3,4-Hexanedione
Basic information
- CAS
4437-51-8- Standard SMILES
CCC(=O)C(=O)CC- InChIKey
KVFQMAZOBTXCAZ-UHFFFAOYSA-N- Molecular formula
- C6H10O2
- Average molar mass
- 114.14 g/mol
- Monoisotopic mass
- 114.06807956
Overview
3,4-Hexanedione is an alpha-diketone.
Names & identifiers
- Preferred name
- 3,4-Hexanedione
- IUPAC
- hexane-3,4-dione
- English name
- 3,4-Hexanedione
- Molecular formula
- C6H10O2
- Molecular weight
- 114.14
Names & synonyms
3,4-HEXANEDIONE4437-51-8hexane-3,4-dioneDiethyl diketone3,4-hexane dione3,4-hexandioneCCRIS 6295DTXSID3047681UNII-4M4NPR5VGD4M4NPR5VGDEINECS 224-651-7NSC 23255
Show more names
FEMA 3168BipropionylDIPROPIONYLHEXANDION 3,43,4-Hexandion3,4-Hexadione3,4-DIOXOHEXANE
NSC-23255DTXCID10276813,4-HEXANEDIONE [FHFI]DIETHYL-ALPHA,BETA-DIKETONERefChem:91251DIETHYL-.ALPHA.,.BETA.-DIKETONEInChI=1/C6H10O2/c1-3-5(7)6(8)4-2/h3-4H2,1-2HKVFQMAZOBTXCAZ-UHFFFAOYSA-N
Database identifiers
- CAS
4437-51-8- PubChem CID
- 62539
- DTXSID
DTXSID3047681- ChEMBL
CHEMBL1812853- ChEBI
CHEBI:88652- UNII
- 4M4NPR5VGD
- EC Number
- 224-651-7
- Nikkaji
- J26.128I
Properties
Computed structural properties
- XLogP
- 0.5
- Topological polar surface area
- 34.1 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 3
- Heavy atoms
- 8
- Formal charge
- 0
- Complexity
- 91.1
Experimental & physicochemical properties
LipidsFatty Acyls [FA] -> Oxygenated hydrocarbons [FA12]
SpringerMaterials PropertiesOptical coefficient
FragrancesFragrance Ingredient (3,4-Hexanedione) -> IFRA transparency List
Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Density0.941-0.950 (20 °C)
Flavoring AgentsEU Flavoring substances
Solubility
slightly
almost insoluble in water; soluble in alcohol and oils; very soluble in propylene glycol
(in ethanol)
Boiling Point
123.00 to 125.00 °C. @ 760.00 mm Hg
130 °C
Melting Point-10 °C
Refractive Index1.408-1.413
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
Danger
H226 (100%): Flammable liquid and vapor [Warning Flammable liquids]
P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P271, P280, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P316, P321, P332+P317, P337+P317, P362+P364, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 1602 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information
Chemical: 3,4-Hexanedione
Regulation (EC) No 1831/2003 (amended)
3,4-Hexadione: Does not have an individual approval but may be used under an appropriate group standard
Hazard Classes and CategoriesFlam. Liq. 3 (100%)
Safety data
- PPE
- Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
- wgk
- 1
- tsca
- TSCA listed
- ridadr
- UN 1224 3/PG 3
- hs_code
- 29141900
- risk_code
- 10-36/38-20
- Signal word
- Warning
- Symbol(GHS)
- GHS02
- hazard_code
- Xn
- safety_code
- 23-24/25-37/39-26-16
- hazard_class
- 3
Chemistry & industry
Pharmacology
Cellular LocationsCytoplasm
Uses & manufacturing
Use Classification
Fragrance Ingredients
Flavoring Agents -> JECFA Flavorings Index
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
General Manufacturing Information3,4-Hexanedione: ACTIVE
Applications
Description3,4-Hexanedione has a pungent, unpleasant odor reminiscent of butter and a taste similar to that of diacetyl. May be prepared synthetically by condensation of ethyl propionate in the presence of sodium metal, followed by oxidation of the resulting propionin with copper acetate or ferric chloride.
OccurrenceReported found in cauliflower, coffee
Uses3,4-Hexanedione is used as gB 2760--1996 specifies the permitted use of food flavorings.
General DescriptionThe dermal irritation and sensitization potential of 3,4-hexanedione (used as constituents of synthetic flavoring agent) was studied using a murine model. The 3,4-hexanedione derivatives inhibited oxoglutarate transport.
Preparation methods
PreparationBy condensation of ethyl propionate in the presence of sodium metal, followed by oxidation of the resulting propionin with copper acetate or ferric chloride.
Upstream & downstream products
Upstream raw materials
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Related reactions
7 records
Compound notes
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