698121

4-Iodophenylboronic acid MIDA ester

97%

• Synonyme(s) : 2-(4-Iodophenyl)-6-methyl-1,3,6,2-dioxazaborocane-4,8-dione
• Formule empirique (notation de Hill): C₁₁H₁₁BINO₄
• Numéro CAS: 1257649-56-1
• Poids moléculaire : 358.92
• Numéro MDL: MFCD11215234
• Code UNSPSC : 12352103
• ID de substance PubChem : 329761984
• Nomenclature NACRES : NA.22

Propriétés

• Pureté: 97%
• Forme: solid
• Pf: 213-217 °C
• Chaîne SMILES: 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
• Clé InChI: 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.

Informations sur la sécurité

• Pictogrammes: GHS07
• Mention d'avertissement: Warning
• Mentions de danger: H302
• Classification des risques: Acute Tox. 4 Oral
• Code de la classe de stockage: 13 - Non Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable
• Équipement de protection individuelle: dust mask type N95 (US), Eyeshields, Gloves