MilliporeSigma
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130672

Sigma-Aldrich

N-Hydroxysuccinimide

98%

Synonym(s):
1-Hydroxy-2,5-pyrrolidinedione, HOSu, NHS
Empirical Formula (Hill Notation):
C4H5NO3
CAS Number:
Molecular Weight:
115.09
Beilstein:
113913
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

98%

form

solid

mp

95-98 °C (lit.)

SMILES string

ON1C(=O)CCC1=O

InChI

1S/C4H5NO3/c6-3-1-2-4(7)5(3)8/h8H,1-2H2

InChI key

NQTADLQHYWFPDB-UHFFFAOYSA-N

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Application

N-Hydroxysuccinimide can be used in the synthesis of N-hydroxysuccinimide ester via dehydration reaction in the presence of dicyclohexylcarbodiimide in carboxylic acid.[83]
N-Hydroxysuccinimide has been used in the synthesis of intermediates such as:
  • N

  • -succinimidyl 3-(di-tert-butylfluorosilyl)benzoate
[06]
  • 4-[2,2-bis[(p-tolylsulfonyl)-methyl] acetyl]benzoic acid-NHS ester
  • [45]
  • N-succinimidyl 3-iodobenzoate
  • [68]
    It has also been used in a protocol for the surface modification of microchannels of a microfluidic-integrated surface plasmon resonance (SPR) platform for the detection and quantification of bacterial pathogens.
    [69]
    Additive used in the carbodiimide method for improved amidations[60] and peptide couplings.[61]

    Packaging

    5, 25, 100, 250 g in poly bottle
    1 kg in poly bottle
    5 kg in poly drum

    Pictograms

    Corrosion

    Signal Word

    Danger

    Hazard Statements

    Hazard Classifications

    Eye Dam. 1 - Skin Irrit. 2

    Storage Class Code

    11 - Combustible Solids

    WGK

    WGK 3

    Flash Point(F)

    Not applicable

    Flash Point(C)

    Not applicable

    Personal Protective Equipment

    dust mask type N95 (US), Eyeshields, Gloves

    Certificate of Analysis

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    Certificate of Origin

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