28450-02-4

Basic information

• Product Name: Ethanone, 1-(3,4-dihydro-6-methyl-2H-pyran-2-yl)-
• Synonyms: Ethanone, 1-(3,4-dihydro-6-methyl-2H-pyran-2-yl)-;2-Acetyl-3,4-dihydro-6-methyl-2H-pyran;2-Acetyl-6-methyl-3,4-dihydro-2H-pyran
• CAS NO: 28450-02-4
• Molecular Formula: C₈H₁₂O₂
• Molecular Weight: 140.1797
• Mol File: 28450-02-4.mol

Chemical Properties

• Boiling Point: 217.9 °C at 760 mmHg
• Flash Point: 86.8 °C
• Appearance: /
• Density: 1.001 g/cm³
• Vapor Pressure: 0.13mmHg at 25°C
• Refractive Index: 1.457
• CAS DataBase Reference: Ethanone, 1-(3,4-dihydro-6-methyl-2H-pyran-2-yl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Ethanone, 1-(3,4-dihydro-6-methyl-2H-pyran-2-yl)-(28450-02-4)
• EPA Substance Registry System: Ethanone, 1-(3,4-dihydro-6-methyl-2H-pyran-2-yl)-(28450-02-4)

Safety Data

• Hazardous Substances Data: 28450-02-4(Hazardous Substances Data)

Usage

InChI:InChI=1/C8H12O2/c1-6-4-3-5-8(10-6)7(2)9/h4,8H,3,5H2,1-2H3

Upstream product

• 689-97-4 3-buten-1-yne 
• 78-94-4 methyl vinyl ketone 
• 80-62-6 methacrylic acid methyl ester 
• 107-02-8 acrolein 
• 1193-55-1 2-methylcyclohexane-1,3-dione 
• 6929-96-0 2-ethynyl-1,3-butadiene 
• 85972-20-9 (Z)-1-Chloro-2,3-diiodobutadiene 
• 19718-58-2 2-acetyl-2,5-bis(phenylthio)-6-methyl-3,4-dihydropyran 

Downstream Products

• 3749-35-7 1-(6-methyl-3,4-dihydro-2H-pyran-2-yl)-ethanol 
• 87011-32-3 2-(1-(2-ethoxyethoxy)ethyl)-5-hydroxy-tetrahydro-6-methyl-2H-pyran 
• 64313-75-3 (1S,7S)-exo-brevicomin 
• 22625-19-0 endo-brevicomin 
• 56057-15-9 racem. exo-5,7-dimethyl-6,8-dioxabicyclo<3.2.1>octane 
• 56057-16-0 racem. endo-5,7-dimethyl-6,8-dioxabicyclo<3.2.1>octane 
• 129080-74-6 3-(2-Ethylbutyl)-1,3-dimethyl-2-oxabicyclo<2.2.2>octan-6-one 
• 129080-71-3 3-Butyl-1,3-dimethyl-2-oxabicyclo<2.2.2>octan-6-one 
• 129080-70-2 3-(1-Methylethyl)-1,3-dimethyl-2-oxabicyclo<2.2.2>octan-6-one 
• 129080-69-9 3-Propyl-1,3-dimethyl-2-oxabicyclo<2.2.2>octan-6-one 
• 129080-73-5 3-(4-Methylpentyl)-1,3-dimethyl-2-oxabicyclo<2.2.2>octan-6-one 
• 129080-84-8 exo-6-(4-Methyl-3-pentenyl)-1,5-dimethyl-8-oxatricyclo<3.2.1.0^2,7>octan-endo-6-ol 
• 107553-94-6 1-(2,6-Dimethyl-3,4-dihydro-2H-pyran-2-yl)-2-diazo-1-ethanone 
• 129080-72-4 3-(2-Methylpropyl)-1,3-dimethyl-2-oxabicyclo<2.2.2>octan-6-one 

Relevant articles and documents

Synthesis of heterocyclic compounds using basic zeolite Csβ

The application of the basic zeolite Csβ as catalyst for the interaction of methyl vinyl ketone (MVK) with 5-methoxybenzimidazole-2-thiol leads to a Michael heteroreaction exclusively at the N-nucleophilic center with the formation of a fairly unusual product of di-addition of MVK to thiol. The reaction of 1,2,4-triazole-3-thiol with MVK in the presence of zeolite Csβ proceeds both at the S- and also at the N-nucleophilic center and leads to the formation of products of mono- and diaddition according to Michael, and also to the product of heterocyclization. On interacting crotonaldehyde with salicylaldehyde in the presence of Csβ 2-methyl-2H-chromene-3-carbaldehyde is formed.

Recrossing and dynamic matching effects on selectivity in a diels-alder reaction

Up and down the hill: The products from the hetero-Diels-Alder reaction of acrolein with methyl vinyl ketone arise from a single transition state (see scheme) and trajectory studies accurately predict the selectivity. In an extension of the dynamic matchi

Promotion of one-pot Robinson annelation achieved by gradual pressure and temperature manipulation under supercritical conditions

The one-pot Robinson annelation from 2-methyl-cyclohexane-1,3-dione with 3-buten-2-one can be achieved in high yield (95%) and high selectivity (95%) by pressure and temperature manipulation using supercritical carbon dioxide in the presence of MgO catalyst, whose method could be applied for various ketones to synthesize fused polycyclic compounds.

Study on the functionalization and reactivity of bicyclic acetal compounds

Bicyclic acetal was known as a versatile reagent for the structural transformation reactions. Bicyclic acetal was functionalized to the acetal-lactol and halo-lactol, and applied for the new rearrangement reactions. The structural identification and rearrangement mechanism were discussed herein.

Facile syntheses of 7,7-dimethyl-6,8-dioxabicyclo [3.2.1]octane, a constituent of the Japanese hop oil, and frontalin via hetero Diels-Alder reaction using dilution method

A constituent of the Japanese hop oil, Humulus lupulus, and frontalin has been prepared as racemates in short and the most convenient pathway via hetero Diels-Alder reaction using dilution method.

Novel dienes and dienophiles, VI: On the chemical behavior of Z-ethynyl-1,3-butadiene

The behavior of 2-ethynyl-1,3-butadiene (1) as the diene component in Diels-Alder additions has been studied using a selection of representative double and triple bond dienophiles. The latter include maleic anhydride (5a), diethyl fumarate (6), benzoquinone (7), methyl acrylate (11), juglone (20), 1-methylcyclopropene (23), dimethyl acetylenedicarboxylate (26), propiolic aldehyde (32), 4-phenyl-1,2,4-triazolin-3,5-dione (35) and diethyl azodicarboxylate (37). [2 + 4] Cycloadducts were formed in all cases in varying yields. The addition is accompanied by thermal dimerization of 1 which leads to 1,4-diethynyl-4-vinyl-1-cyclohexene (43) and 1,6-diethynyl-1,5-cyclooctadiene (39). The mechanism of this dimerization is discussed. In a competition experiment towards maleic anhydride (5a), diene 1 was shown to be ca. five times less reactive than isoprene. VCH Verlagsgesellschaft mbH, 1996.

STRUCTURE - ODOR CORRELATION - IX: FROM 1,8-CINEOL TO SESQUICINEOL - CHANGE OF ODOR WITH STRUCTURE

Cu(I) catalyzed 1,4-Grignard reaction of the key compound 6 led to the bicyclic keto ethers 7-15 together with small amounts of the alcohols 16-25.Wolff-Kishner reduction of 8-15 gave the 1,8-cineol homologues 26-32 and sesquicineol (2). - The fresh and camphoraceous odor of 1 changes stepwise with increasing side chain to herbaceous and spicy notes, compounds with branched side chains show lavender undertones. 2 has a pleasant fruity, floral and sweet fragrance.

Preparation and Diels-Alder Reactivity of Several New Chalcogen-Halogen Substituted Butadienes

Addition of halogens and pseudohalogens across one ?-bond of 1,4-dichlorobut-2-yne, followed by a 1,4-elimination, is an efficient synthesis of several new polysubstituted butadienes.If the product dienes have a sulfur or selenium substituent they are quite reactive, undergoing cycloaddition with the moderately reactive dienophile methyl vinyl ketone at 20 deg C in the presence of boron trifluoride etherate.The regiochemistry of the cycloadditions was elucidated, and the limitations of the methodology are discussed.