576638

trans-1-Propen-1-ylboronic acid

≥95.0%

• Synonym(s): (E)-1-Propen-1-ylboronic acid, (E)-Prop-1-enylboronic acid, trans-1-Propeneboronic acid, trans-1-Propenylboronic acid, trans-Propenylboronic acid
• Linear Formula: CH₃CH=CHB(OH)₂
• CAS Number: 7547-97-9
• Molecular Weight: 85.90
• MDL number: MFCD02179501
• UNSPSC Code: 12352103
• PubChem Substance ID: 24880870
• NACRES: NA.22

Properties

• Quality Level: 100
• Assay: ≥95.0%
• impurities: ~10 wt. % cis-isomer
• mp: 123-127 °C (lit.)
• storage temp.: 2-8°C
• SMILES string: [H]\C(C)=C(\[H])B(O)O
• InChI: 1S/C3H7BO2/c1-2-3-4(5)6/h2-3,5-6H,1H3/b3-2+
• InChI key: CBMCZKMIOZYAHS-NSCUHMNNSA-N

Description

Application

Reactant for:

• Palladium-phosphine-catalyzed Suzuki-Miyaura coupling reactions
• Cu(II)-mediated Ullmann-type coupling

Reactant for preparation of:

• Alkynylphenoxyacetic acids as DP2 receptor antagonists for treatment of allergic inflammatory diseases
• Tetrahydrobenzothiophenes as conformationally restricted enol-mimic inhibitors of type II dehydroquinase via Paal-Knorr synthesis involving Suzuki coupling
• Highly substituted benzannulated cyclooctanol derivatives by samarium diiodide-mediated cyclization
• Stereospecific dienes via nickel-catalyzed three-component reductive coupling with alkynes and enones

Reactant for

• Palladium-phosphine-catalyzed Suzuki-Miyaura coupling reactions
• Cu(II)-mediated Ullmann-type coupling
• Palladium-catalyzed Sonogashira cross-coupling

Reactant for preparation of

• Alkynylphenoxyacetic acids as DP₂ receptor antagonists for treatment of allergic inflammatory diseases
• Tetrahydrobenzothiophenes as conformationally restricted enol-mimic inhibitors of type II dehydroquinase via Paal-Knorr synthesis involving Suzuki coupling
• Highly substituted benzannulated cyclooctanol derivatives by samarium diiodide-mediated cyclization
• Stereospecific dienes via nickel-catalyzed three-component reductive coupling with alkynes and enones

Other Notes

Contains varying amounts of anhydride

Safety Information

• Storage Class Code: 11 - 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