Benzyl hexyl ether

Among ethers, benzylic ethers are unique in that they are cleaved under the conditions of catalytic hydrogenation as illustrated by the hydrogenolysis of benzyl hexyl ether. In this illustration, the benzyl group is converted to toluene, and the alkyl group is converted to an alcohol. 

Methyl n-amyl carbinol. 247, 254 Methyl n-amyl ketone, 482 Methylaniline (mono), pure, from commercial methylaniline, 562, 570 P-Methylanthraquinone, 728, 740 Methyl benzoate, 780, 781 p-Methyl benzyl alcohol, 811,812 Methyl benzyl ketone, 727, 735 Methyl y-bromocrotonate, 926, 927 2-Methyl-2-butene, 239 Methyl n-butyl carbinol, 247,255 Methyl n-butyl ether, 314 Methyl n-butyl ketone, 475, 481 4-Methylcarbostyril, 855 p-Methylcinnamic acid, 719 4-Methylcoumarin, 853, 854 Methyl crotonate, 926, 927 Methylethylacetic acid, 354, 358 Methylethylethynyl carbinol, 468 Methyl ethyl ketone, 335, 336 purification of, 172 Methyl n-hexyl ether, 314 Methyl n-hexyl ketone, 335, 336 Methyl n-hexyl ketoxime, 348 Methyl hydrogen adipate, 938 Methyl hydrogen sebacate, 938,939 4-Methyl-7-hydroxycoumarin, 834 Methyl iodide, 287 Methyl isopropyl carbinol, 247,255 Methyl 4-keto-octanoate, 936... 

C8H18S ethyl hexyl sulfide 7309-44-6 17.309 174.163 1,2 17077 C9H120 benzyl ethyl ether 539-30-0 18.306 144.120 1,2... 

Hexyl alcohol 2-Butoxyethanol o-Cresol Isoamyl acetate Heptyl alcohol Benzyl methyl ether Isobutyl isobutyrate Propyl isovalerate Butyl ether sec-Octyl alcohol Isobutyl isovalerate... 

Hexyl Alcohol continued) Indene Cumene Mesitylene Pseudocumene Propylbenzene Benzyl ethyl ether N, iV-Dimethyl-o-toluidiiie... 

BBED = dibutyl ether of diethylene glycol BBEE = dibutyl ether of ethylene glycol BEET = benzyl ethyl ether of triethylene glycol HEEE = hexyl ethyl ether of ethylene glycol MMEE = dimethyl ether of ethylene glycol THFE = tetrahydrofurfuryl ethyl ether... 

Yields of the primary alkyl acrylates vary somewhat, owing to occasional losses through formation of polymer, but are usually in the range of 85-99%. Some secondary alcohols react very slowly, others readily. The method has been applied to more than fifty alcohols, some of which (with percentage yields) are listed below ethyl, 99% isopropyl, 37% -amyl, 87% isoamyl, 95% -hexyl, 99% 4-methyl-2-pentyl, 95% 2-ethylhexyl, 95% capryl, 80% lauryl, 92% myristyl, 90% allyl, 70% fur-furyl, 86% citronellyl, 91% cyclohexyl, 93% benzyl, 81% (3-ethoxyethyl, 99% /S-(/3-phenoxyethoxy) ethyl (from diethylene glycol monophenyl ether), 88%. 

In many cases, synergists are added to HTTA extraction systems to enhance the separation of actinide ions. One example is the addition of the crown ethers (CE) dibenzo-18-crown-6, dicyclo-hexyl-18-crown-6, dibenzyl 24-crown-8, and benzyl-15-crown-5. These crown ethers have been shown to synergistically enhance extraction into benzene and the increase follows Eu > 1102 " > Th". The extraction equilibrium for crown ether/HTTA systems for the separation of Th is shown in Equation (23). The binding of the crown ether in the extracted complex seems to be a function of crown ether basicity and steric effects2 ... 

The stereoselective total synthesis of ( )-lepadiformine was accomplished in the laboratory of S.M. Weinreb. The introduction of the hexyl chain in a stereoselective fashion was achieved by a Grignard reaction to an iminium salt during the last steps of the synthetic sequence. The iminium salt was generated in situ from an a-amino nitrile with boron trifluoride etherate, and the addition of hexylmagnesium bromide gave a 3 1 mixture of alkylated products favoring the desired stereoisomer. Removal of the benzyl group completed the total synthesis. 

Ethylene glycol benzyl ether 2-Ethylhexanol Hexyl alcohol Lauryl pyrrolidone Methyl alcohol... 

Benzyltriethyl ammonium chloride Benzyl trimethyl ammonium chloride Dimethyl acetamide Hexyl benzoate PPG-2 methyl ether... 

Amyl phenylacetate p-t-Butyl phenyl glycidyl ether Dimethyl benzyl carbinyl propionate a,a-Dimethylbenzyl isobutyrate 0-Ethyl benzyl butyrate Hexyl benzoate Isoamyl phenylacetate Methyl p-t-butylphenylacetate... 

Figure 11.20 Stabilization quotient Q of nicotinic acid esters (ethyl, isopropyl, butyl, benzyl and hexyl) as a function of percentage binding of ester, (a) to three non-ionic surfactants based on PEG lOCX) O PEG l(X)0-lauryl ether, X PEG l(XX)-myristyl ether, PEG 1000 palmityl ether, and (b) to three stearyl surfactant derivatives, O PEG 900 stearyl ether, X PEG 1400 stearyl ether and PEG 2000 stearyl ether. In both (a) and (b) ionic strength is 0.083, temperature 20.0 0.1° C and borate buffer pH 10.(X) 0.02 used. Redrawn from Lippold et al [137], by permission.

Benzyl-1,2-0-cyclohexylidene-a-D-glucoforanose in dry ether added to an ethereal soln. of LiAlH4, refluxed 0.5 hr., hexyl methyl ketone added, and refluxing continued 2 hrs. ( + )-octan-2-ol. Y 83%. - All the alcohols obtained... 

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