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483486

Sigma-Aldrich

2,4-Dimethoxyphenylboronic acid

95%

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About This Item

Linear Formula:
(CH3O)2C6H3B(OH)2
CAS Number:
133730-34-4
Molecular Weight:
181.98
MDL number:
MFCD01074590
UNSPSC Code:
12352103
PubChem Substance ID:
24871896
NACRES:
NA.22
Pricing and availability is not currently available.

Quality Level

200

Assay

95%

mp

125-127 °C (lit.)

SMILES string

COc1ccc(B(O)O)c(OC)c1

InChI

1S/C8H11BO4/c1-12-6-3-4-7(9(10)11)8(5-6)13-2/h3-5,10-11H,1-2H3

InChI key

SQTUYFKNCCBFRR-UHFFFAOYSA-N

Application

2,4-Dimethoxyphenylboronic acid can be used:
  • As a reactant in meatal-catalyzed Suzuki−Miyaura cross-coupling reaction.[1]
  • To prepare hydroxy(trimethoxy)phenanthrene by cross-coupling with bromo(benzyloxy)methoxybenzaldehyde followed by condensation and debenzylation reaction.[2]
  • To synthesize 2,4-dimethoxy-1-(trifluoromethyl)benzene via Cu-catalyzed trifluoromethylation reaction.[3]

Other Notes

Contains varying amounts of anhydride

Storage Class Code

11 - Combustible Solids

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
SHBQ7294
00115AJ
07315PD
13814MD
15828CA

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Synthesis of Phenanthrenes and Polycyclic Heteroarenes by Transition-Metal Catalyzed Cycloisomerization Reactions
Mamane V, et al.
Chemistry?A European Journal , 10(18), 4556-4575 (2004)
Suzuki-Miyaura cross-coupling of α-phosphoryloxy enol ethers with arylboronic acids
Pedzisa L, et al.
Tetrahedron Letters, 49(26), 4142-4144 (2008)
Copper-catalyzed trifluoromethylation of aryl-and vinylboronic acids with generation of CF3-radicals
Li, Yang, et al.
Chemical Communications (Cambridge, England), 49(26), 2628-2630 (2013)

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