Conceptual Model

COSMOSIL CHiRAL Series

Packing Material	COSMOSIL CHiRAL 3A, 5A	COSMOSIL CHiRAL 3B, 5B	COSMOSIL CHiRAL 3C, 5C
USP Code	L99		L119
Base Material	Silica gel
Particle Size	3, 5 µm
Chiral Selector	Amylose tris (3,5-dimethylphenyl carbamate)	Cellulose tris (3,5-dimethylphenyl carbamate)	Cellulose tris (3,5-dichlorophenyl carbamate)
Chiral Selector Type	Immobilized
Usable pH Range	2-9

Immobilized Stationary Phase

High Resistance to Solvents

The COSMOSIL CHiRAL series uses a chiral selector that is chemically bonded to the silica gel, which results in high resistance to solvents. Tetrahydrofuran (THF) strips coated selectors from the stationary phase, reducing theoretical plates to less than 1/5 in our experiment. However, the same selectors bonded to the silica withstood repeated injections of THF.

Conditions
Column size	2.6 mm I.D. x 250 mm	Sample	trans-Stilbene oxide (0.5mg/ml)
Mobile phase	n-Hexane / 2-Propanol = 90/10
Flow Rate	1.0 ml/min
Temperature	30°C
Detection	UV270nm	Inj.Vol.	10 µl

Usable Solvents

Due to its immobilized selectors, various solvents are usable with COSMOSIL CHiRAL. A wide variety of solvents increases your selectivity options.

Solvent	Immobilized		Coated
	Normal phase	Reversed phase	Normal phase
n-Hexane	◯*	N/A	◯*
n-Heptane	◯	N/A	◯
Methanol	◯*	◯	◯*
Ethanol	◯	◯	◯
2-Propanol (Isopropanol)	◯	◯	◯
Acetonitrile	◯*	◯	◯*
Tetrahydrofuran (THF)	◯	◯	×
t-Butyl methyl ether	◯	N/A	×
Toluene	◯	N/A	×
Chloroform	◯	N/A	×
Dichloromethane (Methylene chloride)	◯	N/A	×
Ethyl acetate	◯	N/A	×
Water	N/A	◯	N/A
Aqueous buffer	N/A	◯	N/A

〇 Usable × Unusable
* Methanol / acetonitrile and n-hexane are not miscible with each other, so they should not be mixed for LC.
Elution strength: alcohols, THF >> chloroform > t-butyl methyl ether >> alkanes

Selectivity Depends on the Solvent

Column: COSMOSIL CHiRAL 3B, 4.6 mm I.D. x 250 mm
Sample: 1-Acenaphthenol

Available in 3 µm Particles

Sharp Peaks

COSMOSIL CHiRAL columns are available in 3 µm particles, which yield sharper peaks than conventional 5 µm particles. Columns for preparative separations are available with 5 µm particles.

Comparison : 5µm/3 µm (1)

Conditions
Column size	4.6 mm I.D. x 250 mm	Sample	Flavanone (0.5mg/ml)
Mobile phase	n-Hexane / 2-Propanol = 90/10
Flow rate	1.0 ml/min
Temperature	30°C
Detection	UV 254 nm	Inj.Vol.	1.0 µl

Comparison : 5µm/3 µm (2)

Conditions
Column size	4.6 mm I.D. x 250 mm	Sample	Ketoprofen (0.3mg/ml)
Mobile phase	n-Hexane / 2-Propanol / TFA = 90/10/0.1
Flow rate	1.0 ml/min
Temperature	30°C
Detection	UV 254 nm	Inj.Vol.	1.0 µl

Moderate Backpressure

The COSMOSIL CHiRAL 3 series (3 µm particles) puts moderately higher pressure on the system compared to conventional 5 µm particles. This improves reproducibility for low-pressure solvents, such as hexane, that may otherwise cause pump irregularities. As shown in the figure below, increased 2-propanol concentration causes higher pressure. However, even at 50% (v/v), the pressure did not exceed 12 MPa. At the lowest concentration of 5% (v/v), the backpressure was 5.3 MPa. This range allows high flexibility in mobile phase composition and selectivity.

Conditions
Packing material	COSMOSIL CHiRAL 3A (3µm) COSMOSIL CHiRAL 5A (5µm)
Column size	4.6 mm I.D. x 250 mm
Mobile phase	Hexane / 2-Propanol (ratio as in figure)
Temperature	30 °C
Flow rate	1.0 ml/min

Compatible with SFC

COSMOSIL CHiRAL columns are compatible with SFC and exhibit similar performance compared to HPLC.

trans-Stilbene oxide

Condition
Column	COSMOSIL CHiRAL 3A
Column Size	4.6 mm I.D. x 250 mm
Mobile Phase	n-Hexane / 2-Propanol = 90/10
Flow Rate	1.0 ml/min
Temperature	30°C
Detection	UV254nm
Sample	trans-Stilbene oxide (2.0mg/ml)
Inj. Vol.	1.0 µl

Condition
Column	COSMOSIL CHiRAL 3A
Column Size	4.6 mm I.D. x 250 mm
Mobile Phase	A: CO2 B: 2-Propanol B conc. 10%
Flow Rate	3.0 ml/min
PBR	10 MPa
Temperature	40°C
Detection	UV254nm
Sample	trans-Stilbene oxide (2.0mg/ml)
Inj. Vol.	2.0 µl

1-Phenoxy-2-propanol

Condition
Column	COSMOSIL CHiRAL 3C
Column Size	4.6 mm I.D. x 250 mm
Mobile Phase	n-Hexane / 2-Propanol = 90/10
Flow Rate	1.0 ml/min
Temperature	30°C
Detection	UV270nm
Sample	1-Phenoxy-2-propanol (1.0mg/ml)
Inj. Vol.	1.5 µl

Condition
Column	COSMOSIL CHiRAL 3C
Column Size	4.6 mm I.D. x 250 mm
Mobile Phase	A: CO2 B: 2-Propanol B conc. 10%
Flow Rate	3.0 ml/min
PBR	10 MPa
Temperature	40°C
Detection	UV270nm
Sample	1-Phenoxy-2-propanol (1.0mg/ml)
Inj. Vol.	3.0 µl

Column Selection

COSMOSIL CHiRAL offers 3 different chiral selectors that, together, have a high probability of separating your sample. Of 28 samples in our test, 27 pairs of enantiomers were fully separated. For samples that do not separate easily with any column, please adjust the type and concentration of solvents in your mobile phase.

Sample, mobile phase	COSMOSIL CHiRAL A	COSMOSIL CHiRAL B	COSMOSIL CHiRAL C
trans-Stillbene oxide Hexane / 2-Propanol = 90 / 10	Complete Separation	Complete Separation	Complete Separation
2-(2,4-Dichlorophenoxy) propionic acid Hexane / 2-Propanol / TFA = 95 / 5 / 0.1	Complete Separation		Complete Separation
1-(1-Naphthyl)ethanol Hexane / 2-Propanol = 90 / 10		Complete Separation	Complete Separation
Nicardipine Hexane / 2-Propanol / Diethylamine = 90 / 10 / 0.1			Complete Separation
Chiral selector hit rate*(n = 28)	60.70%	67.90%	71.40%

* Complete separation (hit) is defined as the two enantiomer peaks having resolution (R_S) greater than or equal to 1.5.
The best separation for each sample is marked with double rings.

Neutral Compounds

Methyl DL-Mandelate

Conditions
Column	COSMOSIL CHiRAL 3B	Sample	Methyl DL-Mandelate (1.0mg/ml)
Column size	4.6 mm I.D. x 250 mm
Mobile phase	n-Hexane / 2-Propanol = 90/10
Flow rate	1.0 ml/min
Temperature	30°C
Detection	UV 220 nm	Inj.Vol.	0.75µl

1,1’-Bi-2-naphthol

Conditions
Column	COSMOSIL CHiRAL 3C	Sample	1,1’-Bi-2-naphthol (0.5mg/ml)
Column size	4.6 mm I.D. x 250 mm
Mobile phase	n-Hexane / 2-Propanol = 90/10
Flow rate	1.0 ml/min
Temperature	30°C
Detection	UV335nm	Inj.Vol	1.5 µl

Acidic Compounds

To prevent tailing and lack of detection, add an appropriate acid to the mobile phase (about 0.1%).

N-Carbobenzoxy-DL-alanine

Conditions
Column	COSMOSIL CHiRAL 3B	Sample	N-Carbobenzoxy-DL-alanine (0.5mg/ml)
Column size	4.6 mm I.D. x 250 mm
Mobile phase	n-Hexane / 2-Propanol / TFA = 90/10/0.1
Flow rate	1.0 ml/min
Temperature	30°C
Detection	UV210nm	Inj.Vol	0.75 µl

Mecoprop

Conditions
Column	COSMOSIL CHiRAL 3A	Sample	Mecoprop (0.5mg/ml)
Column size	4.6 mm I.D. x 250 mm
Mobile phase	n-Hexane / 2-Propanol / TFA = 95/5/0.1
Flow rate	1.0 ml/min
Temperature	30°C
Detection	UV230nm	Inj.Vol	0.5 µl

Basic Compounds

To prevent tailing and lack of detection, add an appropriate base to the mobile phase (about 0.1%).

Carbinoxamine

Conditions
Column	COSMOSIL CHiRAL 3A	Sample	Carbinoxamine (1.0 mg/ml)
Column size	4.6 mm I.D. x 250 mm
Mobile phase	n-Hexane / 2-Propanol / Diethylamine = 90/10/0.1
Flow rate	1.0 ml/min
Temperature	30°C
Detection	UV225nm	Inj.Vol	0.5 µl

Tramadol

Conditions
Column	COSMOSIL CHiRAL 3C	Sample	Tramadol (1.0mg/ml)
Column size	4.6 mm I.D. x 250 mm
Mobile phase	n-Hexane / 2-Propanol / Diethylamine = 95/5/0.1
Flow rate	1.0 ml/min
Temperature	30°C
Detection	UV225nm	Inj.Vol	1.0 µl

See more COSMOSIL Applications

Below are some applications that have been kindly provided by our customers since the release of the COSMOSIL CHiRAL series.

(S/R)-(1H-Indol-6-yl)(8a-methyl-3-phenyl-5,6,8,8a-tetrahydro-7H-[1,2,4]oxadiazolo [4,5-a]pyrazin-7-yl)methanone

(S/R)-8a-Methyl-3-phenyl-6,7,8,8a-tetrahydro-5H-[1,2,4]oxadiazolo [4,5-a]pyrazine

2-[Hydroxy-(4-nitrophenyl)methyl]cyclohexanone

2-Ethylhexanoic acid

1-Phenylethane-1,2-diol

2,2,2-trifluoro-1-phenylethan-1-ol [α-(Trifluoromethyl)benzyl alcohol]

3-phenylbicyclo[2,2,1]hept-5-en-2-yl-(2-pyridinyl)methanone: exo and endo adducts

(6aS, 11bS)-7-Methyl-3-tosyl-2,3,6a,7-tetrahydro-1H-pyrrolo[2,3-d]carbazol-5(6H)-one

3-Butyl-7-hydroxyphthalide

Brivaracetam

Brochures

• COSMOSIL CHiRAL Series (3.5 MB)