154317-78-9

Basic information

• Product Name: 1,3-Dioxane-4,6-dione, 5-[(3,4-dimethoxyphenyl)methyl]-2,2-dimethyl-
• CAS NO: 154317-78-9
• Molecular Formula: C15H18O6
• Molecular Weight: 294.304
• Mol File: 154317-78-9.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 1,3-Dioxane-4,6-dione, 5-[(3,4-dimethoxyphenyl)methyl]-2,2-dimethyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-Dioxane-4,6-dione, 5-[(3,4-dimethoxyphenyl)methyl]-2,2-dimethyl-(154317-78-9)
• EPA Substance Registry System: 1,3-Dioxane-4,6-dione, 5-[(3,4-dimethoxyphenyl)methyl]-2,2-dimethyl-(154317-78-9)

Safety Data

• Hazardous Substances Data: 154317-78-9(Hazardous Substances Data)

Usage

Function

Pesticide synergist

Mechanism of Action

Inhibits enzymes that break down pesticides in insects

Applications

Agricultural and household insecticide products

Pest Control

Flies, mosquitoes, cockroaches, and ants

Safety Precautions

Can be harmful if ingested or inhaled; prolonged exposure may have adverse health effects

Usage

Enhances the effectiveness of other pesticides by increasing their toxicity

Chemical Structure

Contains a dioxane ring with a 4,6-dione group, a dimethoxyphenyl group, and a 2,2-dimethyl group attached to a butoxy chain

Upstream product

• 2033-24-1 cycl-isopropylidene malonate 
• 120-14-9 3,4-dimethoxy-benzaldehyde 
• 109-89-7 diethylamine 
• 110-91-8 morpholine 
• 110-89-4 piperidine 

Downstream Products

• 1094200-87-9 3-(N, N-diethylamino)-2-(3, 4-dimethoxybenzyl)-3-oxopropionic acid 
• 61871-67-8 3-(3,4-Dimethoxyphenyl)propanal 
• 2107-70-2 3,4-methoxycinnamic acid 
• 74402-02-1 2-benzyl-5,6-dimethoxy-2,3-dihydro-1H-inden-1-one 
• 4191-17-7 5,6-dimethoxy-2- methyl-2,3-dihydro-1H-inden-1-one 
• 848610-65-1 5-(3,4-dimethoxybenzyl)-2,2,5-trimethyl-1,3-dioxane-4,6-dione 
• 848610-74-2 5-(3,4-dimethoxybenzyl)-2,2-dimethyl-5-(4-nitrobenzyl)-1,3-dioxane-4,6-dione 
• 2107-69-9 5,6-dimethoxy-1-indanone 
• 848610-76-4 5-(3,4-dimethoxybenzyl)-2,2-dimethyl-5-(2,3,4,5,6-pentafluorobenzyl)-1,3-dioxane-4,6-dione 
• 848610-72-0 4-[5-(3,4-dimethoxybenzyl)-2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-yl]methylbenzonitrile 
• 848610-70-8 5-(3,4-dimethoxybenzyl)-2,2-dimethyl-5-(2-propynyl)-1,3-dioxane-4,6-dione 
• 848610-68-4 5-allyl-5-(3,4-dimethoxybenzyl)-2,2-dimethyl-1,3-dioxane-4,6-dione 
• 848610-67-3 5-benzyl-5-(3,4-dimethoxybenzyl)-2,2-dimethyl-1,3-dioxane-4,6-dione 
• 848610-97-9 5-(3,4-dimethoxybenzyl)-2,2-dimethyl-5-(4-pyridylmethyl)-1,3-dioxane-4,6-dione 

Relevant articles and documents

Catalytic intramolecular friedel-crafts reaction of benzyl meldrum's acid derivatives: Preparation of 5,6-dimethoxy-2-methyl-1-indanone

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Meldrum's acids as acylating agents in the catalytic intramolecular Friedel-Crafts reaction

(Chemical Equation Presented) The intramolecular Friedel-Crafts acylation of aromatics with Meldrum's acid derivatives catalyzed by metal trifluoromethanesulfonates is reported. Meldrum's acids are easily prepared, functionalized, handled, and purified. The synthesis of polysubstituted 1-indanones from benzyl Meldrum's acids was investigated thoroughly, and it was shown that a variety of catalysts were effective, while accommodating a diversity of functional groups under mild conditions. The scope, limitations, and functional group tolerance (terminal alkene and alkyne, ketal, dialkyl ether, dialkyl thioether, aryl methyl ether, aryl TIPS and TBDPS ethers, nitrile- and nitro-substituted aryls, alkyl and aryl halides) for a variety of 5-benzyl (enolizable Meldrum's acids) and 5-benzyl-5-substituted Meldrum's acids (quaternized Meldrum's acids), forming 1-indanones and 2-substituted-1- indanones, respectively, are delineated. This method was further applied to the synthesis of 1-tetralones, 1-benzosuberones, and the potent acetylcholinesterase inhibitor donepezil. Rate of cyclization as a function of ring size was established for various benzocyclic ketones via competition experiments: 1-tetralones form faster than both 1-indanones and 1-benzosuberones, and 1-benzosuberones cyclize faster than 1-indanones.

Process for the preparation of 1,3-dioxane-4,6-dione derivates

The invention relates to a process for preparing the compounds of general formula (I), wherein Rmeans hydrogen, C1 4alkyl or (C1 5alkoxy)carbonyl group; R1stands for a C1 6 alkyl, (C1 5alkyl)carbonyl, (C1 5alkoxy)carbonyl or (C1 5alkoxy)carbonyl-(C1 4alkyl) group; or a cyclohexyl group; or a cyclopentyl group; or a phenyl, furyl or thienyl group, optionally substituted, or a b-CH=CH group, wherein b is a phenyl group; or R and R1together form a C4 5alkylene group; R2represents a C1 5alkyl or phenyl group; R3means hydrogen or a C1 4alkyl group; or R2 and R3together form a pentylene group. By reacting a compound of general formula (II) with a compound of general formula (III) and/or reducing a compound of the general formula (IV),