Basic information
- Standard SMILES
CCCCCC(=O)CC- InChIKey
RHLVCLIPMVJYKS-UHFFFAOYSA-N- Molecular formula
- C8H16O
- Average molar mass
- 128.21 g/mol
- Monoisotopic mass
- 128.12011513
Names & identifiers
- Preferred name
- 3-Octanone
- IUPAC
- octan-3-one
- English name
- 3-Octanone
- Molecular formula
- C8H16O
- Molecular weight
- 128.21
Names & synonyms
Show more names
Database identifiers
- CAS
106-68-3- PubChem CID
- 246728
- DTXSID
DTXSID3041954- ChEMBL
CHEMBL2269087- ChEBI
CHEBI:80946- UNII
- 79173B4107
- EC Number
- 203-423-0
- Nikkaji
- J3.245J
Properties
Computed structural properties
- XLogP
- 2.3
- Topological polar surface area
- 17.1 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 5
- Heavy atoms
- 9
- Formal charge
- 0
- Complexity
- 76
Physicochemical properties
- Melting point
- -23 °C · -23 °C
- Boiling point
- 167 · 167-168 °C (lit.)
- Density
- 0.822 g/mL · 0.822 g/mL at 25 °C (lit.)
- vapor pressure
- 2.67 hPa · 2.67hPa at 20℃
- FEMA
- 2803 · 2803 | 3-OCTANONE
- refractive index
- 20 · n20/D 1.415(lit.)
- FLAVIS Number
- 7.062 · 07.062 | Octan-3-one
- Flash point
- 115 °F · 115 °F
- storage temp.
- Flammables area
- solubility
- 2.6 g/l · 2.60g/l
- form
- liquid
- color
- Colorless to Light yellow
- Odor
- fruity odor
- Odor Type
- herbal
- biological source
- synthetic
- Water Solubility
- 0.7 g/L · 0.7 g/L
- Merck
- 14 · 14,6753
- JECFA Number
- 290 · 290
- BRN
- 1700021 · 1700021
- Henry's Law Constant
- 4.3 · 4.3×10-2 mol/(m3Pa) at 25℃, Brockbank (2013)
- Major Application
- flavors and fragrances
- Cosmetics Ingredients Functions
- PERFUMING
- InChI
- 1S/C8H16O/c1-3-5-6-7-8(9)4-2/h3-7H2,1-2H3
- InChIKey
- RHLVCLIPMVJYKS-UHFFFAOYSA-N
- SMILES
- CCCCCC(=O)CC
- LogP
- 2.9 at · 2.9 at 32℃ and pH7
- CAS DataBase Reference
- 106 · 106-68-3(CAS DataBase Reference)
- Substances Added to Food (formerly EAFUS)
- 3 · 3-OCTANONE
- FDA UNII
- 79173 B4107 · 79173B4107
- NIST Chemistry Reference
- 3 · 3-Octanone(106-68-3)
- EPA Substance Registry System
- Ethyl amyl ketone (106-68-3)
- UNSPSC Code
- 41116107 · 41116107
- NACRES
- 24 · NA.24
- Symbol(GHS)
- 2 · GHS02,GHS07
- Signal word
- Warning
- Hazard statements
- 315 · H315-H319-H226
- Precautionary statements
- 501 · P501-P240-P210-P233-P243-P241-P242-P264-P280-P370+P378-P337+P313-P305+P351+P338-P362+P364-P303+P361+P353-P332+P313-P403+P235
- PPE
- Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
- Hazard Codes
- Xi
- Risk Statements
- 10 · 10-36/37/38-36
- Safety Statements
- 26 · 26-36-39-16
- RIDADR
- 2271 · UN 2271
- WGK Germany
- 1 · 1
- RTECS
- 1485000 · RH1485000
- Hazard Note
- Irritant
- TSCA
- TSCA listed
- HazardClass
- 3 · 3
- PackingGroup
- III
- HS Code
- 29141900 · 29141900
- Storage Class
- 3 · 3 - Flammable liquids
- Hazard Classifications
- 3 Skin · Flam. Liq. 3Skin Irrit. 2
- Hazardous Substances Data
- 106 · 106-68-3(Hazardous Substances Data)
- Toxicity
- 500 mg/24H · skn-rbt 500 mg/24H MOD FCTXAV 12,715,74
- REACH Registrations
- Active
Safety & regulation
Safety data
- PPE
- Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
- wgk
- 1
- tsca
- TSCA listed
- rtecs
- RH1485000
- ridadr
- UN 2271
- hs_code
- 29141900
- Toxicity
- skn-rbt 500 mg/24H MOD FCTXAV 12,715,74
- risk_code
- 10-36/37/38-36
- Signal word
- Warning
- Symbol(GHS)
- GHS02,GHS07
- hazard_code
- Xi
- hazard_note
- Irritant
- safety_code
- 26-36-39-16
- hazard_class
- 3
- Storage Class
- 3 - Flammable liquids
- packing_group
- III
- Hazard statements
- H315-H319-H226
- REACH Registrations
- Active
- Hazard Classifications
- Flam. Liq. 3Skin Irrit. 2
- Precautionary statements
- P501-P240-P210-P233-P243-P241-P242-P264-P280-P370+P378-P337+P313-P305+P351+P338-P362+P364-P303+P361+P353-P332+P313-P403+P235
- Hazardous Substances Data
- 106-68-3(Hazardous Substances Data)
Chemistry & industry
Applications
Description3-Octanone has a strong, penetrating, fruity odor reminiscent of lavender. It can be prepared by passing a mixture of vapors of caproic acid and acetic acid over ThO2 at 400°C, or by oxidation of d-ethyl n-amyl carbinol with chromates; another synthetic route is reported.
OccurrenceReported identified in the low-boiling fraction of the essential oil of lavender; also reported found in the essential oils of Lavandula vera (10%) and French lavender. Reported found in banana, bilberry, currants, guava, melon, blueberry, blackberry, strawberry jam, peas, fried potato, ginger, Mentha oils, thyme, cheeses, butter, fish, cooked meats, cognac, coffee, tea, roasted peanuts, pecan, soybean, olive, plum, beans, mushroom, wild marjoram, trassi, rice bran, litchi, calamus, buckwheat, rosemary, lemon balm, clary sage, rosemary, truffle, nectarine, anise hyssop and maté.
Uses3-Octanone can be produced by oxidation of 3-octanol or by heating propionic acid and caproic acid over thorium oxide. 3-Octanone is used as an ingredient in soaps, perfumes, lotions, and creams. It is also used as a flavoring agent in foods. U.S. production and importation of 3-octanone was estimated to be relatively low (,25,000 lb at a single site) in 2005 as data for 3-octanone were not included in the 2006 U.S. EPA Inventory Update Reporting database.
UsesPerfumery, solvent for nitrocellulose and vinyl resins.
Uses3-Octanone was used to study the effect of TiO2 photo catalyst on the rate and the ratio of products generated in photo catalytic oxidation of 3-octanone. It is used as a flavor and fragrance ingredient.
General DescriptionA clear colorless liquid with a pungent odor. Insoluble in water and partially soluble in alcohol. Flash point of 138°F. Vapors are denser than air and may have a narcotic effect in high concentrations. Used in making perfumes and as a solvent for nitrocellulose and vinyl resins.
Preparation methods
PreparationBy heating propionic and caproic acids over thorium oxide or by oxidation of ethyl amyl carbinol (3-octanol) (Arctander, 1969).
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers50 total
Additional notes
DefinitionChEBI: 3-octanone is a dialkyl ketone that is octane in which the two methylene protons at position 3 have been replaced by an oxo group. It has a role as a human urinary metabolite, an insect attractant, a fungal metabolite, an antifeedant, a plant metabolite and a biomarker. It derives from a hydride of an octane.
Related reactions
Linked notes
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