420069

4,5-Dimethoxy-2-nitrobenzyl chloroformate

97%, for peptide synthesis

• Synonym(s): 6-Nitroveratryl chloroformate, 6-Nitroveratryloxycarbonyl chloride, NVOC chloride, NVOC-Cl
• Linear Formula: ClCO₂CH₂C₆H₂(OCH₃)₂NO₂
• CAS Number: 42855-00-5
• Molecular Weight: 275.64
• Beilstein/REAXYS Number: 2389168
• MDL number: MFCD00143507
• UNSPSC Code: 12352101
• PubChem Substance ID: 24866307
• NACRES: NA.22

Properties

• Product Name: 4,5-Dimethoxy-2-nitrobenzyl chloroformate, 97%
• Quality Level: 200
• assay: 97%
• form: powder
• mp: 125 °C (dec.) (lit.)
• application(s): peptide synthesis
• functional group: chloro; nitro
• storage temp.: 2-8°C
• SMILES string: COc1cc(COC(Cl)=O)c(cc1OC)[N+]([O-])=O
• InChI: 1S/C10H10ClNO6/c1-16-8-3-6(5-18-10(11)13)7(12(14)15)4-9(8)17-2/h3-4H,5H2,1-2H3
• InChI key: RWWPKIOWBQFXEE-UHFFFAOYSA-N

Description

Application

4,5-Dimethoxy-2-nitrobenzyl chloroformate (NVOC-Cl) is a photolabile protecting reagent, commonly used in peptide or nucleotide synthesis to protect amines and hydroxyl groups. General applications are:

• Preparation of inactive, caged protein conjugates which can be activated by irradiating near-ultraviolet light.
• Solid-phase synthesis of base-sensitive S-acylthioethyl (SATE)-prooligonucleotides.
• Modification of surface properties by introducing photocleavable NVOC moiety into chitosan to control cell attachment.

Safety Information

• pictograms: GHS05
• signalword: Danger
• hcodes: H314
• pcodes: P260 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338 - P363
• Hazard Classifications: Skin Corr. 1B
• Storage Class: 8A - Combustible corrosive hazardous materials
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges