cas 10503-96-5, 2-Chloroethyl n-butyl ether

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Branch hydroxyoxaalkylmelamine chain and its use has compd.
PROBLEM TO BE SOLVED: To provide a means capable of lowering the melting point or the glass transition point of a compound having straight chain alkyl chain or a compound having straight chain oxaalkyl chain and also lowering the viscosity including the kinematic viscosity or the like, and to provide a compound obtained by the means and a use of the compound. SOLUTION: The compound has an oxaalkyl chain which has at least one side chain, in a molecule. COPYRIGHT: (C)2012,JPOandINPIT
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(2018/07/28)

ON THE MECHANISM OF SELECTIVE CHLORINATION OF ETHERS WITH SULFURYL CHLORIDE IN THE DARK
Alkyl 4-chlorobutyl ethers reacted in the dark with an excess of sulfuryl chloride at 70-85 deg C (bath) to afford α,β,β-trichlorinated ethers.The reactions were accelerated 3- to 6-fold by N,N-dimethyloctylammonium salts (0,12 to 1 mmol/mol ether).This catalyst promoted decomposition of sulfuryl chloride to chlorine and sulfur dioxide and thereby caused serious loss of sulfuryl chloride.The proportions of chlorination at α or α1 position were identical in the catalyzed or uncatalyzed version and depended on inductive effects, correlating well with Taft's linear free energy relationship log k/kref=ρ*?* for R = H, Me, Et, Pr in RCH2O(CH2)4Cl with ρ* = -2.6 +/- 0.1.The overall reactivity of ethers appears to vary like the nucleophilicity of the ether oxygen.It is concluded that hydride abstraction occurs indirectly, probably involving a chloroxonium ion pair.
Buyck, Laurent De,Pooter, Herman De
p. 807 - 816
(2007/10/02)

Preparation of Alkyl Chlorides, Acid Chlorides, and Amides Using Polymer-Supported Phosphines and Carbon Tetrachloride: Mechanism of These Reactions
Alcohols and thiols were converted into alkyl chlorides, carboxylic acids were converted into acid chlorides, and mixtures of carboxylic acids and amines were converted into amides by reaction with carbon tetrachloride and 1percent cross-linked polystyrenes containing phosphine residues.Some of these conversions were also effected by using a linear polymer containing phosphine residues.The reactions proceed in high yield, and isolation of the products is facilitated by the ready removal of all the polymer-supported species.The mechanism of the reactions between triphenylphosphine, carbon tetrachloride, and alcohols is complex, but the polymer-supported reactions appear to follow analogous pathways to the low molecular weight reactions as judged by the yields of chloroform and the number of equivalents of phosphine consumed per mole of alkyl chloride produced.The mechanism requires polymer-supported groups reacting together.The slow step in the reactions appears to be the generation of the chlorinating species.The polymer-supported reactions are faster than those using triphenylphosphine or 4-(diphenylphosphinyl)isopropylbenzene.It is suggested that this is due to a microenvironmental effect.
Harrison, Charles R.,Hodge, Philip,Hunt, Barry J.,Khoshdel, Ezzatollah,Richardson, Graham
p. 3721 - 3728
(2007/10/02)

Studies on the Mechanism of the Chlorohydrination of Olefins
We studied the rate-determining and the product-determining steps of the chlorohydrination of olefins with Cl2/H2O and HOCl.In competitive kinetic experiments with 3-ethylpent-2-ene and cyclohexene we determined the relative rate constants krel=1,5 (with Cl2/H2O) and krel=infinite (with HOCl).This shows that the rate-determining steps of the chlorohydrination with Cl2/H2O and with HOCl are different.In order to investigate the product-determining steps we determined the proportion of alkyl-(2-chloroethyl)-ethers 3 and ethylene chlorohydrine 2 in the reaction of ethylene with Cl2 and with HOCl in alcohol/water-mixtures.The proportion of both the reaction products 3/2 was independent of the chlorinating agent used.Also the proportion of MARKOVNIKOV and anti-MARKOVNIKOV products in the chlorohydrination of propylene with Cl2/H2O or HOCl was independent of the type of chlorinating agent.In the chlorohydrination of cyclohexene both agents (Cl2/H2O and HOCl) yielded only the trans-chlorohydrine.From the results obtained it may be concluded that the product-determining step of chlorohydrination is the same for both the chlorinating agents studied.
Buss, E.,Rockstuhl, A.,Schnurpfeil, D.
p. 197 - 208
(2007/10/02)