(3-formyl-4-methoxyphenyl)boronic acid

• ChemBase ID: 64475
• Molecular Formular: C8H9BO4
• Molecular Mass: 179.96566
• Monoisotopic Mass: 180.05938917
• SMILES: B(c1cc(c(cc1)OC)C=O)(O)O
• Canonical SMILES: O=Cc1cc(ccc1OC)B(O)O
• InChI: InChI=1S/C8H9BO4/c1-13-8-3-2-7(9(11)12)4-6(8)5-10/h2-5,11-12H,1H3
• InChIKey: YJQDBKGGRPJSOI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3-formyl-4-methoxyphenyl)boronic acid
• IUPAC Traditional name: 3-formyl-4-methoxyphenylboronic acid
• Synonyms: 5-Borono-2-methoxybenzaldehyde; 4-Borono-2-formylanisole; 3-Formyl-4-methoxybenzeneboronic acid; 3-Formyl-4-methoxybenzeneboronic acid; 5-Dihydroxyboryl-2-methoxybenzaldehyde; 3-Formyl-4-methoxyphenylboronic acid; 3-Formyl-4-methoxyphenylboronic acid; 5-Borono-o-anisaldehyde; 3-Formyl-4-methoxybenzeneboronic acid; 3-甲酰基-4-甲氧基苯硼酸; 3-醛基-4-甲氧基苯硼酸

Database IDs

• CAS Number: 121124-97-8
• EC Number: 000-000-0
• MDL Number: MFCD02093661
• Beilstein Number: 7423998
• PubChem SID: 24873659; 162030214
• PubChem CID: 2759225

CALCULATED PROPERTIES

• Acid pKa: 8.771511
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 1.0623689
• LogD (pH = 7.4): 1.0446166
• Log P: 1.0626
• Molar Refractivity: 43.6507 cm^3
• Polarizability: 17.971857 Å^3
• Polar Surface Area: 66.76 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 214-217 °C(lit.); 214-217°C; ca 240°C dec.

Safety Information

• Storage Warning: Air Sensitive; Corrosive/Air Sensitive/Keep Cold/Store under Argon; IRRITANT
• European Hazard Symbols: Corrosive (C); Irritant (Xi)
• UN Number: 3261
• German water hazard class: 3
• Hazard Class: 8
• Packing Group: 2
• Risk Statements: 34; 36/37/38
• Safety Statements: 22-26-36/37/39-45; 26-37
• TSCA Listed: false; 否
• GHS Pictograms: GHS05; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H314; H315-H319-H335
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A; P280-P305 + P351 + P338-P310
• Personal Protective Equipment: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 3261 8/PG 2

Product Information

• Purity: 98%
• Linear Formula: HCOC6H3(OCH3)B(OH)2

DETAILS

Sigma Aldrich - 512869

Other Notes
Contains varying amounts of anhydride
Packaging
5, 25 g in glass bottle
Application
Reactant for:
• Copper(I)-mediated cyanation1
• Suzuki-Miyaura cross-coupling reactions2
• Preparation of biologically and pharmacologically active molecules3