6737-11-7Relevant articles and documents
The multiple roles of imidazolium ionic liquids in transition-metal catalysis: The palladium-catalyzed telomerization of 1,3-butadiene with acetic acid
Balbino, Jo?o M.,Peral, Daniel,Bay?n, J. Carles,Dupont, Jairton
, p. 972 - 977 (2015/03/18)
The telomerization of 1,3-butadiene with acetic acid catalyzed by palladium(II) acetate associated with a series of phosphines in 3-(2-methoxyethyl)-1-methylimidazolium acetate was used to investigate the role of the ionic liquid. The ionic liquid plays multiple roles in this reaction as it acts as the solvent, stabilizer, ligand, and cocatalyst. The reaction performed in the presence of Dan2phos, a trifluoromethylated sulfonated triarylphosphine, at 100 °C for 24 h gave a turnover number of 14 600 with 89 % selectivity to telomers at 75 % 1,3-butadiene conversion and complete acetic acid conversion.
INTEGRATED PROCESS TO PRODUCE DERIVATIVES OF BUTADIENE ADDITION PRODUCTS
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Page/Page column 37-39, (2008/06/13)
An integrated chemical process to form derivatives of butadiene addition products comprises forming an addition product of butadiene and a selected carboxylic acid, alcohol, or glycol, to form a reaction mixture containing at least a crotyl addition produ
PROCESS FOR MAKING BUTENYL ESTERS FROM BUTADIENE
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Page/Page column 13-22, (2008/06/13)
A process for making a butenyl ester from butadiene by reacting butadiene or a hydrocarbon fraction containing butadiene with a saturated aliphatic monocarboxylic acid, wherein the catalyst is rhenium (VII) oxide or an organic sulphonic acid containing at least (2) sulphonic acid groups per molecule wherein the ratio of the number of carbon atoms to the number of sulphonic acid groups in the organic sulphonic acid is in the range 1 : 1 to 1 : 0.15. Preferred catalysts are organic disulphonic acids for example ethane-1,2-disulphonic acid. The process can be used for making unsaturated esters, or, by hydrogenation of the product, for making saturated esters such as for example butyl acetate. Catalyst can be purified and recycled to the reactor.
Deamination of trans-2-Methyl- And trans-2-Phenylcyclopropylamines
Wiberg, Kenneth B.,Oesterle, Carmen G.
, p. 7756 - 7762 (2007/10/03)
The deaminations of trans-2-methyl- and 2-phenylcyclopropylamine hydrochlorides in acetic acid solution have been examined. A major product in each case was an allylic chloride, and the amount of chlorides increased when the chloride ion concentration was increased. With the methyl-substituted amine, increasing the chloride ion concentration changed the major chloride product from crotyl chloride to methallyl chloride. The addition of lithium perchlorate led to a reduction in the amount of chlorides formed. These results indicate that an ion pair is involved in the reaction. The deamination of the related open chain amines gave only small amounts of chlorides. B3LYP/ 6-31G* calculations found cyclopropyldiazonium chloride to prefer to have the chloride ion over the cyclopropyl ring. The transition state was located, and when followed down to products, allyl chloride was found. Similar calculations for the methyl-substituted series led to crotyl chloride from the ion pair with one chloride ion and to methallyl chloride from the ion-triplet with two chloride ions. The deaminations of the corresponding nitrosoureas in basic methanol also were studied. The products were the expected ethers. The addition of azide ion led to azides that were largely formed by initial reaction with the diazonium ion to give a pentazene that lost nitrogen to give the azide. However, some of the azide was formed by an SN2 displacement.
THE NITROGENATED ALLYLIC SYSTEM AS AN INTRAMOLECULAR NUCLEOPHILE: A NEW ROUTE TO PYRAZOLES
Momose, Takefumi,Toyooka, Naoki,Ikuta, Takashi,Yanagino, Hironobu
, p. 789 - 793 (2007/10/02)
A new route to pyrazoles via the cyclization of N-allyl-N-nitrosoamides is described.
