Basic information Safety Supplier Related

4,5-DIMETHOXY-2-NITROBENZYL BROMIDE

Basic information Safety Supplier Related

4,5-DIMETHOXY-2-NITROBENZYL BROMIDE Basic information

Product Name:
4,5-DIMETHOXY-2-NITROBENZYL BROMIDE
Synonyms:
  • 4,5-DIMETHOXY-2-NITROBENZYL BROMIDE
  • 6-NITROVERATRYL BROMIDE
  • 1-(Bromomethyl)-4,5-dimethoxy-2-nitrobenzene
  • 4,5-Dimethoxy-2-nitrobenzyl bromide 95%
  • 1-(bromomethyl)-2-nitro-4,5-dimethoxybenzene
  • 4,5-dimenoxy-2-nitrobenzyl bromide
  • 3,4-Dimethoxy-6-nitrobenzyl bromide
  • 4,5-Dimethoxy-2-nitro-1-bromomethylbenzene
CAS:
53413-67-5
MF:
C9H10BrNO4
MW:
276.08
Mol File:
53413-67-5.mol
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4,5-DIMETHOXY-2-NITROBENZYL BROMIDE Chemical Properties

Melting point:
131-133 °C (lit.)
Boiling point:
372.3±37.0 °C(Predicted)
Density 
1.544
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
form 
Crystalline Powder or Needles
color 
Yellow to brown
Sensitive 
Lachrymatory
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Safety Information

Hazard Codes 
C
Risk Statements 
34
Safety Statements 
22-26-27-36/37/39-45
RIDADR 
UN 3261 8/PG 2
WGK Germany 
3
HazardClass 
8
PackingGroup 
III
HS Code 
29093090

MSDS

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4,5-DIMETHOXY-2-NITROBENZYL BROMIDE Usage And Synthesis

Uses

1-(Bromomethyl)-4,5-dimethoxy-2-nitrobenzene is a useful research chemical.

Uses

4,5-Dimethoxy-2-nitrobenzyl bromide (DMNB bromide, 6-nitroveratryl bromide) is suitable reagent used in the synthesis of N-(4,5-dimethoxy-2-nitrobenzyl)vanillylamine which forms caged vanilloid. It may be used in the synthesis of the following:

  • 4-(4′,5′-dimethoxy-2-nitrobenzyloxy)benzaldehyde, a DMNB-caged aldehyde
  • N-[4-[(4,5-dimethoxy-2-nitrobenzyl)oxy]-3-methoxybenzyl]acetamide
  • caged derivative of pyridostatin ([C]-PDS)
  • photosensitive polyimide (PI-DMNB)
  • caged β-ecdysone
  • 4-tert-butyldimethylsilyloxy-1-(2-deoxy-3,5-di-O-toluoyl-β-D-ribofuranosyl)-2-(6-nitroveratrylthio)-1H-benzimidazole, an intermediate in synthesis of phosphoramidite bearing 4-hydroxy-2-mercaptobenzimidazole (SBNV) nucleobase
  • alkylation of dihydrofluorescein
  • 4-(4′,5′-Dimethoxy-2′-nitrobenzyloxy)benzaldehyde

General Description

4,5-Dimethoxy-2-nitrobenzyl bromide (DMNBB, 1-(Bromomethyl)-4,5-dimethoxy-2-nitrobenzene) is a 4,5-dimethoxy-2-nitrobenzyl derivative. 4,5-Dimethoxy-2-nitrobenzyl (DMNB) group of DMNBB is used as a photolabile protecting group in caging technology to develop pro-drugs. Synthesis of 1-(bromomethyl)-4,5-dimethoxy-2-nitrobenzene by using 6-nitroveratraldehyde as starting reagent has been reported.

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