53413-67-5

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 NO: 53413-67-5
• Molecular Formula: C₉H₁₀BrNO₄
• Molecular Weight: 276.08
• Mol File: 53413-67-5.mol

Chemical Properties

• Melting Point: 131-133 °C(lit.)
• Boiling Point: 372.3 °C at 760 mmHg
• Flash Point: 179 °C
• Appearance: Yellow to brown/Crystalline Powder or Needles
• Density: 1.544
• Vapor Pressure: 2.07E-05mmHg at 25°C
• Refractive Index: 1.571
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Sensitive: Lachrymatory
• CAS DataBase Reference: 4,5-DIMETHOXY-2-NITROBENZYL BROMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4,5-DIMETHOXY-2-NITROBENZYL BROMIDE(53413-67-5)
• EPA Substance Registry System: 4,5-DIMETHOXY-2-NITROBENZYL BROMIDE(53413-67-5)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 22-26-27-36/37/39-45
• RIDADR: UN 3261 8/PG 2
• WGK Germany: 3
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 53413-67-5(Hazardous Substances Data)

Usage

Uses

1. Used in Research Chemicals:
4,5-Dimethoxy-2-nitrobenzyl bromide is used as a useful research chemical for various scientific investigations and experiments.
2. Used in Synthesis of Caged Compounds:
4,5-Dimethoxy-2-nitrobenzyl bromide is used as a suitable reagent in the synthesis of N-(4,5-dimethoxy-2-nitrobenzyl)vanillylamine, which forms caged vanilloid. 4,5-Dimethoxy-2-nitrobenzyl bromide is essential for the development of caged derivatives in various applications.
3. Used in Pharmaceutical Industry:
In the pharmaceutical industry, 4,5-Dimethoxy-2-nitrobenzyl bromide is used as a reagent for the synthesis of several caged compounds, including:
4-(4′,5′-dimethoxy-2-nitrobenzyloxy)benzaldehyde, a DMNB-caged aldehyde
N-[4-[(4,5-dimethoxy-2-nitrobenzyl)oxy]-3-methoxybenzyl]acetamide, a 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 the synthesis of phosphoramidite bearing 4-hydroxy-2-mercaptobenzimidazole (SBNV) nucleobase
Alkylation of dihydrofluorescein
These caged compounds are crucial for various applications in drug development, molecular biology, and chemical biology, where controlled release of active molecules is required.

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

Upstream product

• 121-33-5 vanillin 
• 120-14-9 3,4-dimethoxy-benzaldehyde 
• 20357-25-9 6-nitroveratraldehyde 
• 1016-58-6 6-nitroveratryl alcohol 

Downstream Products

• 144619-23-8 N-Boc-L-leucine (4,5-dimethoxy-2-nitro)benzyl ester 
• 144619-13-6 4,5-dimethoxy-2-nitrobenzyl (tert-butoxycarbonyl)-L-alaninate 
• 123642-55-7 1-<(4',5'-dimethoxy-2'-nitrophenyl)methyl> 5-tert-butyl N-(tert-butoxycarbonyl)glutamate 
• 144619-28-3 N,ω-(Boc)2-L-lysine (4,5-dimethoxy-2-nitro)benzyl ester 
• 144619-34-1 N-Boc-L-serine (4,5-dimethoxy-2-nitro)benzyl ester 
• 111742-73-5 C₄₃H₄₉ClN₂O₁₁Si 
• 201869-61-6 (S)-2-Pent-4-enoylamino-succinic acid bis-(4,5-dimethoxy-2-nitro-benzyl) ester 
• 295311-81-8 2-(4,5-dimethoxy-2-nitro-benzylsulfanyl)-ethanol 
• 540738-13-4 (R)-4-[(3R,5R,7R,8R,9S,10S,12S,13R,14S,17R)-3-(4,5-Dimethoxy-2-nitro-benzyloxy)-7,12-dihydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-pentanoic acid methyl ester 
• 35970-04-8 4,5-dimethoxy-2-nitrobenzyl phthalimide 
• 1198596-16-5 4-(4,5-dimethoxy-2-nitrobenzyloxy)-3,5-dimethoxybenzaldehyde 

Relevant articles and documents

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