1-(2,6,6-Trimethyl-1-cyclohexen-1-yl)pent-1-en-3-one
Basic information
- CAS
127-43-5- Standard SMILES
CCC(=O)C=CC1=C(C)CCCC1(C)C- InChIKey
LMWNGLDCJDIIBR-UHFFFAOYSA-N- Molecular formula
- C14H22O
- Average molar mass
- 206.32 g/mol
- Monoisotopic mass
- 206.16706532
Names & identifiers
- Preferred name
- 1-(2,6,6-Trimethyl-1-cyclohexen-1-yl)pent-1-en-3-one
- IUPAC
- 1-(2,6,6-trimethylcyclohexen-1-yl)pent-1-en-3-one
- English name
- beta-N-Methylionone
- Molecular formula
- C14H22O
- Molecular weight
- 206.32
Names & synonyms
DTXSID60516431-(2,6,6-Trimethyl-1-cyclohexen-1-yl)pent-1-en-3-oneRefChem:420604DTXCID7030195SCHEMBL1404273AKOS024332471DB-280052NS000097165-(2,6,6-trimethylcyclohex-1-en-1-yl)pent-4-en-3-one1-Penten-3-one, 1-(2,6,6-trimethyl-1-cyclohexen-1-yl)-Methyl-β-iononeAi3-24259
Show more names
B-Methyliononebeta-IraldeineMethylionon betaβ-N-METHYLIONONEMetil Ionona BetaMethyl-beta-iononebeta-N-Methylionone
Database identifiers
- CAS
127-43-5- PubChem CID
- 61072
- DTXSID
DTXSID6051643- EC Number
- 204-843-7
Properties
Computed structural properties
- XLogP
- 3.4
- Topological polar surface area
- 17.1 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 3
- Heavy atoms
- 15
- Formal charge
- 0
- Complexity
- 305
Physicochemical properties
- Boiling point
- 133 °C · 133 °C
- Density
- 0 · 0,94 g/cm3
- FEMA
- 2712 · 2712 | METHYL-BETA-IONONE
- FLAVIS Number
- 7.01 · 07.010 | Methyl-beta- ionone
- solubility
- Insoluble in water, soluble in alcohol and oils.
- Odor
- 6 eta-Ionone · Woody-warm odor, generally considered to be a 6eta-Ionone type.
- Odor Type
- orris
- Merck
- 5095 · 5095
- JECFA Number
- 399 · 399
- Cosmetics Ingredients Functions
- PERFUMINGFRAGRANCE
- LogP
- 4.38 · 4.38
- Substances Added to Food (formerly EAFUS)
- METHYL-BETA-IONONE
- FDA UNII
- 54 PXU8D4R5 · 54PXU8D4R5
- EPA Substance Registry System
- 1 · 1-Penten-3-one, 1-(2,6,6-trimethyl-1-cyclohexen-1-yl)- (127-43-5)
- Symbol(GHS)
- 7 · GHS07,GHS09
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H315 (16.1%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P272, P273, P280, P302+P352, P321, P332+P317, P333+P317, P362+P364, P391, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 1622 reports by companies from 12 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesSkin Irrit. 2 (16.1%)
Safety data
- tsca
- TSCA listed
- Signal word
- Warning
- Symbol(GHS)
- GHS07,GHS09
- safety_code
- 23-24/25
- Hazard statements
- H317-H411
- Precautionary statements
- P261-P272-P280-P302+P352-P333+P313-P321-P363-P501
Chemistry & industry
Applications
DescriptionMethyl-P-ionone has an odor similar to P-ionone with a Bulgarian leather note. May be prepared by condensation of citral with methyl ethyl ketone (see α-isomethylionone); it is usually present in low levels (6 - 7%) in commercial products.
UsesBETA-N-METHYLIONONE finds a little use in flavor compositions, partly as a modifier for beta-Ionone in Raspberry imitations, also in Strawberry and other berries, Orange and other Citrus imitations, Violet and other floral types and in certain fruit complexes.Concentration is normally about 2 to 10 ppm in the finished product.
Preparation methods
PreparationBy condensation of citral with methyl ethyl ketone (see α-isomethylionone); it is usually present in low levels (6 to 7%) in commercial products
Additional notes
DefinitionChEBI: 1-(2,6,6-Trimethyl-1-cyclohexen-1-yl)-1-penten-3-one is a monoterpene.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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