(4-{[(tert-butoxy)carbonyl]amino}phenyl)boronic acid

• ChemBase ID: 32831
• Molecular Formular: C11H16BNO4
• Molecular Mass: 237.06004
• Monoisotopic Mass: 237.1172384
• SMILES: c1(ccc(cc1)NC(=O)OC(C)(C)C)B(O)O
• Canonical SMILES: OB(c1ccc(cc1)NC(=O)OC(C)(C)C)O
• InChI: InChI=1S/C11H16BNO4/c1-11(2,3)17-10(14)13-9-6-4-8(5-7-9)12(15)16/h4-7,15-16H,1-3H3,(H,13,14)
• InChIKey: UBVOLHQIEQVXGM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4-{[(tert-butoxy)carbonyl]amino}phenyl)boronic acid
• IUPAC Traditional name: 4-[(tert-butoxycarbonyl)amino]phenylboronic acid
• Synonyms: 4-[(tert-Butoxycarbonyl)amino]boronic acid; 4-Aminobenzeneboronic acid, N-BOC protected; (4-Boc-Aminophenyl)boronic acid; 4-(tert-Butoxycarbonylamino)phenylboronic acid; 4-(Boc-amino)benzeneboronic acid; 4-Boc-Aminophenylboronic acid; 4-(N-Boc-amino)phenylboronic acid; 4-(Boc-氨基)苯硼酸; 4-(N-Boc-氨基)苯硼酸

Database IDs

• CAS Number: 380430-49-9
• MDL Number: MFCD02093054
• PubChem SID: 160996138; 24880258
• PubChem CID: 3613184

CALCULATED PROPERTIES

• Acid pKa: 8.743128
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 2.4241533
• LogD (pH = 7.4): 2.4052284
• Log P: 2.4244
• Molar Refractivity: 60.8957 cm^3
• Polarizability: 24.644753 Å^3
• Polar Surface Area: 78.79 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 199-204 °C (dec.)(lit.); 205-210°C; ca 200°C dec.

Safety Information

• Storage Warning: IRRITANT, KEEP COLD; Irritant/Keep Cold
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-37
• 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: ≥95.0%; 97%; 98%
• Linear Formula: (CH3)3CO2CNHC6H4B(OH)2

DETAILS

Sigma Aldrich - 565814

Application
Boronic acid used in a study of the rhodium-catalyzed desymmetrization of a meso-cyclic allylic dicarbonate via SN2′ substitution.1
Other Notes
Contains varying amounts of anhydride
Packaging
1, 5 g in glass bottle