4218-87-5

Usage

Uses

1. Used in Chemical Synthesis:
1,2-bis(allyloxy)benzene is used as a chemical intermediate for the synthesis of various organic compounds, particularly those with potential applications in the pharmaceutical, agrochemical, and materials science industries. Its unique structure allows for further functionalization and modification to create a wide range of derivatives.
2. Used in Antenna Response Inhibition:
1,2-bis(allyloxy)benzene is used as a Catechol (C215175) derivative with an inhibitory effect on the antenna response of the Gypsy Moth. This application is particularly relevant in the field of pest control, where it can be employed to disrupt the communication and mating behavior of this invasive species.
3. Used in the Production of Glycerol:
1,2-bis(allyloxy)benzene can be utilized in the production of glycerol, an important industrial chemical with a wide range of applications. Glycerol is used in the manufacture of various products, including cosmetics, pharmaceuticals, and as a component in the production of biodiesel and other biofuels.
4. Used in the Synthesis of Gallotannins:
1,2-bis(allyloxy)benzene can be employed in the synthesis of gallotannins, which are hydrolyzable tannins with potential pharmaceutical applications. Gallotannins have been shown to possess anticancer properties and can be used in drug delivery systems to enhance their therapeutic effects.

InChI:InChI=1/C12H14O2/c1-3-9-13-11-7-5-6-8-12(11)14-10-4-2/h3-8H,1-2,9-10H2

Upstream product

• 7575-57-7 allyl benzenesulfonate 
• 120-80-9 benzene-1,2-diol 
• 106-95-6 allyl bromide 
• 35466-83-2 allyl methyl carbonate 
• 5651-91-2 1,2-bis(prop-2-ynyloxy)benzene 
• 107-05-1 3-chloroprop-1-ene 

Downstream Products

• 808-57-1 2,3,6,7,10,11-hexamethoxytriphenylene 
• 134025-12-0 2,3-Bis-allyloxy-6,7,10,11-tetramethoxy-triphenylene 
• 134025-17-5 2,3,6,7-Tetrakis-allyloxy-10,11-dimethoxy-triphenylene 
• 134025-07-3 2,3,6,7,10,11-hexakis(allyloxy)triphenylene 
• 98733-94-9 7,9,18,20-Tetrakis-chloromethyl-6,7,9,10,17,18,20,21-octahydro-5,11,16,22-tetraoxa-8,19-dithia-dibenzo[a,j]cyclooctadecene 
• 124009-60-5 C₂₄H₂₈Cl₂O₄S 
• 760980-80-1 1,2-bis(1-propenyloxy)benzene 
• 1126-20-1 2-allyloxyphenol 
• 50916-58-0 3,4-diallylbenzene-1,2-diol 
• 50916-57-9 3,6-diallylbenzene-1,2-diol 
• 2851-82-3 1,2-bis(oxiran-2-ylmethoxy)-benzene 
• 121910-87-0 2-bromobenzo[b][1,4]dioxine 
• 65041-54-5 2,5-dihydrobenzo-1,6-dioxocin 
• 7156-89-0 6,9,16,19-tetrahydrodibenzo[b,j][1,4,9,12]tetraoxacyclohexadecine 

Relevant academic research and scientific papers

Theoretical and extraction studies on the selectivity of lithium with 14C4 derivatives

Lithium is a critical strategic metal for world economy development and is used in various fields, such as daily life, aviation, medicine, chemical industry, etc. Crown ethers can adsorb Li+ from a mixed ionic solution based on the size matching effect and synergistic effects of functional groups. The selective adsorption properties with Li+, Na+, Mg2+ and the interaction between crown ethers and metal ions were analyzed to guide the design of crown ethers with high selectivity for Li+. The geometric structural characteristics of 1,8-dihydroxyl-4,4,5,5-tetramethylbenzo-14-crown-4 (CE) and complexes with Li+, Na+, and Mg2+ metal ions were investigated using density functional theory modeling (DFT) at the M062X/def2SVP, def2TZVP level. The nature and strength of the interactions were analyzed by atoms in molecules (AIM) topological analysis and symmetry-adapted perturbation theory (SAPT) energy decomposition analysis. The results showed that the interaction strength of CE with metal ions followed the order: CE-Mg2+ > CE-Li+ > CE-Na+. The interaction energies can be separated into four kinds: Electrostatics, exchange, induction, and dispersion. The stability of these complexes was mainly driven by electrostatics and induction. According to the analysis results of reduced density gradient (RDG), the metal ions mainly interacted with the oxygen atoms on the ring and did not interact with the hydroxyl groups directly. CE was synthesized and the extraction rates of Mg2+ and Li+ were better than that of Na+. This journal is

Investigating the microwave-accelerated Claisen rearrangement of allyl aryl ethers: Scope of the catalysts, solvents, temperatures, and substrates

The microwave-accelerated Claisen rearrangement of allyl aryl ethers was investigated, in order to gain insight into the scope of the catalysts, solvents, temperatures, and substrates. Among the catalysts examined, phosphomolybdic acid (PMA) was found to greatly accelerate the reaction in NMP, at temperatures ranging from 220 to 300 °C. This method was found to be useful for preparing several intermediates previously reported in the literature using precious metal catalysts such as Au(I), Ag(I), and Pt(II). Additionally, substrates bearing bromo and nitro groups on the aryl portion required careful tailoring of the reaction conditions to avoid complex product profiles.

A versatile catalyst system for enantioselective synthesis of 2-substituted 1,4-benzodioxanes

We report the synthesis of enantiomerically enriched 1,4-benzodioxanes containing alkyl, aryl, heteroaryl, and/or carbonyl substituents at the 2-position. The starting 1,4-benzodioxines were readily synthesized via ring closing metathesis using an efficient nitro-Grela catalyst at ppm levels. Excellent enantioselectivities of up to 99:1 er were obtained by using the versatile catalyst system [Ir(cod)Cl]2/BIDIME-dimer in the asymmetric hydrogenation of 2-substituted 1,4-benzodioxines. Furthermore, DFT calculations reveal that the selectivity of the process is controlled by the protonation step; and coordinating groups on the substrate may alter the interaction with the catalyst, resulting in a change in the facial selectivity.

METHODS AND COMPOSITIONS FOR CONTROL OF GYPSY MOTHS, Lymanria dispar

The invention provides in part dialkoxybenzene and eugenol compounds for controlling infestation by a Lymantria dispar, and methods thereof. The compounds include a compound of Formula I: where R1 may be methyl, ethyl, propyl, n-butyl, isopentyl (3-methylbutyl) or allyl; R2 may be at positions 2, 3 or 4 and may be H, methyl, ethyl, propyl, n-butyl, isopentyl (3-methylbutyl) or allyl; and R3 may be optionally present at positions 2, 3 and 4, and is allyl; with the provisos that when R2 is at position 2, R3 if present is at position 3, or when R2 is at to position 3, R3 if present is at positions 2 or 4, or when R2 is at position 4, R3 if present is at position 2; or of Formula II: where R1 may be methyl, ethyl, propyl, n-butyl, isopentyl (3-methylbutyl) or allyl; or mixtures thereof.

METHODS AND COMPOSITIONS FOR CONTROL OF CABBAGE LOOPER, Trichoplusia ni

The invention provides in part dialkoxybenzene compounds for controlling infestation by a Trichoplusia ni, and methods thereof. The compounds include a compound of Formula I: where R1 may be methyl, ethyl, propyl, n-butyl, isopentyl(3-methylbutyl) or allyl; R2 may be at positions 2, 3 or 4 and may be H, methyl, ethyl, propyl, n-butyl, isopentyl(3-methylbutyl) or allyl; and R3 may be optionally present at positions 2, 3 and 4, and is allyl; except that when R2 is at position 2, R3 if present is at position 3, and when R2 is at position 3, R3 if present is at positions 2 or 4, and when R2 is at position 4, R3 if present is at position 2, and when R2 is at position 4 and R3, if present, has reacted with an OH group at position 1 in a Markovnikov sense, then R3 becomes R4, a dihydrofuran.

Synthesis of unsaturated 1,4-heteroatom-containing benzo-fused heterocycles using a sequential isomerization-ring-closing metathesis strategy

A small library of 1,4-benzodioxins and 4H-1,4-benzoxazines was synthesized from the corresponding bis-allyloxy precursors by way of an initial isomerization to the bis-vinyloxy compounds, followed by a ring-closing metathesis using the second generation Grubbs' catalyst (G2). A related strategy, starting from benzene-1,2-dithiol and 2-mercaptophenol, afforded benzodithiin and 1,4-benzoxathiin, respectively.

Screening of dialkoxybenzenes and disubstituted cyclopentene derivatives against the cabbage looper, Trichoplusia ni, for the discovery of new feeding and oviposition deterrents

The antifeedant, oviposition deterrent, and toxic effects of dialkoxybenzene minilibraries and of disubstituted cyclopentene minilibraries (i.e., consisting of four to five compounds) along with their pure constituent compounds were assessed against third instar larvae and adults of the cabbage looper, Trichoplusia ni, in laboratory bioassays in a search for new insect control agents. These compounds mimic naturally occurring bioactive odorants and tastants and are relatively easily prepared from commodity chemicals. Most of these libraries strongly deterred larval feeding, with some exhibiting strong toxic and oviposition deterrent effects as well. Our results suggest some structure-function relationships within these libraries. Replacement of a methyl group with larger alkyl substituents increased the feeding deterrent effects in most cases. The presence of a free hydroxyl group, irrespective of the carbon framework or alkyl substituent, served to reduce feeding deterrent effects in all series of compounds. Further, exceeding a certain group size also generally had a detrimental effect. This information will be useful in designing new insect control agents for agriculture. Some of these libraries and compounds may have potential for development as commercial insecticides.

Investigation of selective mono-deallylation of O,O′-diallylcatechols and 3-methylene-1,5-benzodioxepanes

Selective mono-deallylation of O,O′-diallylcatechols using 10% Pd/C was investigated to give the corresponding allylphenols. A similar reaction of 3-methylene-1,5-benzodioxepanes afforded O-methacryl catecohols. When substrates bearing various substituents on the benzene ring were subjected to the reaction, regioselective cleavage of an ether bond occurred at the side of para position to an electron-withdrawing group on the aromatic ring. On the other hand, an electron-donating group did not cause any selectivity.

Colorant compounds, intermediates, and compositions

Colorants are disclosed that exhibit high color strength, bright shades, and high thermal stability. Such compounds have found application as colorants for polyethylene terephthalate (“PET”). Potential end uses include disperse dyes, non-warping pigments, decolorizable colorants, and the like. Compounds and methods for synthesis include benzodifuranone related compounds, benzene centered lactones, benzene centered lactams; benzene-centered thiolactones; naphthalene-centered lactones; naphthalene-centered lactams; naphthalene-centered thiolactones; anthraquinone-centered lactones; anthraquinone-centered lactams; anthraquinone-centered thiolactones; anthracene-centered lactones; anthracene-centered lactams; anthracene-centered thiolactones; hetero-aromatic-centered lactones; hetero-aromatic centered lactams and hetero-aromatic centered thiolactone compounds, and the like. Furthermore, resins such as PET or other polymeric resins containing the compounds are disclosed.

Synthesis of 2H-1,5-benzodioxepin and 2,5-dihydro-1,6-benzodioxocin derivatives via ring-closing metathesis reaction

The synthesis of various 2H-1,5-benzodioxepin and 2,5-dihydro-1,6- benzodioxocin derivatives is described. The key step involves the construction of seven- and eight-membered rings via ring-closing metathesis reaction.