4790-71-0

Usage

Aromatic compound

Eugenol is an aromatic compound, meaning it has a strong, pleasant odor and is derived from plants.

Found in essential oils

Eugenol is commonly found in essential oils such as clove, cinnamon, and bay leaf oils.

Colorless to pale yellow liquid

Eugenol is a liquid that is colorless to pale yellow in color.

Strong, spicy odor

Eugenol has a strong, spicy odor that is used in the food and fragrance industries.

Antibacterial and antifungal properties

Eugenol has been found to have antibacterial and antifungal properties, making it useful in traditional medicine as a topical pain reliever.

Potential antioxidant and anti-inflammatory properties

Eugenol has been studied for its potential antioxidant and anti-inflammatory properties, making it a valuable compound in various industries.

InChI:InChI=1/C10H12O2/c1-8(2)7-12-10-6-4-3-5-9(10)11/h3-6,11H,1,7H2,2H3

Upstream product

• 513-37-1 2-methylprop-1-enyl chloride 
• 34789-97-4 pyrocatechol monosodium salt 
• 120-80-9 benzene-1,2-diol 
• 563-47-3 3-Chloro-2-methylpropene 
• 19560-64-6 3-methylene-3,4-dihydro-2H-benzo[b][1,4]dioxepine 
• 1458-98-6 2-methyl-3-bromo-1-propene 
• 594-37-6 1,2-dichloro-2-methylpropane 

Downstream Products

• 107261-43-8 2-Methyl-2-phenylthiomethyl-2,3-dihydrobenzo-1,4-dioxin 
• 1310466-22-8 4-(2-methylallyl)-1,2-dihydroxybenzene 
• 1563-38-8 2,3-dihydro-2,2-dimethylbenzofuran-7-ol 
• 1280721-82-5 C₂₀H₁₇NO₃ 
• 90195-20-3 <<2-(2'-methyl-2-propenyloxy)phenoxy>methyl>-18-crown-6 
• 344742-10-5 2-[2-(2-Methyl-oxiranylmethoxy)-phenoxymethyl]-1,4,7,10,13,16-hexaoxa-cyclooctadecane 
• 90195-19-0 <<2-(methallyloxy)phenoxy>methyl>-15-crown-5 
• 344583-88-6 2-[2-(2-Methyl-oxiranylmethoxy)-phenoxymethyl]-1,4,7,10,13-pentaoxa-cyclopentadecane 
• 90195-18-9 <<2-(methallyloxy)phenoxy>methyl>-12-crown-4 
• 344568-59-8 2-[2-(2-Methyl-oxiranylmethoxy)-phenoxymethyl]-1,4,7,10-tetraoxa-cyclododecane 
• 90195-16-7 3--1,2-propanediol 
• 91272-12-7 2-p-Chlorphenylthiomethyl-2-methyl-2,3-dihydrobenzo-1,4-dioxin 

Relevant academic research and scientific papers

Development and Mechanistic Study of Quinoline-Directed Acyl C-O Bond Activation and Alkene Oxyacylation Reactions

The intramolecular addition of both an alkoxy and acyl substituent across an alkene, oxyacylation of alkenes, using rhodium catalyzed C-O bond activation of an 8-quinolinyl ester is described. Our unsuccessful attempts at intramolecular carboacylation of ketones via C-C bond activation ultimately informed our choice to pursue and develop the intramolecular oxyacylation of alkenes via quinoline-directed C-O bond activation. We provide a full account of our catalyst discovery, substrate scope, and mechanistic experiments for quinoline-directed alkene oxyacylation.

Method for preparing o-methallyloxyphenol

The invention provides a method for preparing o-methallyloxyphenol. According to the method, catechol and 3-chloro-2-methylpropene serving as raw materials are catalyzed under specific solvent, acid-binding agent, catalyst and proper reaction condition to

Synthesis of Chiral 1,4-Benzodioxanes and Chromans by Enantioselective Palladium-Catalyzed Alkene Aryloxyarylation Reactions

A highly enantioselective alkene aryloxyarylation led to the high-yielding formation of a series of 1,4-benzodioxanes, 1,4-benzooxazines, and chromans containing quaternary stereocenters with excellent enantioselectivity. The sterically bulky and conformationally well defined chiral monophosphorus ligand L4 or L5 was responsible for the high reactivity and enantioselectivity of these transformations. The application of this method to the synthesis of the chiral chroman backbone of α-tocopherol was demonstrated. One P is plenty: A sterically bulky and conformationally well defined chiral monophosphorus ligand enabled the highly enantioselective synthesis of a series of Oheterocycles containing a quaternary stereocenter by alkene aryloxyarylation (see scheme; X=O, C, N). The application of this transformation to the synthesis of the chiral chroman backbone of α-tocopherol is demonstrated.

Preparation of Lewis acid ionic liquids for one-pot synthesis of benzofuranol from pyrocatechol and 3-chloro-2-methylpropene

Several Lewis acid ionic liquids (LAILs) with different acidic scales were synthesised and used as catalysts for the synthesis of benzofuranol by condensation of pyrocatechol and 3-chloro-2-methylpropene in one pot. The catalytic activity of these ionic liquids was correlated with their Lewis acidity. Low to moderate conversion with excellent selectivity to benzofuranol was obtained in the presence of the appropriate LAILs. Compared to the two-step synthetic method currently used in industry, a higher yield plateau (81.1 %) of benzofuranol was achieved in the presence of [BMIm][AlCl4] IL as catalyst at 418 K after 4 h. Furthermore, the catalyst is readily separated from the resultant products via decantation and could be reused after treatment in vacuum.

PURIFICATION PROCESS FOR PARA-METHALLYLPYROCATECHOL

The present invention relates to a process for the purification of para-methallylpyrocatechol and to the preparation of flavor and fragrance compounds from para-methallylpyrocatechol.

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.

Synthesis of 2,3-dihydrobenzo[1,4]dioxins and -oxazins via a domino wacker-heck reaction

An efficient and operationally simple domino Wacker-Heck reaction of allylic phenols and,-unsaturated ketones as well as esters in the presence of catalytic amounts of Pd(TFA)2 and an oxidant for the synthesis of 2,3-dihydro-benzo[1,4]dioxins and 2,3-dihydrobenzo[1,4]oxazins is described. The necessary substrates are prepared by monoallylation of catechol derivatives and ortho-aminophenol.

Single solvent process for preparing 2-methallyloxy-phenol from catechol

2-Methallyloxyphenol precursor to 2,3-dihydro-2,2-dimethyl-7-hydroxybenzofuran is prepared selectively and in good yield in the etherification of an alkali metal catecholate by methallyl chloride in an improved process using the same solvent medium for both the precursor and the hydroxybenzofuran, the process characterized by a solvent medium comprising an aromatic hydrocarbon solvent, the medium also containing an amine selected from alkylamines and N-heterocyclic amines. The amine forms a quaternary salt with the methallyl chloride in situ to catalyze the etherification and the aromatic solvent permits rearrangement of the product and Claisen closure to a benzofuran intermediate without solvent exchange.

Intermediate, its synthesis, and its use in a process for the preparation of 2,3-dihydro-2,2-dimethyl-7-hydroxybenzofuran

2,3-Dihydro-2,2-dimethyl-7-hydroxybenzofuran is prepared by reacting catechol with isobutylene oxide or with a compound having the general formula STR1 wherein R is halogen or hydroxyl, and X is halogen, in the presence of a base to form the intermediate 2-(2-hydroxy-2-methylpropoxy) phenol and then thermally dehydrating, rearranging and cyclizing the resulting intermediate phenol in the presence of an acid catalyst to form 2,3-dihydro-2,2-dimethyl-7-hydroxybenzofuran.

Tris(polyoxaalkyl)amines (Trident), a New Class of Solid-Liquid Phase-Transfer Catalysts

A new class of solid-liquid phase-transfer catalysts has been prepared.These tris(polyoxaalkyl)amines (I) are designed to obtain the best balance between straightforward synthesis (cheap starting materials), high activity, easy recovery, and low toxicity.The catalysts are synthesized from ethylene glycols by a simple one-step method in yields in the range of 65-81percent.They show high catalytic effects in aliphatic nucleophic substitutions and aromatic nucleophilic substitutions on activated and unactivated molecules.In the Ullman synthesis (a new PTC reaction) there is a synergic effect of anionic activation by tridents and by copper salts.Reactions have been carried out at temperatures up to 180 deg C without evidence of decomposition of the tris(polyoxaalkyl)amines. The behavior and catalytic activity of these catalysts are discussed.