149966-28-9

Basic information

• Product Name: 1-[(2-bromoethoxy)methyl]-4-methoxybenzene
• Synonyms: 1-[(2-bromoethoxy)methyl]-4-methoxybenzene
• CAS NO: 149966-28-9
• Molecular Formula: C₁₀H₁₃BrO₂
• Molecular Weight: 245.11302
• Mol File: 149966-28-9.mol

Chemical Properties

• Boiling Point: 304.2±22.0 °C(Predicted)
• Appearance: /
• Density: 1.344±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 1-[(2-bromoethoxy)methyl]-4-methoxybenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-[(2-bromoethoxy)methyl]-4-methoxybenzene(149966-28-9)
• EPA Substance Registry System: 1-[(2-bromoethoxy)methyl]-4-methoxybenzene(149966-28-9)

Safety Data

• Hazardous Substances Data: 149966-28-9(Hazardous Substances Data)

Usage

Appearance

White to light yellow solid

Molecular weight

239.11 g/mol

Usage

a. Organic synthesis
b. Pharmaceutical research (building block for biologically active molecules)
c. Intermediate in the production of pharmaceuticals and agrochemicals
d. Potential applications in new materials and specialty chemicals development

Safety precautions

a. Handle with care
b. Store in a cool, dry place
c. Keep away from sources of ignition
d. Avoid contact with incompatible materials

Upstream product

• 824-94-2 p-methoxybenzyl chloride 
• 540-51-2 2-bromoethanol 
• 107-21-1 ethylene glycol 

Downstream Products

• 1268843-75-9 tert-butyl 4-[7-chloro-3-{2-[(4-methoxybenzyl)oxy]ethyl}-2-oxo-3,4-dihydro-1,5-naphthyridin-1(2H)-yl]piperidine-1-carboxylate 
• 1196091-43-6 (R)-1-[2-(4-methoxy-benzyloxy)-ethyl]-3-(1-phenyl-cycloheptanecarbonyloxy)-1-azonia-bicyclo[2.2.2]octane formate 

Relevant articles and documents

Development of a Storable Triazinone-Based Reagent for O- p-Methoxybenzylation under Mild Heating Conditions

A new triazinone-based reagent for O-p-methoxybenzylation has been developed. In spite of its stability in solid form, this reagent converts a free alcohol into the corresponding p-methoxybenzyl ether with mild heating (50-60 °C) in a solution. High funct

Efficient syntheses of climate relevant isoprene nitrates and (1R,5S)-(-)-myrtenol nitrate

Here we report the chemoselective synthesis of several important, climate relevant isoprene nitrates using silver nitrate to mediate a 'halide for nitrate' substitution. Employing readily available starting materials, reagents and Horner-Wadsworth-Emmons chemistry the synthesis of easily separable, synthetically versatile 'key building blocks' (E)- and (Z)-3-methyl-4-chlorobut-2-en-1-ol as well as (E)- and (Z)-1-((2-methyl-4-bromobut-2-enyloxy)methyl)-4-methoxybenzene has been achieved using cheap, 'off the shelf' materials. Exploiting their reactivity we have studied their ability to undergo an 'allylic halide for allylic nitrate' substitution reaction which we demonstrate generates (E)- and (Z)-3-methyl-4-hydroxybut-2-enyl nitrate, and (E)- and (Z)-2-methyl-4-hydroxybut-2-enyl nitrates ('isoprene nitrates') in 66-80% overall yields. Using NOESY experiments the elucidation of the carbon-carbon double bond configuration within the purified isoprene nitrates has been established. Further exemplifying our 'halide for nitrate' substitution chemistry we outline the straightforward transformation of (1R,2S)-(-)-myrtenol bromide into the previously unknown monoterpene nitrate (1R,2S)-(-)-myrtenol nitrate.

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