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Volumn 39, Issue 5, 2000, Pages 918-922

The melting point alternation in α,ω-alkanediols and α,ω- alkanediamines: Interplay between hydrogen bonding and hydrophobic interactions

Author keywords

Alkanes; Hydrogen bonds; Hydrophobic interactions; Melting point alternation; Structure property relationships

Indexed keywords

ALKANE DERIVATIVE; ALKANEDIOL DERIVATIVE;

EID: 0034599007     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/(SICI)1521-3773(20000303)39:5<918::AID-ANIE918>3.0.CO;2-E     Document Type: Article
Times cited : (143)

References (37)
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    • (Eds.: D. W. Jones, A. Katrusiak), Oxford University Press, Oxford
    • a) R. Boese, M. Nussbaumer in Organic Crystal Chemistry, Vol. 7 (Eds.: D. W. Jones, A. Katrusiak), Oxford University Press, Oxford, 1994, pp. 20-37;
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    • c) For further details, see: http://www. ohed-system.com.
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    • note
    • 3 (CCDC-132875). Crystallographic data (excluding structure factors) for the structures reported in this paper have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication nos. CCDC-132862 to CCDC-132874.
  • 22
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    • The crystal structures of some of the compounds studied here have been reported. The analyses were carried out at different temperatures and sometimes to lower accuracies: a) 1,2-ethanediol at 130 K: R. Boesc, H. C. Weiss, Acta Crystallogr. Sect. C 1998, 54, 24;
    • (1998) Acta Crystallogr. Sect. C , vol.54 , pp. 24
    • Boesc, R.1    Weiss, H.C.2
  • 24
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    • note
    • c) 1,9-nonanediol and 1,10-decanediol at 100 K: ref. [2g]:
  • 30
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    • note
    • The geometries of the O-H ⋯ O bonds are similar at the two ends of the molecules, which also holds for C4 and C6-diols where Z′ = 1.
  • 31
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    • note
    • This is further corroborated by the fact that the calculated packing fractions for even diols and even diamines are systematically higher than those for the corresponding odd members (Table 1) and exhibit an alternating trend similar to that of the melting points and densities.
  • 32
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    • note
    • 2 program. All calculations were performed as the snapshots of crystal structures. The overall result is the same even after the crystal structures were minimized.
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    • note
    • One of the C-O groups adopts a strained gauche conformation in odd diols in the solid state, which also contributes to the lowering of the melting points of odd diols.
  • 34
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    • Increased hydrophobicity does not alter the structural patterns in diols. Higher analogues of even and odd diols (a) 1,11-undecanediol: N. Nakamura, S. Setodoi, T. Ikeya, Acta. Crystallogr. Sect. C 1999, 55, 789;
    • (1999) Acta. Crystallogr. Sect. C , vol.55 , pp. 789
    • Nakamura, N.1    Setodoi, S.2    Ikeya, T.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.