3-methylcyclohex-2-en-1-one

• ChemBase ID: 109761
• Molecular Formular: C7H10O
• Molecular Mass: 110.1537
• Monoisotopic Mass: 110.07316494
• SMILES: CC1=CC(=O)CCC1
• Canonical SMILES: CC1=CC(=O)CCC1
• InChI: InChI=1S/C7H10O/c1-6-3-2-4-7(8)5-6/h5H,2-4H2,1H3
• InChIKey: IITQJMYAYSNIMI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-methylcyclohex-2-en-1-one
• IUPAC Traditional name: 2-cyclohexen-1-one, 3-methyl-
• Synonyms: 3-METHYL-2-CYCLOHEXENE-1-ONE; 3-methylcyclohex-2-en-1-one; 3-Methyl-2-cyclohexenone; 3-Methyl-2-cyclohexen-1-one; 甲基环己烯酮; 3-甲基-2-环己烯-1-酮

Database IDs

• CAS Number: 1193-18-6
• EC Number: 214-769-7
• MDL Number: MFCD00001581
• Beilstein Number: 1560601
• PubChem SID: 24884687; 24901666; 162090491; 24896886
• PubChem CID: 14511
• FEMA ID: 3360
• Council of Europe Number: 11134
• Flavis Number: 7.098

CALCULATED PROPERTIES

• Acid pKa: 19.102863
• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 1.729379
• LogD (pH = 7.4): 1.729379
• Log P: 1.729379
• Molar Refractivity: 33.6227 cm^3
• Polarizability: 12.725457 Å^3
• Polar Surface Area: 17.07 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 199-200 °C(lit.); 199-200°C
• Flash Point: 154.4 °F; 68 °C; 68°C(154°F)
• Density: 0.971; 0.971 g/mL at 25 °C(lit.)
• Refractive Index: 1.4940; n20/D 1.494; n20/D 1.494(lit.)
• Hydrophobicity(logP): 1.05
• Organoleptic: caramel; cherry; medicinal; nutty

Safety Information

• RTECS: GW7340000
• European Hazard Symbols: X; Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22
• Safety Statements: 36
• TSCA Listed: 是
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302; H302-H227
• GHS Precautionary statements: P210-P280-P264-P301+P312-P403+P235-P501A
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• Storage Temperature: 2-8°C

Pharmacology Properties

• Allergens: no known allergens

Product Information

• Purity: ≥97.0% (GC); ≥98%; 95%; 98%
• Grade: Halal; Kosher; NI; technical
• Contains: 0.10% alpha-tocopherol, synthetic as antioxidant
• Linear Formula: CH3C6H7(=O)

DETAILS

MP Biomedicals - 05212483

MP Biomedicals Rare Chemical collection

Sigma Aldrich - W336009

Packaging
1 kg in glass bottle
1 sample in glass bottle
100 g in glass bottle
5 kg in poly drum

Sigma Aldrich - M39105

Packaging
10, 50 g in glass bottle
Application
Sex pheromone of the Douglas-fir beetle.1

REFERENCES

• For photochemical (2 + 2) photocycloaddition reaction with ethylene, as a general method for synthesis of fused cyclobutane systems, see: Org. Synth. Coll., 7, 315 (1990).
• For conversion to the silyl enol ether and stereoselective aldol-type coupling, see: Tetrahedron, 45, 6101 (1989):