6-chloro-1,2,3,4-tetrahydronaphthalen-2-one

• ChemBase ID: 76363
• Molecular Formular: C10H9ClO
• Molecular Mass: 180.63086
• Monoisotopic Mass: 180.03419259
• SMILES: O=C1CCc2cc(ccc2C1)Cl
• Canonical SMILES: O=C1CCc2c(C1)ccc(c2)Cl
• InChI: InChI=1S/C10H9ClO/c11-9-3-1-8-6-10(12)4-2-7(8)5-9/h1,3,5H,2,4,6H2
• InChIKey: QQSYTUUAEZUAKL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-chloro-1,2,3,4-tetrahydronaphthalen-2-one
• IUPAC Traditional name: 6-chloro-3,4-dihydro-1H-naphthalen-2-one
• Synonyms: 6-Chloro-2-tetralone; 6-Chloro-3,4-dihydronaphthalen-2(1H)-one; 6-Chloro-3,4-dihydro-1H-naphthalen-2-one; 6-Chloro-3,4-dihydronaphthalen-2(1H)-one; 6-Chloro-β-tetralone; 6-Chloro-3,4-dihydro-2(1H)-naphthalenone; 6-CHLORO-2-TETRALONE; 6-氯-2-四氢萘酮; 6-氯-3,4-二氢-2(1H)-萘酮

Database IDs

• CAS Number: 17556-18-2
• MDL Number: MFCD03788443
• PubChem SID: 162041269; 24882760
• PubChem CID: 4456139

CALCULATED PROPERTIES

• Acid pKa: 15.205253
• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 2.850327
• LogD (pH = 7.4): 2.850327
• Log P: 2.850327
• Molar Refractivity: 48.9864 cm^3
• Polarizability: 18.895159 Å^3
• Polar Surface Area: 17.07 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 60-65 °C(lit.); 60-65°C

Safety Information

• Storage Warning: Irritant
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-43
• Safety Statements: 37/39
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H317
• GHS Precautionary statements: P280
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Product Information

• Purity: ≥94%; 98%
• Empirical Formula (Hill Notation): C10H9ClO

DETAILS

Sigma Aldrich - 636207

Packaging
1 g in glass bottle
Application
Reactant for:
• Organocatalytic domino Michael-hemiacetalization1
• Enantioselective reduction by Didymosphaeria igniaria2
• Preparation of biologically and pharmacologically active molecules3,4