Basic information
- Name:
N-Hydroxysuccinimide
- CAS No.:
6066-82-6
- Molecular Structure:
- Formula:
- C4H5NO3
- Molecular Weight:
- 115.09 .
- Synonyms:
- Succinimide, N-hydroxy-;2,5-Pyrrolidinedione, 1-hydroxy-;Hydroxysuccinimide;Succinimide, N-hydroxy- (8CI);1-Hydroxy-2,5-pyrrolidinedione;1-Hydroxysuccinimide;1-Hydroxy-pyrrolidine-2,5-dione;N-Hydroxy Succinimide;
- EINECS:
- 228-001-3
- Density:
- 1.649 g/cm3
- Melting Point:
- 95-98 °C(lit.)
- Boiling Point:
- 262.4 °C at 760 mmHg
- Flash Point:
- 112.5 °C
- Solubility:
- Soluble in water
- Appearance:
- white to pale yellow
- Hazard Symbols:
Xi- Risk Codes:
- 36/37/38
- Safety Description:
- 22-24/25-26-36 Details
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Chemistry
IUPAC Name: 1-Hydroxypyrrolidine-2,5-dione
Synonyms of N-Hydroxysuccinimide (CAS NO.6066-82-6): 1-Hydroxy-2,5-pyrrolidinedione ; 1-Hydroxypyrrolidin-2,5-dion ; 1-Hydroxypyrrolidine-2,5-dione ; 2,5-Pyrrolidinedione, 1-hydroxy-
CAS NO:6066-82-6
Molecular Formula:C4H5NO3
Molecular Weight :115.09
Molecular Structure :
EINECS: 228-001-3
H bond acceptors: 4
H bond donors: 1
Freely Rotating Bonds: 1
Polar Surface Area: 46.61 Å2
Index of Refraction: 1.599
Molar Refractivity: 23.86 cm3
Molar Volume: 69.7 cm3
Surface Tension: 88.9 dyne/cm
Density: 1.649 g/cm3
Flash Point: 112.5 °C
Enthalpy of Vaporization: 58.09 kJ/mol
Boiling Point: 262.4 °C at 760 mmHg
Vapour Pressure: 0.00155 mmHg at 25°C
Melting Point: 95-98 °C(lit.)
Storage temp: 2-8°C
Water Solubility: Soluble
Sensitive: Hygroscopic
Appearance: white to pale yellow.
SMILES: O=C1N(O)C(=O)CC1
InChI: InChI=1/C4H5NO3/c6-3-1-2-4(7)5(3)8/h8H,1-2H2
InChIKey: NQTADLQHYWFPDB-UHFFFAOYAM
Std. InChI: InChI=1S/C4H5NO3/c6-3-1-2-4(7)5(3)8/h8H,1-2H2
Std. InChIKey: NQTADLQHYWFPDB-UHFFFAOYSA-N
Product Categories of N-Hydroxysuccinimide (CAS NO.6066-82-6) : Peptide coupling agents;Medical Intermediates;Heterocycles;Other Reagents;Miscellaneous Reagents;Biochemistry;Condensation & Active Esterification;Coupling Reactions (Peptide Synthesis)
Stability: Stable. Incompatible with strong oxidizing agents, acid chlorides, acid anhydrides, strong bases. Protect from moisture.
Uses
N-Hydroxysuccinimide (CAS NO.6066-82-6) is widely used as an activating reagent for carboxylic acids in organic chemistry or biochemistry. Besides it is also used as leaving groups to activate covalent coupling of amine containing biomolecules onto surfaces in academic and commercial surface immobilizations, hence N-Hydroxysuccinimide is still used for protein modification.
Production
Raw materials: Hydroxylamine hydrochloride-->Succinic anhydride
Preparation: Products Enalapril-->Imidapril-->N-ACRYLOXYSUCCINIMIDE-->Arbekacin-->Aspoxicillin-->GUSPERIMUS
Safety Profile
Safety information of N-Hydroxysuccinimide (CAS NO.6066-82-6) :
Hazard Codes: 
Xi
Risk Statements: 36/37/38
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 22-24/25-26-36
S22: 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 Germany: 3
Hazard Note: Irritant
HS Code: 29251995
Specification
General Information: As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear.
Extinguishing Media: Use water spray, dry chemical, carbon dioxide, or chemical foam.
Handling: Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes. Avoid ingestion and inhalation.
Storage: Store in a cool, dry place. Store in a tightly closed container.