Synthesis and Crystal Structure of 12-(2-Chlorophenyl)-7,11,13,16-tetraoxaspiro[5.2.5.2]cetane

被引:10
作者
Yuan, Lin [1 ]
Ou, Guangchuan [1 ]
Shi, Jianghua [1 ]
Zhang, Min [1 ]
Yuan, Xianyou [1 ]
机构
[1] Hunan Univ Sci & Engn, Dept Biol & Chem, Yongzhou 425199, Peoples R China
关键词
o-chlorobenzaldehyde; pentaerythriol; crystal structure; H-1; NMR;
D O I
10.6023/cjoc201303003
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
12-(2-Chlorophenyl)-7,11,13,16-tetraoxaspiro[5.2.5.2]cetane (2) was prepared by cyclohexanone and 5,5-bis(hydroxymethyl)-2-(2-chlorophenyl)-1,3-dioxane (1) which synthesized from the reaction of the o-chlorobenzaldehyde and pentaerythriol, or prepared by o-chlorobenzaldehyde and 9,9-bis(hydroxymethyl)-7,11-dioxaspiro[5,5]undecane (3) which synthesized from the reaction of the cyclohexanone and pentaerythriol. Compounds 1 and 2 were characterized by X-ray diffraction, elemental analysis, H-1 NMR. Single crystal X-ray diffraction analyses reveal that compound 1 belongs to monoclinic system with space group P2(1)/n with a=0.56768(15) nm, b=0.9807(3) nm, c=2.1785(6) nm, a=90 degrees, beta=90.204(4)degrees, gamma=90 degrees, V= 1.2128(5) nm(3), Z=4, D-c=1.417 Mg/m(3), mu=0.315 mm(-1), F(000)=544. Compound 2 also belongs to monoclinic system with space group C2/c with a=1.5894(5) nm, b=1.5704(4) nm, c=2.8369(9) nm, a=90 degrees, beta=101.103(5)degrees, gamma=90 degrees, V=6.948(4) nm(3), Z=16, D-c=1.296 Mg/m(3), mu=0.237 mm(-1), F(000)=2880.
引用
收藏
页码:1817 / 1821
页数:5
相关论文
共 19 条
[1]   Post surgical pain management with poly(ortho esters) [J].
Barr, J ;
Woodburn, KW ;
Ng, SY ;
Shen, HR ;
Heller, J .
ADVANCED DRUG DELIVERY REVIEWS, 2002, 54 (07) :1041-1048
[2]   pH-Responsive Biodegradable Micelles Based on Acid-Labile Polycarbonate Hydrophobe: Synthesis and Triggered Drug Release [J].
Chen, Wei ;
Meng, Fenghua ;
Li, Feng ;
Ji, Shun-Jun ;
Zhong, Zhiyuan .
BIOMACROMOLECULES, 2009, 10 (07) :1727-1735
[3]   Efficient Free-Radical Cyclopolymerization of Oriented Styrenic Difunctional Monomers [J].
Edizer, Seda ;
Veronesi, Barbara ;
Karahan, Ozlem ;
Aviyente, Viktorya ;
Degirmenci, Isa ;
Galbiati, Alessandro ;
Pasini, Dario .
MACROMOLECULES, 2009, 42 (06) :1860-1866
[4]   Utility and synthetic uses of Mannich reaction: An efficient route for synthesis of thiadiazino-[1,3,5][3,2-a]benzimidazoles [J].
El-Wareth, A ;
Sarhan, AO ;
Abdel-Hafez, SH ;
El-Sherief, H ;
Aboel-Fadl, T .
SYNTHETIC COMMUNICATIONS, 2006, 36 (08) :987-996
[5]   SYNTHESIS AND PROPERTIES OF AROMATIC POLYAMIDES AND POLYESTERS CONTAINING SPIROACETAL AND SILPHENYLENE UNITS [J].
KIM, KS ;
LEE, SM ;
RYU, KC ;
LEE, KS .
POLYMER BULLETIN, 1995, 35 (1-2) :57-63
[6]   Syntheses and application of polylactides [J].
Kricheldorf, HR .
CHEMOSPHERE, 2001, 43 (01) :49-54
[7]  
Lakshmi B., 1997, J CHEM SOC P1, V1, P1495
[8]  
Sheldrick G.M., 2004, SADABS, A Program for Absorption Corrections
[9]   Crystal X-ray diffraction guided NMR analysis of 3,9-diaryl-2,4,8,10-tetraoxaspiro[5.5]undecanes under differently shielding effect of terminal aromatic rings [J].
Sun, Xiaoqiang ;
Yu, Shu-Ling ;
Li, Zheng-Yi ;
Yang, Yang .
JOURNAL OF MOLECULAR STRUCTURE, 2010, 973 (1-3) :152-156
[10]  
Wang GW, 1996, INDIAN J CHEM B, V35, P583