acac)2 or Co(acac)3 in THF:NMP at 55°C leading to polyfunctional alkenes with retent
Highly stereo and chemoselective iron-catalyzed alkenylation of organomagnesium compounds
Cahiez, Gerard,Avedissian, Hovsep
, p. 1199 - 1205 (2007/10/03)
In the presence of Fe(acac)3, Grignard reagents react readily with alkenyl halides (X = I, Br or Cl) in a THF/NMP mixture to give the cross-coupling products in high yields with an excellent stereoselectivity (≤99.5%). The scope of the reaction is very broad since a vast array of functional groups are tolerated (esters, nitriles, aromatic or aliphatic halides and even ketones). The procedure reported herein is an interesting alternative to the classical Pd- or Ni-catalyzed reactions, especially for preparative organic chemistry.
