NMR Chemical Shifts of Trace Impurities: Industrially Preferred Solvents Used in Process and Green Chemistry

被引：200

作者：

Babij, Nicholas R. ^{[1
]}

McCusker, Elizabeth O. ^{[1
]}

Whiteker, Gregory T. ^{[1
]}

Canturk, Belgin ^{[1
]}

Choy, Nakyen ^{[1
]}

Creemer, Lawrence C. ^{[1
]}

De Amicis, Carl V. ^{[1
]}

Hewlett, Nicole M. ^{[1
]}

Johnson, Peter L. ^{[1
]}

Knobelsdorf, James A. ^{[1
]}

Li, Fangzheng ^{[1
]}

Lorsbach, Beth A. ^{[1
]}

Nugent, Benjamin M. ^{[1
]}

Ryan, Sarah J. ^{[1
]}

Smith, Michelle R. ^{[1
]}

Yang, Qiang ^{[1
]}

机构：

[1] Dow AgroSci, Proc Chem, 9330 Zionsville Rd, Indianapolis, IN 46268 USA

来源：

ORGANIC PROCESS RESEARCH & DEVELOPMENT | 2016年 / 20卷 / 03期

关键词：

Nuclear magnetic resonance spectroscopy;

D O I：

10.1021/acs.oprd.5b00417

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

The H-1 and C-13 NMR chemical shifts of 48 industrially preferred solvents in six commonly used deuterated NMR solvents (CDCl3, acetone-d(6), DMSO-d(6), acetonitrile-d(3), methanol-d(4), and D2O) are reported. This work supplements the compilation of NMR data published by Gottlieb, Kotlyar, and Nudelman (J. Org. Chem. 1997, 62, 7512) by providing spectral parameters for solvents that were not commonly utilized at the time of their original report. Data are specifically included for solvents, such as 2-Me-THF, n-heptane, and iso-propyl acetate, which are being used more frequently as the chemical industry aims to adopt greener, safer, and more sustainable solvents. These spectral tables simplify the identification of these solvents as impurities in NMR spectra following their use in synthesis and workup protocols.

引用

页码：661 / 667

页数：7

共 15 条

[1] Green chemistry tools to influence a medicinal chemistry and research chemistry based organisation
Alfonsi, Kim
Colberg, Juan
Dunn, Peter J.
Fevig, Thomas
Jennings, Sandra
Johnson, Timothy A.
Kleine, H. Peter
Knight, Craig
Nagy, Mark A.
Perry, David A.
Stefaniak, Mark
[J]. GREEN CHEMISTRY, 2008, 10 (01) : 31 - 36
[2] Anastas P., 1998, GREEN CHEM THEORY PR
[3] NMR Chemical Shifts of Trace Impurities: Common Laboratory Solvents, Organics, and Gases in Deuterated Solvents Relevant to the Organometallic Chemist
Fulmer, Gregory R.
Miller, Alexander J. M.
Sherden, Nathaniel H.
Gottlieb, Hugo E.
Nudelman, Abraham
Stoltz, Brian M.
Bercaw, John E.
Goldberg, Karen I.
[J]. ORGANOMETALLICS, 2010, 29 (09) : 2176 - 2179
[4] Isotopomeric conformational change in anisole-water
Giuliano, BM
Caminati, W
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2005, 44 (04) : 603 - 606
[5] NMR chemical shifts of common laboratory solvents as trace impurities
Gottlieb, HE
Kotlyar, V
Nudelman, A
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (21) : 7512 - 7515
[6] Expanding GSK's solvent selection guide - embedding sustainability into solvent selection starting at medicinal chemistry
Henderson, Richard K.
Jimenez-Gonzalez, Concepcion
Constable, David J. C.
Alston, Sarah R.
Inglis, Graham G. A.
Fisher, Gail
Sherwood, James
Binks, Steve P.
Curzons, Alan D.
[J]. GREEN CHEMISTRY, 2011, 13 (04) : 854 - 862
[7] Using the Right Green Yardstick: Why Process Mass intensity Is Used in the Pharmaceutical Industry To Drive More Sustainable Processes
Jimenez-Gonzalez, Concepcion
Ponder, Celia S.
Broxterman, Quirinus B.
Manley, Julie B.
[J]. ORGANIC PROCESS RESEARCH & DEVELOPMENT, 2011, 15 (04) : 912 - 917
[8] Kerton F.M., 2013, Alternative Solvents for Green Chemistry, DOI 10.1039/9781849736824
[9] Binding energy determination in a π-stacked aromatic cluster: the anisole dimer
Mazzoni, F.
Pasquini, M.
Pietraperzia, G.
Becucci, M.
[J]. PHYSICAL CHEMISTRY CHEMICAL PHYSICS, 2013, 15 (27) : 11268 - 11274
[10] SODIUM 3-TRIMETHYLSILYLTETRADEUTERIOPROPIONATE A NEW WATER-SOLUBLE STANDARD FOR 1H-NMR
POHL, L
ECKLE, M
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1969, 8 (05) : 381 - &

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