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References and notes
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2
1
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1
7. Typical experimental procedure: 25 g of 2,2-dimethyltaurine (3) was
dissolved in 275 mL purified water. Chlorine gas was bubbled into the
solution. Chlorine gas reacted rapidly with 3 to produce 5 and HCl.
The decrease of pH was controlled by the simultaneous addition of
NaOH solution. The pH change was used as an indirect indication of
end point. On complete consumption of 3, the chlorine gas was no
longer consumed and the pH drop ceased. Experimentally, this end
point determination was sudden and definitive. The solid was isolated
by lyophilization. It was then purified by dissolution in 240 mL
3
4
5
6
7
8
1
8
1
2 4
methanol (anhydrous) and salts (NaCl and Na SO ) were filtered out.
2
After the removal of methanol on rotary evaporation under vacum at
room temperature, the purified product was isolated in quantitative
1
yield (39 g). Light yellow or off-white solid; H NMR (400 MHz,
1
3
D
2
O): d = 1.56 (s, 6H), 3.48 (s, 2H). C NMR (50.1 MHz, D
2
O):
d = 23.6, 56.6, 73.2. Anal. Calcd for C NSO Cl Na: C, 19.67; H,
4
H
8
3
2
9. Thomas, E. L.; Grisham, M. B.; Jefferson, M. M. Methods Enzymol.
3
.28; N, 5.74; S, 13.13; Cl, 29.05; Na, 9.42. Found: C, 19.53; H, 3.13;
1986, 132, 569–571.
À
N, 5.76; S, 13.78; Cl, 29.43; Na, 10.5. MS (ESI) Calcd for [MÀNa]
1
1
1
1
0. Nagl, M.; Hess, M. H.; Pfaller, K.; Hengster, P.; Gottardi, W.
3
5
35
35
(
(
C
3
4
H
8
NSO
3
Cl
2
) requires m/z ( Cl) 220. Found: 220 ( Cl, Cl), 222
Antimicrob. Agents Chemother. 2000, 44, 2507–2513.
5
37
37
37
Cl, Cl), 224 ( Cl, Cl).
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2
5–30.
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39–945.
4
1
2
9. Hand, V.; Margerum, D. Inorg. Chem. 1983, 22, 1449–1456.
0. Antelo, J. M.; Arce, F.; Calvo, P.; Crugeiras, J.; R ´ı os, A. J. Chem.
Soc., Perkin Trans. 2 2000, 2109–2114.
2
9