Carbonic acid, 1-(3-fluorophenyl)-2-propenyl methyl ester

Base Information

• Chemical Name: Carbonic acid, 1-(3-fluorophenyl)-2-propenyl methyl ester
• CAS No.: 335314-64-2
• Molecular Formula: C11H11FO3
• Molecular Weight: 210.205
• DSSTox Substance ID: DTXSID30452154
• Nikkaji Number: J1.791.143K
• Mol file: 335314-64-2.mol

Synonyms:335314-64-2;Carbonic acid, 1-(3-fluorophenyl)-2-propenyl methyl ester;DTXSID30452154;Carbonic acid methyl 1-(3-fluorophenyl)allyl ester

Chemical Property of Carbonic acid, 1-(3-fluorophenyl)-2-propenyl methyl ester

Chemical Property:

• PSA: 35.53000
• LogP: 2.83580
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 210.06922237
• Heavy Atom Count: 15
• Complexity: 230

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)OC(C=C)C1=CC(=CC=C1)F

Technology Process of Carbonic acid, 1-(3-fluorophenyl)-2-propenyl methyl ester

There total 2 articles about Carbonic acid, 1-(3-fluorophenyl)-2-propenyl methyl ester 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: 76.0%

vinylmagnesium chloride (3536-96-7) + methyl chloroformate (79-22-1) + 3-Fluorobenzaldehyde (456-48-4) → 1-(3-fluorophenyl)-prop-2-enyl methyl carbonate (335314-64-2)

Guidance literature:

vinylmagnesium chloride; 3-Fluorobenzaldehyde; In tetrahydrofuran; toluene; at -5 - 0 ℃; for 2.5h;

methyl chloroformate; In tetrahydrofuran; toluene; for 1.5h; Further stages.;

DOI:10.1021/jo025890a

Reference yield: 10.0%

vinyl magnesium bromide (1826-67-1) + methyl chloroformate (79-22-1) + 3-Fluorobenzaldehyde (456-48-4) → 1-(3-fluorophenyl)-prop-2-enyl methyl carbonate (335314-64-2) + (3-fluorophenyl)methyl methyl carbonate

Guidance literature:

vinyl magnesium bromide; 3-Fluorobenzaldehyde; With zinc(II) chloride;

methyl chloroformate;

DOI:10.1021/jo025890a

Reference yield: 91.0%

dimethyl malonate sodium salt + 1-(3-fluorophenyl)-prop-2-enyl methyl carbonate (335314-64-2) → 2-[(S)-1-(3-Fluoro-phenyl)-allyl]-malonic acid dimethyl ester + (E)-2-(3-(3-fluorophenyl)-allyl) malonic acid dimethyl ester

Guidance literature:

With N,N'-((1S,2S)-cyclohexane-1,2-diyl)dipicolinamide; hexacarbonyl molybdenum; In toluene; at 85 ℃; for 4h;

DOI:10.1002/1615-4169(20010129)343:1<46::AID-ADSC46>3.0.CO;2-W

upstream raw materials:

vinylmagnesium chloride

methyl chloroformate

3-Fluorobenzaldehyde

vinyl magnesium bromide

Downstream raw materials:

2-[(R)-1-(3-Fluoro-phenyl)-allyl]-malonic acid

(3S)-3-(3-fluorophenyl)-4-pentenoic acid

(+)-trans-3-hydroxymethyl-4-(3-fluorophenyl)cyclopentan-1-one

methyl (5S)-5-(3-fluorophenyl)-3-oxo-6-heptenoate