112-79-8Relevant articles and documents
Nickel-butadiene catalytic system for the cross-coupling of bromoalkanoic acids with alkyl grignard reagents: A practical and versatile method for preparing fatty acids
Iwasaki, Takanori,Higashikawa, Kiyokazu,Reddy, Vutukuri P.,Ho, Willbe W. S.,Fujimoto, Yukari,Fukase, Koichi,Terao, Jun,Kuniyasu, Hitoshi,Kambe, Nobuaki
, p. 2956 - 2960 (2013)
The knights who say Ni: A practical and convenient synthetic route to fatty acids involves the Ni-catalyzed alkyl-alkyl cross-coupling of bromoalkanoic acids and alkyl Grignard reagents in the presence of 1,3-butadiene as an additive (see scheme). Copyright
Optimizing reaction conditions for the isomerization of fatty acids and fatty acid methyl esters to their branch chain products
Reaume, Stephen J.,Ellis, Naoko
, p. 661 - 671 (2011)
In order to improve the oxidative stability and cold flow properties of oleic acid or methyl oleate, branch chain isomerization was conducted using a beta zeolite catalyst. Reaction conditions of temperature (200-300 °C), pressure (0.1-3.0 MPa), and co-catalyst (0-2 wt%) were optimized based on branch chain conversion and the cloud point of the ester following the isomerization reaction of oleic acid or methyl oleate. Fourier transform infrared spectroscopy (FTIR) and Gas Chromatograph equipped with Mass Spectrometry (GC/MS) analyses were used to analyze and quantify the isomerization product samples, while the cloud point of each sample was tested. The lowest and therefore, best cloud point measured was -15.2 °C at conditions of 200 °C, 3 MPa, and 2% co-catalyst using methyl oleate as a starting material. The highest branch chain conversion achieved was 50% under conditions of 300 °C, 1.5 MPa and 0% co-catalyst using oleic acid as a starting material. The use of oleic acid and methyl oleate is based on whether it is optimal to carry out the skeletal isomerization before or after the esterification reaction. Performing the isomerization reaction on the ester was preferred over the fatty acid based on the trans isomerization and cloud point results. Reducing the unbranched trans isomers was desirable in obtaining a low cloud point. AOCS 2010.
Santoro et al.
, p. 2297 (1968)
Fitzpatrick,Orchin
, p. 4765,4768 (1957)
Hydrogenation of Oleic Acid to 9-Octadecen-1-ol with Rhenium-Tin Catalyst
Tang, Thin-Sue,Cheah, Kien-Yoo,Mizukami, Fujio,Niwa, Shu-ichi,Toba, Makoto,Choo, Yuen-May
, p. 601 - 605 (1993)
A new supported bimetallic catalyst, rhenium-tin, is able to reduce oleic acid to 9-octadecen-1-ol (cis and trans isomers) with appreciable yield under mild hydrogenation conditions.This paper reports investigations on the effects of catalyst preparation methods, types of support, catalyst raw materials, mole ratio of the metals, activation and reaction conditions on the activity and selectivity of the catalyst.Catalyst derived from the combination of ammonium perrhenate and stannic chloride on alumina gave the best performance, and the presence of tin in the catalyst is essential for the preservation of the olefinic bond of the oleic acid during hydrogenation.KEY WORDS: Hydrogenation, 9-octadecen-1-ol, oleic acid, rhenium-tin catalyst.
Electrochemical Proton Reduction over Nickel Foam for Z-Stereoselective Semihydrogenation/deuteration of Functionalized Alkynes
Valiente, Alejandro,Martínez-Pardo, Pablo,Kaur, Gurpreet,Johansson, Magnus J.,Martín-Matute, Belén
, (2021/12/22)
Selective reduction strategies based on abundant-metal catalysts are very important in the production of chemicals. In this paper, a method for the electrochemical semihydrogenation and semideuteration of alkynes to form Z-alkenes was developed, using a simple nickel foam as catalyst and H3O+ or D3O+ as sources of hydrogen or deuterium. Good yields and excellent stereoselectivities (Z/E up to 20 : 1) were obtained under very mild reaction conditions. The reaction proceeded with terminal and nonterminal alkynes, and also with alkynes containing easily reducible functional groups, such as carbonyl groups, as well as aryl chlorides, bromides, and even iodides. The nickel-foam electrocatalyst could be recycled up to 14 times without any change in its catalytic properties.
Production of ethylene glycol from direct catalytic conversion of cellulose over a binary catalyst of metal-loaded modified SBA-15 and phosphotungstic acid
Yu, Shitao,Cao, Xincheng,Liu, Shiwei,Li, Lu,Wu, Qiong
, p. 24857 - 24865 (2018/07/29)
This study presents the utilization of a binary catalyst composed of metal-loaded modified SBA-15 (M/SBA-15) and phosphotungstic acid (H3PW12O40) for ethylene glycol (EG) production from direct catalytic conversion of cell
