3-(2-Carboethoxyphenyl)-1-propene

Base Information

• Chemical Name: 3-(2-Carboethoxyphenyl)-1-propene
• CAS No.: 372510-69-5
• Molecular Formula: C12H14O2
• Molecular Weight: 190.242
• Hs Code.: 2909309090
• DSSTox Substance ID: DTXSID30432810
• Nikkaji Number: J1.683.773C
• Wikidata: Q82246921
• Mol file: 372510-69-5.mol

Synonyms:3-(2-Carboethoxyphenyl)-1-propene;372510-69-5;Ethyl 2-prop-2-enylbenzoate;Ethyl 2-allylbenzoate;MFCD01319572;2-ALLYL-BENZOIC ACID ETHYL ESTER;SCHEMBL4251896;2-Allylbenzoic acid ethyl ester;DTXSID30432810;AKOS006275879;ETHYL 2-(PROP-2-EN-1-YL)BENZOATE

Chemical Property of 3-(2-Carboethoxyphenyl)-1-propene

Chemical Property:

• Vapor Pressure: 0.004mmHg at 25°C
• Boiling Point: 279.075°C at 760 mmHg
• Flash Point: 124.563°C
• PSA: 26.30000
• Density: 1.011g/cm³
• LogP: 2.59180
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 190.099379685
• Heavy Atom Count: 14
• Complexity: 199

Purity/Quality:

99%min ^*data from raw suppliers

3-(2-Carboethoxyphenyl)-1-propene 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CC=CC=C1CC=C

Technology Process of 3-(2-Carboethoxyphenyl)-1-propene

There total 5 articles about 3-(2-Carboethoxyphenyl)-1-propene 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: 96.0%

allyl iodid (556-56-9) + ethyl 2-iodobenzoate (1829-28-3) → ethyl 2-allylbenzoate (372510-69-5)

Guidance literature:

With indium; triphenylphosphine; lithium chloride; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; In N,N-dimethyl-formamide; at 100 ℃; for 1h;

DOI:10.1021/ol016532h

Reference yield: 88.0%

2-bromobenzoic acid ethyl ester (6091-64-1) + allyl bromide (106-95-6) → ethyl 2-allylbenzoate (372510-69-5)

Guidance literature:

2-bromobenzoic acid ethyl ester; With diisobutylaluminium hydride; magnesium; lithium chloride; zinc(II) chloride; In tetrahydrofuran; at 25 ℃; for 3h;

allyl bromide; With copper(l) cyanide; lithium chloride; In tetrahydrofuran; at 25 ℃; for 0.5h;

DOI:10.1002/anie.200801968

Reference yield: 80.0%

ethyl 2-iodobenzoate (1829-28-3) + allyl bromide (106-95-6) → ethyl 2-allylbenzoate (372510-69-5)

Guidance literature:

ethyl 2-iodobenzoate; With chloro-trimethyl-silane; aluminium; lithium chloride; lead(II) chloride; In tetrahydrofuran; at 25 - 50 ℃; Inert atmosphere;

With zinc diacetate; In tetrahydrofuran; at 25 ℃; for 0.333333h; Inert atmosphere;

allyl bromide; With copper(I) cyanide di(lithium chloride); In tetrahydrofuran; at 0 ℃; for 1h; chemoselective reaction; Inert atmosphere;

DOI:10.1038/nchem.590

upstream raw materials:

allyl iodid

ethyl 2-iodobenzoate

allyl bromide

2-Iodobenzoic acid

Downstream raw materials:

2-(4-methoxybenzyl)-2,3-dihydro-1H-inden-1-one

2-o-allylbenzoyl-2'-O-tert-butyldimethylsilyl-3'-de-tert-butoxycarbonyl-3'-heptenoyl-7,10-ditriethylsilyldocetaxel

2-allylbenzoic acid

Refernces

• 1、 Blumke, Tobias,Chen, Yi-Hung,Peng, Zhihua,Knochel, Paul. "Preparation of functionalized organoaluminiums by direct insertion of aluminium to unsaturated halides". supporting information; experimental part. p. 313 - 318. Retrieved 2010/09/05.
• 2、 Piller, Fabian M.,Appukkuttan, Prasad,Gavryushin, Andrei,Helm, Matthew,Knochel, Paul. "Convenient preparation of polyfunctional aryl magnesium reagents by a direct magnesium insertion in the presence of LiCl". supporting information; experimental part. p. 6802 - 6806. Retrieved 2009/04/06.