Przesunięcia chemiczne NMR zanieczyszczeń

Czytaj więcej

• Tabele zanieczyszczeń chemicznych NMR
• ¹H NMR Chemical Shifts Table
• ¹³C Chemical Shifts Table
• References

Tabele zanieczyszczeń chemicznych NMR

Tabele te mogą pomóc w identyfikacji i oddzieleniu sygnałów NMR zanieczyszczeń, które mogą pochodzić z pozostałości rozpuszczalników lub z aparatury reakcyjnej. Poniżej przedstawiamy przesunięcia NMR najczęściej stosowanych rozpuszczalników i zanieczyszczeń w syntezie organicznej mierzone w 7 najczęściej stosowanych rozpuszczalnikach deuterowanych. Należy pamiętać, że wartości podane w tabelach są częściowo zależne od temperatury i stężenia, a zatem reprezentują tylko wartości średnie. Dane ¹H-NMR uzyskano przy użyciu spektrometru 300 MHz, dane ¹³C-NMR przy użyciu spektrometru 75 MHz.

¹Tabela przesunięć zanieczyszczeń chemicznych H NMR

	proton	mult	CDCl3	(CD3)2CO	(CD3)2SO	C6D6	CD3CN	CD3OD	D2O
Rozpuszczalnik pozostałość pik			7.26	2.05	2.50	7.16	1.94	3.31	4.79
H2O		s	1.56	2.84	3.33	0.40	2.13	4.87
Kwas octowy	CH3	s	2.10	1.96	1.91	1.55	1.96	1.99	2.08
Aceton	CH3	s	2.17	2.09	2.09	1.55	2.08	2.15	2.22
Acetonitryl	CH3	s	2.10	2.05	2.07	1.55	1.96	2.03	2.06
Benzen	CH	s	7.36	7.36	7.37	7.15	7.37	7.33
Alkohol tert-butylowy	CH3 OH	s s	1.28	1.18	1.11 4.19	1.05 1.55	1.16 2.18	1.40	1.24
Eter tert-butylo metylo	CCH3 OCH3	s s	1.19 3.22	1.13 3.13	1.11 3.08	1.07 3.04	1.14 3.13	1.15 3.20	1.21 3.22
BHTa	ArH OH ArCH3 ArC(CH3)3	s s s s	6.98 5.01 2.27 1.43	6.96 2.22 1.41	6.87 6.65 2.18 1.36	7.05 4.79 2.24 1.38	6.97 5.20 2.22 1.39	6.92 2.21 1.40
Chloroform	CH	s	7.26	8.02	8.32	6.15	7.58	7.90
Cyloheksan	CH2	s	1.43	1.43	1.40	1.40	1.44	1.45
1,2-dichloro- etan	CH2	s	3.73	3.87	3.90	2.90	3.81	3.78
Dichloro- metan	CH2	s	5.30	5.63	5.76	4.27	5.44	5.49
Eter dietylowy	CH3 CH2	t, 7 q, 7	1.21 3.48	1.11 3.41	1.09 3.38	1.11 3.26	1.12 3.42	1.18 3.49	1.17 3.56
Diglym	CH2 CH2 OCH3	m m s	3.65 3.57 3.39	3.56 3.47 3.28	3.51 3,38 3,24	3,46 3,34 3,11	3.53 3.45 3.29	3.61 3.58 3.35	3.67 3.61 3.37
1,2-dimet- oksyetan	CH3 CH2	s s	3.40 3.55	3.28 3.46	3.24 3.43	3.12 3.33	3.28 3.45	3.35 3.52	3.37 3.60
Dimetylo- acetamid	CH3CO NCH3 NCH3	s s s	2.09 3.02 2.94	1.97 3.00 2.83	1.96 2.94 2.78	1.60 2.57 2.05	1.97 2.96 2.83	2.07 3.31 2.92	2.08 3.06 2.90
Dimetylo- formamid	CH CH3 CH3	s s s	8.02 2.96 2.88	7.96 2,94 2,78	7,95 2,89 2,73	7,63 2.36 1.86	7.92 2.89 2.77	7.97 2.99 2.86	7.92 3.01 2.85
Sulfotlenek dimetylu	CH3	s	2.62	2.52	2.54	1.68	2.50	2.65	2.71
Dioksan	CH2	s	3.71	3.59	3.57	3.35	3.60	3.66	3.75
Etanol	CH3 CH2 OH	t, 7 q, 7 s	1.25 3.72 1.32	1.12 3,57 3,39	1,06 3,44 4,63	0,96 3.34	1.12 3.54 2.47	1.19 3.60	1.17 3.65
Octan etylu	CH3CO CH2CH3 CH2CH3	s q, 7 t, 7	2.05 4.12 1.26	1.97 4.05 1.20	1.99 4.03 1,17	1,65 3,89 0,92	1,97 4,06 1.20	2.01 4.09 1.24	2.07 4.14 1.24
Keton etylowo-metylowy	CH3CO CH2CH3 CH2CH3	s q, 7 t, 7	2.14 2,46 1,06	2,07 2,45 0,96	2,07 2,43 0.91	1.58 1.81 0.85	2.06 2.43 0.96	2.12 2.50 1.01	2.19 3.18 1.26
Glikol etylenowy	CH	s	3.76	3.28	3.34	3.41	3.51	3.59	3.65
"Grease"	CH3 CH2	m br s	0.86 1.26	0.87 1.29		0.92 1.36	0.86 1.27	0.88 1.29
N-heksan	CH3 CH2	t m	0.88 1.26	0.88 1.28	0.86 1.25	0.89 1.24	0.89 1.28	0.90 1.29
HMPAb	CH3	d, 9.5	2.65	2.59	2.53	2.40	2.57	2.64	2.61
Metanol	CH3 OH	s s	3.49 1.09	3.31 3.12	3.16 4.01	3.07	3.28 2.16	3.34	3.34
Nitrometan	CH3	s	4.33	4.43	4.42	2.94	4.31	4.34	4.40
n-pentan	CH3 CH2	t, 7 m	0.88 1,27	0,88 1,27	0,86 1,27	0.87 1.23	0.89 1.29	0.90 1.29
2-propanol	CH3 CH	d, 6 sep, 6	1.22 4,04	1,10 3,90	1,04 3,78	0.95 3,67	1,09 3,87	1,50 3,92	1.17 4.02
Pirydyna	CH(2) CH(3) CH(4)	m m m	8.62 7.29 7.68	8.58 7.35 7.76	8.58 7.39 7.79	8.53 6.66 6.98	8.57 7.33 7.73	8.53 7.44 7.85	8.52 7.45 7.87
Smar silikonowy	CH3	s	0.07	0.13		0.29	0.08	0.10
Tetrahydro- furan	CH2 CH2O	m m	1.85 3.76	1.79 3.63	1.76 3.60	1.40 3.57	1.80 3.64	1.87 3.71	1.88 3.74
Toluen	CH3 CH(o/p) CH(m)	s m m	2.36 7.17 7.25	2.32 7.1 - 7.2 7.1 - 7.2	2.30 7.18 7.25	2.11 7.02 7.13	2.33 7.1 - 7.3 7.1 - 7.3	2.32 7.16 7.16
Trietylo- amina	CH3 CH2	t, 7 q, 7	1.03 2.53	0.96 2,45	0,93 2,43	0,96 2.40	0.96 2.45	1.05 2.58	0.99 2.57
a 2,6-dimetylo-4-tert-butylofenol b Hexamethylphosophoramide

^{Tabela przesunięć zanieczyszczeń chemicznych 13}C NMR

	węgiel	CDCl3	(CD3)2CO	(CD3)2SO	C6D6	CD3CN	CD3OD	D2O
Sygnały rozpuszczalników		77.16 ± 0.06	29.84 ± 0.01 206.26 ± 0.13	39,52 ± 0,06	128,06 ±0,02	1.32 ± 0.02 118.26 ± 0.02	49.00 ±0.01
Kwas octowy	CO CH3	175.99 20.81	172.31 20.51	171.93 20.95	175.82 20.37	173.21 20.73	175.11 20.56	177.21 21.03
Aceton	CO CH3	207.07 30.92	205.87 30.60	206.31 30.56	204.43 30,14	207,43 30,91	209,67 30,67	215.94 30.89
Acetonitryl	CN CH3	116.43 1.89	117.60 1.12	117.91 1.03	116.02 0.20	118.26 1.79	118.06 0.85	119.68 1.47
Benzen	CH	128.37	129.15	128.30	128.62	129.32	129.34
Alkohol tert-butylowy	C CH3	69.15 31.25	68.13 30.72	66.88 30.38	68.19 30.47	68.74 30.68	69.40 30.91	70.36 30.29
Eter tert-butylo metylo	CCH3 C CCH3	49.45 72.87 26.99	49.35 72.81 27.24	48.70 72.04 26.79	49.19 72.40 27.09	49.52 73.17 27.28	49.66 74.32 27.22	49.37 75.62 26.60
BHT	C(1) C(2) CH(3) C(4) CH3Ar CH3C C	151.55 135.87 125.55 128.27 21.20 30.33 34.25	152.51 138,19 129,05 126,03 21,31 31,61 35,00	151.47 139,12 127,97 124,85 20,97 31,25 34,33	152.05 136,08 128,52 125,83 21,40 31,34 34,35	152.42 138,13 129,61 126,38 21,23 31,50 35,05	152,85 139,09 129,49 126,11 21,38 31.15 35.36
Chloroform	CH	77.36	79.19	79.16	77.79	79.17	79.44
Cykloheksan	CH2	26.94	27.51	26.33	27.23	27.63	27.96
1,2-dichloroe- tan	CH2	43.50	45.25	45.02	43.59	45.54	45.11
Dichloro-metan	CH2	53.52	54.95	54.84	53.46	55.32	54.78
Eter dietylowy	CH3 CH2	15.20 65.91	15.78 66.12	15.12 62.05	15.46 65.94	15.63 66.32	15.46 66.88	14.77 66.42
Diglyme	CH32 CH2	59.01 70.51 71.90	58.77 71.03 72.63	57.98 69.54 71.25	58.66 70.87 72.35	58.90 70.99 72.63	59.06 71.33 72.92	58.67 70.05 71.63
1,2-dimetoksy- etan	CH3 CH2	59.08 71.84	58.45 72.47	58.01 17.07	58.68 72.21	58.89 72.47	59.06 72.72	58.67 71.49
Dimetyloacetamid	CH3 NCH3 NCH3	21.53 171.07 35.28 38.13	21.51 170.61 34.89 37.92	21.29 169.54 37.38 34.42	21.16 169.95 34.67 37.03	21.76 171.31 35.17 38.26	21.32 173.32 35.50 38.43	21.09 174.57 35.03 38.76
Dimetyloformamid	CH CH3 CH3	162.62 36.50 31.45	162.79 36.15 31.03	162.29 35.73 30.73	162.13 35.25 30.72	163.31 36.57 31.32	164.73 36.89 31.61	165.53 37.54 32.03
Sulfotlenek dimetylu	CH3	40.76	41.23	40.45	40.03	41.31	40.45	39.39
Dioksan	CH2	67.14	67.60	66.36	67.16	67.72	68.11	67.19
Etanol	CH3 CH2	18.41 58.28	18.89 57.72	18.51 56.07	18.72 57.86	18.80 57.96	18.40 58.26	17.47 58.05
Octan etylu	CH3CO CO CH2 CH3	21.04 171.36 60.49 14.19	20.83 170.96 60.56 14.50	20.68 170.31 59.74 14.40	20.56 170.44 60.21 14.19	21.16 171.68 60.98 14.54	20.88 172.89 61.50 14.49	21.15 175.26 62.32 13.92
Keton etylowo-metylowy	CH3CO CO CH2CH3 CH2CH3	29.49 209.56 36.89 7.86	29.30 208.30 36.75 8.03	29.26 208.72 35.83 7.61	28.56 206.55 36.36 7.91	29.60 209.88 37.09 8.14	29.39 212.16 37.34 8.09	29.49 218.43 37.27 7.87
Glikol etylenowy	CH2	63.79	64.26	62.76	64.34	64.22	64.30	63.17
"Grease"	CH2	29.76	30.73	29.20	30.21	30.86	31.29
N-heksan	CH3 CH2(2) CH2(3)	14.14 22.70 31.64	14.34 23.28 32.30	13.88 22.05 30.95	14.32 23.04 31.96	14.43 23.40 32.36	14.45 23.68 32.73
HMPA	CH3	36.87	37.04	36.42	36.88	37.10	37.00	36.46
Metanol	CH3	50.41	49.77	48.59	49.97	49.90	49.86	49.50
Nitrometan	CH3	62.50	63.21	63.28	61.16	63.66	63.08	63.22
N-pentan	CH32(2) CH2(3)	14.08 22.38 34.16	14.29 22.98 34.83	13.28 21.70 33.48	14.25 22.72 34.45	14.37 23.08 34.89	14.39 23.38 35.30
2-propanol	CH3 CH	25.14 64.50	25.67 63.85	25.43 64.92	25.18 64.23	25.55 64.30	25.27 64.71	24.38 64.88
Pirydyna	CH(2) CH(3) CH(4)	149.90 123.75 135.96	150.67 124.57 136.56	149.58 123.84 136.05	150.27 123.58 135.28	150.76 127.76 136.89	150.07 125.53 138.35	149.18 125.12 138.27
Smar silikonowy	CH3	1.04	1.40		1.38		2.10
Tetrahydrofuran	CH2 CH2O	25.62 67.97	26.15 68.07	25.14 67.03	25.72 67.80	26.27 68.33	26.48 68.83	25.67 68.68
Toluen	CH3 CH(i) CH(o) CH(m) CH(p)	21.46 137.89 129.07 128.26 125.33	21.46 138.48 129.76 129.03 126.12	20.99 137.35 128.88 128.18 125.29	21.10 137,91 129,33 128,56 125,68	21,50 138,90 129,94 129,23 126,28	21,50 138,85 129.91 129.20 126.29
Trietyloamina	CH3 CH2	11.61. 46.25	12.49 47.07	11.74 45.74	12.35 46.77	12.38 47.10	11.09 46.96	9.07 47.19

Referencje

1. Gottlieb HE, Kotlyar V, Nudelman A. 1997. J.Org.Chem., 62, 7512.