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2,3,4,6-Tetra-O-acetyl-β-D-glucopyranosyl Isothiocyanate [for HPLC Labeling]
(CAS RN:14152-97-7 Product Number:A5514)

Structure

2,3,4,6-Tetra-O-acetyl-beta-D-glucopyranosyl Isothiocyanate
Synonym GITC

General Information

Product Number A5514

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Purity/Analysis Method >98.0%(HPLC)(N)
Storage Temperature
M.F. / M.W. C15H19NO9S=389.38
CAS RN 14152-97-7
Related CAS RN
MDL Number MFCD00043085
Packaging and Container
  • Product Details
  • Safety & Regulations

Specification

Purity(HPLC) min. 98.0 area%
Purity(with Total Nitrogen) min. 98.0 %
Melting point 113.0 to 117.0 deg-C
Specific rotation [a]20/D -2.0 to -5.0 deg(C=1,methylene chloride)
Solubility in Dichloromethane almost transparency
Effect test of HPLC derivatization Effective as labeling agent for DL-Valine.

Data of Reference

mp 116°C(lit.)

References

Beilstein 31,161
Reaxys-RN 56699
PubChem SID 87563161

GHS

Pictogram
Signal Word Danger
Hazard Statements
  • H302+H312+H332
  • :Harmful by inhalation, in contact with skin and if swallowed.
  • H315
  • :Causes skin irritation.
  • H319
  • :Causes serious eye irritation.
  • H334
  • :May cause allergy or asthma symptoms or breathing difficulties if inhaled.
Precautionary Statements
  • P261
  • :Avoid breathing dust/fume/gas/mist/vapours/spray.
  • P280
  • :Wear protective gloves, protective clothing, eye protection.
  • P284
  • :Wear respiratory protection.
  • P302+P352+P312+P362+P364
  • :IF ON SKIN: Wash with plenty of soap and water. Call a POISON CENTER or doctor if you feel unwell. Take off contaminated clothing and wash it before reuse.
  • P304+P340+P312
  • :IF INHALED: Remove person to fresh air and keep comfortable for breathing. Call a POISON CENTER or doctor if you feel unwell.
  • P305+P351+P338+P337+P313
  • :IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. If eye irritation persists: Get medical advice or attention.

Transport Information

HS Number 2940000080

Application

HPLC Labeling Reagent for Amines

The compound 1 is an HPLC labeling reagent for optical purity determination, which has a glyco-moiety and an isothiocyano group, and easily reacts with an amino group to form the corresponding thiourea. The resultant thiourea is stable enough to reach the detector without any decomposition under reversed phase HPLC. An excellent chromatogram can be obtained by measuring at 254 nm, an absorption wavelength that is generally used for UV detection. Furthermore, 1 reacts with a racemic amine to generate diastereomers, which can be efficiently separated by reversed phase HPLC.

Application examples:
[Amino acids] 1)
5 mg of an amino acid is dissolved in 50% (V/V) aqueous acetonitrile containing 0.4% (W/V) triethylamine in order to give a final volume of 10 mL. To 50 μL of this solution 50 μL of 0.2% (W/V) labeling reagent 1 in acetonitrile are added. The resulting mixture is shaken at room temperature for 30 min and used as an HPLC sample.
[Others]
Propranolol2), trimetoquinol3)

References

PubMed Literature

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