IODOACETIC ACID N-HYDROXYSUCCINIMIDE ESTER

The Iodoacetic acid N-hydroxysuccinimide ester, with the CAS registry number 39028-27-8, is also known as 1-(2-Iodoacetoxy)pyrrolidine-2,5-dione and N-Hydroxysuccinimidyl iodoacetate. It belongs to the product categories of MTS and Sulfhydryl Active Reagents; Cross Linking Reagents; MTS and Sulfhydryl Active Reagents; Active Esters/AdditivesProtein Modification; Active Esters/AdditivesSynthetic Reagents; Coupling; Crosslinking; Heterobifunctional Cross-Linking Reagents and Peptide Synthesis. This chemical's molecular formula is C₆H₆INO₄ and molecular weight is 283.02. What's more, its systematic name is called 1-[(Iodoacetyl)oxy]pyrrolidine-2,5-dione.

Physical properties about this chemical are: (1) ACD/LogP: -0.76; (2) # of Rule of 5 Violations: 0; (3) ACD/LogD (pH 5.5): -0.76; (4) ACD/LogD (pH 7.4): -0.76; (5) ACD/BCF (pH 5.5): 1; (6) ACD/BCF (pH 7.4): 1; (7) ACD/KOC (pH 5.5): 9.19; (8) ACD/KOC (pH 7.4): 9.19; (9) #H bond acceptors: 5; (10) #H bond donors: 0; (11) #Freely Rotating Bonds: 3; (12)Polar Surface Area: 63.68 Å²; (13) Index of Refraction: 1.614; (14) Molar Refractivity: 46.67 cm³; (15) Molar Volume: 133.8 cm³; (16) Surface Tension: 64 dyne/cm; (17) Density: 2.11 g/cm³; (18) Flash Point: 144.7 °C; (19) Enthalpy of Vaporization: 55.69 kJ/mol; (20) Boiling Point: 315.6 °C at 760 mmHg; (21) Vapour Pressure: 0.000433 mmHg at 25 °C; (22) Melting Point: 148 °C.

Uses of Iodoacetic acid N-hydroxysuccinimide ester: it is used to produce other chemicals. For example, it is used to produce N²-(Tert-butoxycarbonyl)-N³-(iodoacetyl)-L-2,3-diaminopropanoic acid.

The reaction occurs with reagent NaHCO₃, solvent H₂O, Methanol and other condition of ambient temperature. The yield is 81 %.

When you are dealing with this chemical, you should be very careful. This chemical is irritating to eyes, respiratory system, skin and may cause inflammation to the skin or other mucous membranes. Therefore, you should wear suitable protective clothing. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1) SMILES: O=C1N(OC(=O)CI)C(=O)CC1
(2) InChI: InChI=1/C6H6INO4/c7-3-6(11)12-8-4(9)1-2-5(8)10/h1-3H2
(3) InChIKey: VRDGQQTWSGDXCU-UHFFFAOYAJ