4-nitrophenyl 2-iodoacetate

• ChemBase ID: 152857
• Molecular Formular: C8H6INO4
• Molecular Mass: 307.04201
• Monoisotopic Mass: 306.93415568
• SMILES: c1cc(ccc1[N+](=O)[O-])OC(=O)CI
• Canonical SMILES: ICC(=O)Oc1ccc(cc1)[N+](=O)[O-]
• InChI: InChI=1S/C8H6INO4/c9-5-8(11)14-7-3-1-6(2-4-7)10(12)13/h1-4H,5H2
• InChIKey: GERXSZLDSOPHJV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-nitrophenyl 2-iodoacetate
• IUPAC Traditional name: 4-nitrophenyl 2-iodoacetate
• Synonyms: 4-Nitrophenyl iodoacetate; Iodo-acetic Acid p-Nitrophenyl Ester; p-Nitrophenyl Iodoacetate; 4-硝基苯酯碘乙酸

Database IDs

• CAS Number: 31252-85-4
• EC Number: 250-536-6
• MDL Number: MFCD00042813
• Beilstein Number: 1970746
• PubChem SID: 24880942; 162247000
• PubChem CID: 160197

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 2.4660518
• LogD (pH = 7.4): 2.4660518
• Log P: 2.4660518
• Molar Refractivity: 57.5989 cm^3
• Polarizability: 21.985651 Å^3
• Polar Surface Area: 72.12 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ether; Ethyl Acetate; Methanol
• Apperance: Greenish-Brown Solid
• Melting Point: 70-71°C; 79-82 °C

Safety Information

• Storage Condition: Amber Vial, -20°C Freezer, Under Inert Atmosphere
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥99.0%
• Empirical Formula (Hill Notation): C8H6INO4

DETAILS

Sigma Aldrich - 57865

Other Notes
For introducing the iodoacetyl group in peptides1; Synthesis of N-methyl iodoacetamide2
Packaging
5 g in glass bottle

Toronto Research Chemicals - N503775

A sulfhydryl reactive compound.