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  • Organic Chemistry  (2)
  • polymorph  (2)
  • 1,1-bis(2,4-dimethylphenyl)-2-butyn-1-ol  (1)
  • 1
    Digitale Medien
    Digitale Medien
    Studies on hydroxy inclusion complexes. I. Host-guest interaction of the molecular complexes of 9-hydroxy-9-(1-propynyl) fluorene and 1,1-Bis (2,4-dimethylphenyl)-2-butyn-1-ol with water, methanol, ethanol, andn-propanol (1987)
    Springer
    Journal of inclusion phenomena and macrocyclic chemistry 5 (1987), S. 567-579 
    Details
    ISSN: 1573-1111
    Schlagwort(e): 9-hydroxy-9-(1-propynyl)fluorene ; 1,1-bis(2,4-dimethylphenyl)-2-butyn-1-ol ; water, methanol ; ethanol,n-propanol ; molecular inclusion ; nonbonded interaction ; relative stability
    Quelle: Springer Online Journal Archives 1860-2000
    Thema: Chemie und Pharmazie
    Notizen: Abstract Molecular inclusion by hydroxy host systems (9-hydroxy-9-(1-propynyl)fluorene+guest and 1,1-bis(2,4-dimethylphenyl)-2-butyn-1-ol+guest) has been investigated by using an empirical potential function. Water, methanol, ethanol, andn-propanol have been employed as guest molecules and their relative stabilities are considered. Alcohol is found to be more suitable than water as a guest molecule in the two tested host molecules. It is also found that the nonbonded interaction is the most important factor in determining the relative stabilities of hydroxy host systems.
    Materialart: Digitale Medien
    URL: http://dx.doi.org/10.1007/BF00662996
    Standort Signatur Erwartet Verfügbarkeit
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  • 2
    Digitale Medien
    Digitale Medien
    Solvent effect on the inclusion of 2-acetylnaphthalene by 1,1-di(p-hydroxyphenyl)cyclohexane (1993)
    Springer
    Journal of inclusion phenomena and macrocyclic chemistry 15 (1993), S. 27-36 
    Details
    ISSN: 1573-1111
    Schlagwort(e): Crystallization ; nucleation ; crystal growth ; polymorph ; molecular complex ; transformation ; solvent effect
    Quelle: Springer Online Journal Archives 1860-2000
    Thema: Chemie und Pharmazie
    Notizen: Abstract The effect of the solvents acetone (AT), dimethylsulfoxide (DMSO) and methylcellosolve (MCS) on the inclusion of 2-acetylnaphthalene (2-AN) in the host, 1,1-di(p-hydroxyphenyl)cyclohexane (DHC) has been investigated. Each solvent molecule is included in DHC in a molar ratio of 1.0, when DHC is crystallized from the solvents. The evaporation rate of these solvents from the host lattice decreases in the order AT, MCS and DMSO. The order agrees well with the interaction strength between the host and solvent molecule, which was measured by DSC and IR. 2-AN cannot be included in the crystals by crystallization from MCS and DMSO solutions. However, in AT solution both AT and 2-AN are included competitively and the morphology of the crystals is different from that obtained in pure solution. The amount of 2-AN in the crystals increases continuously with its concentration in solution. This behavior indicates that AT is replaced by 2-AN and the solid solution of the molecular complex is formed. The solid solution is a metastable form and the solution-mediated tranformation to the stable form (which includes only AT) was observed.
    Materialart: Digitale Medien
    URL: http://dx.doi.org/10.1007/BF00706471
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  • 3
    Digitale Medien
    Digitale Medien
    Precipitation behavior of 1,1,Di-(p-hydroxyphenyl)-cyclohexane clathrate crystals from acetone solutions containingd-limonene (1991)
    Springer
    Journal of inclusion phenomena and macrocyclic chemistry 10 (1991), S. 305-312 
    Details
    ISSN: 1573-1111
    Schlagwort(e): Crystallization ; adductive crystallization ; nucleation ; crystal growth ; polymorph ; transformation ; release rate ; perfume
    Quelle: Springer Online Journal Archives 1860-2000
    Thema: Chemie und Pharmazie
    Notizen: Abstract The precipitation behavior of 1,1-di(p-hydroxyphenyl)cyclohexane (DHC) from acetone solutions containing d-Limonene (1-methyl-4(I-methylethenyl)cyclohexene) was studied. From the pure acetone solution or the solutions containing a small amount of d-Limonene crystals (B) precipitated, which clathrate only acetone with a guest/host (G/H) molar ratio of 1.0. However, when thed-Limonene concentration is increased to more than ca. 2 mol/L, crystals (A) precipitated which had a different habit from the B crystals. In the A crystalsd-Limonene is clathrated together with a large amount of acetone and the G/H value ofd-Limonene increases with the concentration in the solution up to the maximum value of 0.2. As the diffraction patterns of the A and B crystals are similar, it is assumed that a part of the acetone molecules in the B crystals are replaced byd-Limonene molecules. The acetone in the A crystals escapes rapidly, but thed-Limonene remains for a long time. This may indicate that the large molecule ofd-Limonene cannot diffuse rapidly within the host lattice owing to three-dimensional hindrance. It was clear that the solubility of the A crystals is higher than that of the B crystals and the transformation from the'metastable A to the stable B crystals proceeds during the crystallization of A crystals.
    Materialart: Digitale Medien
    URL: http://dx.doi.org/10.1007/BF01133316
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  • 4
    Digitale Medien
    Digitale Medien
    Ideal enantiomeric resolution by recrystallization of a racemic compound (part 4): Relationship between enantiomeric resolution phenomenon and crystal properties (1997)
    New York, NY [u.a.] : Wiley-Blackwell
    Chirality 9 (1997), S. 220-224 
    Details
    ISSN: 0899-0042
    Schlagwort(e): racemic compound crystal ; mixed crystal of (+) and (-) enantiomers ; enantiomeric enrichment in solution ; reversal of chirality ; X-ray powder diffraction ; chiral sulfonium sulfonate ; Chemistry ; Organic Chemistry
    Quelle: Wiley InterScience Backfile Collection 1832-2000
    Thema: Chemie und Pharmazie
    Notizen: A new example of a racemate showing unusual enantiomeric resolution phenomenon, in which simple recrystallization of the racemate leads to remarkable enantiomeric enrichment of either enantiomer up to 100% ee in the mother liquor, has been found. This compound is (±)-[2-[4-(3-ethoxy-2-hydroxypropoxy)phenylcarbamoyl]-ethyl]dimethylsulfonium p-nitrobenzenesulfonate [EtOCH2CH(OH)CH2OC6H4NHCOCH2CH2SMe2+O2NC6H4SO3-] [(±)-SN]. By repeating recrystallization of (±)-SN and the resulting deposited crystals successively and collecting the resulting enantiomerically enriched mother liquors with the same chirality sense, highly efficient enantiomeric resolution of the racemate into its separate enantiomers has been accomplished. The relationship between the occurrence of this enantiomeric resolution phenomenon and the crystal properties has been investigated with respect to SN and its aryl- and alkylsulfonate derivatives. The mode of enantiomeric resolution of (±)-SN was similar to that of para-substituted benzenesulfonate derivatives (±)-ST (4-MeC6H4SO3-) and (±)-SC (4-ClC6H4SO3-) previously reported, whereas the unsubstituted derivative (±)-SB (C6H5SO3-) and alkysulfonate derivatives (±)-SO (n-C8H17SO3-) and (±)-SM (CH3SO3-) did not show such an enantiomeric resolution phenomenon. The crystalline form of the former racemates that underwent the enantiomeric resolution was racemic compounds, while the latter were mixed crystals (solid solutions) composed of the respective optical antipodes. Chirality 9:220-224, 1997. © 1997 Wiley-Liss, Inc.
    Zusätzliches Material: 2 Ill.
    Materialart: Digitale Medien
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  • 5
    Digitale Medien
    Digitale Medien
    Atomic force microscopy and Solid-State rearrangement of benzopinacol (1995)
    Chichester : Wiley-Blackwell
    Journal of Physical Organic Chemistry 8 (1995), S. 545-551 
    Details
    ISSN: 0894-3230
    Schlagwort(e): Organic Chemistry ; Physical Chemistry
    Quelle: Wiley InterScience Backfile Collection 1832-2000
    Thema: Chemie und Pharmazie , Physik
    Notizen: The solid-solid chemical reaction of benzopinacol (1) with p-toluenesulphonic acid monohydrate (2) to give a quantitatively proton-catalysed pinacol rearrangement with formation of triphenylacetophenone (3) in the absence of a solvent was studied preparatively and mechanistically using atomic force microscopy (AFM) measurements and known crystal structure data. The reaction rate is dramatically enhanced if the water of reaction is continuously removed. AFM reveals that no reaction occurs on (001) of 1 whereas (100) exhibits distance dependent craters and volcano-like mounds over areas extending to 1·5 mm from the contact edge of the crystals with 1 undergoing phase rebuilding while reacting. A mechanism resembling the formation of membrane potentials is seen for the first time in crystals. Thus it appears that catalytic protons migrate without their counterions from one molecular compartment to the next by proton consumption at its inside and proton liberation at its outside, which is the inside of the next compartment. The uppermost molecular layer determines reactivity or non-reactivity. On (001) of 1 the hydroxyl groups occur with their hydrogens up. Hence no AFM features are found and crystals of 2 do not become adhered to 1. However, on (100) the hydroxyl hydrogens point down (free electron pair up). Protonation is possible, chemical reaction is indicated by the formation of the AFM features and crystals of 2 adhere firmly to the surface of 1 after reaction.
    Zusätzliches Material: 5 Ill.
    Materialart: Digitale Medien
    URL: http://dx.doi.org/10.1002/poc.610080805
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