130672

N-Hydroxysuccinimide

98%

• Synonym(s): 1-Hydroxy-2,5-pyrrolidinedione, HOSu, NHS
• Empirical Formula (Hill Notation): C₄H₅NO₃
• CAS Number: 6066-82-6
• Molecular Weight: 115.09
• Beilstein: 113913
• EC Number: 228-001-3
• MDL number: MFCD00005516
• UNSPSC Code: 12352115
• PubChem Substance ID: 24847975
• NACRES: NA.22

Properties

• Quality Level: 200
• Assay: 98%
• form: solid
• mp: 95-98 °C (lit.)
• functional group: imide
• 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

Description

Application

N-Hydroxysuccinimide can be used in the synthesis of N-hydroxysuccinimide ester via dehydration reaction in the presence of dicyclohexylcarbodiimide in carboxylic acid.

N-Hydroxysuccinimide has been used in the synthesis of intermediates such as:

• N

• -succinimidyl 3-(di-tert-butylfluorosilyl)benzoate
• 4-[2,2-bis[(p-tolylsulfonyl)-methyl] acetyl]benzoic acid-NHS ester
• N-succinimidyl 3-iodobenzoate

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.

Additive used in the carbodiimide method for improved amidations and peptide couplings.

Safety Information

• Pictograms: GHS05
• Signal Word: Danger
• Hazard Statements: H315,H318
• Precautionary Statements: P264 - P280 - P302 + P352 - P305 + P351 + P338 - P332 + P313 - P362 + P364
• 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