[(1E)-prop-1-en-1-yl]boronic acid

• ChemBase ID: 144646
• Molecular Formular: C3H7BO2
• Molecular Mass: 85.89748
• Monoisotopic Mass: 86.05390986
• SMILES: B(/C=C/C)(O)O
• Canonical SMILES: OB(/C=C/C)O
• InChI: InChI=1S/C3H7BO2/c1-2-3-4(5)6/h2-3,5-6H,1H3/b3-2+
• InChIKey: CBMCZKMIOZYAHS-NSCUHMNNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(1E)-prop-1-en-1-yl]boronic acid
• IUPAC Traditional name: (1E)-prop-1-en-1-ylboronic acid
• Synonyms: (E)-Prop-1-enylboronic acid; (E)-1-Propen-1-ylboronic acid; trans-1-Propeneboronic acid; trans-1-Propenylboronic acid; trans-Propenylboronic acid; trans-1-Propen-1-ylboronic acid; TRANS-1-PROPEN-1-YLBORONIC ACID; 反丙烯硼酸

Database IDs

• CAS Number: 7547-97-9
• MDL Number: MFCD02179501
• PubChem SID: 24880870; 162238858
• PubChem CID: 6157276

CALCULATED PROPERTIES

• Molar Refractivity: 20.285 cm^3
• Polarizability: 9.238657 Å^3
• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 0.90988207
• LogD (pH = 7.4): 0.9084757
• Log P: 0.9099
• Acid pKa: 9.881093

PROPERTIES

Physical Property

• Melting Point: 123-127 °C(lit.)

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥95.0%; 98%
• Impurities: ~10 wt. % cis-isomer
• Linear Formula: CH3CH=CHB(OH)2

DETAILS

Sigma Aldrich - 576638

Frequently Asked Questions
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Other Notes
Contains varying amounts of anhydride
Packaging
1, 5 g in glass bottle
Application
Reactant for:
• Palladium-phosphine-catalyzed Suzuki-Miyaura coupling reactions1,2
• Cu(II)-mediated Ullmann-type coupling3Reactant for preparation of:
• Alkynylphenoxyacetic acids as DP2 receptor antagonists for treatment of allergic inflammatory diseases4
• Tetrahydrobenzothiophenes as conformationally restricted enol-mimic inhibitors of type II dehydroquinase via Paal-Knorr synthesis involving Suzuki coupling5
• Highly substituted benzannulated cyclooctanol derivatives by samarium diiodide-mediated cyclization6
• Stereospecific dienes via nickel-catalyzed three-component reductive coupling with alkynes and enones7
Reactant for
• Palladium-phosphine-catalyzed Suzuki-Miyaura coupling reactions1,2
• Cu(II)-mediated Ullmann-type coupling3
• Palladium-catalyzed Sonogashira cross-coupling7 Reactant for preparation of
• Alkynylphenoxyacetic acids as DP2 receptor antagonists for treatment of allergic inflammatory diseases4
• Tetrahydrobenzothiophenes as conformationally restricted enol-mimic inhibitors of type II dehydroquinase via Paal-Knorr synthesis involving Suzuki coupling5
• Highly substituted benzannulated cyclooctanol derivatives by samarium diiodide-mediated cyclization
• Stereospecific dienes via nickel-catalyzed three-component reductive coupling with alkynes and enones