(Dimethylamino)[(2,5-dioxopyrrolidin-1-yl)oxy]-N,N-dimethylmethaniminium hexafluorophosphate

HCID 16211151

Notes Reactions

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Basic information

CAS: 265651-18-1
Standard SMILES: CN(C)C(ON1C(=O)CCC1=O)=[N+](C)C.F[P-](F)(F)(F)(F)F
InChIKey: STWZCCVNXFLDDD-UHFFFAOYSA-N
Molecular formula: C9H16F6N3O3P
Average molar mass: 359.207 g/mol
Monoisotopic mass: 359.08334732

Names & identifiers

Preferred name: (Dimethylamino)[(2,5-dioxopyrrolidin-1-yl)oxy]-N,N-dimethylmethaniminium hexafluorophosphate
IUPAC: (Dimethylamino)[(2,5-dioxopyrrolidin-1-yl)oxy]-N,N-dimethylmethaniminium hexafluoridophosphate(1-)
English name: N,N,N',N'-Tetramethyl-O-(N-succinimidyl)uronium hexafluorophosphate
Molecular formula: C9H16F6N3O3P
Molecular weight: 359.21

Names & synonyms

HSTUREF DUPL: HSTUO-(N-Succinimidyl)-1O-(N-SUCCINIMIDYL)-N,N,N',N'-TETRA-O-(N-Succinimidyl)-N,N,N',N'-tetramethyluroniumheN,N,N',N'-Tetramethyl-O-(N-succinimidyl)uronium heo-(n-succinimidyl)-n,n,n',n'-tetra-methyluroniumpf6-Tetramethyl-O-(N-succinimidyl)uronium hexafluorophosphate2-SUCCINIMIDO-1,1,3,3-TETRAMETHYLURONIM HEXAFLUOROPHOSPHATE2-SUCCINIMIDO-1,1,3,3-TETRAMETHYLURONIUM HEXAFLUOROPHOSPHATE

Database identifiers

CAS: 265651-18-1
PubChem CID: 16211151
DTXSID: DTXSID90583377

Properties

Physicochemical properties

Melting point: 218 · 218-221°C
storage temp.: -20 °C · -20°C
solubility: 0.5 g/mL · Soluble in acetonitrile 0.5 g/mL.
form: Powder or Crystalline Powder
color: White to off-white
Sensitive: Moisture Sensitive
Major Application: peptide synthesis
InChI: InChI=1S/C9H16N3O3.F6P/c1-10(2)9(11(3)4)15-12-7(13)5-6-8(12)14;1-7(2,3,4,5)6/h5-6H2,1-4H3;/q+1;-1
InChIKey: STWZCCVNXFLDDD-UHFFFAOYSA-N
SMILES: [P+5]([F-])([F-])([F-])([F-])([F-])[F-].O(N1C(CCC1=O)=O)/C(=[N+](\C)/C)/N(C)C
CAS DataBase Reference: 265651 · 265651-18-1(CAS DataBase Reference)
UNSPSC Code: 12352101 · 12352101
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 261 · P261-P264-P271-P280-P302+P352-P305+P351+P338
target organs: Respiratory system
PPE: 95 · dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38
Safety Statements: 26 · 26-36-60-37
WGK Germany: 3 · 3
HS Code: 29280000 · 29280000
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 2 Skin · Eye Irrit. 2Skin Irrit. 2STOT SE 3

Safety & regulation

Safety data

PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 3
hs_code: 29280000
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 26-36-60-37
Storage Class: 11 - Combustible Solids
target organs: Respiratory system
Hazard statements: H315-H319-H335
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2STOT SE 3
Precautionary statements: P261-P264-P271-P280-P302+P352-P305+P351+P338

Chemistry & industry

Applications · 3 items

UsesCoupling reagent for peptide synthesis and the formation of other amides. Yield in aqueous solution is excellent too.

UsesCoupling reagent for peptide synthesis and the formation of other amides. Reactant for synthesis of liposomal contrast agents for magnetic resonance imaging, synthesis of protein labeling molecules, synthesis of thiol-reactive Cy5 derivatives.

General DescriptionN,N,N′,N′-Tetramethyl-O-(N-succinimidyl)uronium hexafluorophosphate can be used to prepare N-succinimidyl 4-[18F]fluorobenzoate ([18F]-SFB), a prosthetic group for the fluorination of biomolecules for PET imaging.