4,5-二甲氧基-2-硝基溴苄

O₂NC₆H₂(OCH₃)₂CH₂Br

276.08

MFCD00192064

24864490

NA.22

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.

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 (SB^NV) nucleobase
• alkylation of dihydrofluorescein
• 4-(4′,5′-Dimethoxy-2′-nitrobenzyloxy)benzaldehyde

97%

131-133 ℃ (lit.)

COc1cc(CBr)c(cc1OC)[N+]([O-])=O

1S/C9H10BrNO4/c1-14-8-3-6(5-10)7(11(12)13)4-9(8)15-2/h3-4H,5H2,1-2H3

UEKFEYNZISYRRH-UHFFFAOYSA-N

1, 5 g in glass bottle

GHS05

Danger

H314

P260 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338 - P363

Eye Dam. 1 - Skin Corr. 1B

8A - Combustible, corrosive hazardous materials

WGK 3

Eyeshields, Faceshields, Gloves, type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges