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Chiral Separations 1: How do our GC chiral columns compare?

17 Aug 2021

Predicting chiral separations is challenging. Using standard capillary columns, general predictions about separations can be made based on the solubility of compounds in different phases; however, chiral predictions are far more complicated.

To make this decision somewhat easier, we compiled resolution values for the enantiomers of 21 chiral compounds with different functional groups, such as terpenes, alcohols or lactones.

 

Compounds

 

Column Resolution Factors

     

Rt-βDEX sm

Rt-βDEX se

Rt-βDEX sp

Rt-βDEX sa

Rt-βDEX cst

Rt-βDEX m

Terpenes

1

α-pinene

3.14

0.82

ns

ns

0.82

3.19

 

2

limonene

5.60

8.05

1.22

ns

2.04

1.41

Alcohols

3

1-octen-3-ol

1.08

ns

ns

2.00

ns

ns

 

4

linalool

3.10

5.96

1.79

1.60

2.25

1.01

 

5

α-terpineol

4.72

5.20

1.29

2.82

2.69

1.54

 

6

terpinen-4-ol

1.90

1.92

ns

2.47

ns

1.41

 

7

isoborneol

3.76

3.35

ns

0.79

1.87t

2.15

 

8

β-citronellol

0.80

0.89

ns

0.98

ns

ns

 

9

menthol

1.24

1.24

1.07

0.93

0.89

1.58

 

10

2,3-butanediol

6.44

7.10

1.46

2.61

1.27

2.43

 

11

1-phenylethanol

7.52

6.52

ns

6.43

4.87

5.88

Ketones

12

camphor

1.70

2.13

0.50

4.20

2.22t

ns

 

13

α-ionone

5.67

3.31

0.80

4.69

1.37

2.81

 

14

menthone

0.59

5.76

ns

1.16

2.60

4.11

Lactones

15

γ-nonalactone

4.19

5.07

2.11

4.00

3.82

1.03

 

16

γ-undecalactone

2.39

3.24

1.20

3.65

3.18

ns

 

17

δ-decalactone

0.80

ns

ns

1.91

1.69

ns

 

18

ethyl-2-methylbutyrate

3.94

4.66

ns

ns

ns

0.92

Esters

19

linalyl acetate

ns

2.36

ns

ns

ns

ns

 

20

styrene oxide

4.53

10.77

2.86

2.26

1.16t

3.03

Epoxides

21

trans-linalool oxide

9.71

2.96

ns

1.20

3.02t

7.44

 

21

cis-linalool oxide

6.06

4.28

ns

0.91

2.19t

4.38