2,2,6-Trimethyl-4H-1,3-dioxin-4-one

Description Reference

Product Name: 2,2,6-Trimethyl-4H-1,3-dioxin-4-one
CAS No.: 5394-63-8
Chemical Name: 2,2,6-Trimethyl-4H-1,3-dioxin-4-one
Synonyms: 2,2,6-TRIMETHYL-1,3-DIOXIN-4-ONE;Diketton Acetone Adduct;2,2,6-TRIMETHYL-1,3-DIOXEN-4-ONE;TKD;2,2,6-TrimethyL;-4H-1,3-dioxin-4-one;DIKETE ACETONE ADDUCT;DIKETENE ACETONE ADDUCT;2,2,6-Trimethyl-4H-1,3-dioxin-;Trimethyl-(4H)-1,3-dioxin-4-one
CBNumber: CB0412977
Molecular Formula: C7H10O3
Formula Weight: 142.15
MOL File: 5394-63-8.mol

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2,2,6-Trimethyl-4H-1,3-dioxin-4-one Property

Melting point:: 12-13 °C(lit.)
Boiling point:: ~275 °C(lit.)
Density: 1.07 g/mL at 25 °C(lit.)
refractive index: n20/D 1.460(lit.)
Flash point:: 67 °F
storage temp.: 2-8°C
solubility: water: insoluble
form: Liquid
color: Dark brown
Water Solubility: practically insoluble
BRN: 2408
Exposure limits: ACGIH: TWA 250 ppm; STEL 500 ppm
OSHA: TWA 1000 ppm(2400 mg/m3)
NIOSH: IDLH 2500 ppm; TWA 250 ppm(590 mg/m3)
InChIKey: XFRBXZCBOYNMJP-UHFFFAOYSA-N
CAS DataBase Reference: 5394-63-8(CAS DataBase Reference)

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Safety

Hazard Codes: F,Xi
Risk Statements: 11-36/37/38-36
Safety Statements: 16-26-27-36/37/39-9-33
RIDADR: UN 1993 3/PG 2
WGK Germany: 3
HazardClass: 3
PackingGroup: II
HS Code: 29329995

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H225Highly Flammable liquid and vapour

H319Causes serious eye irritation

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 691380
Product name: 2,2,6-Trimethyl-4H-1,3-dioxin-4-one
Purity: Lonza quality, ≥93.0% (GC)
Packaging: 25kg
Price: $3240
Updated: 2024/03/01

Sigma-Aldrich

Product number: 691380
Product name: 2,2,6-Trimethyl-4H-1,3-dioxin-4-one
Purity: Lonza quality, ≥93.0% (GC)
Packaging: 180kg
Price: $18930
Updated: 2024/03/01

TCI Chemical

Product number: T1099
Product name: 2,2,6-Trimethyl-1,3-dioxin-4-one
Purity: >95.0%(NMR)
Packaging: 25mL
Price: $44
Updated: 2024/03/01

TCI Chemical

Product number: T1099
Product name: 2,2,6-Trimethyl-1,3-dioxin-4-one
Purity: >95.0%(NMR)
Packaging: 500mL
Price: $191
Updated: 2024/03/01

Alfa Aesar

Product number: A14254
Product name: 2,2,6-Trimethyl-1,3-dioxin-4-one, 94%, cont. up to ca 6% acetone
Packaging: 25g
Price: $30.65
Updated: 2024/03/01

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2,2,6-Trimethyl-4H-1,3-dioxin-4-one Chemical Properties,Usage,Production

Description

It is usually used as intermediate or raw material in the chemistry synthesis. For example, 2,2,6-Trimethyl-4H-1,3-dioxin-4-one can act as the starting material to produce N-alkenyl acetoacetamides through reaction with imines.¹ This substance can also be involved in the preparation of acetoacetamide derivatives, which result in the formation of the pyrrole amides via oxime of the acetoacetamides.² Moreover, this chemical may be introduced to promote the acetoacetylation of O-(hydroxypropyl)cellulose for generating O-(acetoxypropyl)cellulose.³ In addition, this chemical may be used to yield β-keto esters and β-ketoamides through the reaction with secondary or tertiary alcohols (including chiral ones) or primary or secondary amines.⁴

Reference

Dannibale, A.; Pesce, A.; Resta, S.; Trogolo, C., Reaction of 2,2,6-trimethyl-4H-1,3-dioxin-4-one with imines: An easy route to enamides. Tetrahedron Lett. 1996, 37, 7429-7432.
Huggins, M.; Barber, P.; Florian, D.; Howton, W., Short, Efficient Syntheses of Pyrrole -Amides. Synth. Commun. 2008, 38, 4226-4239.
Pawlowski, W. P.; Gilbert, R. D.; Fornes, R. E.; Purrington, S. T., ACETOACETYLATION OF O-(HYDROXYPROPYL)CELLULOSE BY 2,2,6-TRIMETHYL-4H-1,3-DIOXIN-4-ONE. Carbohydr. Res. 1986, 156, 232-235.
Sridharan, V.; Ruiz, M.; Menendez, J. C., Mild and High-Yielding Synthesis of beta-Keto Esters and beta-Ketoamides. Synthesis 2010, 1053-1057.

Chemical Properties

Dark brown liquid

Uses

Diketene-Acetone Adduct can be used in place of diketene in many reactions. As a transportable form of diketene, it is especially important in those countries, where the transportation of diketene is not allowed or at least not desired.

Uses

2,2,6-Trimethyl-1,3-dioxin-4-one is used in the synthesis of dihydropyrimininones as picomolar sodium iodide symporter inhibitors. It is also used in the synthesis of resorcinol amide Hsp90 Inhibitor AT13387. It is used in the synthesis of acetylketene by flash pyrolysis.

Application

2,2,6-Trimethyl-4H-1,3-dioxin-4-one generates unstable acetylketene together with acetone when heated above 120 ℃. Subsequent condensation with isocyanates, arylcyanates, or substituted cyanamides gives access to a wide range of 1,3-oxazine derivatives. Furthermore, diketene – acetone adduct can also be used for the preparation of a variety of compounds that are not accessible from diketene.

Chemical Reactivity

Diketene – acetone adduct (2,2,6-Trimethyl-4H-1,3-dioxin-4-one) can be regarded as a stabilized form of diketene. It can be safely transported and may conveniently be used instead of diketene in many reactions. For example, it reacts with alcohols and amines to yield acetoacetates and acetoacetamides, respectively. Diketene – acetone adduct generates unstable acetylketene together with acetone when heated above 120 ?C. Subsequent condensation with isocyanates, arylcyanates, or substituted cyanamides gives access to a wide range of 1,3-oxazine derivatives. Furthermore, diketene – acetone adduct can also be used for the preparation of a variety of compounds that are not accessible from diketene.

2,2,6-Trimethyl-4H-1,3-dioxin-4-one Preparation Products And Raw materials

Raw materials

Preparation Products

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2,2,6-Trimethyl-4H-1,3-dioxin-4-one Suppliers

Australia 1 Belgium 2 Canada 1 China 180 Europe 3 France 1 Germany 7 India 16 Japan 3 Switzerland 5 The Netherlands 1 United Kingdom 10 United States 26 Global 256

Jinan Sanyuan Chemical Co. LTD

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View Lastest Price from 2,2,6-Trimethyl-4H-1,3-dioxin-4-one manufacturers

Henan Fengda Chemical Co., Ltd

Product: 2,2,6-Trimethyl-4H-1,3-dioxin-4-one 5394-63-8
Price: US $6.00-1.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: g-kg-tons, free sample is available
Release date: 2024-03-28

Shaanxi Dideu Medichem Co. Ltd

Product: 2,2,6-Trimethyl-4H-1,3-dioxin-4-one 5394-63-8
Price: US $0.00-0.00/KG
Min. Order: 5mg
Purity: 99%HPLC
Supply Ability: 2000tons
Release date: 2020-01-06

Hebei Fengqiang Trading Co., LTD

Product: 2,2,6-Trimethyl-4H-1,3-dioxin-4-one 5394-63-8
Price: US $100.00/drum
Min. Order: 1drum
Purity: 99
Supply Ability: 5000
Release date: 2023-08-23

5394-63-8, 2,2,6-Trimethyl-4H-1,3-dioxin-4-oneRelated Search:

Mesotrione Trimethyl borate Norgestrel 4-Methyl-2-pentanone Norandrostenedione N-Methyl-2-pyrrolidone Acetone oxime 2,3,7,8-TETRACHLORODIBENZO-P-DIOXIN METHYL-2-PYRROLIDONE cis-Cyclooctene 2,2,5,6-TETRAMETHYL-4H-1,3-DIOXIN-4-ONE 2,2,6-Trimethyl-4H-1,3-dioxin-4-one 2,2-DIMETHYL-6-TRIFLUOROMETHYL-1,3-DIOXIN-4-ONE (6R)-(-)-4,10-DIMETHYL-7-ISOPROPYL-1,5-DIOXASPIRO[5.5]UNDEC-3-EN-2-ON 2,6-Bis(4-methoxyphenyl)-2-methyl-4H-1,3-dioxin-4-one SPIRO[ADAMANTANE-2,2'-(6'-(4'-CHLOROPHENYL)-4H-1',3'-DIOXIN-4'-ONE)] 2-(chloromethyl)-2-methyl-6-phenyl-4H-1,3-dioxin-4-one 2-(BROMOMETHYL)-6-(4-METHYLPHENYL)-2-PHENYL-4H-1,3-DIOXIN-4-ONE

Diketton Acetone Adduct

DIKETENE ACETONE ADDUCT

DIKETE ACETONE ADDUCT

2,6,6-TRIMETHYL-1,3-DIOXIN-4-ONE

2,2,6-TRIMETHYL-1,3-DIOXIN-4-ONE: 94%, CONT. UP TO CA 6% ACETONE

2,2,6-TRIMETHYL-1,3-DIOXIN-4-ONE, 94%, CONT. UP TO CA 6% ACE

2,2,6-trimethyl-1,3-dioxine-4H-one

2,2,6-TRIMETHYL-4H-1,3-DIOXIN-4-ONE, TEC H., 85%

2,2,6-TRIMETHYL-1,3-DIOXEN-4-ONE

2,2,6-TRIMETHYL-1,3-DIOXIN-4-ONE

2,2,6-TRIMETHYL-4H-1,3-DIOXIN-4-ONE

2,2,4-TRIMETHYL-6-KETO-1,3-DIOXIN

2,2,6-Trimethyl-1,3-dioxin-4-one, pract.,95%

Trimethyl-(4H)-1,3-dioxin-4-one

2,2,6-Trimethyl-4H-1,3-dioxin-4-one, 90-95%

2,2,6-Trimethyl-4H-1,3-dioxin-

4H-1,3-Dioxin-4-one, 2,2,6-trimethyl-

2,2,6-trimethyl-1,3-dioxolenone

2,2,6-TriMethyl-4H-1,3-dioxin-4-one, 90-95% 100GR

2,2,4-Trimethyl-6-keto-1,3-dioxin Diketene Acetone Adduct

2,2,6-TRIMETHYL-1,3-DIOXINE-4-ONE FOR SY

2,2,6-Trimethyl-4H-1,3-dioxin-4-one, 94%, contains up to 6% acetone

2,2,6-Trimethyl-1,3-dioxine-4-one for synthesis

TKD

2,2,6-TrimethyL

-4H-1,3-dioxin-4-one

2,2,4-Trimethyl-6-keto-1,3-dioxine

212,6-Trinnethy1-4H-1,3- dioxin- 4-one

5394-63-8

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Carbonyl Compounds

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