4-Nitrobenzyl Chloroformate

• CAT Number: R022315
• CAS Number: 4457-32-3
• Molecular Formula: C8H6ClNO4
• Molecular Weight: 215.59
• Purity: ≥95%
• Synonyms: Chloroformic Acid p-Nitrobenzyl Ester; 4-Nitrobenzyl Chloroformate; 4-Nitrobenzyloxycarbonyl Chloride; p-Nitrobenzyl Chloroformate; p-Nitrobenzyloxycarbonyl Chloride; p-Nitrocarbobenzoxy Chloride
• Storage: -20°C
• IUPAC Name: (4-nitrophenyl)methyl carbonochloridate
• InChI: InChI=1S/C8H6ClNO4/c9-8(11)14-5-6-1-3-7(4-2-6)10(12)13/h1-4H,5H2
• InChIKey: MHSGOABISYIYKP-UHFFFAOYSA-N
• SMILES: C1=CC(=CC=C1COC(=O)Cl)[N+](=O)[O-]

4-Nitrobenzyl chloroformate(CAT: R022315) is a reactive carbonate compound commonly used as a protecting group reagent in organic synthesis, particularly for amines and alcohols. Featuring a nitro-substituted aromatic ring, it offers enhanced stability and selective reactivity under mild conditions. The 4-nitrobenzyl group allows for controlled deprotection via photolysis or reductive conditions, making it ideal for applications in peptide synthesis, prodrug development, and controlled-release systems. Its utility in generating carbamates and esters makes it a valuable intermediate in pharmaceutical and materials chemistry, supporting the construction of functionalized molecules with tailored release profiles or bioactivity.