4-(2,6,6-trimethylcyclohex-2-en-1-yl)but-3-en-2-one

• ChemBase ID: 104194
• Molecular Formular: C13H20O
• Molecular Mass: 192.2973
• Monoisotopic Mass: 192.15141526
• SMILES: CC(=O)/C=C/C1C(=CCCC1(C)C)C
• Canonical SMILES: CC(=O)/C=C/C1C(=CCCC1(C)C)C
• InChI: InChI=1S/C13H20O/c1-10-6-5-9-13(3,4)12(10)8-7-11(2)14/h6-8,12H,5,9H2,1-4H3
• InChIKey: UZFLPKAIBPNNCA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(2,6,6-trimethylcyclohex-2-en-1-yl)but-3-en-2-one; (3E)-4-(2,6,6-trimethylcyclohex-2-en-1-yl)but-3-en-2-one
• IUPAC Traditional name: 4-(2,6,6-trimethylcyclohex-2-en-1-yl)but-3-en-2-one; α-ionone
• Synonyms: 4-(2,6,6-Trimethyl-2-cyclohexenyl)-3-buten-2-one; α-Ionone; alpha-Ionone; α-IONONE; alpha-Ionone; 4-(2,6,6-TriMethylcyclohex-2-en-1-yl)but-3-en-2-one; (3E)-4-(2,6,6-Trimethyl-2-cyclohexen-1-yl)3-buten-2-one; (5E)-Ionone; (E)-4-(2,6,6-Trimethyl-2-cyclohexen-1-yl)-3-buten-2-one; (E)-α-Ionone; (±)-trans-α-Ionone; (±)-α-Ionone; trans-α-Ionone; α-Cyclocitrylideneacetone; α-Ionone; 4-(2,6,6-三甲基-2-环己烯基)-3-丁烯-2-酮; α-紫罗兰酮; α-紫罗酮

Database IDs

• CAS Number: 127-41-3
• EC Number: 204-841-6
• MDL Number: MFCD00001565
• Beilstein Number: 2046084; 3197885
• Merck Index: 145056
• PubChem SID: 24901174; 24901175; 162091621; 24895922; 24881041
• PubChem CID: 5282108
• FEMA ID: 2594
• Council of Europe Number: 141
• Flavis Number: 7.007

CALCULATED PROPERTIES

• Acid pKa: 19.83043
• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 3.3192816
• LogD (pH = 7.4): 3.3192816
• Log P: 3.3192816
• Molar Refractivity: 62.0887 cm^3
• Polarizability: 23.56227 Å^3
• Polar Surface Area: 17.07 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 237°C; 259-263 °C(lit.)
• Flash Point: 117°C(243°F); 118 °C; 244.4 °F
• Density: 0.93 g/ml; 0.93 g/mL at 25 °C(lit.); 0.931
• Refractive Index: 1.4980; n20/D 1.498(lit.); n20/D 1.500
• Organoleptic: berry; cherry; woody; raspberry; violet

Safety Information

• RTECS: EN0525000
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 2
• Risk Statements: 42
• Safety Statements: 36
• TSCA Listed: 是
• GHS Pictograms: GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H303; H334
• GHS Precautionary statements: P261-P342 + P311; P312
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter; Eyeshields, Faceshields, Gloves
• Regulation Compliance: EU Regulation 1334/2008 & 178/2002; FDA 21 CFR (172.515)

Pharmacology Properties

• Allergens: no known allergens

Product Information

• Purity: ≥90%; ≥90%; ≥90% (GC); 90%; 90+%; 97%
• Grade: FG; Halal; Kosher; natural (US); technical; technical grade
• Description: Isomers
• Impurities: <10% β-ionone
• Empirical Formula (Hill Notation): C13H20O
• Classification: Derivatives & analogs of Natural Compounds

DETAILS

MP Biomedicals - 05221603

MP Biomedicals Rare Chemical collection

MP Biomedicals - 02155071

Purity: ≥90% 1 ml = approx. 0.93 g

Sigma Aldrich - W259403

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

Sigma Aldrich - I12409

Packaging
100 g in glass bottle

Sigma Aldrich - W259411

Packaging
1 kg in glass bottle
1 sample in glass bottle
25, 100 g in glass bottle

Toronto Research Chemicals - I731275

An aroma compound commonly found in essential oils such as rose oil. It is a degradation products of caratenoids produced by caratenoid cleavage dioxygenases (CCD).

REFERENCES

• Susanne, B. et al.: J. Exp. Botany, 61, 2967 (2010)
• Hu, H. et al.: Arch. Pham. res., 32, 699 (2010)