1-(4-hydroxy-3-iodophenyl)ethan-1-one

• ChemBase ID: 143518
• Molecular Formular: C8H7IO2
• Molecular Mass: 262.04445
• Monoisotopic Mass: 261.94907746
• SMILES: CC(=O)c1ccc(c(c1)I)O
• Canonical SMILES: CC(=O)c1ccc(c(c1)I)O
• InChI: InChI=1S/C8H7IO2/c1-5(10)6-2-3-8(11)7(9)4-6/h2-4,11H,1H3
• InChIKey: SJRAJHOOMLHHQN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(4-hydroxy-3-iodophenyl)ethan-1-one
• IUPAC Traditional name: 1-(4-hydroxy-3-iodophenyl)ethanone
• Synonyms: 2-Iodo-4-acetylphenol; 3-Iodo-4-hydroxyacetophenone; 4-Acetyl-2-iodophenol; 1-(4-Hydroxy-3-iodophenyl)ethanone; 4′-Hydroxy-3′-iodoacetophenone; 1-(4-羟基-3-碘苯基)乙酮; 4′-羟基-3′-碘苯乙酮

Database IDs

• CAS Number: 62615-24-1
• MDL Number: MFCD06200221
• PubChem SID: 162237737
• PubChem CID: 1051515

CALCULATED PROPERTIES

• Acid pKa: 6.6857743
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 2.1290557
• LogD (pH = 7.4): 1.3819728
• Log P: 2.1562724
• Molar Refractivity: 51.8042 cm^3
• Polarizability: 19.924555 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 155-160 °C

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 1
• Risk Statements: 22-41
• Safety Statements: 26-39
• GHS Pictograms: GHS05; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H302-H318
• GHS Precautionary statements: P280-P305 + P351 + P338

Product Information

• Purity: 97%
• Empirical Formula (Hill Notation): C8H7IO2

DETAILS

Sigma Aldrich - 722057

Packaging
5 g in glass bottle
Application
Reactant for:
• Preparation of cyclopentene fused benzofurans and indoles via Pd-catalyzed tandem ring opening-ring closing reaction with diazabicyclic alkenes1
• Highly regioselective synthesis of spirocyclic compounds by a palladium-catalyzed intermolecular tandem reaction2
• Regioselective synthesis of indene derivatives via Pd/C-catalyzed cyclization reaction in air3
• Preparation of carbazoles via cross-coupling with silylaryl triflates followed by palladium-catalyzed cyclization4
• Stereoselective preparation of heteropolycyclic compounds via palladium-catalyzed stereoselective heteroannulation of with cyclic alkenes5
• Preparation of disubstituted coumarins via palladium-catalyzed carbonylative annulation of internal alkynes6
• Preparation of arylalkynes, benzofurans and indoles via Sonogashira coupling and cyclization on alumina7