NMR chemical shifts of trace impurities: Common laboratory solvents, organics, and gases in deuterated solvents relevant to the organometallic chemist

Organometallics

Volumn 29, Issue 9, 2010, Pages 2176-2179

  Fulmer, Gregory R ^a   Miller, Alexander J M ^b   Sherden, Nathaniel H ^b   Gottlieb, Hugo E ^c   Nudelman, Abraham ^c   Stoltz, Brian M ^b   Bercaw, John E ^b   Goldberg, Karen I ^a  

^a UNIVERSITY OF WASHINGTON   (United States)

^b California Institute of Technology   (United States)

^c BAR ILAN UNIVERSITY   (Israel)

Author keywords

[No Author keywords available]

Indexed keywords

DEUTERATED SOLVENTS; INTERNAL STANDARDS; NMR CHEMICAL SHIFTS; NMR SOLVENTS; ORGANIC CHEMISTRY; ORGANICS; ORGANOMETALLIC CHEMISTRY; TETRA-HYDROFURAN; TRACE IMPURITIES; TRIFLUOROETHANOL;

CHEMICAL COMPOUNDS; CHEMICAL SHIFT; DEUTERIUM; DICHLOROMETHANE; ETHANOL; ORGANIC SOLVENTS; ORGANOMETALLICS; TOLUENE;

IMPURITIES;

EID: 77951864540     PISSN: 02767333     EISSN: 15206041     Source Type: Journal    
DOI: 10.1021/om100106e     Document Type: Article

References (10)

1. 13C-NMR Spectroscopy; Elsevier: Amsterdam, 2005.
2. Gottlieb, H. E.; Kotlyar, V.; Nudelman, A. J. Org. Chem. 1997, 62, 7512
3. According to ACS Publications as of December 2009 (http://pubs.acs.org/), Gottlieb et al.'s publication (2) is the most downloaded Journal of Organic Chemistry article over the preceding 12 months.
4. VWR brand vacuum pump oil #19.
5. The components of solution 10 were stable together in dilute solution but unstable when neat mixtures were prepared. In general, it was observed that the nitrogen-containing compounds and possibly 18-crown-6 catalyzed the hydrolysis of the carbonates, reacted directly with them, or both. Therefore, for the purpose of storage, the solution was partitioned into two subsolutions: (solution 10A) 18-crown-6, imidazole, pyrrole, pyrrolidine; (solution 10B) diallyl carbonate, dimethyl carbonate, hexamethyldisiloxane. These subsolutions were stable for long periods as neat mixtures and were combined to form solution 10 by adding equal portions to an NMR tube containing the desired deuterated solvent.
6. 13C atoms at natural abundance in the perdeuterated solvent.
7. 2O], and the solutes present: e.g., a downfield shift may be observed in the presence of any hydrogen bond acceptors. For more information see page 75 of ref 1.
8. Harris, R. K.; Becker, E. D.; Cabral de Menezes, S. M.; Granger, P.; Hoffman, R. E.; Zilm, K. W. Pure Appl. Chem. 2008, 80, 59
9. 2O, see ref 2.
10. 6 from the original paper (2) was also pointed out by Dr. Jongwook Choi, to whom we are grateful.