7390-41-2

Usage

Structure

Two prop-2-en-1-yl groups attached to a benzene ring, and two hydroxyl groups at positions 1 and 4

Usage

Production of pharmaceuticals, dyes, and plastics

Potential applications

Organic synthesis, building block for complex chemical compounds

Safety precautions

Handle with care and follow proper safety protocols due to potential hazards

Upstream product

• 37592-20-4 1,4-bis(allyloxy)benzene 
• 106-51-4 p-benzoquinone 
• 762-72-1 allyl-trimethyl-silane 
• 123-31-9 hydroquinone 

Downstream Products

• 24301-51-7 2,5-dipropylhydroquinone 
• 911381-40-3 1,4-diacetoxy-2,5-diallyl-benzene 
• 207514-91-8 1,4-diallyl-2,5-dimethoxy-benzene 
• 28693-86-9 1,4-diallyl-2,5-bis-allyloxy-benzene 
• 855871-36-2 2,5-diallyl-1,4-benzoquinone 
• 915282-06-3 1,4-diallyl-2,5-bis-but-3-enyloxy-benzene 

Relevant academic research and scientific papers

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.

Annulated oxa-cage frameworks via Claisen rearrangement and ring-closing metathesis

In our quest to design high-density fuels, we report a variety of structurally interesting new annulated oxa-cage frameworks. Here, we investigated a linear synthetic sequence, which relies on reductive C–C bond cleavage and ring-closing metathesis as key

Synthesis of functionalized cage propellanes and D3-Trishomocubanes via the ring-closing metathesis and acid-promoted rearrangement

Several functionalized cage propellanes and D3-trishomocubanes containing spiro linkage have been reported starting with commercially available materials such as 1,4-hydroquinone and dicyclopentadiene. In this regard, Claisen rearrangement, Die

Ring-Closing Metathesis Approach to Cage Propellanes Containing Oxepane and Tetrahydrofuran Hybrid System

The preparation of a variety of structurally interesting oxygenated cage compounds involving atom-economic processes such as Claisen rearrangement, Diels-Alder reaction, [2+2] photocycloaddition, and ring-closing metathesis (RCM) as key steps is reported.

Design and synthesis of novel bis-annulated caged polycycles via ring-closing metathesis: Pushpakenediol

Intricate caged molecular frameworks are assembled by an atom economical process via a Diels-Alder (DA) reaction, a Claisen rearrangement, a ring-closing metathesis (RCM) and an alkenyl Grignard addition. The introduction of olefinic moieties in the penta

Design, synthesis, and biological evaluation of hydroquinone derivatives as novel inhibitors of the sarco/endoplasmic reticulum calcium ATPase

Analogues of the compound 2,5-di-tert-butylhydroquinone (BHQ) are capable of inhibiting the enzyme sarco/endoplasmic reticulum ATPase (SERCA) in the low micromolar and submicromolar concentration ranges. Not only are SERCA inhibitors valuable research tools, but they also have potential medicinal value as agents against prostate cancer. This study describes the synthesis of 13 compounds representing several classes of BHQ analogues, such as hydroquinones with a single aromatic substituent, symmetrically and unsymmetrically disubstituted hydroquinones, and hydroquinones with ω-amino acid tethers attached to their hydroxyl groups. Structure-activity relationships were established by measuring the inhibitory potencies of all synthesized compounds in bioassays. The assays were complemented by computational ligand docking for an analysis of the relevant ligand/receptor interactions.

An expedient synthesis of bis-fused benzofuran and a two-directional ring- closing metathesis for the synthesis of bisbenzoxepines and bisbenzoxocines

Synthesis of bis-fused benzofuran derivatives by the implementation of palladium-mediated intramolecular cyclization is described. To our knowledge, this is the first report of the synthesis of bis-fused benzofuran by this protocol. Bisbenzoxepine and bis

Sequential double claisen rearrangement and two-directional ring-closing metathesis as a route to various benzofused bisoxepin and bisoxocin derivatives

A synthetic strategy based on tandem application of double Claisen rearrangement and two-directional ring-closing metathesis reaction as key-steps has been developed for the synthesis of various hitherto unknown tri-, tetra- and pentacyclic benzofused bis

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.

Design and synthesis of novel propellanes by using claisen rearrangement and ring-closing metathesis as the key steps

Novel hexacyclic caged compounds are prepared by a combination of Claisen rearrangement and ring-closing metathesis (RCM). Additionally, a Grignard reaction in conjugation with RCM produced intricate hexacyclic caged molecules.