Isoeugenol

Base Information

• Chemical Name: Isoeugenol
• CAS No.: 5932-68-3
• Molecular Formula: C10H12 O2
• Molecular Weight: 164.204
• European Community (EC) Number: 227-678-2,202-590-7
• NSC Number: 209522,6769
• UNII: 28FSR1NAY4
• DSSTox Substance ID: DTXSID50872350
• Nikkaji Number: J53.761F,J3.221B
• Wikipedia: Isoeugenol
• Wikidata: Q27889971
• RXCUI: 1363706
• Metabolomics Workbench ID: 125640
• ChEMBL ID: CHEMBL193598
• Mol file: 5932-68-3.mol

Synonyms:2-methoxy-4-propenylphenol;isoeugenol;isoeugenol, (E)-isomer;isoeugenol, (Z)-isomer;isoeugenol, sodium salt

Chemical Property of Isoeugenol

Chemical Property:

• Vapor Pressure: 0.00519mmHg at 25°C
• Melting Point: 33°
• Refractive Index: nHe20 1.5778
• Boiling Point: 266.6°C at 760 mmHg
• PKA: 10.10±0.31(Predicted)
• Flash Point: 122.9°C
• PSA: 29.46000
• Density: 1.074g/cm³
• LogP: 2.43390
• Water Solubility.: 709mg/L at 20℃
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 164.083729621
• Heavy Atom Count: 12
• Complexity: 154

Purity/Quality:

99.9% ^*data from raw suppliers

Isoeugenol, predominantly trans analytical standard ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Uses -> Food Additives
• Canonical SMILES: CC=CC1=CC(=C(C=C1)O)OC
• Isomeric SMILES: C/C=C/C1=CC(=C(C=C1)O)OC
• Uses: Isoeugenol is a reagent used in the synthesis of dihydroisoindolo[2,?1-?a]?quinolin-?11-?ones with their in silico ADMET properties that may be useful in antitumor treatments.

Technology Process of Isoeugenol

There total 36 articles about Isoeugenol 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: 99.0%

4-allylguaiacol (97-53-0) → (E)-2-methoxy-4-(1-propenyl)phenol (5932-68-3)

Guidance literature:

With acetonitrile(cyclopentadienyl)[2-(di-i-propylphosphino)-4-(t-butyl)-1-methyl-1H-imidazole]ruthenium(II) hexafluorophosphate; In [⁽²⁾H₆]acetone; at 25 ℃; for 0.0666667h; Reagent/catalyst; Temperature; Solvent; stereoselective reaction; Inert atmosphere; Glovebox;

DOI:10.1021/ol500327k

Reference yield: 87.0%

(E)-2-methoxy-1-(methoxymethoxy)-4-(prop-1-enyl)benzene (62427-70-7) → (E)-2-methoxy-4-(1-propenyl)phenol (5932-68-3)

Guidance literature:

With hydrogenchloride; water; In methanol; at 20 ℃;

DOI:10.1016/j.mencom.2010.05.009

Reference yield: 85.2%

4-allylguaiacol (97-53-0) + osmium(III) chloride (13444-93-4) → cis-isoeugenol (5912-86-7) + (E)-2-methoxy-4-(1-propenyl)phenol (5932-68-3)

Guidance literature:

upstream raw materials:

methanol

1,2-dimethoxy-4-(E)-propenylbenzene

sodium methylate

ethyl isoeugenol

Downstream raw materials:

dehydroguaiaretic acid

(E)-2-methoxy-4-(1-propen-1-yl)phenyl benzoate

(E)-1-<(2RS,3SR)-2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-3-methyl-1-benzofuran-5-yl>-1-propene

vanillin