698121

4-Jodphenylboronsäure-MIDAester

97%

• Synonym(e): 2-(4-Iodphenyl)-6-methyl-1,3,6,2-dioxazaborocan-4,8-dion
• Empirische Formel (Hill-System): C₁₁H₁₁BINO₄
• CAS-Nummer: 1257649-56-1
• Molekulargewicht: 358.92
• MDL-Nummer: MFCD11215234
• UNSPSC-Code: 12352103
• PubChem Substanz-ID: 329761984
• NACRES: NA.22

Eigenschaften

• Assay: 97%
• Form: solid
• mp (Schmelzpunkt): 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
• InChIKey: KIKNJEGAWBNFLW-UHFFFAOYSA-N

Beschreibung

Anwendung

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.

Sicherheitshinweise

• Piktogramme: GHS07
• Signalwort: Warning
• H-Sätze: H302
• Gefahreneinstufungen: Acute Tox. 4 Oral
• Lagerklassenschlüssel: 13 - Non Combustible Solids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable
• Persönliche Schutzausrüstung: dust mask type N95 (US), Eyeshields, Gloves