3,5-Dimethoxybenzeneboronic acid, 98%
3,5-Dimethoxybenzeneboronic acid, 98%
3,5-Dimethoxybenzeneboronic acid, 98%
Thermo Scientific Chemicals

3,5-Dimethoxybenzeneboronic acid, 98%

CAS: 192182-54-0 | C8H11BO4 | 181.982 g/mol
Quantity:
1 g
5 g
Catalog number H52965.06
also known as H52965-06
Price (JPY)
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Quantity:
5 g
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Chemical Identifiers
CAS192182-54-0
IUPAC Name(3,5-dimethoxyphenyl)boronic acid
Molecular FormulaC8H11BO4
InChI KeyXUIURRYWQBBCCK-UHFFFAOYSA-N
SMILESCOC1=CC(=CC(OC)=C1)B(O)O
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SpecificationsSpecification SheetSpecification Sheet
Assay (HPLC)>97.5%
3,5-Dimethoxybenzeneboronic acid is used as reactant for palladium-catalyzed coupling reactions, preparation of benzopyranone derivatives as positive GABAA receptor modulators, preparation of aryl alkenes via three-component coupling catalyzed by palladium and Suzuki-Miyaura coupling. It is also used as reactant for rhodium catalyzed cyanation with N-cyano-N-phenyl-p-methylbenzenesulfonamide and preparation of bisphosphonate inhibitors of human farnesyl pyrophosphate synthase.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
3,5-Dimethoxybenzeneboronic acid is used as reactant for palladium-catalyzed coupling reactions, preparation of benzopyranone derivatives as positive GABAA receptor modulators, preparation of aryl alkenes via three-component coupling catalyzed by palladium and Suzuki-Miyaura coupling. It is also used as reactant for rhodium catalyzed cyanation with N-cyano-N-phenyl-p-methylbenzenesulfonamide and preparation of bisphosphonate inhibitors of human farnesyl pyrophosphate synthase.

Solubility
Soluble in methanol.

Notes
Stable under recommended storage conditions. Incompatible with oxidizing agents.
RUO – Research Use Only

General References:

  1. John Kallikat Augustine; Agnes Bombrun; Padma Alagarsamy; Anandh Jothi. Selective synthesis of 5,6-dihydrophenanthridines, 5,6-dihydrobenzo[c][1,8]naphthyridines and their fully aromatized analogues via the Pictet-Spengler reaction mediated by peptide coupling agent propylphosphonic anhydride (T3P). Tetrahedron Letters. 2012, 53, (46),6280-6287
  2. Francesco Tramutola; Lucia Chiummiento; Maria Funicello; Paolo Lupattelli. Practical and efficient ipso-iodination of arylboronic acids via KF/I2 system. Tetrahedron Letters. 2015, 56, (9),1122-1123