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Key Documents

284262

Sigma-Aldrich

Iodoacetic anhydride

Synonym(s):

2-Iodoacetic anhydride, 2-Iodoacetyl 2-iodoacetate, Iodoacetic acid anhydride, Iodoacetyl anhydride

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About This Item

Linear Formula:
(ICH2CO)2O
CAS Number:
Molecular Weight:
353.88
Beilstein:
1812140
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

form

solid

Quality Level

mp

47-49 °C (lit.)

solubility

chloroform: soluble 10%, clear to slightly hazy, yellow (pink or tan)

functional group

anhydride
ester
iodo

storage temp.

2-8°C

SMILES string

ICC(=O)OC(=O)CI

InChI

1S/C4H4I2O3/c5-1-3(7)9-4(8)2-6/h1-2H2

InChI key

RBNSZWOCWHGHMR-UHFFFAOYSA-N

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Application

Reagent used as linker for development of reagents used for differential protein quantitation via ion scanning

Reactant used for:
  • Sythesis of N-iodoacetyl glycosylamine derivatives and converting amino precursors to IA derivatives
  • Linking lysine residues to N-terminal α-amino groups of peptides
  • Capping amines and yielding a thiol reactive iodo-derivative
  • Iodoacetylation

Pictograms

Skull and crossbonesCorrosion

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 3 Oral - Eye Dam. 1 - Skin Corr. 1A

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

230.0 °F - closed cup

Flash Point(C)

110 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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