3-Octanone

HCID 246728CAS 106-68-3

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

3-OctanoneOctan-3-one106-68-3Ethyl pentyl ketoneEthyl n-pentyl ketoneEthyl n-amyl ketone3-OxooctaneFEMA No. 2803DTXSID3041954NSC-60161DTXCID1021954CHEBI:80946
Show more names
ETHYL AMYL KETONEFEMA 2803octan-3-OCTANONE,3-Octane-3-onn-Octanone-3
79173B4107RefChem:25868203-423-0Amyl ethyl ketoneEthyl n-amylketoneEAKNSC 60161MFCD00009515

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

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.)

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

Chemistry & industry

Applications · 6 items

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).

Suppliers50 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
南京世洲生物科技有限公司025-85560043 15850508050 · [email protected]
江西益众化工有限公司15307925109 15350027073 · [email protected]
阿诺西(上海)生物技术有限公司400-1107768 15058188853 · [email protected]
Additional notes · 1 item

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

13 records

Linked notes

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