(oct-1-en-1-yl)boronic acid

• ChemBase ID: 10788
• Molecular Formular: C8H17BO2
• Molecular Mass: 156.03038
• Monoisotopic Mass: 156.13216018
• SMILES: C(CCCC/C=C/B(O)O)C
• Canonical SMILES: CCCCCC/C=C/B(O)O
• InChI: InChI=1S/C8H17BO2/c1-2-3-4-5-6-7-8-9(10)11/h7-8,10-11H,2-6H2,1H3/b8-7+
• InChIKey: RBTAJLKAPFBZDQ-BQYQJAHWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (oct-1-en-1-yl)boronic acid; [(1E)-oct-1-en-1-yl]boronic acid
• IUPAC Traditional name: oct-1-en-1-ylboronic acid; (1E)-oct-1-en-1-ylboronic acid
• Synonyms: E-Octen-1-ylboronic acid; (2E)-2-Octen-1-ylboronic acid; (E)-1-Octen-1-ylboronic acid; (E)-1-Octenylboronic acid; trans-1-Octenylboronic acid; trans-1-Octen-1-ylboronic acid; trans-Octenylboronic acid; trans-1-Octenylboronic acid; E-1-OCTENYLBORONIC ACID; 反式-1-辛烯-1-基硼酸; 反-1-辛烯硼酸

Database IDs

• CAS Number: 42599-16-6
• MDL Number: MFCD02093734
• PubChem SID: 160974095; 24874184
• PubChem CID: 5708391

CALCULATED PROPERTIES

• Acid pKa: 9.876737
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 2.8913817
• LogD (pH = 7.4): 2.8899612
• Log P: 2.8914
• Molar Refractivity: 43.29 cm^3
• Polarizability: 18.451479 Å^3
• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 100-104 °C(lit.); 96-98°C

Safety Information

• Storage Warning: IRRITANT
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-37-60
• TSCA Listed: false; 否
• GHS Pictograms: GHS07
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 95%; 98%
• Linear Formula: CH3(CH2)5CH=CHB(OH)2

DETAILS

Sigma Aldrich - 521027

Other Notes
Contains varying amounts of anhydride
Packaging
1 g in glass bottle
Application
Reactant for:
• Chiral palladacycle-catalyzed asymmetric ring-opening reaction1
• Enantioselective conjugate addition catalyzed by acyltartaric acids2
• Copper-mediated oxidative cross-coupling reactions3
• Diastereoselective domino Heck-Suzuki reactions4