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1-Hydroxysuccinimide

N-Hydroxy succinimide

CAS: 6066-82-6

Molecular Formula: C4H5NO3

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1-Hydroxysuccinimide - Names and Identifiers

Name N-Hydroxy succinimide
Synonyms NHS
HOSu
HONSU
NHS OR HONSU
N-HYDROXYSUCCINIMDE
1-Hydroxysuccinimide
N-HYDROXYSUCCINIMIDE
N-Hydroxysuccinimide
N-Hydroxy succinimide
NHS N-HYDROXYSUCCINIMIDE,
N-Hydroxysuccinimide (HOSu)
1-hydroxy-5-pyrrolidinedione
5-Pyrrolidinedione,1-hydroxy-2
N-HYDROXY-2,5-PYRROLIDINEDIONE
1-hydroxypyrrolidine-2,5-dione
1-Hydroxy-2,5-pyrrolidinedione
1-Hydroxy-2,5-pyrrolidine-dione
N-HYDROXYSUCCINIMIDE POLYMER-BOUND
N-Hydroxysuccinimide POLYMER-BOUND
HOSu~1-Hydroxy-2,5-pyrrolidinedione
CAS 6066-82-6
EINECS 228-001-3
InChI InChI=1/C4H5NO3/c6-3-1-2-4(7)5(3)8/h8H,1-2H2
InChIKey NQTADLQHYWFPDB-UHFFFAOYSA-N

1-Hydroxysuccinimide - Physico-chemical Properties

Molecular FormulaC4H5NO3
Molar Mass115.09
Density1.4769 (rough estimate)
Melting Point95-98°C(lit.)
Boling Point215.33°C (rough estimate)
Flash Point112.5°C
Water SolubilitySOLUBLE
Solubility Soluble in water (50 mg/ml), DMSO (100 mM), methanol, acetone (50 mg/ml), and DMF.
Vapor Presure0Pa at 25℃
AppearanceWhite crystal
ColorClear yellow-brown to brown
BRN113913
pKa7.81±0.20(Predicted)
PH5-7 (50g/l, H2O, 20℃)
Storage ConditionStore at +2°C to +8°C.
StabilityStable. Incompatible with strong oxidizing agents, acid chlorides, acid anhydrides, strong bases. Protect from moisture.
SensitiveHygroscopic
Refractive Index1.4080 (estimate)
MDLMFCD00005516
Physical and Chemical PropertiesAppearance: white to off-white crystals;
Melting point range: 95.0 ℃ ~ 98.0 ℃;
UseFor the synthesis of amino acid protectants, semi-synthetic kanamycin and pharmaceutical intermediates.

1-Hydroxysuccinimide - Risk and Safety

Hazard SymbolsXi - Irritant
Irritant
Risk Codes36/37/38 - Irritating to eyes, respiratory system and skin.
Safety DescriptionS22 - Do not breathe dust.
S24/25 - Avoid contact with skin and eyes.
S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36 - Wear suitable protective clothing.
WGK Germany3
TSCAYes
HS Code29251995
Hazard NoteIrritant

1-Hydroxysuccinimide - Upstream Downstream Industry

Raw MaterialsSuccinic anhydride
Hydroxylamine hydrochloride

1-Hydroxysuccinimide - Introduction

Sensitive to moisture, soluble in water, soluble in acetone, alcohol and ethyl acetate; slightly soluble in chlorinated hydrocarbons, ethers, toluene and benzene. The product is easy to caking.
Last Update:2022-10-16 17:27:00

1-Hydroxysuccinimide - Reference Information

Open Data Unverified Data
LogP-2.01
NIST chemical information information provided by: webbook.nist.gov (external link)
EPA chemical substance information information provided by: ofmpeb.epa.gov (external link)
Introduction N-hydroxysuccinimide is a white crystal, which is sensitive to moisture, soluble in water, soluble in acetone, alcohols and ethyl acetate; Slightly soluble in chlorinated hydrocarbons, ethers, toluene and benzene. The product is easy to agglomerate and has a melting point of 99-100 °c. For the synthesis of amino acid protectants, semi-synthetic kanamycin and pharmaceutical intermediates.
Application N-hydroxysuccinimide (NHS) is a white crystalline substance that can be used as a pharmaceutical intermediate, for the production of semi-synthetic kanamycin.
Use pharmaceutical intermediate for the production of semi-synthetic kanamycin.
used as semi-synthetic antibiotic intermediate; Peptide solid phase synthesis linking agent;
Using carbodiimide method as an additive in improved amidation and peptide coupling reaction; N-hydroxysuccinimide can be used for the synthesis of amino acid protectants, semi-synthesis of kanamycin and pharmaceutical intermediates.
production method N-hydroxysuccinimide was prepared as follows: 100g(1.0mol) succinic anhydride and 70g(1.0mol) of hydroxylamine hydrochloride are heated together, the reaction system is kept under negative pressure to remove the generated volatiles, and is rapidly heated to above 125 ℃, and then slowly rises to 160 ℃ after 1H. The heating was stopped and when the temperature dropped to 125 °c, the liquid reaction was poured into of diethyl ether and stirred vigorously. After the product was cured, the ether layer was decanted, the cured product was heated to boiling with 400ml of butanol, hot filtered, and the filtrate was rapidly cooled to 0 °c. After 1H filtration, the crystals were successively washed with butanol and diethyl ether, and the obtained crude product was recrystallized from ethyl acetate to obtain 50g of finished product in 44% yield.
Last Update:2024-04-10 11:14:41
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View History
1-Hydroxysuccinimide
1511-62-2
146000-39-7
c.i.disperseblack2
环烷酸钴
58917-85-4
1150164-78-5
DL-别苏氨酸
1469924-27-3
无水硫化锌
Raw Materials for 1-Hydroxysuccinimide
Succinic anhydride
Hydroxylamine hydrochloride
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