Acetyleugenol

Base Information

• Chemical Name: Acetyleugenol
• CAS No.: 93-28-7
• Molecular Formula: C12H14O3
• Molecular Weight: 206.241
• Hs Code.: 2916.35
• European Community (EC) Number: 202-235-6
• NSC Number: 1242
• UNII: V9OSB376X8
• DSSTox Substance ID: DTXSID5052624
• Nikkaji Number: J34.551B
• Wikipedia: Acetyleugenol
• Wikidata: Q27116129
• Metabolomics Workbench ID: 46371
• ChEMBL ID: CHEMBL108299
• Mol file: 93-28-7.mol

Synonyms:acetyleugenol;eugenyl acetate

Chemical Property of Acetyleugenol

Chemical Property:

• Appearance/Colour: liquid
• Vapor Pressure: 0.00791mmHg at 25°C
• Melting Point: 26 °C
• Refractive Index: 1.5160 - 1.5200
• Boiling Point: 268 °C at 760 mmHg
• Flash Point: 106.8 °C
• PSA: 35.53000
• Density: 1.055 g/cm³
• LogP: 2.34900
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: Chloroform (Sparingly), Ethyl Acetate (Slightly), Methanol (Slightly)
• Water Solubility.: 407mg/L at 20℃
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 206.094294304
• Heavy Atom Count: 15
• Complexity: 225

Purity/Quality:

99% ^*data from raw suppliers

Eugenol Acetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-38
• Safety Statements: 36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=O)OC1=C(C=C(C=C1)CC=C)OC
• Uses: Eugenol Acetate is a constituent of Clove oil, an essential oil from the clove plant, Syzygium aromaticum. Clove oil is a natural analgaesic and antiseptic used primarily in dentistry for its main ingredient Eugenol. Clove oil can also be purchased in pharmacies over the counter, as a home remedy for dental pain relief, mainly toothache; it is also often found in the aromatherapy section of health food stores.

Technology Process of Acetyleugenol

There total 14 articles about Acetyleugenol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

4-allylguaiacol (97-53-0) + acetic anhydride (108-24-7) → eugenol acetate (93-28-7)

Guidance literature:

With pyridine; In dichloromethane; at 20 ℃; for 24h; Inert atmosphere;

DOI:10.1021/acs.orglett.6b03233

Reference yield: 96.0%

4-allylguaiacol (97-53-0) + acetyl chloride (75-36-5) → eugenol acetate (93-28-7)

Guidance literature:

In dichloromethane; at 0 ℃; for 3h; Reflux;

DOI:10.17344/acsi.2018.4380

Reference yield: 85.0%

2-methoxy-4-propenylphenol (97-54-1) + acetyl chloride (75-36-5) → eugenol acetate (93-28-7)

Guidance literature:

With triethylamine; In dichloromethane; at 25 ℃; for 12h;

upstream raw materials:

4-allylguaiacol

acetic anhydride

Acetyl bromide

4-allyl-1-benzyloxy-2-methoxybenzene

Downstream raw materials:

4-Acetoxy-3-methoxyphenylacetaldehyde

O-acetyleugenol oxide

vanillin acetate

4-acetoxy-3-methoxybenzoic acid

Refernces

• 1、 Sudarma,Supiani,Syafitri,Hidayati,Oltantia,Darmayanti. "Synthesis of 5-Hydroxy-4-methoxy-α-methyl-(1,2-benzobutane sultone) from eugenol and eugenil acetate". . p. 2411 - 2414. Retrieved 2018.
• 2、 Delolo, Fábio G.,Vieira, Gabriel M.,Villarreal, Jesus A.A.,dos Santos, Eduardo N.,Gusevskaya, Elena V.. "One-pot hydroformylation/O-acylation of propenylbenzenes for the synthesis of polyfunctionalized fragrances". . p. 272 - 279. Retrieved 2020/06/17.
• 3、 Gurawa, Aakanksha,Kumar, Manoj,Rao, Dodla S.,Kashyap, Sudhir. "KMnO4-catalyzed chemoselective deprotection of acetate and controllable deacetylation-oxidation in one pot". supporting information. p. 16702 - 16707. Retrieved 2020/10/27.