4,5-Dimethoxy-2-nitrobenzyl bromide

ALDRICH/392855 - 97%

Synonym: 6-Nitroveratryl bromide

CAS Number: 53413-67-5
Empirical Formula (Hill Notation): C₉H₁₀BrNO₄
Molecular Weight: 276.08
MDL Number: MFCD00192064
Linear Formula: O₂NC₆H₂(OCH₃)₂CH₂Br
Product Type: Chemical

Catalog Number	PKG Qty.	Price


45-392855-1G	1 g	$128.00 1/EA	Add To Favorites
45-392855-5G	5 g	$0.00 1/EA CALL FOR PRICE	Add To Favorites

This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: 392855-1G

Properties
Descriptions
Safety Info.
Basic Data

assay	97%
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
mp	131-133 °C (lit.)
SMILES string	COc1cc(CBr)c(cc1OC)[N+]([O-])=O

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 (SB^NV) 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.
Packaging:	1, 5 g in glass bottle

Symbol	GHS05
Signal word	Danger
Hazard statements	H314
Precautionary statements	P280 - P305 + P351 + P338 - P310
Hazard Codes	C
Risk Statements	34
Safety Statements	22-26-27-36/37/39-45
RIDADR	UN 3261 8 / PGII
WGK Germany	WGK 3
Flash Point(F)	Not applicable
Flash Point(C)	Not applicable

Purity	97%
mp	131-133 °C (lit.)
UNSPSC	12352100

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