2-iodoacetyl 2-iodoacetate

• ChemBase ID: 148685
• Molecular Formular: C4H4I2O3
• Molecular Mass: 353.8817
• Monoisotopic Mass: 353.82498999
• SMILES: C(C(=O)OC(=O)CI)I
• Canonical SMILES: ICC(=O)OC(=O)CI
• InChI: InChI=1S/C4H4I2O3/c5-1-3(7)9-4(8)2-6/h1-2H2
• InChIKey: RBNSZWOCWHGHMR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-iodoacetyl 2-iodoacetate
• IUPAC Traditional name: 2-iodoacetyl 2-iodoacetate
• Synonyms: Iodoacetic anhydride; 碘代乙酸酐

Database IDs

• CAS Number: 54907-61-8
• MDL Number: MFCD00001080
• Beilstein Number: 1812140
• PubChem SID: 24857144; 162242860
• PubChem CID: 2733254

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.5786023
• LogD (pH = 7.4): 1.5786023
• Log P: 1.5786023
• Molar Refractivity: 48.2496 cm^3
• Polarizability: 19.954817 Å^3
• Polar Surface Area: 43.37 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 47-49 °C(lit.)
• Flash Point: 110 °C; 230 °F

Safety Information

• European Hazard Symbols: Corrosive (C); Toxic (T)
• UN Number: 3261
• German water hazard class: 3
• Hazard Class: 8
• Packing Group: 2
• Risk Statements: 25-35
• Safety Statements: 22-36/37/39-45
• GHS Pictograms: GHS05; GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H314
• GHS Precautionary statements: P280-P305 + P351 + P338-P310
• Personal Protective Equipment: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P2 (EN 143) respirator cartridges, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 3261 8/PG 2
• Storage Temperature: 2-8°C

Product Information

• Linear Formula: (ICH2CO)2O

DETAILS

Sigma Aldrich - 284262

Packaging
1 g in glass bottle
250 mg in glass bottle
Application
Reagent used as linker for development of reagents used for differential protein quantitation via ion scanning1Reactant used for:
• Sythesis of N-iodoacetyl glycosylamine derivatives2 and converting amino precursors to IA derivatives3
• Linking lysine residues to N-terminal α-amino groups of peptides4
• Capping amines and yielding a thiol reactive iodo-derivative5
• Iodoacetylation6