698121

4-Iodophenylboronic acid MIDA ester

97%

• Synonym(s): 2-(4-Iodophenyl)-6-methyl-1,3,6,2-dioxazaborocane-4,8-dione
• Empirical Formula (Hill Notation): C₁₁H₁₁BINO₄
• CAS Number: 1257649-56-1
• Molecular Weight: 358.92
• MDL number: MFCD11215234
• UNSPSC Code: 12352103
• PubChem Substance ID: 329761984
• NACRES: NA.22

Properties

• Assay: 97%
• form: solid
• mp: 213-217 °C
• SMILES string: CN1CC(=O)OB(OC(=O)C1)c2ccc(I)cc2
• InChI: 1S/C11H11BINO4/c1-14-6-10(15)17-12(18-11(16)7-14)8-2-4-9(13)5-3-8/h2-5H,6-7H2,1H3
• InChI key: KIKNJEGAWBNFLW-UHFFFAOYSA-N

Description

Application

Suzuki Cross-Coupling with MIDA Boronates

4-Iodophenylboronic acid MIDA ester can be used:

• As a starting material to prepare rod-like hydrogen-bonded organic frameworks through Stille-coupling using 2,5-bis(trimethyltin)heterocycle, Pd(PPh₃)₄, and CuI.
• As a substrate in the C-H arylation reaction of pyroglutamic acid derivatives with aryl and heteroaryl iodides; catalyzed by the palladium catalyst.
• As a substrate in the synthesis of trifluoroborates, which are further converted to protected boronic acids.
• As a starting material in the synthesis of amino acid MIDA boronates as new building blocks by reacting with protected iodoalanine.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H302
• Hazard Classifications: Acute Tox. 4 Oral
• Storage Class Code: 13 - Non 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