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130672 Sigma-Aldrich

N-Hydroxysuccinimide

98%

Synonym: 1-Hydroxy-2,5-pyrrolidinedione, HOSu, NHS

  • CAS Number 6066-82-6

  • Empirical Formula (Hill Notation) C4H5NO3

  • Molecular Weight 115.09

  •  Beilstein/REAXYS Number 113913

  •  EC Number 228-001-3

  •  MDL number MFCD00005516

  •  PubChem Substance ID 24847975

  •  NACRES NA.22

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Properties

Related Categories Active Esters/Additives, Chemical Reagents, Chemical Synthesis, Coupling, Development Quantities for Research,
Quality Level   200
assay   98%
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

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.

Packaging

1 kg in poly bottle

5 kg in poly drum

5, 25, 100, 250 g in poly bottle

Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

Please Enter a Lot Number

Certificate of Origin (COO)

Please Enter a Lot Number

Frequently Asked Questions

Which document(s) contains shelf-life or expiration date information for a given product?
If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.
How do I get lot-specific information or a Certificate of Analysis?
The lot specific COA document can be found by entering the lot number above under the "Documents" section.
How do I find price and availability?
There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote. USA customers: 1-800-325-3010 or view local office numbers.
What is the Department of Transportation shipping information for this product?
Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.
What is the solution stability of Product 130672, N-Hydroxysuccinimide?
Sigma-Aldrich does not evaluate 130672 for solution stability. Therefore, it is advisable to prepare a solution fresh for each use. Please note, the product is moisture sensitive.
What is the purity of Product 130672, N-Hydroxysuccinimide?
The purity is lot specific and will bestated on the Specification Sheet.
Does N-Hydroxysuccinimide go by any other names?
Yes, N-Hydroxysuccinimide is also referred to by the acronym NHS and is also referred to by the synonyms 1-Hydroxy-2,5-pyrrolidinedione and HOSu.
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References

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