NOP - Sustainability in the organic chemistry lab course

Cyclohexene

+

Chloramine T trihydrate

H₂SO₄

reacts to

trans-2-Chlorocyclohexanol

+

4-Toluenesulfonamid

; Side reactions

¹H-NMR

1H NMR

¹H-NMR: crude product
500 MHz, CDCl₃
delta [ppm]	mult.	atoms	assignment
1.20-1.36	m	3 H	3-H, 4-H, 5-H, 6-H
1.56-1.65	m	3 H	3-H, 4-H, 5-H, 6-H
2.04-2.10	m	1 H	3-H, 4-H, 5-H, 6-H
2.16-2.22	m	1 H	3-H, 4-H, 5-H, 6-H
2.55	s	1 H	O-H
3.45-3.56	m	1 H	1-H (-CH-OH)
3.66-3.72	m	1 H	2-H (-CH-Cl)
7.26			CHCl₃

1H NMR

¹H-NMR: trans-2-Chlorocyclohexanol
500 MHz, CDCl₃
delta [ppm]	mult.	atoms	assignment
1.20-1.36	m	3 H	3-H, 4-H, 5-H, 6-H
1.56-1.65	m	3 H	3-H, 4-H, 5-H, 6-H
2.04-2.10	m	1 H	3-H, 4-H, 5-H, 6-H
2.16-2.22	m	1 H	3-H, 4-H, 5-H, 6-H
2.55	s	1 H	O-H
3.45-3.56	m	1 H	1-H (-CH-OH)
3.66-3.72	m	1 H	2-H (-CH-Cl)
7.26			CHCl₃