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About This Item
Linear Formula:
ClCO2CH2C6H2(OCH3)2NO2
CAS Number:
Molecular Weight:
275.64
Beilstein:
2389168
MDL number:
UNSPSC Code:
12352101
PubChem Substance ID:
NACRES:
NA.22
Product Name
4,5-Dimethoxy-2-nitrobenzyl chloroformate, 97%
Quality Level
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
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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.
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Skin Corr. 1B
Storage Class Code
8A - Combustible corrosive hazardous materials
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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