1616-51-9

Usage

Uses

Used in Fragrance Industry:
Phenol, 3-(2-propenyloxy)is used as a fragrance ingredient for its pleasant aroma, contributing to the scent profiles of perfumes and personal care products.
Used in Flavor Industry:
This chemical compound serves as a flavoring agent in the food industry, enhancing the taste and aroma of various food products.
Used in Pharmaceutical Industry:
Phenol, 3-(2-propenyloxy)is utilized as a precursor in the synthesis of pharmaceuticals, playing a crucial role in the development of new medications.
Used in Disinfection and Antiseptics:
Due to its antimicrobial properties, Phenol, 3-(2-propenyloxy)is used as a disinfectant and antiseptic in commercial and industrial applications, helping to maintain cleanliness and prevent the spread of infections.

Upstream product

• 80683-85-8 3-allyloxyphenyl benzoate 
• 106-95-6 allyl bromide 
• 108-46-3 recorcinol 
• 888958-30-3 2,2-dimethyl-5-(2-propen-1-yloxy)-4H-1,3-benzodioxin-4-one 
• 154714-19-9 5-hydroxy-2,2-dimethyl-4H-benzo[d][1,3]dioxin-4-one 
• 303-07-1 2,6-Dihydroxybenzoic acid 
• 102-29-4 Resorcinol monoacetate 
• 13594-95-1 1,3-bis(allyloxy)benzene 
• 107-05-1 3-chloroprop-1-ene 
• 3993-32-6 allyl 3-acetoxyphenyl ether 

Downstream Products

• 1616-52-0 4-allyl-1,3-dihydroxybenzene 
• 1746-89-0 2-allyl-1,3-dihydroxybenzene 
• 104206-13-5 3,4-dimethoxycinnamyl 3-(allyloxy)phenyl ether 
• 197248-09-2 3-((tert-butyldiphenylsilyl)oxy)phenol 
• 13594-95-1 1,3-bis(allyloxy)benzene 
• 13677-74-2 4-allyl-3-methoxyphenol 
• 3698-23-5 Osmorhizole 
• 115692-62-1 1-Allyl-2,4-bis-benzyloxy-benzene 
• 132802-72-3 (+/-)-trans-2-(3,4-dimethoxyphenyl)-2,3-dihydro-5-allyl-6-(allyloxy)-3-methylbenzofuran 
• 132802-71-2 4-allyl-3-(allyloxy)phenol 
• 104832-97-5 (2R,3S,3aS)-2-(3,4-Dimethoxy-phenyl)-3a-methoxy-3-methyl-5-propyl-3,3a-dihydro-2H-benzofuran-6-one 
• 104832-96-4 rac-dihydrokadsurenone 
• 104761-81-1 (2R,3S,3aS)-5-Allyl-2-(3,4-dimethoxy-phenyl)-3a-ethoxy-3-methyl-3,3a-dihydro-2H-benzofuran-6-one 

Relevant academic research and scientific papers

Soluble polymer-supported synthesis of 4-methyl coumarin on modified poly(ethylene glycol)s

A simple liquid phase synthetic method for the preparation of 4-methyl coumarin on modified poly(ethylene glycol)s by using the von Pechmann reaction is described.

A Simple, Effective and Highly Selective Cleavage of 3-Methylbut-2-enyl (prenyl) Ethers Using p-Toluenesulfonic Acid

A highly selective cleavage of prenyl ethers has been achieved in high yields using p-toluenesulfonic acid under extremely mild conditions. This method is compatible with a wide variety of functional groups such as methyl, benzyl, allyl ethers and benzyl, methyl, prenyl esters present in the molecules.

Evaluation of 2-(piperidine-1-yl)-ethyl (PIP) as a protecting group for phenols: Stability to ortho-lithiation conditions and boiling concentrated hydrobromic acid, orthogonality with most common protecting group classes, and deprotection via Cope elimination or by mild Lewis acids

A new protecting group, 2-(piperidine-1-yl)-ethyl (PIP), was evaluated as a protecting group for phenols. The PIP group was stable to ortho-lithiation conditions and refluxing with concentrated hydrobromic acid. Deprotection was accomplished by two routes, oxidation to N-oxides followed by Cope elimination (CE) and subsequent hydrolysis or ozonolysis of the vinyl ether or one-step deprotection by BBr3?Me2S. The PIP group is orthogonal to the O-benzyl, O-acetyl, O-t-butyldiphenylsilyl, O-methyl, O-p-methoxybenzyl, O-allyl, O-tetrahydropyranyl and N-t-butoxy carbonyl groups. The CE step was systematically studied and was found to give higher yields when the reaction was performed in the presence of silylating agents.

Structure–activity relationships and docking studies of hydroxychavicol and its analogs as xanthine oxidase inhibitors

Hydroxychavicol (HC), which is obtained from the leaves of Piper betle LINN. (Piperaceae), inhibits xanthine oxidase (XO) with an IC50 value of 16.7μM, making it more potent than the clinically used allopurinol (IC50=30.7μM). Herein, a structure–activity relationship analysis of the polar part analogs of HC was conducted and an inhibitor was discovered with a potency 13 times that of HC. Kinetic studies have revealed that HC and its active analog inhibit XO in an uncompetitive manner. The binding structure prediction of these inhibitor molecules to the XO complex with xanthine suggested that both compounds (HC and its analog) could simultaneously form hydrogen bonds with xanthine and XO.

BROMODOMAIN INHIBITORS FOR TREATING DISEASE

Disclosed herein are compounds and compositions useful in the treatment of bromodomain-containing protein-mediated diseases, such as cancer, having the structure of Formula I: Methods of inhibiting activity of a bromodomain-containing protein in a human or animal subject are also provided.

Biomimetic Total Synthesis of Santalin Y

A biomimetic total synthesis of santalin Y, a structurally complex but racemic natural product, is described. The key step is proposed to be a (3+2) cycloaddition of a benzylstyrene to a "vinylogous oxidopyrylium", which is followed by an intramolecular F

Oxidative cyclization of alkenoic acids promoted by AgOAc

Alkenoic acids derived from salicylic acid and analogues undergo an unexpected oxidative cyclization process triggered by AgOAc leading to 4H-benzo[d][1,3]dioxin-4-ones. The process is affected by the substitution on the aryl and the allyl units.

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.

New approach to the synthesis of macrocyclic tetralactones via ring-closing metathesis using Grubbs' first-generation catalyst

(Chemical Equation Presented) A facile and efficient route to synthesize macrocyclic tetralactones with different ring sizes having a wide variety of spacers is described. The application of ring-closing metathesis for the synthesis of macrocyclic tetralactones is demonstrated with many examples in excellent yield. The representative structure of macrocyclic tetralactones is characterized by X-ray crystallography.

Boron trichloride mediated regioselective Claisen rearrangement of resorcinol derivatives: Application to resorcinol carvonyl ethers

Claisen rearrangement (CR) of resorcinol allyl ethers was examined. Although thermal CR gave low regioselectivity, the selectivity was much improved in the presence of a Lewis acid such as boron trichloride. This rearrangement was successfully applied to resorcinol carvonyl ethers for the regioselective introduction of a carvone unit into the resorcinol skeleton for the synthesis of phytoestrogenic miroestrols. Georg Thieme Verlag Stuttgart.