3383-05-9

Usage

Properties

Chemical compound
Consists of an allyl group and a phenyl group attached to an ether functional group
Clear, colorless liquid
Mild, sweet odor
Used as a flavor and fragrance ingredient
Used as a chemical intermediate in the production of other compounds
Low solubility in water
Considered to have low toxicity

Specific Content

Allyl group
Phenyl group
Ether functional group
Flavor and fragrance ingredient
Chemical intermediate
Low solubility in water
Low toxicity
Caution required in handling
Proper safety protocols needed when working with it

Upstream product

• 106-95-6 allyl bromide 
• 1745-81-9 o-Allylphenol 
• 107-05-1 3-chloroprop-1-ene 
• 108-95-2 phenol 
• 1746-13-0 allyl phenyl ether 
• 42729-96-4 2-Hydroxy-3-(2-propenyl)-benzoesaeure 
• 151414-76-5 o-(prop-2-enyloxy)phenylboronic acid 
• 591-87-7 Allyl acetate 
• 31456-98-1 methyl 3-allyl-salicylate 
• 71318-55-3 4-hydroxy-3-allyl-benzoic acid 
• 59086-52-1 2-allyloxybenzoic acid 

Downstream Products

• 3382-99-8 2,6-diallylphenol 
• 76402-80-7 2,5-dihydrobenzo[b]oxepine 
• 760980-81-2 1-((E)-Propenyl)-2-[((E)-propenyl)oxy]-benzene 
• 14949-49-6 2,3-dihydro-1-benzoxep-4-ene 
• 21503-15-1 4,5-dihydrobenzo[b]oxepine 
• 271-89-6 1-benzofurane 
• 1361411-89-3 2,6-bis(3-bromopropyl)anisole 
• 1361411-90-6 3,5-bis(3-bromopropyl)-4-methoxybenzaldehyde 
• 1361411-91-7 4-(2-nitrovinyl)-2,6-bis(3-bromopropyl)anisole 
• 1361411-92-8 4-(2,2-dicyanovinyl)-2,6-bis(3-bromopropyl)anisole 
• 1361411-93-9 4-(2,2-dibromovinyl)-2,6-bis(3-bromopropyl)anisole 
• 55980-23-9 2,6-diallylanisole 
• 360556-72-5 3-[3-(3-hydroxypropyl)-2-methoxyphenyl]propanol 
• 13410-52-1 ortho-glycidyl phenyl glycidyl ether 

Relevant academic research and scientific papers

Allylphenols as a new class of human 15-lipoxygenase-1 inhibitors

In this study, a series of mono- and diallylphenol derivative were designed, synthesized, and evaluated as potential human 15-lipoxygenase-1 (15-hLOX-1) inhibitors. Radical scavenging potency of the synthetic allylphenol derivatives was assessed and the results were in accordance with lipoxygenase (LOX) inhibition potency. It was found that the electronic natures of allyl moiety and para substituents play the main role in radical scavenging activity and subsequently LOX inhibition potency of the synthetic inhibitors. Among the synthetic compounds, 2,6-diallyl-4-(hexyloxy)phenol (42) and 2,6-diallyl-4-aminophenol (47) showed the best results for LOX inhibition (IC50 = 0.88 and 0.80 μM, respectively).

Sequential Two-Fold Claisen Rearrangement, One-Pot Ring-Closing Metathesis and Cross-Metathesis as a Route to Substituted Benzo[b]azepine-2-one, Benzo[b]azepine and Benzo[b]oxepine Derivatives

A synthetic protocol involving sequential use of three atom-economic processes viz. Claisen rearrangement, ring-closing metathesis and cross metathesis has been developed to access 7-substituted benzo[b]azepine and benzo[b]oxepine derivatives starting from appropriate aniline or phenol in good overall yield. A one-pot RCM-CM protocol has also been developed for the synthesis of benzazepine and benzoxepine derivatives.

Cobalt-Nitrenoid Insertion-Mediated Amidative Carbon Rearrangement via Alkyl-Walking on Arenes

We herein disclose the Cp*Co(III)(LX)-catalyzed amidative alkyl migration using 2,6-disubstituted phenyl azidoformates. Upon the cobalt-nitrenoid insertion toward the substituted ortho carbon, an arenium cationic species bearing a quaternary carbon is generated, and a subsequent alkyl migration process is suggested to occur through an unforeseen alkyl-walking mechanism. A quinolinol ligand of the cobalt catalyst system is proposed to facilitate the final product-releasing rearomatization process by serving as an internal base. This new mechanistic mode enabled both [1,2]- and [1,4]-alkyl rearrangements to allow the structural variation of N-heterocyclic compounds.

Suzuki-Miyaura Csp2-Csp2Cross-Couplings Employing Nickel(II) Pincer Precatalysts: Mechanistic Investigations

This study investigates the mechanism of Suzuki-Miyaura Csp2-Csp2cross-couplings facilitated by PCP-type nickel(II) pincer complexes. By employing a combination of standard experimental and theoretical methods, it is proposed that a nickel(I)/(III) cycle is involved in this reaction and single-electron pathways likely operate in this transformation.

Epoxy (meth) acrylate compounds and pharmaceutical compositions containing curable composition

[Problem] To provide an epoxy (meth)acrylate compound that serves as a material for a protective film that is unlikely to cause migration to an electrically conductive pattern, and a curable composition containing the epoxy (meth)acrylate compound. [Solut

Ether bond breakage method for phenylalkyl ethers

The invention discloses an ether bond breakage method for phenylalkyl ethers. The method comprises the step: subjecting the phenylalkyl ethers to an ether bond breakage reaction at the temperature of -20 DEG C to reflux temperature in an organic solvent in the presence of aluminum triiodide and carbodiimide, so as to produce phenols and derivatives thereof. The method is moderate in conditions, simple and convenient in operation, high in yield and wide in applicable phenylalkyl ether range.

Palladium-catalyzed aerobic oxidative double allylic C-H oxygenation of alkenes: A novel and straightforward route to α,β-unsaturated esters

A mild tandem oxidative functionalization of allyl aromatic hydrocarbons was accomplished using the catalytic system of Pd(OAc)2/DMA under 1 atm O2. The green twofold C-O bond formation involving double allylic C-H oxygenation unlocks opportunities for markedly different synthetic strategies. Moreover, the reaction affords aryl α,β-unsaturated esters directly from readily available terminal olefins in moderate to good yields with excellent chemo- and stereoselectivities.

Gold-catalyzed allylation of aryl boronic acids: Accessing cross-coupling reactivity with gold

A sp3-sp2 C?C cross-coupling reaction catalyzed by gold in the absence of a sacrificial oxidant is described. Vital to the success of this method is the implementation of a bimetallic catalyst bearing a bis(phosphino)amine ligand. A mechanistic hypothesis is presented, and observable transmetalation, C?Br oxidative addition, and C?C reductive elimination in a model gold complex are shown. We expect that this method will serve as a platform for the development of novel transformations involving redox-active gold catalysts.

Synthesis of novel H-shaped chromophores

A series of H-shaped chromophores with two parallel and non-conjugated D-π-A units have been synthesized, in which a 9,10-dihydroanthracene was employed as molecular backbone. The synthesis of these H-shaped chromophores 9a-11a was accomplished via an eight-step reaction, including double Claisen rearrangement, hydroboration-oxidation, Rieche formylation reaction, Knoevenagel condensation and Corey-Fuchs reaction, with a total yield about 12.5%. The corresponding mono-D-π-A unit compounds 9b-11b were also prepared in a similar procedure for the purpose of comparison. Crystal structures of three intermediates 5a, 7a and 8a were measured, which demonstrate that the two D-π-A units in a single H-shaped chromophore molecule are nearly arranged at the same direction. The studies of UV-vis spectra and the solvatochromic method indicate that the molecular second-order polarizabilities values (μβ) of H-shaped chromophores are remarkably increased compared with the corresponding mono-D-π-A unit reference compounds, without causing a large shift of the absorption band to longer wavelength.