2-Methoxy-4-prop-1-enylphenyl benzoate

Base Information

• Chemical Name: 2-Methoxy-4-prop-1-enylphenyl benzoate
• CAS No.: 4194-00-7
• Molecular Formula: C₁₇H₁₆O₃
• Molecular Weight: 268.312
• European Community (EC) Number: 224-074-0
• DSSTox Substance ID: DTXSID501222989
• Nikkaji Number: J224.987A
• Mol file: 4194-00-7.mol

Synonyms:2-Methoxy-4-prop-1-enylphenyl benzoate;EINECS 224-074-0;AI3-02948;Isoeugenol benzoate;Phenol, 2-methoxy-4-(1-propen-1-yl)-, 1-benzoate;C17H16O3;Phenol, 2-methoxy-4-propenyl-, benzoate;2 - methoxy - 4 - prop - 1 - enylphenyl benzoate;DTXSID501222989;Benzoic acid 2-methoxy-4-(1-propenyl)phenyl ester;Phenol, 2-methoxy-4-(1E)-1-propen-1-yl-, 1-benzoate;6379-74-4

Chemical Property of 2-Methoxy-4-prop-1-enylphenyl benzoate

Chemical Property:

• Vapor Pressure: 4.3E-08mmHg at 25°C
• Boiling Point: 444.4°Cat760mmHg
• Flash Point: 190.1°C
• PSA: 35.53000
• Density: 1.128g/cm³
• LogP: 3.94750
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 268.109944368
• Heavy Atom Count: 20
• Complexity: 331

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC=CC1=CC(=C(C=C1)OC(=O)C2=CC=CC=C2)OC
• Isomeric SMILES: C/C=C/C1=CC(=C(C=C1)OC(=O)C2=CC=CC=C2)OC

Technology Process of 2-Methoxy-4-prop-1-enylphenyl benzoate

There total 9 articles about 2-Methoxy-4-prop-1-enylphenyl benzoate 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: 88.0%

2-methoxy-4-allylphenyl benzoate (531-26-0) → (E)-2-methoxy-4-(1-propen-1-yl)phenyl benzoate (4194-00-7,6380-30-9,6379-74-4)

Guidance literature:

With dichloro-bis-μ-chloro-bis[(1-3η:6-8η)-2,7-dimethyloctadienediyl]diruthenium(II); In methanol; at 80 ℃; for 4h; diastereoselective reaction; Inert atmosphere; Sealed tube;

DOI:10.1016/j.tet.2012.01.083

Reference yield:

2-methoxy-4-propenylphenol (97-54-1) + benzoic acid anhydride (93-97-0) → (E)-2-methoxy-4-(1-propen-1-yl)phenyl benzoate (4194-00-7,6380-30-9,6379-74-4)

Guidance literature:

With sulfuric acid; acetic acid; at 10 ℃;

Reference yield:

4-allylguaiacol (97-53-0) + benzoyl chloride (98-88-4) → (E)-2-methoxy-4-(1-propen-1-yl)phenyl benzoate (4194-00-7,6380-30-9,6379-74-4)

Guidance literature:

Multi-step reaction with 2 steps

1: dmap; triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere

2: dichloro-bis-μ-chloro-bis[(1-3η:6-8η)-2,7-dimethyloctadienediyl]diruthenium(II) / methanol / 4 h / 80 °C / Inert atmosphere; Sealed tube

With dmap; dichloro-bis-μ-chloro-bis[(1-3η:6-8η)-2,7-dimethyloctadienediyl]diruthenium(II); triethylamine; In methanol; dichloromethane;

DOI:10.1016/j.tet.2012.01.083

upstream raw materials:

(E)-2-methoxy-4-(1-propenyl)phenol

2-methoxy-4-propenylphenol

benzoyl chloride

benzoic acid anhydride

Downstream raw materials:

vanillin

Refernces