Acetic acid N-hydroxysuccinimide ester

HCID 84460

Notes Reactions

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Basic information

CAS: 14464-29-0
Standard SMILES: CC(=O)ON1C(=O)CCC1=O
InChIKey: SIFCHNIAAPMMKG-UHFFFAOYSA-N
Molecular formula: C6H7NO4
Average molar mass: 157.12 g/mol
Monoisotopic mass: 157.0375077

Names & identifiers

Preferred name: Acetic acid N-hydroxysuccinimide ester
IUPAC: (2,5-dioxopyrrolidin-1-yl) acetate
English name: N-Acetoxysuccinimide
Molecular formula: C6H7NO4
Molecular weight: 157.12

Names & synonyms

14464-29-0Succinimidyl acetateAcetic acid N-hydroxysuccinimide esterZP45BJG86LRefChem:426906238-454-9N-Acetoxysuccinimide2,5-Dioxopyrrolidin-1-yl acetate2,5-Pyrrolidinedione, 1-(acetyloxy)-(2,5-dioxopyrrolidin-1-yl) acetateN-Succinimidyl Acetate1-(Acetoxy)pyrrolidine-2,5-dione

Show more names

AC-OSu(NAS)Succinimide acetateSUCCINIMIDYL ACETATAcetic acid NHS esterN-SuccinimidylAcetate>AC-OSU N-AcetoxysucciniMide

Ac-OsuMFCD00037916EINECS 238-454-9acetic acid succinimidyl ester57212-69-8Acetic Acid N-Succinimidyl EsterAC1501acetic acid 2,5-dioxo-pyrrolidin-1-yl ester

Database identifiers

CAS: 14464-29-0
PubChem CID: 84460
DTXSID: DTXSID60162774
UNII: ZP45BJG86L
EC Number: 238-454-9
Nikkaji: J26.037A

Properties

Computed structural properties

XLogP: -0.8
Topological polar surface area: 63.7 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 4
Rotatable bonds: 2
Heavy atoms: 11
Formal charge: 0
Complexity: 207

Physicochemical properties

Melting point: 132 to · 132.0 to 136.0 °C
Boiling point: 238.4 · 238.4±23.0 °C(Predicted)
Density: 1.38 · 1.38±0.1 g/cm3(Predicted)
storage temp.: 2 · Inert atmosphere,2-8°C
solubility: Chloroform (Slightly), Methanol (Slightly, Heated)
form: Solid
color: White to Off-White
Stability: Moisture Sensitive
InChI: InChI=1S/C6H7NO4/c1-4(8)11-7-5(9)2-3-6(7)10/h2-3H2,1H3
InChIKey: SIFCHNIAAPMMKG-UHFFFAOYSA-N
SMILES: N1(OC(C)=O)C(=O)CCC1=O
CAS DataBase Reference: 14464 · 14464-29-0(CAS DataBase Reference)
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 261 · P261-P305+P351+P338
Hazard Codes: Xi
Safety Statements: 24 · 24/25
HS Code: 29337900 · 29337900

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H302 (90.7%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P272, P280, P301+P317, P302+P352, P305+P351+P338, P321, P330, P333+P317, P337+P317, P362+P364, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 43 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesAcute Tox. 4 (90.7%)

Safety data

hs_code: 29337900
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 24/25
Hazard statements: H315-H319-H335
Precautionary statements: P261-P305+P351+P338

Chemistry & industry

Applications · 1 item

UsesThe succinimide ester group in N-succinimide acetate can covalently bind with primary amines (-NH2) in biomolecules to form a stable amide bond, thereby enabling the labeling of biomolecules such as proteins and antibodies. This can be applied to experiments such as immunochemistry and fluorescence in situ hybridization.