1821-29-0

Basic information

• Product Name: (E)-5-methylhex-3-en-2-one
• Synonyms: (E)-5-methylhex-3-en-2-one
• CAS NO: 1821-29-0
• Molecular Formula: C₇H₁₂O
• Molecular Weight: 112.17
• EINECS: 225-950-5
• Mol File: 1821-29-0.mol
• Article Data: 20

Chemical Properties

• Boiling Point: 150.7°Cat760mmHg
• Flash Point: 47.8°C
• Appearance: /
• Density: 0.829g/cm³
• Vapor Pressure: 3.8mmHg at 25°C
• Refractive Index: 1.424
• CAS DataBase Reference: (E)-5-methylhex-3-en-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-5-methylhex-3-en-2-one(1821-29-0)
• EPA Substance Registry System: (E)-5-methylhex-3-en-2-one(1821-29-0)

Safety Data

• Hazardous Substances Data: 1821-29-0(Hazardous Substances Data)

Usage

General Description

(E)-5-methylhex-3-en-2-one, also known as 5-methyl-3-hexen-2-one or ethyl isobutyl ketone, is a volatile organic compound with a chemical formula of C7H14O. It is a colorless liquid with a sweet, fruity odor and is commonly used as a flavoring agent in food and beverages. It is also used as a fragrance ingredient in perfumes and personal care products. Additionally, (E)-5-methylhex-3-en-2-one has applications in the production of adhesives, coatings, and other chemical compounds. It is flammable and should be handled with care due to its potential hazardous properties.

InChI:InChI=1/C7H12O/c1-6(2)4-5-7(3)8/h4-6H,1-3H3/b5-4+

Upstream product

• 60-29-7 diethyl ether 
• 65651-63-0 4-hydroxy-5-methyl-hexan-2-one 
• 541-50-4 2-acetoacetic acid 
• 78-84-2 isobutyraldehyde 
• 7553-56-2 iodine 
• 67-56-1 methanol 
• 67-64-1 acetone 
• 869096-24-2 9-tolylsulfonyl-4,9-dihydro-3H-β-carboline 
• 623-15-4 (E)-4-(furan-2-yl)but-3-en-2-one 
• 995-05-1 Acetonyl-diethyl-phosphinoxid 
• 35794-11-7 3,5-dimethylpiperidine 
• 623-58-5 sodium aceto-acetate 
• 876-27-7 4-chlorophenyl acetate 
• 146513-95-3 (rac,E)-5-methylhex-3-en-2-ol 

Downstream Products

• 1775-44-6 (2E)-4-methylpent-2-enoic acid 
• 75508-46-2 2-methyl-2-(3-methyl-but-3-enyl)-[1,3]dioxolane 
• 6611-92-3 5-methyl-4-hexen-2-one ethylene ketal 
• 75508-45-1 2-Methyl-2-((E)-3-methyl-but-1-enyl)-[1,3]dioxolane 
• 120609-18-9 (+/-)-5-methyl-4-phenylhexan-2-one 
• 40238-92-4 4-ethyl-5-methyl-hexane-2-one 
• 219307-86-5 cis-4-Hydroxy-6-isopropyl-4-methyl-2-(4-methylphenyl)-5,6-dihydro-4H-1,3-selenazine 
• 219307-86-5 trans-4-Hydroxy-6-isopropyl-4-methyl-2-(4-methylphenyl)-5,6-dihydro-4H-1,3-selenazine 
• 258833-04-4 (+)-4-Ethyl-5-methylhexan-2-one 
• 258833-04-4 (-)-4-Ethyl-5-methylhexan-2-one 
• 110-12-3 5-Methyl-2-hexanone 
• 435269-66-2 (S)-5-methyl-4-phenylhexan-2-one 
• 162239-77-2 (R)-5-methyl-4-phenyl-hexan-2-one 

Relevant articles and documents

Oxidative asymmetric formal aza-Diels–Alder reactions of tetrahydro-β-carboline with enones in the synthesis of indoloquinolizidine-2-ones

Ru-catalyzed tandem amine oxidative dehydrogenation/formal aza-Diels–Alder reaction for enantio- and diastereoselective synthesis of indoloquinolizidine-2-ones from tetrahydro-β-carbolines and α,β-unsaturated ketones is described. The reaction proceeds via tandem ruthenium-catalyzed amine dehydrogenation using tert-butyl hydroperoxide (TBHP) as the oxidant and a chiral thiourea-catalyzed formal aza-[4 + 2] cycloaddition, providing a step-economical strategy for the synthesis of these valuable heterocyclic products.

PYRIDINETHIONES, PHARMACEUTICAL COMPOSITIONS THEREOF, AND THEIR THERAPEUTIC USE FOR TREATING A PROLIFERATIVE, INFLAMMATORY, NEURODEGENERATIVE, OR IMMUNE-MEDIATED DISEASE

Provided herein are pyridinethiones, for example, a compound of Formula I, and pharmaceutical compositions thereof. Also provided herein are methods of their use for treating, preventing, or ameliorating one or more symptoms of a proliferative, inflammatory, neurodegenerative, or immune-mediated disease (e.g., multiple sclerosis).

Asymmetric Catalysis with Ethylene. Synthesis of Functionalized Chiral Enolates

Trialkylsilyl enol ethers are versatile intermediates often used as enolate surrogates for the synthesis of carbonyl compounds. Yet there are no reports of broadly applicable, catalytic methods for the synthesis of chiral silyl enol ethers carrying latent functionalities useful for synthetic operations beyond the many possible reactions of the silyl enol ether moiety itself. Here we report a general procedure for highly catalytic (substrate:catalyst ratio up to 1000:1) and enantioselective (92% to 98% major enantiomer) synthesis of such compounds bearing a vinyl group at a chiral carbon at the β-position. The reactions, run under ambient conditions, use trialkylsiloxy-1,3-dienes and ethylene (1 atm) as precursors and readily available (bis-phosphine)-cobalt(II) complexes as catalysts. The silyl enolates can be readily converted into novel enantiopure vinyl triflates, a class of highly versatile cross-coupling reagents, enabling the syntheses of other enantiomerically pure, stereodefined trisubstituted alkene intermediates not easily accessible by current methods. Examples of Kumada, Stille, and Suzuki coupling reactions are illustrated.