1-bromonaphthalene-2-carboxylic acid

• ChemBase ID: 144598
• Molecular Formular: C11H7BrO2
• Molecular Mass: 251.07608
• Monoisotopic Mass: 249.96294146
• SMILES: c1ccc2c(c1)ccc(c2Br)C(=O)O
• Canonical SMILES: OC(=O)c1ccc2c(c1Br)cccc2
• InChI: InChI=1S/C11H7BrO2/c12-10-8-4-2-1-3-7(8)5-6-9(10)11(13)14/h1-6H,(H,13,14)
• InChIKey: VUVIRKAVBZITDO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-bromonaphthalene-2-carboxylic acid
• IUPAC Traditional name: 1-bromonaphthalene-2-carboxylic acid
• Synonyms: 1-Bromo-2-naphthalenecarboxylic acid; 1-Bromo-2-naphthoic acid; 1-溴-2-萘甲酸

Database IDs

• CAS Number: 20717-79-7
• EC Number: 243-984-9
• MDL Number: MFCD00021408
• PubChem SID: 24891978; 162238810
• PubChem CID: 88665

CALCULATED PROPERTIES

• Acid pKa: 3.162244
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 1.07638
• LogD (pH = 7.4): -0.06279262
• Log P: 3.389058
• Molar Refractivity: 57.3872 cm^3
• Polarizability: 22.882145 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Empirical Formula (Hill Notation): C11H7BrO2

DETAILS

Sigma Aldrich - B7252

Packaging
1 g in poly bottle
Application
Reactant involved in synthesis of:
• Binaphthyl-based amino acids and amino alcohols via domino coupling reactions and lactam ring opening of intermediates1
• Benzimidazoles and benzimidazolequinone derivatives via cyclocondensation2
• Axially chiral biaryls via Suzuki-Miyaura reactions3
• Aryl ring-fused benzimidazolequinones via radical cyclization4
• Probes for human cytochrome P450 enzymes5
• Phananthridinone derivatives via domino coupling reactions6