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N,N'-Disuccinimidyl carbonate

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N,N'-Disuccinimidyl carbonate Basic information

Product Name:
N,N'-Disuccinimidyl carbonate
Synonyms:
  • 2,5-PYRROLIDINEDIONE, 1,1'-[CARBONYLBIS(OXY)]BIS-
  • di-N,N'-succnimidly carbonat
  • Carbonic acid bis-(2,5-dioxo-pyrrolidin-1-yl) ester
  • N,Nzzhlxy-Disuccinimidyl carbonate (DSC)
  • Carbonic acid, bis(2,5-dioxo-1-pyrrolidinyl) ester
  • N-Succinimidyl Carbonate N,N'-Disuccinimidyl Carbonate DSC
  • DI-(N,N'-SUCCINIMIDYL) CARBONATE FOR SYN
  • N,N-DisucciniMdyl carbonate
CAS:
74124-79-1
MF:
C9H8N2O7
MW:
256.17
EINECS:
277-730-3
Product Categories:
  • N-Protecting Reagents
  • Medical Intermediates
  • Biochemistry
  • Condensation & Active Esterification
  • Coupling Reactions (Peptide Synthesis)
  • N-Substituted Maleimides, Succinimides & Phthalimides
  • Coupling Reagent
  • N-Substituted Succinimides
  • Peptide Synthesis
  • Synthetic Organic Chemistry
  • Amino ester
  • Homobifunctional Crosslinker
Mol File:
74124-79-1.mol
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N,N'-Disuccinimidyl carbonate Chemical Properties

Melting point:
190 °C (dec.)(lit.)
Boiling point:
399.41°C (rough estimate)
Density 
1.5670 (rough estimate)
refractive index 
1.5600 (estimate)
storage temp. 
-20°C
solubility 
Dichloromethane (Slightly, Heated), DMSO
form 
Crystalline Powder
color 
White to slightly yellow
Water Solubility 
Soluble in dimethyl sulfoxide, hot pyridine, acetonitrile and most organic solvents. Insoluble in water.
BRN 
1499137
Stability:
Moisture Sensitive
InChIKey
PFYXSUNOLOJMDX-UHFFFAOYSA-N
CAS DataBase Reference
74124-79-1(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xn,Xi
Risk Statements 
22-36/37/38
Safety Statements 
26-37/39-36
WGK Germany 
3
10-21
TSCA 
No
HS Code 
29299000

MSDS

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N,N'-Disuccinimidyl carbonate Usage And Synthesis

Chemical Properties

N,N'-Disuccinimidyl carbonate is white to slightly yellow crystalline powder

Uses

N,N'-Disuccinimidyl carbonate is a convenient reagent for the synthesis of N-succinimidyl esters of N-protected amino acids.

Uses

N,N’Disuccinimidyl Carbonate is a commonly used reagent for the preparation of N-succinimidyl esters of N-protected amino acids, activated carbonate, synthesis of urea, carbamates and coupling of lig ands to proteins. The coupling reagent property of N,N’Disuucinimidyl Carbonate speeds up coupling process, while reduces the loss of chiral integrity.

Uses

N,N'-Disuccinimidyl carbonate is used to prepare cleavable linker succinimide vinylsufonylethyl carbonate for thiol modified-DNA. It serves as a reagent for the synthesis of carbamates. Further, it is used as a coupling reagent as well as in the preparation of N-succinimidyl esters of N-protected amino acids, activated carbonate and coupling of ligand to proteins.

Synthesis Reference(s)

Tetrahedron Letters, 20, p. 4745, 1979 DOI: 10.1016/S0040-4039(01)86699-5

General Description

N,N′-Disuccinimidyl carbonate is used for the HPLC determination of amino compounds.

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