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480622

Sigma-Aldrich

3,5-Dimethoxybenzyl bromide

95%

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About This Item

Linear Formula:
(CH3O)2C6H3CH2Br
CAS Number:
877-88-3
Molecular Weight:
231.09
MDL number:
MFCD01321368
UNSPSC Code:
12352100
PubChem Substance ID:
24871701
NACRES:
NA.22

Assay

95%

mp

69-70 °C (lit.)

functional group

bromo

storage temp.

2-8°C

SMILES string

COc1cc(CBr)cc(OC)c1

InChI

1S/C9H11BrO2/c1-11-8-3-7(6-10)4-9(5-8)12-2/h3-5H,6H2,1-2H3

InChI key

BTHIGJGJAPYFSJ-UHFFFAOYSA-N

General description

3,5-Dimethoxybenzyl bromide is an aromatic bromide.

Application

3,5-Dimethoxybenzyl bromide may be used in the synthesis of:
  • 3,4,3′,5′-tetramethoxystilbene
  • 3,5-dimethoxyphenylacetic acid
  • 1-(3,5-dimethoxyphenyl)-4-pentene
It may be used as starting material in the multi-step synthesis of resveratrol and 3,5-dimethoxyhomophthalic acid.

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
02216JJ
01325HJ
01125HJ
01219HJ
06129DJ

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An efficient synthesis of 3,5-dimethoxyhomophthalic acid, a key intermediate for synthesis of natural isocoumarins.
Saeed A, et al.
Journal of Heterocyclic Chemistry, 40(3), 519-522 (2003)
Synthese de Δ8 et Δ9-tetrahydrocannabinol deuteries et trities.
Hoellinger H, et al.
Journal of Labelled Compounds & Radiopharmaceuticals, 13(3), 401-415 (1977)
Synthesis of resveratrol, DMU-212 and analogues through a novel Wittig-type olefination promoted by nickel nanoparticles.
Alonso F, et al.
Tetrahedron Letters, 50(25), 3070-3073 (2009)
Dorota Chełminiak-Dudkiewicz et al.
Journal of photochemistry and photobiology. B, Biology, 181, 1-13 (2018-02-27)
Three magnesium sulfanyl porphyrazines differing in the size of peripheral substituents (3,5-dimethoxybenzylsulfanyl, (3,5-dimethoxybenzyloxy)benzylsulfanyl, 3,5-bis[(3,5-bis[(3,5-dimethoxybenzyloxy)benzyloxy]benzylsulfanyl) were exposed to visible and ultraviolet radiation (UV A + B + C) in order to determine their photochemical properties. The course of photochemical reactions in dimethylformamide solutions and the
Synthesis of pinosylvin and related heartwood stilbenes.
Bachelor FW, et al.
Canadian Journal of Chemistry, 48(10), 1554-1557 (1970)

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