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4,5-Dimethoxy-2-nitrobenzylbromid
97%
Synonym(e):
6-Nitroveratrylbromid
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About This Item
Lineare Formel:
O2NC6H2(OCH3)2CH2Br
CAS-Nummer:
Molekulargewicht:
276.08
MDL-Nummer:
UNSPSC-Code:
12352100
PubChem Substanz-ID:
NACRES:
NA.22
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Assay
97%
mp (Schmelzpunkt)
131-133 °C (lit.)
Funktionelle Gruppe
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
InChIKey
UEKFEYNZISYRRH-UHFFFAOYSA-N
Verwandte Kategorien
Allgemeine Beschreibung
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.
Anwendung
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
Signalwort
Danger
H-Sätze
Gefahreneinstufungen
Eye Dam. 1 - Skin Corr. 1B
Lagerklassenschlüssel
8A - Combustible corrosive hazardous materials
WGK
WGK 3
Flammpunkt (°F)
Not applicable
Flammpunkt (°C)
Not applicable
Persönliche Schutzausrüstung
Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
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