14046-39-0

Usage

Uses

2-Methyl-1,3-benzodioxole has shown to have anti-microbial and antioxidant activity.

InChI:InChI=1/C8H8O2/c1-6-9-7-4-2-3-5-8(7)10-6/h2-6H,1H3

Upstream product

• 120-80-9 benzene-1,2-diol 
• 123-63-7 paracetaldehyde 
• 493-09-4 benzo-1,4-dioxane 
• 187737-37-7 propene 
• 75-07-0 acetaldehyde 
• 75-34-3 1,1-dichloroethane 
• 50-00-0 formaldehyd 

Downstream Products

• 2848-25-1 2-acetoxyphenol 
• 92810-72-5 2,2'-dimethyl-[2,2']bi[benzo[1,3]dioxolyl] 
• 1266672-56-3 2-[1-(2-methyl-1,3-benzodioxol-2-yl)cyclohexyl]malononitrile 

Relevant academic research and scientific papers

Method For Producing Optionally Substituted Methylenedioxybenzene

The invention relates to a method for producing optionally substituted methylenedioxybenzene. The invention particularly relates to the production of methylenedioxybenzene. The inventive production method is characterized by the fact that it involves the reaction of an optionally substituted catechol with an aldehyde in the presence of a solid acid catalyst selected among: a titanium silicalite and a zeolite that is doped with tin and/or titanium.

Synthesis of 2- and 2,2-Substituted 4,5-Benzo-1,3-dioxolanes

Pyrocatechol reacts with carbonyl compounds in the presence of phosphorus trichloride to give corresponding 2- and 2,2-substituted 4,5-benzo-1,3-dioxolanes in high yields.

Thermal Decomposition of 2,3-Dihydro-1,4-benzodioxin and 1,2-Dimethoxybenzene

Rates and mechanisms of decomposition of 2,3-dihydro-1,4-benzodioxin (1) and 1,2-dimethoxybenzene (27) have been investigated in the gas phase near atmospheric pressure between 750 and 900 K in a tubular flow reactor in a large excess of radical trapping agents.The following rate expressions for decomposition have been determined: log kt/s-1 (1) = 15.7 - (271 kJ mol-1/2.303 RT); log kt/s-1 (27) = 15.7 - (251 kJ mol-1/2.303 RT).The main decomposition routes for 1 are the formation of o-benzoquinone (2) and 2-methyl-1,3-benzodioxole (7) through a biradical intermediate.The measured activation energy is 20 kJ mol-1 above the required C-O bond dissociation energy.Compound 2 rapidly loses CO to form cyclopenta-2,4-dien-1-one (6) which after dimerisation decomposes mainly into 3-phenylprop-2-enal (12) and indenols (14).The main product of the thermolysis of 27 is o-hydroxybenzaldehyde (33).The O-methyl bond is weakened by 16 kJ mol-1 compared to methoxybenzene as a result of the o-methoxy-substitution.

Antioxidant benzodioxole compound

Novel antioxidant compounds for use in foodstuffs containing oils or fats are described which comprise benzodioxole compounds having the structure STR1 wherein R1 is a hydrogen atom or an alkyl group or an aryl group, R2 is an alkyl group or an aryl group, or R1 and R2 together form a cyclo alkyl group, and R3 is a hydrogen atom or an hydroxyl group.

Crown Ether Acetals: Synthesis and Characterisation of a Family of Novel Oxygen Macrocyclic Compounds

The synthesis of cyclic acetals containing a repetitive -CH2CH2O- grouping within the ring is described.Compounds with rings of up to thirty-four members and with one or two acetal groups have been prepared and characterised by their 1H and 13C n.m.r. spectra, the amount of acetaldehyde released on hydrolysis, and their molecular weights.The general formulae of the new compounds are CH3CH(OCH2CH2)nO with n = 2-6; CH3CH(OCH2CH2)nOCH(CH3)(OCH2CH2)nO, with n = 2-5; RCH(OCH2CH2)2O with R = Pr, Pri, Ph; and C6H4O(CH2CH2O)nCH(CH3)(OCH2CH2)nO, with n = 0, 1, 2.As precursors for compounds related to the last of these series, the new open-chain dichloroacetals CH3CH2, with n = 2, 3 were prepared.Rate constants for the acid catalysed hydrolysis of some of the new acetals are reported.

Formation and reactivity of 1,3-benzodioxol-2-yl, 1,3-benzodioxan-2-yl, and related radicals. A search for an aromatic analog of the radical acetoxy rearrangement (Surzur-Tanner reaction)

Reaction of the 1,3-dioxole, 9, the 1,3-dioxan, 18, and the 1,3-dioxepin, 29, with tert-butoxy radicals gave evidence in each case for formation of the corresponding 1,1-dioxyethyl radicals.No conclusive evidence for formation of any of these radicals by cyclization of acetoxyaryl radicals could be obtained.Several of the 1,1-dioxyethyl radicals reacted by rearrangement.

An Improved Method for the Synthesis of 2,2-disubstituted and 2-Monosubstituted 1,3-Benzodioxoles

The reactions of catechol with ketones and aldehydes have been studied and convenient procedures have been developed for the preparation of the title compounds in high yields.These products undergo virtually quantitative nitration at position 5, thus providing a source of derivatives substituted in the benzene ring.