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553387

Sigma-Aldrich

2-Bromo-5-methoxybenzyl bromide

97%

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About This Item

Linear Formula:
BrC6H3(CH2Br)OCH3
CAS Number:
19614-12-1
Molecular Weight:
279.96
MDL number:
MFCD00078664
UNSPSC Code:
12352100
PubChem Substance ID:
24879325
NACRES:
NA.22

Assay

97%

mp

90-94 °C (lit.)

functional group

bromo

SMILES string

COc1ccc(Br)c(CBr)c1

InChI

1S/C8H8Br2O/c1-11-7-2-3-8(10)6(4-7)5-9/h2-4H,5H2,1H3

InChI key

MURVUTUZSUEIGI-UHFFFAOYSA-N

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Application

2-Bromo-5-methoxybenzyl bromide may be used to synthesize:
  • 4-[(2-bromo-5-methoxybenzyl)oxy]-6-methyl-2H-pyran-2-one
  • precursors required for the synthesis of pentacyclic sultams
  • 3-(benzylamino)coumarins
  • 1,3,5-tribenzylated products

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

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
MKBL3934V
MKBH9362V
07518DJ
09115BH
12930PD

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Intramolecular cyclization reaction-Palladium (0)-catalyzed cyclization is more effective than tin hydride mediated reaction.
Majumdar KC, et al.
Canadian Journal of Chemistry, 86(4), 325-332 (2008)
Synthesis of Polycyclic Sultams by Palladium-Catalyzed Intramolecular Cyclization.
Majumdar KC, et al.
Synthesis, 18, 3127-3135 (2009)
New efficient synthesis of pyrido [2, 3-c] coumarin derivatives by palladium-catalyzed Heck cyclization.
Majumdar KC, et al.
Synthesis, 23, 3647-3652 (2007)
Palladium mediated bis-and tris-biaryl Heck coupling for the synthesis of heterocycles.
Majumdar KC, et al.
Tetrahedron Letters, 49(21), 3419-3422 (2008)

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