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Chemical Structure| 97-53-0 Chemical Structure| 97-53-0
Chemical Structure| 97-53-0

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Eugenol is a natural product used as a local antiseptic and anaesthetic. It is also used in perfumes, flavorings, and essential oils.

Synonyms: 4-Allyl-2-methoxyphenol; 4-Allylguaiacol; NSC 209525

4.5 *For Research Use Only !

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Product Citations

Product Citations

Meng, Jingjing ; Li, Zhiyong ; Bai, Xinru ; Gao, Xinyi ; Dong, Yuting ; Sheng, Lei , et al.

Abstract: Biobased epoxy resins have made great strides in recent years to replace their petroleum-based counterparts, particularly for the diglycidyl ether of bisphenol A (DGEBA) resins. Due to their increased sustainability and performance enhancement, bio-epoxy resins meet a multitude of requirements. Herein, a facile route was developed in high yield for the dual biomass monomer DEF from 5-hydroxymethylfurfural and eugenol, which exhibited much lower viscosity than the DGEBA counterpart (0.506 < 10.7 Pa s), thus beneficial for the solvent-free composites and prepreg procedures. The thermosets behaved with excellent mechanical properties and thermal performances. Compared with the DGEBA counterpart, remarkedly, the solvolysis proceeded in N, N-dimethylformamide at ambient conditions and permitted the full breakdown of the biobased matrices. Such merit significantly led to the ready recycling of fillers from their composites rather than being landfilled or incinerated till their end-of-life cycle. Moreover, thermal deformation and shape memory performances are not only fit for the pristine epoxy resins but suitable for the carbon fiber reinforced composites (CFRC) at about 120 ℃, thus allowing their performance upgrade. Therefore, these advantages of renewable thermosets possibly provide a facile and scalable route to access high-value integrated biobased epoxy networks in the industry.

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Product Details of Eugenol

CAS No. :97-53-0
Formula : C10H12O2
M.W : 164.20
SMILES Code : COC1=CC(CC=C)=CC=C1O
Synonyms :
4-Allyl-2-methoxyphenol; 4-Allylguaiacol; NSC 209525
MDL No. :MFCD00008654
InChI Key :RRAFCDWBNXTKKO-UHFFFAOYSA-N
Pubchem ID :3314

Safety of Eugenol

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H317-H319-H401
Precautionary Statements:P261-P264-P272-P273-P280-P302+P352-P305+P351+P338-P333+P313-P337+P313-P501

Application In Synthesis of Eugenol

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 97-53-0 ]

[ 97-53-0 ] Synthesis Path-Downstream   1~6

  • 1
  • [ 85614-43-3 ]
  • [ 62-53-3 ]
  • [ 97-53-0 ]
  • 4
  • [ 85614-43-3 ]
  • [ 97-53-0 ]
YieldReaction ConditionsOperation in experiment
With lithium chloride; In N,N-dimethyl-formamide; for 12h;Reflux; Inert atmosphere; To a solution of the ester (1.0 g) in N,N-dimethylformamide (2 ml), taken in a 2 necked RB fitted with a water condenser and a nitrogen inlet, lithium chloride (0.190 g) was added and the reaction mixture was heated to reflux for 12h. At the end of 12 h the reaction mixture was quenched with water and the organics were extracted with diethyl ether and were analyzed by HPLC. Conversion was 98% and the purity of crude para-eugenol was 93.4 % (HPLC area %).
  • 5
  • [ 41014-43-1 ]
  • [ 97-53-0 ]
  • 2-((4-allyl-2-methoxyphenoxy)methyl)benzo[d]oxazole [ No CAS ]
YieldReaction ConditionsOperation in experiment
68% With potassium carbonate; In acetone; for 4h;Reflux; General procedure: To a solution of various substituted phenols (1 mmol) in dry acetone (30 mL) K2CO3 (1 mmol)and compound 3 or 4 (1 mmol) were added. After being stirred for 4 h at reflux temperature, thereaction mixture was cooled, filtered, and concentrated under vacuum. Then the residue was dilutedwith 30 mL ethyl acetate and sequentially washed with 30 mL 1 M HCl, aq. NaHCO3 solution andbrine in order. The organic layer was dried over MgSO4 and concentrated in vacuo. Purification of theresidue by chromatography on silica gel furnished target compounds. 1H-NMR, 13C-NMR and massspectroscopy (MS) of compounds 5a-m and 6a-m are shown in Supplementary Materials.
  • 6
  • [ 106-86-5 ]
  • [ 97-53-0 ]
  • octakis(dimethylsiloxy)octasilsesquioxane [ No CAS ]
  • C88H152O32Si16 [ No CAS ]
 

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