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3,4-Hexanedione

3,4-Hexanedione Basic information
Product Name:3,4-Hexanedione
Synonyms:3,4-HEXANEDIONE;3,4-DIOXOHEXANE;3,4-Hexandion;HEXANDION 3,4;DIPROPIONYL;DIETHYL-ALPHA, BETA-DI-KETONE;FEMA 3168;Bipropionyl
CAS:4437-51-8
MF:C6H10O2
MW:114.14
EINECS:224-651-7
Product Categories:C3 to C6;Carbonyl Compounds;Ketones;Building Blocks;C3 to C6;Carbonyl Compounds;Industrial/Fine Chemicals;Organics;ketone Flavor;Alphabetical Listings;Flavors and Fragrances;G-H;Chemical Synthesis;Organic Building Blocks
Mol File:4437-51-8.mol
3,4-Hexanedione Structure
3,4-Hexanedione Chemical Properties
Melting point -10 °C
Boiling point 131 °C (lit.)
density 0.939 g/mL at 25 °C (lit.)
FEMA 3168 | 3,4-HEXANEDIONE
refractive index n20/D 1.41(lit.)
Fp 88 °F
storage temp. Sealed in dry,2-8°C
form Liquid
color Clear yellow
Odorat 1.00 % in dipropylene glycol. buttery toasted almond nutty caramellic
Odor Typebuttery
Water Solubility 127 g/L (20 ºC)
JECFA Number413
BRN 1700837
LogP-0.27
CAS DataBase Reference4437-51-8(CAS DataBase Reference)
NIST Chemistry Reference3,4-Hexanedione(4437-51-8)
EPA Substance Registry System3,4-Hexanedione (4437-51-8)
Safety Information
Hazard Codes Xn
Risk Statements 10-36/38-20
Safety Statements 23-24/25-37/39-26-16
RIDADR UN 1224 3/PG 3
WGK Germany 1
TSCA Yes
HazardClass 3
PackingGroup III
HS Code 29141900
MSDS Information
ProviderLanguage
3,4-Hexanedione English
SigmaAldrich English
ACROS English
ALFA English
3,4-Hexanedione Usage And Synthesis
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.
Chemical Properties3,4-Hexanedione has an aromatic, toasty, burnt, buttery, nutty, caramel-eggy, pungent odor.
Chemical Propertiesclear yellow liquid
OccurrenceReported found in cauliflower, coffee
PreparationBy condensation of ethyl propionate in the presence of sodium metal, followed by oxidation of the resulting propionin with copper acetate or ferric chloride.
DefinitionChEBI: 3,4-Hexanedione is an alpha-diketone.
Aroma threshold valuesAroma characteristics at 1.0%: sweet buttery, creamy, slightly cooked caramel and burnt sugary reminiscent of ghee and eggy vanillas.
Taste threshold valuesTaste characteristics at 5 ppm: sweet buttery, creamy, pound cake and egg caramel-like with vanilla nuances.
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.
Biochem/physiol ActionsOdor at 1.0%
3,4-Hexanedione Preparation Products And Raw materials
Raw materialsFerric chloride-->Cupric acetate monohydrate-->Ethyl propionate
Preparation Products2,3-Diethylpyrazine-->2,3-Diethyl-5-methylpyrazine
7-(BROMOMETHYL)-1,7-DIMETHYLBICYCLO[2.2.1]HEPTANE-2,3-DIONE 2,5-Hexanedione RHODIZONIC ACID DIHYDRATE Sodium rhodizonate 3,4-Hexanedione CHAETOGLOBOSINC (1R)-(-)-CAMPHORQUINONE 3-Methyl-1,2-cyclopentanedione 1,3-BIS(5-DIMETHYLAMINO-1,3-THIAZOL-2-YL)-4,5-DI-OXO-CYCLOPENTENYLIUM-2-OLAT DL-CAMPHORQUINONE cycloheptane-1,2-dione (1S)-(+)-CAMPHORQUINONE 2,5-dibromo-3,4-hexanedione,2,5-DIBROMO-3,4-HEXANEDIONE, 95,2,5-dibromo-4-hexanedion 1,2-Cyclohexanedione TRIQUINOLYL BARIUM RHODIZONATE 3-METHYLCYCLOPENTANE-1,2,4-TRIONE HEPTANOYL-N-METHYL-GLUCAMIDE
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