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Additional Office Hour Time. Every Thursday, 2-3pm in Mol Sci 4100 (the person leading this office hours will be different each week) BEGINS TOMORROW and will go to the end of the quarter. NMR practice problems. Sources: Web Spectra: http://www.chem.ucla.edu/~webspectra/
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Additional Office Hour Time • Every Thursday, 2-3pm in Mol Sci 4100 (the person leading this office hours will be different each week) • BEGINS TOMORROWand will go to the end of the quarter
NMR practice problems Sources: Web Spectra: http://www.chem.ucla.edu/~webspectra/ Spectral Database of Organic Compounds (SDBS) http://riodb01.ibase.aist.go.jp/sdbs/cgi-bin/cre_index.cgi LEGEND: 1H means an integration value of “1”, while 2H means an intergration value of “2” etc. s = singlet d = doublet t = triplet m = multiplet • Ch14C, Spring 2012 • Prof. Dong
Rough 1H-NMR guidelines • Aldehyde 10 ppm • Aromatic 7-9 • Vinylic 5-7 • -OCH3 3-4 • Ketone (α position) 2 • H-C≡C-R 2 • -CH3 0-1 • TMS Si(CH3)4 0 (we use this as reference) • For next several slides, the chemical structure and its 1H-NMR spectra is given to you. Please try to assign as many of the protons to the peaks shown. Confirm the following 4 features: • Number of equivalent protons • Chemical shift • Integration • Splitting • Also, using the molecular formula, calculate the DBE and confirm that it matches the structure shown
Position of peak on 1H-NMR depends on the “chemical” environment around the proton • Each of the molecules below give 1 peak on 1H-NMR because all the protons experience the same chemical environment
Beginner #7, C14H14 4H,s 10H,m (overlap)
Beginner #10, C10H10O2 3H, s 1H,m 1H,m 1H,m 1H,m 1H,m 1H,m 1H,m
Beginner #12 C6H12O2 3H,s 2H, t 2H,pentet 3H,t 2H,sextet
Beginner #27, C3H7OCl 2H, t 1H, s 2H, pentet 2H, t
Beginner #25, C4H8O 3H, s 3H, t 2H, q
Int1 #1, C3H4O 3H (overlapping peaks) 1H,d
Int2 #13, C10H15N 6H,t 4H,q 3H,m 2H,m
Int#12, C7H9NO 3H,s 4H,m 2H,s