473790

trans-2-Phenylvinylboronic acid

97%

• Synonym(s): (E)-2-phenyl-Etheneboronic acid, (E)-Phenylethenylboronic acid, (E)-Styreneboronic acid, (E)-Styrylboronic acid, trans-(2-Phenylethenyl)boronic acid, trans-Phenylvinyl boronic acid
• Linear Formula: C₆H₅CH=CHB(OH)₂
• CAS Number: 6783-05-7
• Molecular Weight: 147.97
• MDL number: MFCD00963621
• UNSPSC Code: 12352103
• PubChem Substance ID: 24870932
• NACRES: NA.22

Properties

• Quality Level: 100
• assay: 97%
• mp: 146-156 °C (lit.)
• functional group: phenyl
• SMILES string: OB(O)\C=C\c1ccccc1
• InChI: 1S/C8H9BO2/c10-9(11)7-6-8-4-2-1-3-5-8/h1-7,10-11H/b7-6+
• InChI key: VKIJXFIYBAYHOE-VOTSOKGWSA-N

Description

Application

Reagent used for

• Palladium (Pd)-catalyzed Suzuki-Miyaura coupling reactions
• Rhodium (Rh)-catalyzed intramolecular amination of aryl azides
• Diastereoselective synthesis via Pd-catalyzed Heck-Suzuki cascade reaction
• Copper (Cu)-mediated cyanation
• Rhodium (Rh)-catalyzed asymmetric addition
• Diastereoselective synthesis via iridium (Ir)-catalyzed addition
• Palladium (Pd)-catalyzed cascade cyclization

Reagent used in Preparation of

• Optically active unsaturated amino acids by diastereoselective Petasis borono-Mannich reaction
• Amino alcohol dienes via Petasis 3-component reaction using Ru-catalyzed ring-closing metathesis and isomerization

Other Notes

Contains varying amounts of anhydride

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)