392855
4,5-Dimethoxy-2-nitrobenzyl bromide
97%
Synonym(s):
6-Nitroveratryl bromide
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| Size/SKU | Availability | Price |
|---|---|---|
1 g | Check Cart for Availability | $136.00 $102.00 |
5 g | Check Cart for Availability | $540.00 |
About This Item
Linear Formula:
O2NC6H2(OCH3)2CH2Br
CAS Number:
Molecular Weight:
276.08
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Assay:
97%
$102.00
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Quality Segment
assay
97%
mp
131-133 °C (lit.)
functional group
bromo, nitro
SMILES string
COc1cc(CBr)c(cc1OC)[N+]([O-])=O
InChI
1S/C9H10BrNO4/c1-14-8-3-6(5-10)7(11(12)13)4-9(8)15-2/h3-4H,5H2,1-2H3
InChI key
UEKFEYNZISYRRH-UHFFFAOYSA-N
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.
Application
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
1 of 1
This Item | |||
|---|---|---|---|
| description 97% | description 98% | description BioReagent, suitable for fluorescence, ~95% (AT) | description reagent grade, 97% |
| assay 97% | assay 98% | assay ~95% (AT) | assay 97% |
| Quality Level 200 | Quality Level 200 | Quality Level 100 | Quality Level 200 |
| mp 131-133 °C (lit.) | mp 145-148 °C (lit.) | mp 243-248 °C (lit.) | mp 50-53 °C (lit.) |
| functional group nitro, bromo | functional group nitro, hydroxyl | functional group - | functional group bromo |
Signal Word
Danger
Hazard Codes
Precautionary Statements
Hazard Classifications
Eye Dam. 1 - 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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