Chemical intermediate

6066-82-6

  • Product Name：N-Hydroxysuccinimide
  • Molecular Formula：C4H5NO3
  • Specifications：99%
  • Molecular Weight：115.089
Inquiry

Product Details;

CasNo： 6066-82-6

Molecular Formula： C4H5NO3

Appearance： white to pale yellow

Reputable supplier selling N-Hydroxysuccinimide 6066-82-6 with stock

  • Molecular Formula:C4H5NO3
  • Molecular Weight:115.089
  • Appearance/Colour:white to pale yellow 
  • Vapor Pressure:0.00155mmHg at 25°C 
  • Melting Point:95-98 °C(lit.) 
  • Refractive Index:1.599 
  • Boiling Point:262.4 °C at 760 mmHg 
  • PKA:7.81±0.20(Predicted) 
  • Flash Point:112.5 °C 
  • PSA：57.61000 
  • Density:1.649 g/cm3 
  • LogP:-0.53750 

N-Hydroxysuccinimide(Cas 6066-82-6) Usage

Chemical Description

N-hydroxysuccinimide is a coupling reagent used in peptide synthesis.

Synthesis

N-Hydroxysuccinimide can be synthesized by heating succinic anhydride with hydroxylamine or hydroxylamine hydrochloride.

Purification Methods

Recrystallise the imide from EtOH/ethyl acetate [Manesis & Goodmen J Org Chem 52 5331 1987]. [Beilstein 21/9 V 498.]

Application

N-Hydroxysuccinimide has been used in the synthesis of intermediates such as:N-succinimidyl 3-(di-tert-butylfluorosilyl)benzoate4-[2,2-bis[(p-tolylsulfonyl)-methyl] acetyl]benzoic acid-NHS esterN-succinimidyl 3-iodobenzoateIt 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.N-Hydroxysuccinimide can be used in the synthesis of N-hydroxysuccinimide ester via dehydration reaction in the presence of dicyclohexylcarbodiimide in carboxylic acid.

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

6066-82-6 Relevant articles

TRPA1 is activated by direct addition of cysteine residues to the N-hydroxysuccinyl esters of acrylic and cinnamic acids

Sadofsky, Laura R.,Boa, Andrew N.,Maher, Sarah A.,Birrell, Mark A.,Belvisi, Maria G.,Morice, Alyn H.

, p. 30 - 36 (2011)

The nociceptor TRPA1 is thought to be ac...

A Catalyst-Free Synthesis of Fused Perfluoroalkylated 2,3-Dihydroisoxazoles via Oxa-Michael-Aldol Annulation

Zhou, Wei,Yao, Lan,Liu, Yongxiurong,Shen, Lichun,Chen, Jie,Deng, Hongmei,Shao, Min,Zhang, Hui,Tang, Xiaojun,Cao, Weiguo

supporting information, p. 429 - 438 (2021/10/01)

A novel synthesis of fused perfluoroalky...

DLL3-TARGETING MULTISPECIFIC ANTIGEN-BINDING MOLECULES AND USES THEREOF

-

, (2021/10/02)

The disclosure provides multispecific an...

A METHOD FOR PREPARING N-SUBSTITUTED SUCCINIMIDE

-

Paragraph 0089; 0091-0093; 0095-0108; 0113, (2021/10/27)

N -substituted succinimides are disclose...

Synthesis method of N-(benzyloxycarbonyloxy)succinimide

-

Paragraph 0005; 0008; 0012; 0015, (2020/05/05)

The invention relates to a synthesis met...

6066-82-6 Process route

hydroxylamine succinic acid salt
869669-06-7

hydroxylamine succinic acid salt

acetic acid
64-19-7,77671-22-8

acetic acid

1-hydroxy-pyrrolidine-2,5-dione
6066-82-6

1-hydroxy-pyrrolidine-2,5-dione

acetylhydroxamic acid
546-88-3

acetylhydroxamic acid

Conditions
Conditions Yield
for 10 - 15h; Product distribution / selectivity; Heating / reflux;
54.4%
3.7%
α-bromopropionyl N-hydroxysuccinimide ester
129779-14-2

α-bromopropionyl N-hydroxysuccinimide ester

1-hydroxy-pyrrolidine-2,5-dione
6066-82-6

1-hydroxy-pyrrolidine-2,5-dione

2-Bromopropionic acid
598-72-1,10327-08-9

2-Bromopropionic acid

Conditions
Conditions Yield
With water;

6066-82-6 Upstream products

  • 108-30-5
    108-30-5

    succinic acid anhydride

  • 4743-99-1
    4743-99-1

    N-hydroxysuccinimide

  • 63593-23-7
    63593-23-7

    1-(benzyloxy)pyrrolidine-2,5-dione

  • 30364-57-9
    30364-57-9

    4-methoxybenzoic acid 2,5-dioxo-1-pyrrolidinyl ester

6066-82-6 Downstream products

  • 14464-29-0
    14464-29-0

    N-acetoxysuccinimide

  • 64419-23-4
    64419-23-4

    N-((R)-2-phenyl-4,5-dihydro-thiazole-4-carbonyloxy)-succinimide

  • 55610-40-7
    55610-40-7

    N-(tetrahydropyranyloxy)succinimide

  • 71875-81-5
    71875-81-5

    4-(N-maleimidomethyl)cyclohexanecarboxylic acid N-hydroxysuccinimide ester

Relevant Products