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

• ChemBase ID: 75192
• Molecular Formular: C10H10O
• Molecular Mass: 146.1858
• Monoisotopic Mass: 146.07316494
• SMILES: O=C1c2ccccc2CCC1
• Canonical SMILES: O=C1CCCc2c1cccc2
• InChI: InChI=1S/C10H10O/c11-10-7-3-5-8-4-1-2-6-9(8)10/h1-2,4,6H,3,5,7H2
• InChIKey: XHLHPRDBBAGVEG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,2,3,4-tetrahydronaphthalen-1-one
• IUPAC Traditional name: tetralone
• Synonyms: 3,4-Dihydro-1(2H)-naphthalenone; α-Tetralone; alpha-Tetralone; 1-Tetralone; 3,4-Dihydronaphthalen-1(2H)-one; α-Tetralone; Tetralone; 1,2,3,4-Tetrahydro-1-naphthalenone; 1-Tetralone; 3,4-二氢-1(2H)-萘酮; α-四氢萘酮; 1-四氢萘酮

Database IDs

• CAS Number: 529-34-0
• EC Number: 208-460-6
• MDL Number: MFCD00001688
• Beilstein Number: 607374
• PubChem SID: 24899997; 24888931; 162040110
• PubChem CID: 10724
• Wikipedia Title: Tetralone

CALCULATED PROPERTIES

• Acid pKa: 16.697168
• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 2.2811246
• LogD (pH = 7.4): 2.2811246
• Log P: 2.2811246
• Molar Refractivity: 44.3267 cm^3
• Polarizability: 17.024166 Å^3
• Polar Surface Area: 17.07 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: brown
• Melting Point: 2°C; 2-7 °C(lit.); 2–7 °C; 6-8°C
• Boiling Point: 113-116 °C/6 mmHg(lit.); 113–116 °C (6 mmHg); 127°C; 257°C
• Flash Point: 110 °C; 110°C; 129°C(264°F); 230 °F
• Density: 1.096; 1.097; 1.099 g/mL; 1.099 g/mL at 25 °C(lit.)
• Refractive Index: 1.5695; n20/D 1.568(lit.); n20/D 1.569

Safety Information

• Storage Warning: Harmful/Irritant
• RTECS: QK4375000
• European Hazard Symbols: X; Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22
• Safety Statements: 23-24/25; 36
• TSCA Listed: 是
• GHS Pictograms: GHS06; GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H301; H302
• GHS Precautionary statements: P264-P270-P301+P310-P321-P405-P501A
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter

Pharmacology Properties

• Gene Information: human ... CYP2A6(1548)mouse ... Cyp2a5(13087)

Product Information

• Purity: ≥96.0% (GC); 97%
• Grade: purum
• Empirical Formula (Hill Notation): C10H10O

DETAILS

Sigma Aldrich - T19003

Packaging
5, 100, 500 g in glass bottle

REFERENCES

• A convenient method for the direct ɑ-methylenation of ketones involving reaction with formaldehede, in the presence of N-Methylanilinium trifluoroacetate, A17781, is illustrated for this ketone: Org. Synth. Coll., 7, 332 (1990).
• The use of the selective reduction system in liquid ammonia is illustrated by the clean reduction of 1-tetralone to the alcohol without over-reduction to tetralin or reduction of the aromatic ring: J. Org. Chem., 61, 1493 (1996).
• Reacts with arenes under Friedel-Crafts conditions to give 6-aryl-1-tetralones: J. Org. Chem., 55, 4036 (1990).