59744-45-5

Basic information

• Product Name: Benzene, 1-methoxy-3-(2-propenyl)-2-(2-propenyloxy)-
• CAS NO: 59744-45-5
• Molecular Formula: C13H16O2
• Molecular Weight: 204.269
• Mol File: 59744-45-5.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Benzene, 1-methoxy-3-(2-propenyl)-2-(2-propenyloxy)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1-methoxy-3-(2-propenyl)-2-(2-propenyloxy)-(59744-45-5)
• EPA Substance Registry System: Benzene, 1-methoxy-3-(2-propenyl)-2-(2-propenyloxy)-(59744-45-5)

Safety Data

• Hazardous Substances Data: 59744-45-5(Hazardous Substances Data)

Upstream product

• 90-05-1 2-methoxy-phenol 
• 120-80-9 benzene-1,2-diol 
• 579-60-2 6-allylguaicol 
• 148-53-8 3-methoxy-2-hydroxybenzaldehyde 
• 23343-06-8 2-allyloxy-3-methoxy-benzaldehyde 
• 4125-43-3 O-allyl guaiacol 

Downstream Products

• 579-60-2 6-allylguaicol 
• 7799-39-5 2,4-diallyl-6-methoxy-phenol 

Relevant articles and documents

Synthesis and First-Time Assessment of o-Eugenol Derivatives against Mycobacterium tuberculosis

In this work, we report the first-time assessment of o-eugenol, 6-allyl-2-methoxyphenol, and their selected derivatives, against Mycobacterium tuberculosis H37RV, using the MABA susceptibility test. The bromo, nitro, O-alkylated, and reduced derivatives were obtained by standard methods and were characterized by spectroscopic and mass spectral data. Structure–activity relationships were investigated, with the most active derivatives being 4,5-dibromo-2-methoxy-6-propylphenol (139 μM) and 2-methoxy-3-nitro-6-propylphenol (237 μM). This study provides important information on the rational design of new lead anti-TB drugs based on o-eugenol derivatives.

Dialkoxybenzene and dialkoxyallylbenzene feeding and oviposition deterrents against the cabbage looper, trichoplusia ni: Potential insect behavior control agents

The antifeedant, oviposition deterrent, and toxic effects of individual dialkoxybenzene compounds/sets and of hydroxy- or alkoxy-substituted allylbenzenes, obtained through Claisen rearrangement of substituted allyloxybenzenes, were assessed against the cabbage looper, Trichoplusia ni, in laboratory bioassays. Most of the compounds/sets strongly deterred larval feeding, with some exhibiting mild toxic and oviposition deterrent effects as well. Some of the compounds/sets were more active than the commercial insect repellent, DEET (N,N-diethyl-m-toluamide), as both feeding and oviposition deterrents against the cabbage looper. On the basis of the obtained oviposition data a general hypothesis was proposed regarding the oviposition sites: one binding mode with the alkyl and allyl groups on the same side of the benzene ring resulted in deterrence, the other with alkyl and allyl groups on opposite sides of the benzene ring resulted in stimulation. The results suggest some structure-activity relationships useful in improving the efficacy of the compounds and designing new, nontoxic insect control agents for agriculture.