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420069

4,5-Dimethoxy-2-nitrobenzyl chloroformate

97%, for peptide synthesis

Synonym(s):

6-Nitroveratryl chloroformate, 6-Nitroveratryloxycarbonyl chloride, NVOC chloride, NVOC-Cl

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About This Item

Linear Formula:
ClCO2CH2C6H2(OCH3)2NO2
CAS Number:
42855-00-5
Molecular Weight:
275.64
NACRES:
NA.22
PubChem Substance ID:
24866307
UNSPSC Code:
12352101
MDL number:
MFCD00143507
Beilstein/REAXYS Number:
2389168
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Product Name

4,5-Dimethoxy-2-nitrobenzyl chloroformate, 97%

Quality Segment

assay

97%

form

powder

reaction suitability

reactivity: alcohol reactive, reactivity: amine reactive, reagent type: protection reagent

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

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.

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Codes

H314

Hazard Classifications

Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

PPE (personal protective equipment)

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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