Conversion of 2,4-dihydroxybenzaldehyde to 2-benzoyloxy-4-hydroxybenzaldehyde and structural characterization of both precursor and product

被引:7
|
作者
Hu, ZY
Hardie, MJ
Burckel, P
Pinkerton, AA [1 ]
Erhardt, PW
机构
[1] Univ Toledo, Ctr Drug Design & Dev, Toledo, OH 43066 USA
[2] Univ Toledo, Dept Chem, Toledo, OH 43606 USA
关键词
2-benzoyloxy-4-hydroxybenzaldehyde; 2,4-dihydroxybenzaldehyde; hydrogen bonding; x-ray structure;
D O I
10.1023/A:1009570027191
中图分类号
O7 [晶体学];
学科分类号
0702 ; 070205 ; 0703 ; 080501 ;
摘要
2,4-Dihydroxybenzaldehyde can be acylated at the 2 position if the more reactive 4 position is first protected as the methylmethoxy ether. Deprotection permits isolation of 2-benzoyloxy-4-hydroxybenzaldehyde. 2,4-Dihydroxybenzaldehyde, C7H6O3, crystallizes in P2(1)/c, with a = 7.3762(6), b = 11.7455(9), c = 7.3149(6) Angstrom, beta = 90.533(2)degrees, Z = 4, and D-X = 1.448 g cm(-3). The individual molecules are characterized by an intramolecular hydrogen bond. The molecules form sheets with additional intermolecular hydrogen bonds. 2-Benzoyloxy-4-hydroxybenzaldehyde, C14H10O2, crystallizes in Pca2(1), with a = 24.2629(14), b = 3.8445(2), c = 12.3727(8) Angstrom, Z = 4, and D-X = 1.394 g cm(-3). The molecules consist of two planar halves twisted by 51.63(5)degrees about the ester linkage. Intermolecular hydrogen bonding joins the molecules into ribbons approximately parallel to c.
引用
收藏
页码:185 / 191
页数:7
相关论文
共 50 条
  • [41] KINETICS OF CONVERSION OF [IR4(CO)11(PPH2AUPPH3)] INTO [IR4(CO)10(MU-PPH2)(MU-AUPPH3)] AND THEIR STRUCTURAL CHARACTERIZATION
    LIVOTTO, FS
    VARGAS, MD
    BRAGA, D
    GREPIONI, F
    JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1992, (04): : 577 - 584
  • [42] Synthesis and Structural Characterization of a Two-Dimensional Magnesium Acetate, Mg7(OH)2(OAc)12(H2O)4•4H2O, a Precursor to Three-Dimensional Porous Magnesium Acetate
    Shi, Qi
    Guan, Youjun
    Wang, Fei
    Yang, Jiangfeng
    Li, Libo
    Li, Jinping
    Dong, Jinxiang
    Shi, Fa-Nian
    EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, 2016, (20) : 3299 - 3304
  • [43] Synthesis and structural characterization of perovskite YFeO3 by thermal decomposition of a cyano complex precursor, Y[Fe(CN)6]•4H2O
    Gil, Diego M.
    Carolina Navarro, M.
    Cristina Lagarrigue, M.
    Guimpel, J.
    Carbonio, Raul E.
    Ines Gomez, M.
    JOURNAL OF THERMAL ANALYSIS AND CALORIMETRY, 2011, 103 (03) : 889 - 896
  • [44] Structural and magnetic characterization of MnxZn1-xFe2O4 (x=0.2; 0.35; 0.65; 0.8; 1.0) ferrites obtained by the citrate precursor method
    Gimenes, R.
    Baldissera, M. R.
    da Silva, M. R. A.
    da Silveira, C. A.
    Soares, D. A. W.
    Perazolli, L. A.
    da Silva, M. R.
    Zaghete, M. A.
    CERAMICS INTERNATIONAL, 2012, 38 (01) : 741 - 746
  • [45] Synthesis and structural characterization of perovskite YFeO3 by thermal decomposition of a cyano complex precursor, Y[Fe(CN)6]·4H2O
    Diego M. Gil
    M. Carolina Navarro
    M. Cristina Lagarrigue
    J. Guimpel
    Raúl E. Carbonio
    M. Inés Gómez
    Journal of Thermal Analysis and Calorimetry, 2011, 103 : 889 - 896
  • [46] SYNTHESIS AND STRUCTURAL CHARACTERIZATION OF [MO4O10(OME)4CL2]2- AND ITS USE AS A SYNTHETIC PRECURSOR IN THE PREPARATION OF A NOVEL POLYOXOMOLYBDATE INCORPORATING MO(V)-THIOLATE UNITS, [MO10O28(SCH2CH2O)2(HOCH3)2]4-
    LIU, S
    NICHOLSON, T
    SUN, X
    ZUBIETA, J
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1988, 195 : 53 - INOR
  • [47] Substitution of the chloro ligands in cis-[CoCl2(2-C5H4N-CO2Pri)2]:: structural characterization of four mononuclear products showing both cis and trans configurations at Co(II)
    March, R
    Clegg, W
    Coxall, RA
    González-Duarte, P
    INORGANICA CHIMICA ACTA, 2003, 346 : 87 - 94
  • [48] SYNTHESIS AND STRUCTURAL CHARACTERIZATION OF A BINUCLEAR MO(V)-OXO COMPLEX WHICH CONTAINS BOTH THIOLATE AND TERTIARY PHOSPHINE-LIGANDS, [MO2O4(2,4,6-I-PR3C6H2S)2(PPH3)2]
    BLOWER, PT
    DILWORTH, JR
    INORGANICA CHIMICA ACTA, 1991, 179 (02) : 203 - 208
  • [49] SYNTHESIS OF A BINUCLEATING TETRATERTIARY PHOSPHINE LIGAND SYSTEM AND THE STRUCTURAL CHARACTERIZATION OF BOTH MESO AND RACEMIC DIASTEREOMERS OF NI2CL4(ELTTP)(ELTTP(ET2PCH2CH2)(PH)PCH2P(PH)(CH2CH2PET2)
    LANEMAN, SA
    FRONCZEK, FR
    STANLEY, GG
    INORGANIC CHEMISTRY, 1989, 28 (10) : 1872 - 1878
  • [50] STRUCTURAL AND MAGNETIC CHARACTERIZATION OF ALPHA-2,4-HEXADIYNE-1,6-DIYL AND BETA-2,4-HEXADIYNE-1,6-DIYL BIS(2,2,5,5-TETRAMETHYL-1-OXYL-3-PYRROLINE-3-CARBOXYLATE) AND ITS THERMAL-DEGRADATION PRODUCT
    WILEY, DW
    CALABRESE, JC
    MILLER, JS
    JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1989, (20) : 1523 - 1526