On the polymorphism of dicarboxylic acids: I pimelic acid

被引:11
作者
Burger, A
Henck, JO
Dunser, MN
机构
[1] Institut für Pharmakognosie, Universität Innsbruck, Josef-Moeller-Haus, A-6020 Innsbruck
关键词
pimelic acid; thermal analysis; polymorphism; energy/temperature-diagram; alkanedioic acid;
D O I
10.1007/BF01245785
中图分类号
O65 [分析化学];
学科分类号
070302 ; 081704 ;
摘要
The results of solid-state analytical studies on pimelic acid demonstrate that the compound occurs in three polymorphic modifications. The modifications have been characterized by means of thermal analysis (video-supported thermomicroscopy, DSC, TGA), temperature-controlled FTIR microscopy and X-ray powder diffractometry, FT Raman and C-13 NMR spectroscopy, as well as pycnometry. The thermodynamic relationships are illustrated in a semi-schematic energy/temperature-diagram, which gives information about the relative stabilities and physical properties of the three modifications. Mod. III (commercial product, density 1.315 g cm(-3)) is the thermodynamically stable form between absolute zero and nearly 57 degrees C (transition point with mod. II 55 to 59 degrees C). Mod. II (density 1.276 g cm(-3)) is thermodynamically metastable in ambient conditions, but resistant. The transition point of mod. II with I (m.p. 105 degrees C) was determined to be 97.0 to 97.6 degrees C.
引用
收藏
页码:247 / 257
页数:11
相关论文
共 8 条
[1]  
BURGER A, 1979, MIKROCHIM ACTA, V2, P273
[2]   POLYMORPHISM OF PHARMACEUTICALS AND OTHER MOLECULAR-CRYSTALS .1. THEORY OF THERMODYNAMIC RULES [J].
BURGER, A ;
RAMBERGER, R .
MIKROCHIMICA ACTA, 1979, 2 (3-4) :259-271
[3]   THERMODYNAMIC PROPERTIES OF ORGANIC COMPOUNDS .1. DSC STUDY OF PHASE-TRANSITIONS IN ALIPHATIC DICARBOXYLIC-ACIDS [J].
CINGOLANI, A ;
BERCHIESI, G .
JOURNAL OF THERMAL ANALYSIS AND CALORIMETRY, 1974, 6 (1-2) :87-90
[4]   VIBRATIONAL AND STRUCTURAL-ANALYSIS OF A SATURATED ALIPHATIC SERIES .9. VIBRATIONAL-SPECTRA OF PIMELIC ACID AND ALKALI SALTS IN AQUEOUS-SOLUTION [J].
DELARBRE, JL ;
FABREGUE, E ;
MAURY, L ;
BARDET, L .
JOURNAL OF RAMAN SPECTROSCOPY, 1989, 20 (01) :41-48
[5]  
Griesser U. J., 1993, SCI PHARM, V61, P133
[6]   THE CRYSTAL STRUCTURE OF ALPHA-PIMELIC ACID [J].
KAY, MI ;
KATZ, L .
ACTA CRYSTALLOGRAPHICA, 1958, 11 (04) :289-294
[7]  
la Tour FD, 1935, CR HEBD ACAD SCI, V201, P479
[8]  
RAO CNR, 1982, CROAT CHEM ACTA, V57, P259