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| CAS No.: | 65853-65-8 |
|---|---|
| Name: | N-(2-Chlorobenzyloxycarbonyloxy)succinimide |
| Molecular Structure: | |
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| Formula: | C12H10ClNO5 |
| Molecular Weight: | 283.668 |
| Synonyms: | 2,5-Pyrrolidinedione,1-[[[(2-chlorophenyl)methoxy]carbonyl]oxy]- (9CI);2-Chlorobenzyl succinimidylcarbonate;2-Cl-Z-Osu; |
| Density: | 1.48 g/cm3 |
| Melting Point: | 102-105 °C(lit.) |
| Boiling Point: | 397.4 °C at 760 mmHg |
| Flash Point: | 194.2 °C |
| Appearance: | Very faintly beige powder |
| Hazard Symbols: |
 Xi
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| Risk Codes: | 36/37/38 |
| Safety: | 22-24/25-26 |
| PSA: | 72.91000 |
| LogP: | 1.99510 |
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Standards and Recommendations
Stable under normal temperatures and pressures.
Incompatible materials, dust generation, excess heat.
Incompatibilities with Other Materials:
Strong oxidants.
Hazardous Decomposition Products:
Hydrogen chloride, carbon monoxide, oxides of nitrogen, carbon
dioxide.
Hazardous Polymerization: Has not been reported.
Specification
The IUPAC name of Z(2-Cl)-OSu is (2-chlorophenyl)methyl (2,5-dioxopyrrolidin-1-yl) carbonate . With the CAS registry number 65853-65-8, it is also named as 1-({[(2-Chlorobenzyl)oxy]carbonyl}oxy)-2,5-pyrrolidinedione ; 2,5-Pyrrolidinedione, 1-[[[(2-chlorophenyl)methoxy]carbonyl]oxy]- ; N-(2-Chlorobenzyloxycarbonyloxy)succinimide ; 2-Chlorobenzyl succinimidyl carbonate .
The Z(2-Cl)-OSu is very faintly beige powder which should be stored at RT.. The product's categories are Peptide coupling agents, Amino Acid Derivatives, Medical Intermediates, N-Protecting Reagents, Biochemistry, N-Substituted Maleimides, Succinimides & Phthalimides and Z-Amino acid series.
This product is used as amino acid protective agent. It is irritating to eyes, respiratory system and skin. So people should not breathe dust and avoid contact with skin and eyes. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
The Z(2-Cl)-OSu can be obtained by di(succinimido) carbonate and 2-chloro-benzyl alcohol with DMAP in the solvent acetonitrile and CH2Cl2 . The reaction time is 6 hour(s) and the yield is 55%.
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This product also can be used to prepare other chemicals. For example: 1. It can react with (3S)-trans-1-methoxy-3-[(tert-butoxycarbonyl)amino]-4-methyl-2-azetidinone to get 2-(N-tert-butoxycarbonyl)-3-(N-2-chlorobenzyloxycarbonyl-N-methoxy)-2,3-diaminobutanoic acid . 2. It reacts with N-methyl-hydroxylamine; hydrochloride to obtain N-(2-chlorobenzyloxycarbonyl)-N-methylhydroxylamine .
The other characteristics of this product can be summarized as: (1)ACD/LogP: 1.02 ; (2)# of Rule of 5 Violations: 0 ; (3)ACD/LogD (pH 5.5): 1.02 ; (4)ACD/LogD (pH 7.4): 1.02 ; (5)ACD/BCF (pH 5.5): 3.49 ; (6)ACD/BCF (pH 7.4): 3.49 ; (7)ACD/KOC (pH 5.5): 85.17 ; (8)ACD/KOC (pH 7.4): 85.17 ; (9)#H bond acceptors: 6 ; (10)#H bond donors: 0 ; (11)#Freely Rotating Bonds: 5 ; (12)Index of Refraction: 1.596 ; (13)Molar Refractivity: 65.03 cm3 ; (14)Molar Volume: 191 cm3 ; (15)Polarizability: 25.78×10-24 cm3 ; (16)Surface Tension: 61.1 dyne/cm ; (17)Enthalpy of Vaporization: 64.79 kJ/mol ; (18)Vapour Pressure: 1.59E-06 mmHg at 25°C.
People can use the following data to convert to the molecule structure. SMILES: O=C2N(OC(=O)OCc1ccccc1Cl)C(=O)CC2; InChI: InChI=1/C12H10ClNO5/c13-9-4-2-1-3-8(9)7-18-12(17)19-14-10(15)5-6-11(14)16/h1-4H,5-7H2.