(3-propoxyphenyl)boronic acid

• ChemBase ID: 63774
• Molecular Formular: C9H13BO3
• Molecular Mass: 180.00872
• Monoisotopic Mass: 180.09577468
• SMILES: B(c1cc(OCCC)ccc1)(O)O
• Canonical SMILES: CCCOc1cccc(c1)B(O)O
• InChI: InChI=1S/C9H13BO3/c1-2-6-13-9-5-3-4-8(7-9)10(11)12/h3-5,7,11-12H,2,6H2,1H3
• InChIKey: SRSWMXFANVKOFH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3-propoxyphenyl)boronic acid
• IUPAC Traditional name: 3-propoxyphenylboronic acid
• Synonyms: 3-Propyloxybenzene boronic acid; 3-Propoxyphenylboronic acid; 3-Propoxyphenylboronic acid; 3-(3-Hydroxypropyl)benzeneboronic acid; 3-丙氧基苯基硼酸; 3-(3-羟基丙基)苯硼酸

Database IDs

• CAS Number: 736989-98-3; 149557-18-6
• MDL Number: MFCD04115650; MFCD03427190
• PubChem SID: 162029513; 24879691
• PubChem CID: 3691230

CALCULATED PROPERTIES

• Acid pKa: 8.65547
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 2.1978981
• LogD (pH = 7.4): 2.1748538
• Log P: 2.1982
• Molar Refractivity: 46.3393 cm^3
• Polarizability: 19.731676 Å^3
• Polar Surface Area: 49.69 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 99-106 °C(lit.)

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: 96%; 98%
• Linear Formula: C6H4(OCH2CH2CH3)B(OH)2

DETAILS

Sigma Aldrich - 557714

Other Notes
Contains varying amounts of anhydride.
Packaging
5 g in glass bottle
Application
Reactant for:
• Copper-catalyzed asymmetric conjugate reduction1
• Preparation of sphingosine-1-phosphate receptor subtype-1 agonists2