13706-89-3

Basic information

• Product Name: heptane-3,4-dione
• Synonyms: heptane-3,4-dione;3,4-Heptanedione;Einecs 237-242-3
• CAS NO: 13706-89-3
• Molecular Formula: C₇H₁₂O₂
• Molecular Weight: 128.16898
• EINECS: 237-242-3
• Mol File: 13706-89-3.mol

Chemical Properties

• Boiling Point: 149.7°Cat760mmHg
• Flash Point: 45°C
• Appearance: /
• Density: 0.926g/cm³
• Vapor Pressure: 3.98mmHg at 25°C
• Refractive Index: 1.413
• CAS DataBase Reference: heptane-3,4-dione(CAS DataBase Reference)
• NIST Chemistry Reference: heptane-3,4-dione(13706-89-3)
• EPA Substance Registry System: heptane-3,4-dione(13706-89-3)

Safety Data

• Hazardous Substances Data: 13706-89-3(Hazardous Substances Data)

Usage

InChI:InChI=1/C7H12O2/c1-3-5-7(9)6(8)4-2/h3-5H2,1-2H3

Upstream product

• 2816-67-3 4-hydroxy-3-heptanone 
• 123-19-3 4-heptanone 
• 51945-98-3 1,5-heptadiene-3,4-diol 
• 32818-77-2 3-hydroxyimino-4-heptanone 
• 645-62-5 2-ethylhexenal 
• 42330-10-9 3-bromoheptan-4-one 
• 74328-37-3 3-hydroxy-heptan-4-one 
• 98431-53-9 2-ethoxy-pent-2-enenitrile 
• 925-90-6 ethylmagnesium bromide 
• 14088-59-6 1-diazo-1-n-ethylpentan-2-one 
• 5162-91-4 1-(3-methyl-oxiranyl)-butan-1-one 
• 61223-76-5 1-dimethylamino-2-ethyl-hex-1-en-3-one 
• 2586-89-2 hept-3-yne 
• 136404-89-2 [1-Ethyl-2-[(E)-isopropylimino]-pent-(E)-ylidene]-isopropyl-amine 

Downstream Products

• 58120-98-2 heptane-3,4-dione-3-phenylhydrazone 

Relevant articles and documents

Synthesis of α-diones and α-diimines by regioselective α-alkylation of 2,3-alkanediimines

While α-diones are not easily alkylated at the α-position via their enolates, the corresponding α-diimines can be alkylated conveniently to afford higher homologues, which are easily hydrolyzed into homologous α-diones.

Synthesizing method of 3,4-heptadione

The invention provides a synthesizing method of 3,4-heptadione. The synthesizing method comprises the following steps of (1) using propionaldehyde and butyraldehyde as raw materials, adding a main catalyst, and reacting under the alkaline condition, so as to synthesize 4-hydroxyl-3-heptanone; (2) mixing the 4-hydroxyl-3-heptanone, sulfuric acid and an oxidant to oxidize, so as to obtain the 3,4-heptadione. The synthesizing method of the 3,4-heptadione has the advantages that the main raw materials are the propionaldehyde and butyraldehyde, the obtaining of the raw materials is easy, the cost is low, and the production cost is reduced.

Rapid microwave-promoted solvent-free oxidation of α-methylene ketones to α-diketones

A convenient and rapid method for the oxidation of α-methylene ketones to α-diketones has been described involving the reaction of pyridine N-oxide with α-nosyloxy ketone intermediates.

Electrolytic Oxidation of Ketones in Ammoniacal Methanol in the Presence of Catalytic Amounts of KI

The indirect electrooxidation of ketones in ammoniacal methanol using iodide ion as a mediator afforded 2,2-dialkyl-2,5-dihydro-1H-imidazoles 3 via an oxidative cyclocoupling of ketimine intermediates formed from ketones and ammonia.The treatment of 3 with dilute HCl gave α-amino ketone hydrochlorides 4 and the parent ketones in good yields.A similar electrooxidation of 3 resulted in the formation of the corresponding 2H-imidazoles 6, which were hydrolyzed to α-diketones and the parent ketones.The same products 6 could also conveniently be obtained by chemical oxidation of 3 with aqueous NaOCl.

The Autoxidation of Hept-3-yne

In the reaction mixtures of the oxidation of hept-3-yne with molecular oxygen as products of the attack on the C-C triple bond heptane-3,4-dione, propionic and butyric acids and a very small amount of 2-ethylvaleric acid were found.Hept-2-en-4-one and hept-3-en-5-one were probably present, but could not be identified unambiguously.As in the case of the isomeric octynes the main primary reaction products were the hydroperoxides formed by attack on the C-H bonds in α-position to the CC triple bond.

Reaction of Singlet Oxygen with Enamino Carbonyl Systems. A General Method for the Synthesis of α-Keto Derivatives of Lactones, Esters, Amides, Lactams, and Ketones

A general method for the introduction of a ketone α to the carbonyl group of a ketone, lactone. ester, substituted amide, or lactam has been developed involving the formation and dye-sensitized photooxygenation of enamino carbonyl intermediates.