Production Method 1

97-54-1

94-86-0

Reaction Conditions

1.1 Solvents: Water ;  rt → 100 °C; 2 - 3 h, 100 °C

Reference

Method for preparing vanitrope from sassafras oil

, China, , ,

Production Method 2

97-54-1

Reaction Conditions

1.1 Catalysts: Rhodium trichloride Solvents: Ethanol ;  3 - 5 h, 140 - 145 °C

Reference

Method for preparing vanillin from eugenol extracted from lilac

, China, , ,

Production Method 3

97-54-1

Reaction Conditions

1.1 Reagents: Sodium sulfite Catalysts: Iron pentacarbonyl ;  15 min; 3 h, 80 - 85 °C

Reference

Technology for preparation of isoeugenol benzyl ether

Liu, Changxin; Wang, Lei; Xu, Yangwu, Jinan Daxue Xuebao, 2008, 22(1), 63-65

Production Method 4

97-54-1

Reaction Conditions

1.1 Catalysts: Dichlorohydrotris(triphenylphosphine)iridium

Reference

Comparative studies of homogeneous and heterogeneous catalyses. IV. Hydrogenation and isomerization of olefinic double bonds catalyzed by iridium metal complex and metallic palladium

Takagi, Yuzuru; Kudou, Misa; Murata, Chika; Yada, Satoru; Hiyamizu, Makoto, Kenkyu Kiyo - Nihon Daigaku Bunrigakubu Shizen Kagaku Kenkyusho, 1993, 28, 155-60

Production Method 5

97-54-1

Reaction Conditions

1.1 Catalysts: Potassium tert-butoxide

Reference

Base-catalyzed isomerization of eugenol: solvent-free conditions and microwave activation

Loupy, A.; Le Ngoc Thach, Synthetic Communications, 1993, 23(18), 2571-7

Production Method 6

97-54-1

Reaction Conditions

1.1 Catalysts: Rhodium trichloride ;  2 h, 20 °C

Reference

Synthesis and functionality of eugenol-based polyacetylenes

Rahim, E. A.; Sanda, F., Journal of Physics: Conference Series, 2019, 1242,

Production Method 7

97-54-1

Reaction Conditions

1.1 Reagents: Potassium hydroxide Solvents: 1-Heptanol ;  rt; rt → 174 °C; 20 h, 174 °C

Reference

Improved isomerization of eugenol

Yang, Limeng; He, Lin; Tan, Xiaofang, Guangdong Huagong, 2013, 40(15),

Production Method 8

97-54-1

Reaction Conditions

1.1 Reagents: Potassium hydroxide Solvents: 1-Pentanol ;  reflux

Reference

A novel method for preparation and purification of eugenol and isoeugenol polymers using protected monomers in cationic polymerization

Mojarrad, S. J.; Davaran, S.; Ghasemi, S.; Anzali, S., Ulum-i Daroei, 2008, 14(4),

Production Method 9

9005-53-2

97-54-1

Reaction Conditions

1.1 30 °C

Reference

Bioconversion of Lignin-Derived Feedstocks to Muconic Acid by Whole-Cell Biocatalysis

Chen, Yufen; Fu, Bixia; Xiao, Gezhi; Ko, Liang-Yu; Kao, Tzu-Yu; et al, ACS Food Science & Technology, 2021, 1(3), 382-387

Production Method 10

8068-05-1

97-54-1

2380-78-1

93-51-6

90-05-1

Reaction Conditions

1.1 Catalysts: Silica Solvents: Ethanol ;  4 h, 290 °C

Reference

Catalytic depolymerization of Kraft lignin to high yield alkylated-phenols over CoMo/SBA-15 catalyst in supercritical ethanol

Rana, Masud; et al, RSC Advances, 2023, 13(43), 30022-30039

Production Method 11

8068-05-1

97-54-1

831-00-5

90-05-1

3468-99-3

19037-58-2

61292-90-8

60563-13-5

134-96-3

72008-46-9

3658-95-5

32815-70-6

2503-46-0

617-05-0

Reaction Conditions

1.1 Reagents: Hydrogen Catalysts: Platinum Solvents: Ethanol ;  4 h, 250 °C

Reference

Lignin Depolymerization: A Comparison of Methods to Analyze Monomers and Oligomers

Bartolomei, Erika; et al, ChemSusChem, 2020, 13(17), 4633-4648

Production Method 12

97-54-1

Reaction Conditions

1.1 Reagents: Potassium cyanide Catalysts: Nickel sulfate (NiSO4) ,  3,3′,3′′-Phosphinidynetris[benzenesulfonic acid] Solvents: Water
1.2 Reagents: Sodium borohydride Solvents: Water

Reference

Organic ethylene compound isomerization using nickel(0) complexes

, World Intellectual Property Organization, , ,

Production Method 13

97-54-1

Reaction Conditions

1.1 Reagents: Sodium sulfite Catalysts: Titania ;  16 h, 55 °C

Reference

Preparation method of isoeugenol from eugenol

, China, , ,

Production Method 14

97-54-1

Reaction Conditions

1.1 Reagents: Sodium methoxide Solvents: Methanol ;  2 h, rt
1.2 Reagents: Hydrochloric acid Solvents: Water ;  pH 3 - 4, cooled

Reference

A novel synthesis of isoeugenol, [ring-(U)-14C]

Immoos, John E. Jr., Journal of Labelled Compounds and Radiopharmaceuticals, 2015, 58(11-12), 419-424

Production Method 15

97-54-1

Reaction Conditions

1.1 Catalysts: Grubbs second generation catalyst Solvents: Methanol ,  Water ;  20 h, 100 °C

Reference

New selectivities from old catalysts. Occlusion of Grubbs' catalysts in PDMS to change their reactions

Runge, M. Brett; Mwangi, Martin T.; Bowden, Ned B., Journal of Organometallic Chemistry, 2006, 691(24-25), 5278-5288

Production Method 16

97-54-1

Reaction Conditions

1.1 Catalysts: Potassium fluoride Solvents: Ethylene glycol

Reference

Potassium fluoride on alumina. A versatile reagent for isomerization of olefins

Radhakrishna, A. S.; Suri, S. K.; Rao, K. R. K. Prasad; Sivaprakash, K.; Singh, B. B., Synthetic Communications, 1990, 20(3), 345-8

Production Method 17

97-54-1

Reaction Conditions

1.1 Catalysts: Ferric p-toluenesulfonate Solvents: Methanol ;  2 h, rt

Reference

A mild method for the deprotection of tetrahydropyranyl (THP) ethers catalyzed by iron(III) tosylate

Bockman, Matthew R.; Angeles, Veronica V.; Martino, Julia M.; Vagadia, Purav P.; Mohan, Ram S., Tetrahedron Letters, 2011, 52(51), 6939-6941

Production Method 18

458-35-5

97-54-1

Reaction Conditions

1.1 Catalysts: Aluminum Solvents: Isopropanol ,  Water ;  0.5 h, 200 °C

Reference

Method of forming monomers and furfural from lignocellulose

, World Intellectual Property Organization, , ,

Production Method 19

97-54-1

90-05-1

63644-71-3

Reaction Conditions

1.1 Reagents: Hydrogen Catalysts: Copper oxide (CuO) Solvents: Methanol ;  3 MPa, rt; 4 h, 3 MPa, 200 °C

Reference

Metal-Organic-Framework-Derived Copper Catalysts for the Hydrogenolysis of Lignin into Monomeric Phenols

Wang, Qiang; Xiao, Ling-Ping ; Lv, Yi-Hui; Yin, Wen-Zheng; Hou, Chuan-Jin; et al, ACS Catalysis, 2022, 12(19), 11899-11909

Production Method 20

97-54-1

Reaction Conditions

1.1 Reagents: Sodium dodecyl sulfate Catalysts: 1947407-22-8 Solvents: Water ;  10 min, rt
1.2 18 h, 95 °C

Reference

Micellar promoted alkenes isomerization in water mediated by a cationic half-sandwich Ru(II) complex

Sperni, Laura; Scarso, Alessandro; Strukul, Giorgio, Inorganica Chimica Acta, 2017, , 535-539

Production Method 21

97-54-1

Reaction Conditions

1.1 24 h, 30 - 35 °C

Reference

CSJ acting as a versatile highly efficient greener resource for organic transformations

Maity, Himadri Sekhar; Misra, Kaushik; Mahata, Tanushree; Nag, Ahindra, RSC Advances, 2016, 6(29), 24446-24450

Production Method 22

97-54-1

Reaction Conditions

1.1 Reagents: Potassium hydroxide Solvents: Glycerol ;  10 h, 150 °C

Reference

Synthesis of Chalcone Derivative from Clove Leaf Waste as a Natural Antioxidant

Eden, Willy Tirza; Alighiri, Dante; Wijayati, Nanik; Mursiti, Sri, Pharmaceutical Chemistry Journal, 2021, 55(3), 269-274

Production Method 23

97-54-1

Reaction Conditions

Reference

Alkali/alkaline earth ion-exchanged and palladium dispersed MCM-22 zeolite as a potential catalyst for eugenol isomerization and Heck coupling reactions

Sahu, P.; Haripriya, T. V.; Sreenavya, A.; Shanbhag, G. V. ; Augustin, A.; et al, Journal of Chemical Sciences (Berlin, 2020, 132(1),

Isoeugenol Raw materials

• Lignin
• Sulfate Lignin
• Coniferyl alcohol

Isoeugenol Preparation Products

• Homovanillyl alcohol (2380-78-1)
• 2-Methoxy-4-methylphenol (93-51-6)
• Isoeugenol (97-54-1)
• 2',4'-Dimethoxypropiophenone (831-00-5)
• Guaiacol (90-05-1)
• Ethyl diphenylacetate (3468-99-3)
• Syringylacetone (19037-58-2)
• Ethyl Hydroferulate (61292-90-8)
• Ethyl 2-(4-hydroxy-3-methoxyphenyl)acetate (60563-13-5)
• Phenol, 2-methoxy-4-(3-methoxy-1-propenyl)- (63644-71-3)
• Syringaldehyde (134-96-3)
• 2-Cyclohexen-1-one, 2,4,4-trimethyl-3-(3-oxobutyl)- (72008-46-9)
• 1,1-diethoxybutane (3658-95-5)
• 2-Methyl-5-hexen-3-ol (32815-70-6)
• Vanillyl Methyl Ketone (2503-46-0)
• 2-Ethoxy-5-(1-propenyl)phenol (94-86-0)
• Ethyl vanillate (617-05-0)

• 1. An all-solid-state imprinted polymer-based potentiometric sensor for determination of bisphenol S?
  Rongning Liang,Tanji Yin,Ruiqing Yao,Wei Qin RSC Adv., 2016,6, 73308-73312
• 2. Aluminium complexes with thio-phosphorus ligands: syntheses and characterisations of [Al2(CyPS3)2(CyPHS2)2] and [Al(S2PPh2)3]?
  Robert P. Davies,Maria A. Giménez,Laura Patel,Andrew J. P. White Dalton Trans., 2008, 5705-5707
• 3. An atomically efficient, highly stable and redox active Ce0.5Tb0.5Ox (3% mol.)/MgO catalyst for total oxidation of methane?
  Juan J. Sánchez,Miguel López-Haro,Juan C. Hernández-Garrido,Ginesa Blanco,Miguel A. Cauqui,José M. Rodríguez-Izquierdo,José A. Pérez-Omil,José J. Calvino,María P. Yeste J. Mater. Chem. A, 2019,7, 8993-9003
• 4. An approach towards the synthesis of novel fused nitrogen tricyclic heterocyclic scaffolds via GBB reaction?
  Sandip Gangadhar Balwe,Yeon Tae Jeong Org. Biomol. Chem., 2018,16, 1287-1296
• 5. An artificial CO-releasing metalloprotein built by histidine-selective metallation?
  Inês S. Albuquerque,Hélia F. Jeremias,Miguel Chaves-Ferreira,Dijana Matak-Vinkovic,Omar Boutureira,Carlos C. Rom?o Chem. Commun., 2015,51, 3993-3996

• Solvents and Organic Chemicals Organic Compounds Benzenoids Phenols Methoxyphenols
• Pesticide Chemicals Pesticide Active Ingredients Standard Substances
• Solvents and Organic Chemicals Organic Compounds Alcohol/Ether

• 93-16-3(Methyl isoeugenol)
• 128294-47-3(Phenol,4-[(1E)-2-(3,4-dimethoxyphenyl)ethenyl]-)
• 5912-86-7(Phenol,2-methoxy-4-(1Z)-1-propen-1-yl-)
• 4957-27-1(Phenol, 4,4'-(1,2-ethenediyl)bis[2-methoxy-)
• 6379-72-2(1,2-dimethoxy-4-(1E)-prop-1-en-1-ylbenzene)
• 3391-75-1(4-Hydroxy-3-methoxystilbene)
• 5932-68-3(Isoeugenol)
• 501-20-2(Phenol,2-methoxy-5-(1-propen-1-yl)-)
• 5385-62-6(Benzene, 1,1'-(1,2-ethenediyl)bis[3,4-dimethoxy-)
• 6380-24-1((Z)-Methylisoeugenol)