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Merck
CN

512753

2-Chloro-6-methoxyphenylboronic acid

≥95%

Synonym(s):

2-Chloro-6-methoxybenzeneboronic acid, 6-Chloro-2-methoxyphenylboronic acid

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About This Item

Linear Formula:
ClC6H3(OCH3)B(OH)2
CAS Number:
Molecular Weight:
186.40
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352103
MDL number:
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assay

≥95%

mp

162-165 °C (lit.)

functional group

chloro

SMILES string

COc1cccc(Cl)c1B(O)O

InChI

1S/C7H8BClO3/c1-12-6-4-2-3-5(9)7(6)8(10)11/h2-4,10-11H,1H3

InChI key

XNWCIDBPLDKKAG-UHFFFAOYSA-N

Application

2-Chloro-6-methoxyphenylboronic acid can be used as a reactant:
  • In the palladium-catalyzed Suzuki-Miyaura coupling reaction.
  • To synthesize canthin-6-one alkaloids by reacting with 8-bromo-1,5-naphthyridin-2-one via Pd-catalyzed Suzuki coupling and Cu-catalyzed amidation reactions.
  • To prepare tryptamines via Suzuki coupling of vinylsulfonylmethyl resin-bound bromotryptamine.

Reactant for:
  • Suzuki coupling
  • Preparation of inhibitors of cholesteryl ester transfer protein to raise HDLc levels
  • Pd-catalyzed Suzuki-Miyaura coupling
  • Solid-phase synthesis of 2,3,5-trisubstituted indoles

Other Notes

Contains varying amounts of anhydride


Storage Class

13 - Non Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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