Mechanically induced reactions in organic solids: liquid eutectics or solid-state processes?

被引:63
作者
Dolotko, Oleksandr [1 ]
Wiench, Jerzy W. [1 ]
Dennis, Kevin W.
Pecharsky, Vitalij K. [1 ,2 ]
Balema, Viktor P. [3 ]
机构
[1] Iowa State Univ, Ames Lab, US Dept Energy, Ames, IA 50011 USA
[2] Iowa State Univ, Dept Mat Sci & Engn, Ames, IA 50011 USA
[3] Sigma Aldrich Corp, Aldrich Mat Sci, Milwaukee, WI 53209 USA
关键词
FREE MECHANOCHEMICAL SYNTHESIS; OXIDATIVE COUPLING REACTION; BALL-MILLING CONDITIONS; SOLVENT-FREE SYNTHESIS; EFFICIENT; CONDENSATION; AZACHALCONES; CHALCONES; COMPLEXES; PHENOLS;
D O I
10.1039/b9nj00588a
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The solvent-free reaction between o-vanillin and p-toluidine was investigated using NMR, DSC and XRD analyses. At room temperature, o-vanillin and p-toluidine react in a liquid eutectic formed upon grinding, while below 10 degrees C the same materials appear to react without the formation of a liquid phase, which most likely remains hidden behind solid reactants and reaction products.
引用
收藏
页码:25 / 28
页数:4
相关论文
共 34 条
[1]  
Anastas P., 1998, GREEN CHEM THEORY PR
[2]   Solvent-free mechanochemical synthesis of phosphonium salts [J].
Balema, VP ;
Wiench, JW ;
Pruski, M ;
Pecharsky, VK .
CHEMICAL COMMUNICATIONS, 2002, (07) :724-725
[3]   Solvent-free mechanochemical synthesis of two Pt complexes:: cis-(Ph3P)2PtCl2 and cis-(Ph3P)2PtCO3 [J].
Balema, VP ;
Wiench, JW ;
Pruski, M ;
Pecharsky, VK .
CHEMICAL COMMUNICATIONS, 2002, (15) :1606-1607
[4]   Mechanically induced solid-state generation of phosphorus ylides and the solvent-free Wittig reaction [J].
Balema, VP ;
Wiench, JW ;
Pruski, M ;
Pecharsky, VK .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (22) :6244-6245
[5]  
BALEMA VP, 2007, MAT MATTERS, V2, P16
[6]   Intra-solid and inter-solid reactions of molecular crystals: a green route to crystal engineering [J].
Braga, D ;
D'Addario, D ;
Giaffreda, SL ;
Maini, L ;
Polito, M ;
Grepioni, F .
ORGANIC SOLID STATE REACTIONS, 2005, 254 :71-+
[7]   Organic base catalyzed O-alkylation of phenols under solvent-free condition [J].
Bu, Xiuli ;
Jing, Huanwang ;
Wang, Li ;
Chang, Tao ;
Jin, Lili ;
Liang, Yongmin .
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2006, 259 (1-2) :121-124
[8]   Cocrystal Controlled Solid-State Synthesis A Green Chemistry Experiment for Undergraduate Organic Chemistry [J].
Cheney, Miranda L. ;
Zaworotko, Michael J. ;
Beaton, Steve ;
Singer, Robert D. .
JOURNAL OF CHEMICAL EDUCATION, 2008, 85 (12) :1649-1651
[9]   Direct, efficient, solvent-free synthesis of 2-aryl-1,2,3,4-tetrahydroquinazolines [J].
Correa, WH ;
Papadopoulos, S ;
Radnidge, P ;
Roberts, BA ;
Scott, JL .
GREEN CHEMISTRY, 2002, 4 (03) :245-251
[10]  
Garay AL, 2007, CHEM SOC REV, V36, P846, DOI 10.1039/b600363j