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Showing papers on "Ether published in 1970"


Journal ArticleDOI
TL;DR: It was shown that dihydroxyacetone phosphate is the obligate precursor of glyceryl ethers in this system by inhibiting the isomerase with 1-hydroxy-3-chloro-2-propanone phosphate, suggesting that O-alkyl glycerolipids are synthesized by the well known cytidine pathway.

91 citations


Journal ArticleDOI
TL;DR: In this article, the rate constants for attack of various ketones from the axial and from the equatorial side were computed by reducing the ketones in pairs and analyzing the alcohol mixtures thus obtained.

90 citations


Journal ArticleDOI
TL;DR: Amine oxides, azoxybenzenes, and nitrones are deoxygenated in good yields by iron pentacarbonyl in hot butyl ether.
Abstract: Amine oxides, azoxybenzenes, and nitrones are deoxygenated in good yields by iron pentacarbonyl in hot butyl ether. Substituted nitro- and nitrosobenzenes are reduced under these conditions to azo ...

89 citations



Journal ArticleDOI
TL;DR: The data show that the oxygen of 18O-labeled hexadecanol is incorporated into O-alkyl lipids in vitro and in vivo, and the experiment in vivo with Ehrlich ascites cells revealed that theoxy of the O-alks-1-enyl bond originates from the fatty alcohol.

66 citations


Journal ArticleDOI
TL;DR: The major distribution of radioactivity was found in the acyl, alkyl, and alk-l-enyl moieties of phosphatidyl choline and glyceryl ether diesters as discussed by the authors.

65 citations



Journal ArticleDOI
01 Mar 1970-Lipids
TL;DR: The data showing that long chain fatty alcohols occur in vivo support the biological significance of the metabolic pathway that uses fattycohols as a substrate for the alkyl chain in glyceryl ether biosynthesis.
Abstract: Small quantities of long chain fatty alcohols (esterified or free or both) were found in four normal tissues (about 0.01% of total neutral lipids) and three neoplasms (about 0.3% of total neutral lipids). The major chain lengths (16∶0, 18∶0 and 18∶1) of the fatty alcohols in both normal and neoplastic cells qualitatively resemble the O-alkyl chain lengths of glyceryl ethers. Our data showing that long chain fatty alcohols occur in vivo support the biological significance of the metabolic pathway that uses fatty alcohols as a substrate for the alkyl chain in glyceryl ether biosynthesis.

57 citations


Journal ArticleDOI
TL;DR: In this paper, the 13C NMR spectra of alkyl vinyl ethers were investigated at 22.5°C with neat liquid at 15.09 MHz, and it was concluded that the contribution of the resonance form, \barCH2−CH=\overset+O−R, in the ether decreases in the order of the increasing electron-repelling power of the alkyls group.
Abstract: The 13C NMR spectra of alkyl vinyl ethers were investigated at 22.5°C with neat liquid at 15.09 MHz. When the alkyl group of the ether becomes more electron-donating, the chemical shift of the α-carbon of the vinyl group shifts to a higher field, and that of the β-carbon, to a lower field. From these results, it was concluded that the contribution of the resonance form, \barCH2–CH=\overset+O–R, in the ether decreases in the order of the increasing electron-repelling power of the alkyl group. Good correlations were obtained between the chemical shifts of the vinyl group and the reactivity of vinyl ether in the cationic reaction. When the ether becomes more reactive, the chemical shift of the α-carbon shifts to a higher field, and that of the β-carbon to a lower field. This fact clearly shows that the attack of the proton on the β-carbon is not the rate determining step in the cationic reaction of the vinyl group. Linear relations were obtained between the chemical shifts of β-methylene protons and of β-car...

54 citations


Journal ArticleDOI
TL;DR: In this paper, the crystal structures of sodium bromide with a 6-oxygen cyclic ether, sodium iodide and potassium iodide were reported, and the first two were co-coordinated by additional entities but the 10oxygen compound encloses the potassium completely.
Abstract: The crystal structures are reported of sodium bromide with a 6-oxygen cyclic ether, sodium iodide with a 5-oxygen cyclic ether, and potassium iodide with a 10-oxygen ether; in the first two the cation is co-ordinated by additional entities but the 10-oxygen compound encloses the potassium completely

46 citations


Patent
30 Dec 1970
TL;DR: In this paper, the authors described a hybrid blending of the polysulfone with the deterministic deterministic additive additive mixture of the OLIGOMER SULFONE ETHER DIAMINE POLYAMIDE/IMIDES.
Abstract: THE MECHANICAL BLENDING OF POLYSULFONES WITH OLIGOMER SULFONE ETHER DIAMINE POLYAMIDE-IMIDES AFFORDS POLYBLENDS HAVING ENVIRONMENTAL STRESS AGING CHARACTERISTICS GREATER THAN THOSE OF THE POLYSULFONES AND IMPROVED PROCESSABILITY OVER THAT OF THE OLIGOMER SULFONE ETHER DIAMINE POLYAMIDE/IMIDES.

Journal ArticleDOI
TL;DR: A three-dimensional X-ray crystal structure analysis has been carried out on a complex formed from 2,3,11,12-dibenzo-1,4,7,10,13,16-hexaoxocyclo-octadeca-2,11-diene and rubidium sodium isothiocyanate and the chemical formula [(Rb0·55, Na0·45)NCS(C20H24O6)] established as discussed by the authors.
Abstract: A three-dimensional X-ray crystal structure analysis has been carried out on a complex formed from 2,3,11,12-dibenzo-1,4,7,10,13,16-hexaoxocyclo-octadeca-2,11-diene (known as ‘dibenzo-18-crown-6’) and rubidium sodium isothiocyanate and the chemical formula [(Rb0·55, Na0·45)NCS(C20H24O6)] established. The crystal also contains uncomplexed molecules of dibenzo-18-crown-6 which have the same bond lengths and angles as, but a different conformation from, the complexed molecules. There are four molecules of complex and two centro-symmetrical molecules of uncomplexed ether in a monoclinic unit cell having a= 19·322, b= 12·948, c= 13·001 A, β= 105·78°, and space group P21/a. The structure was solved by direct methods, followed by Fourier and difference Fourier syntheses. All the atoms including hydrogen have been located; full-matrix refinement converged with R 0·116.The six oxygen atoms of the complexed ether are coplanar and equidistant from the metal atom, with Rb–O(mean) 2·91 and Na–O(mean) 2·80 A. A hexagonal pyramid about the rubidium is completed by the nitrogen of the isothiocyanate (Rb-N 2·91 A) but the sodium is not in contact with the anion (Na-N 3·32 A).

Journal ArticleDOI
TL;DR: In this article, the infrared and Raman spectra between 3000 and 500 cm −1 have been assigned for eight isotopic species of methyl ethyl ether and two conformers are observed at room temperature; the more stable conformer, trans, is the only one left at 80°K.

Patent
08 Sep 1970
TL;DR: In this paper, the authors proposed the addition of a small but effective amount of one or more companies from PYRAZINE SULFURUR COMPOUNDS, PYRADINE SulFUR-UR-COMMAND, FURAN SUL-FURFUR COMPOUND, PHENOL AND PHENLENOL ETHER COMPOUND.
Abstract: ENHANCEMENT OF COFFEE FLAVOR IN A SOLUBLE COFFEE COMPOSITION IS ACHIEVED BY ADDITION OF A SMALL BUT EFFECTIVE AMOUNT OF ONE OR MORE COMPOUNDS TAKEN FROM PYRAZINE SULFUR COMPOUNDS, PYRADINE SULFUR COMPOUNDS, FURAN SULFUR COMPOUNDS, PHENOL AND PHENOL ETHER COMPOUNDS, AND FURAN ETHER COMPOUNDS.

Patent
28 Dec 1970
TL;DR: Bisphenol-A-bis (2,3-dimethacrylatopropyl ether) and the adduct of methacrylic acid and triglycidyl ether of trihydroxy biphenyl are utilized as binders for dental restorative compositions as discussed by the authors.
Abstract: Bisphenol-A-bis(2,3-dimethacrylatopropyl ether) and the adduct of methacrylic acid and triglycidyl ether of trihydroxy biphenyl are utilized as binders for dental restorative compositions.



Journal ArticleDOI
TL;DR: In this article, C-and O-D-glucopyranosides were treated with diazomethane in methanol or in methenol-dimethylformamide mixture to give a mixture of methyl ethers, in which 3-methyl ether is the major.
Abstract: On treatment of some C-and O-D-glucopyranosides with diazomethane in methanol or in methanol-dimethylformamide mixture, a partial methylation of the sugar moiety took place, though to a slight extent, to give a mixture of methyl ethers, in which 3-methyl ether is the major. The reaction is much favored in the presence of a small amount of stannous chloride. A O-α-D-glucopyranoside gave almost exclusively the corresponding 3-methyl ether of the glucose residue, while the β-anomer provided, beside 3-methyl ether, 2, 3-dimethyl ether nearly in equal amount. The benzylidene derivatives of O-α-and β-D-glucosides gave also the corresponding 3-methyl ether but 2, 3-dimethyl ether was formed only in trace and, instead, 2-methyl ether was provided.

Journal ArticleDOI
TL;DR: In this article, the reaction of β-resacetophenone with 2-methyl-but-3-en-2-ol in the presence of boron trifluoride-etherate at room temperature is found to yield a mixture of three separable 5-C-prenyl-(40%), 3-Cptenyl-(25%) and 3,5-di-C-, 3-Prenyl-, 15%) resacetophenones.

Journal ArticleDOI
TL;DR: In this article, it was shown that the fragmentations probably occur directly from the [CH3OCHCH3]+ structure through four centred rearrangements rather than through the intermediacy of the [C2H5OCH2]+ ion.
Abstract: The [CH3OCHCH3]+ ions observed in the mass spectra of ethers of formula CH3OCH (CH3)R(R = H or alkyl) undergo two rearrangement fragmentation reactions to form [C2H5]+ and [CH2OH]+. The scope of the rearrangements has been investigated and it is shown that enlargement of the alkyl group on either side of the ether linkage leads to alternative fragmentation routes. From a study of metastable intensities it is concluded that the fragmentations probably occur directly from the [CH3OCHCH3]+ structure through four centred rearrangements rather than through the intermediacy of the [C2H5OCH2]+ ion.

Journal ArticleDOI
TL;DR: In this paper, the authors derived the incremental energy of Porapak T and very polar PORAPAK Q and showed that they exhibit strong interaction with the oxygen atom in alcohols, ethers and ketones.

Journal ArticleDOI
TL;DR: In this article, the propagation and termination rate constants for autoxidation of cyclic and acylic ethers have been measured for benzyl phenyl ether, benzyl t-butyl ether and isopropyl ether.
Abstract: : Propagation and termination rate constants have been measured for autoxidation of benzyl phenyl ether, benzyl t-butyl ether, isopropyl ether, and benzyl ether In the case of isopropyl ether and benzyl ether, estimates have been made of inter- and intramolecular propagation rate constants Reactivities of acyclic ethers towards the t-butylperoxy radical have been determined Rate constants for autoxidation of cyclic and acylic ethers have been summarized and compared (Author)

Journal ArticleDOI
TL;DR: In this article, a new isomer of the tetranuclear dihydride (α-)H2Ru4(CO)13 has been identified, with bands appearing at 1248 ± 2 cm−1 in the i.m. I.r., n.r.
Abstract: Dodecacarbonyltriruthenium reacts with refluxing di-n-butyl ether to produce α-H4Ru4(CO)12, Ru6C(CO)17, and a new isomer of the tetranuclear dihydride (α-)H2Ru4(CO)13. Bands appearing at 1248 ± 2 cm.–1 in the i.r. spectrum of α- H4Ru4(CO)12 and at 902 ± cm.–1 in the spectrum of α-D4Ru4(CO)12 are assigned to the vibrations ν(Ru–H–Ru) and ν(Ru–D–Ru) respectively. I.r., n.m.r., and mass spectroscopic data indicate that two forms (α and β) of H2Ru4(CO)13 exist. The reaction of Ru6C(CO)17 with donor ligands, L (L = Ph3P, (C6H4F)3P, or Ph3As) have been examined and the monosubstituted complexes Ru6C(CO)16·L have been characterised.

Journal ArticleDOI
TL;DR: On incubation with selected micro-organisms mycophenolic acid (1) has been found to undergo one or more of the following transformations: oxygenation of the 4-methyl group giving an alcohol (5) and an aldehyde (6), and lactonisation giving a δ-lactone (31), loss of the double bond and oxidation at C-4′, giving a β-hydroxy-acid (18), a methyl ketone (14), a carboxylic acid (10), and, by further hydroxylation, a
Abstract: On incubation with selected micro-organisms mycophenolic acid (1) has been found to undergo one or more of the following transformations: (a) oxygenation of the 4-methyl group giving an alcohol (5) and an aldehyde (6), (b) oxygenation of the 3′-methyl group and lactonisation giving a δ-lactone (31), (c) oxidation at C-3 giving a lactol (3), (d) loss of the double bond and oxidation at C-4′, giving a β-hydroxy-acid (18), a methyl ketone (14), a carboxylic acid (10), and, by further hydroxylation, a lactol (11), a benzyl alcohol (12), and a dihydrobenzofuran (29), (e) oxygenation of the double bond giving a hydroxy-lactone (21), (f) oxygenation and cyclisation of the terpenoid substituent giving dihydrobenzofurans (26) and (28), (g) oxidative cyclisation of the terpenoid substituent giving a chromen (30), and (h) combination of the carboxy-group with the amino-groups of glycine and alanine giving amides (15) and (16). Lactones (20) and (22) and diphenylmethane (32) were also obtained from mycophenolic acid fermentations but these compounds may have been artefacts generated during work-up. Fermentations of mycophenolic acid methyl ether (2) and of compound (9) gave the benzyl alcohols (7) and (5) respectively, and fermentations of dihydromycophenolic acid gave compounds (10), (11), and (29). The structures of the fermentation products have been established by spectroscopic methods and most of the compounds have been chemically related to mycophenolic acid. The biogenesis of the fermentation products is discussed and some preparations of cyclic ethers from mycophenolic acid derivatives are described.

Journal ArticleDOI
TL;DR: In this article, the major constituents of the phenolic fraction of the ether extract of the wood of Grevillea striata R.Br. were deduced by chemical degradation and spectroscopic methods.
Abstract: Attempts to separate the major constituents of the phenolic fraction of the ether extract of the wood of Grevillea striata R.Br. were unsuccessful, but by chemical degradation and spectroscopic methods the structures of four of the components were deduced. They were mono- and di-methyl ethers of 17,19,22,24- tetrahydroxy(l4-p-0-o)cyclophane with a double bond at either of two positions in the aliphatic chain. The new ring system was given the trivial name "turriane". Evidence that a fifth and a sixth component were derivatives with a saturated chain, and a seventh was a derivative of a double homologue of turriane, was obtained. Synthetic experiments connected with the structure determination, and on the synthesis of tetrahydroxyturriane are described. Possible biogenetic routes to striatol and the cyclophanes are discussed.

Journal ArticleDOI
TL;DR: In this paper, the mass spectral properties of several alkoxycyclohexanol trimethylsilyl derivatives and bifunctionalized cyclohexanes have been investigated using deuterium labeling.
Abstract: In view of the current interest in the electron-impact induced rearrangements of both trimethylsilyl derivatives and bifunctionalized cyclohexanes, the mass spectral properties of several alkoxycyclohexanol trimethylsilyl ethers and alkoxycyclohexyl trimethylsilanes have been investigated. Using deuterium labeling, the basic fragmentation modes incurred upon electron-impact of ethanol trimethylsilyl ether were elucidated. The major peaks in the spectrum of this simple ether occur also in those of the title compounds, the latter fragments having been formed by interaction of the two functional groups. Thus the initial rearrangement ion of mass 103 (e) from electron bombardment of 4-ethoxycyclohexanol trimethylsilyl ether and 2-ethoxycyclohexyl trimethylsilane corresponds to the [M CH3] ion from ethanol trimethylsilyl ether. Its further fragmentation has been studied using high resolution and metastable ion measurements, and the scope of the interaction between the alkoxy and trimethylsilyl groups, when silicon is attached both to oxygen and to carbon, has been determined. In addition, the origin of every ‘characteristic’ fragment ion has been elucidated on the basis of each corresponding peak in the spectra of several derivatives labeled specifically with deuterium. Peaks derived from initial ionization of both functionalities in each compound have been observed, although the majority of ions in the spectra of both series seem to be directed by fragmentations associated with the trimethylsilyl ether moiety.

Journal ArticleDOI
TL;DR: The glyceryl ether diesters were identified in Harderian gland tumor of mice by means of thin-layer chromatography, infrared spectrometry, and other chemical methods as discussed by the authors.

Journal ArticleDOI
TL;DR: Total and specific radioactivities strongly suggest a product-precursor relationship between the alkyl and alk-1-enyl glyceryl ethers, as earlier data suggested.

Journal ArticleDOI
TL;DR: Tetrabenzyltitane is prepared by reaction of TiCl4 on dibenzylmagnesium in pentane or hexane at − 20° in the presence of a small amount of ether.
Abstract: Tetrabenzyltitane is prepared by reaction of TiCl4 on dibenzylmagnesium in pentane or hexane at – 20° in the presence of a small amount of ether.