Basic information Safety Supplier Related

3,4-DIMETHOXYBENZYL BROMIDE

Basic information Safety Supplier Related

3,4-DIMETHOXYBENZYL BROMIDE Basic information

Product Name:
3,4-DIMETHOXYBENZYL BROMIDE
Synonyms:
  • 4-(BroMoMethyl)-1,2-diMethoxybenzene
  • 3,4-DiMethoxybenzyl BroMide Discontinued due to stability
  • Veratryl bromide
  • Benzene, 4-(broMoMethyl)-1,2-diMethoxy-
  • Toluene, α-bromo-3,4-dimethoxy-
  • 3,4-DIMETHOXYBENZYL BROMIDE
CAS:
21852-32-4
MF:
C9H11BrO2
MW:
231.09
Product Categories:
  • Aromatics
  • Miscellaneous Reagents
Mol File:
21852-32-4.mol
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3,4-DIMETHOXYBENZYL BROMIDE Chemical Properties

Melting point:
56-58℃
Boiling point:
273℃
Density 
1.384
Flash point:
116℃
storage temp. 
Inert atmosphere,Store in freezer, under -20°C
solubility 
CDCl3;
form 
Solid
color 
Off-white
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3,4-DIMETHOXYBENZYL BROMIDE Usage And Synthesis

Uses

Reagent used in the dimethoxybenzyl alkylations.

Uses

3,4-DIMETHOXYBENZYL BROMIDE used in the dimethoxybenzyl alkylations.

Preparation

3,4-Dimethoxybenzyl Bromide is synthesized from commercially available 3,4-dimethoxybenzyl alcohol and PBr3 or HBr.[2-3]

General Description

3,4-Dimethoxybenzyl Bromide (DMBBr) is used as a reagent for introduction of 3,4-dimethoxybenzyl protecting group, which can be cleaved selectively under conditions of benzylic oxidation.[1]

storage

3,4-Dimethoxybenzyl Bromide reactions are usually carried out in polar solvents such as THF or DMF. The reagent is quite unstable and is best prepared fresh or stored at low temperature under nitrogen. It is a lachrymator.

References

1. (a) Horita, K.; Yoshioka, T.; Tanaka, T.; Oikawa, Y.; Yonemitsu, O. T 1986, 42, 3021. (b) Oikawa, Y.; Tanaka, T.; Horita, K.; Yoshioka, T.; Yonemitsu, O. TL 1984, 25, 5393.
2. Lakhlifi, T.; Sedqui, A.; Laude, B.; Dinh An, N.; Vebrel, J. CJC 1991, 69, 1156.
3. Coote, S. J.; Davies, S. G.; Middlemiss, D.; Naylor, A. JCS(P1) 1989, 2223.

3,4-DIMETHOXYBENZYL BROMIDESupplier

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