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Dimedone

Dimedone

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Product Introduction

Dimedone Basic information
Product Name: Dimedone
Synonyms: 5,5-DIMETHYL-1,3-CYCLOHEXANEDIONE;5,5'-DIMETHYLCYCLOHEXANE-1,3-DIONE;5,5-DIMETHYL-CYCLOHEXANE-1,3-DIONE;5,5-DIMETHYLDIHYDRORESORCINOL;1,1-Dimethyl-3,5-cyclohexanedione;1,1-Dimethyl-3,5-diketocyclohexane;1,3-Cyclohexanedione, 5,5-dimethyl-;1,3-Cyclohexanedione,5,5-dimethyl-
CAS: 126-81-8
MF: C8H12O2
MW: 140.18
EINECS: 204-804-4
Product Categories: Pyridines ,Halogenated Heterocycles;Building Blocks;C7 to C8;Carbonyl Compounds;Chemical Synthesis;Ketones;Pharmaceutical Intermediates;Aromatic Ketones (substituted);ketone;Materials Science;Organic Building Blocks;bc0001
Mol File: 126-81-8.mol
Dimedone Structure
 
Dimedone Chemical Properties
Melting point 146-148 °C (lit.)
Boiling point 216.69°C (rough estimate)
density 1.0373 (rough estimate)
refractive index 1.4787 (estimate)
storage temp. Keep in dark place,Inert atmosphere,Room temperature
solubility 4.01g/l
pka 4.8(at 25℃)
form Liquid
color Clear colorless to yellow
Water Solubility 0.416 g/100 mL (25 ºC)
Merck 14,3242
BRN 471489
Stability: Stable, but may be light sensitive. Incompatible with strong oxidizing agents.
InChIKey BADXJIPKFRBFOT-UHFFFAOYSA-N
LogP 1.3 at 20℃
CAS DataBase Reference 126-81-8(CAS DataBase Reference)
NIST Chemistry Reference Dimedone(126-81-8)
EPA Substance Registry System 1,3-Cyclohexanedione, 5,5-dimethyl- (126-81-8)
 
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 24/25-36-26
WGK Germany 2
RTECS GV0345000
F 8-9
TSCA Yes
HS Code 29142900
 
MSDS Information
Provider Language
5,5-Dimethyl-1,3-cyclohexanedione English
SigmaAldrich English
ACROS English
ALFA English
 
Dimedone Usage And Synthesis
Chemical Properties solid
Uses Part of furannulation strategy for the synthesis of naturally occurring fused 3-methylfurans.1
Uses A mentha compound showing antimicrobial properties against common bacteria in the food industry such as E.coli and P.aeruginosa as well as strains of yeast.
Uses Used in the synthesis of fused 3-methylfurans via furannulation.
Uses Reagent used in synthesis of fused 3-methylfuransDimedone is used in organic chemistry to identify the presence of aldehyde group. It is also used as a catalyst in the formation of transition-metal complexes. Further, it is also employed in colorimetry, crystallography, luminescence and spectrophotometric analysis. In addition to this, it is used in the synthesis of naturally occurring fused 3-methylfurans.
Synthesis Reference(s) Journal of the American Chemical Society, 77, p. 6656, 1955 DOI: 10.1021/ja01629a086
Organic Syntheses, Coll. Vol. 2, p. 200, 1943
General Description 5,5-dimethyl-1,3-cyclohexanedione (Dimedone) is basically a highly sensitive and very specific reagent used for the determination of aldehydes. It is highly advantageous as it is environment friendly, give high yields and is a simple workup procedure.
Purification Methods Crystallise dimedone from acetone (ca 8mL/g), water or aqueous EtOH. Dry it in air. [Schneider & Todd Org Synth Coll Vol II 200 1943, Beilstein 7 H 559, 7 IV 1999.]
 
Dimedone Preparation Products And Raw materials
Raw materials Malonic acid
Preparation Products 3,3-Dimethylglutaric acid-->3-CHLORO-5,5-DIMETHYL-2-CYCLOHEXEN-1-ONE-->5-METHOXY-3-OXOVALERIC ACID METHYL ESTER-->DDE-OH-->2-ACETYLDIMEDONE

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