19550-10-8

Basic information

• Product Name: 3,4-DIMETHYL-2-HEXANONE
• Synonyms: 3,4-dimethyl-hexan-2-one;3,4-DIMETHYL-2-HEXANONE
• CAS NO: 19550-10-8
• Molecular Formula: C8H16O
• Molecular Weight: 128.21
• Mol File: 19550-10-8.mol
• Article Data: 1

Chemical Properties

• Melting Point: -32.24°C (estimate)
• Boiling Point: 158.05°C
• Flash Point: 34.2°C
• Appearance: /
• Density: 0.8295
• Vapor Pressure: 2.68mmHg at 25°C
• Refractive Index: 1.4193
• CAS DataBase Reference: 3,4-DIMETHYL-2-HEXANONE(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4-DIMETHYL-2-HEXANONE(19550-10-8)
• EPA Substance Registry System: 3,4-DIMETHYL-2-HEXANONE(19550-10-8)

Safety Data

• Hazardous Substances Data: 19550-10-8(Hazardous Substances Data)

Usage

General Description

3,4-DIMETHYL-2-HEXANONE, also known as diisobutyl ketone, is a chemical compound with the molecular formula C8H16O. It is a colorless liquid with a strong odor and is commonly used as a solvent in the production of coatings, paints, and adhesives. It is also used as a flavoring agent in the food industry and as a synthetic intermediate in the manufacturing of pharmaceuticals. 3,4-DIMETHYL-2-HEXANONE is considered to be a moderately hazardous chemical, with potential health effects including irritation of the skin, eyes, and respiratory system, as well as central nervous system depression when inhaled or ingested in high concentrations. It is important to handle and store this chemical according to safety guidelines to minimize the risk of exposure and harm to health.

InChI:InChI=1/C8H16O/c1-5-6(2)7(3)8(4)9/h6-7H,5H2,1-4H3

Upstream product

• 859971-07-6 3,4-dimethyl-hex-5-en-2-one 
• 925-90-6 ethylmagnesium bromide 
• 815-57-6 3-Methyl-2,4-pentanedione 
• 1567-73-3 (E)-3-methylpent-3-en-2-one 
• 871874-11-2 3,4-dimethyl-4-chlorohexane-2-one 
• 111300-57-3 dimethyl-3,4 oxo-5 hexanedithioate de methyle 
• 917-64-6 methyl magnesium iodide 
• 42328-68-7 2,3-dimethyl-pentanenitrile 
• 1635-02-5 3,4-dimethyl-hex-3-en-2-one 
• 60-29-7 diethyl ether 

Relevant articles and documents

AUTO-PROTONATION DIASTEREOSELECTIVE D'ENOLATES ISSUS DE L'ADDITION-1,4 D'ENETHIOLATES AVEC DES ENONES

1,4-Addition reaction of lithiated methyl dithioacetate with alpha,-beta-disubstituted enones affords diastereomeric 5-oxodithioalkanoates.Syn configuration was assigned to the major diastereomer by chemical correlation.High diastereoselectivities were obtained with 2,2,4-trimethyl-4-hexen-3 one and 2-ethyldenecycloalkanones, making this reaction useful for selective synthesis of acyclic or semi-cyclic chains with 1,2-adjacent asymmetric carbons.The stereochemical course is opposite to the one normally observed for the protonation of acyclic diastereotopic enolates (Houk model).Trapping experiments revealed that the species present prior to hydrolysis is not an enolate but an enethiolate, already bearing the syn stereochemistry.These enethiolates arise from the following steps : Michael addition gives and elusive enolate which undergoes a fast "auto-protonation" : transfer of the hydrogen alpha to the thiocarbonyl group towards the enolate moiety.Geometry of the enethiolate double bond is unique and probably cis.An intramolecular concerted auto-protonation mechanism is discussed and a pseudo-cyclic transition state is tentatively assigned.An example of a tandem Michael addition/Claisen rearrangement was achieved by S-allylation of the addition intermediate followed by transposition of the resulting unsaturated ketene dithioacetal at room temperature.Diastereoselectivity for the protonation of 1,3-diastereotopic enolates was also examined.