Ethyl 6-(3-chlorophenyl)-6-oxohexanoate

Base Information

• Chemical Name: Ethyl 6-(3-chlorophenyl)-6-oxohexanoate
• CAS No.: 333355-35-4
• Molecular Formula: C14H17ClO3
• Molecular Weight: 268.74
• Hs Code.: 2918300090
• DSSTox Substance ID: DTXSID50457702
• Nikkaji Number: J1.456.125K
• Wikidata: Q82280652
• Mol file: 333355-35-4.mol

Synonyms:ETHYL 6-(3-CHLOROPHENYL)-6-OXOHEXANOATE;333355-35-4;MFCD01320238;DTXSID50457702;AKOS016023195;MS-21088;ETHYL6-(3-CHLOROPHENYL)-6-OXOHEXANOATE;6-(3-Chlorophenyl)-6-oxohexanoic acid ethyl ester

Chemical Property of Ethyl 6-(3-chlorophenyl)-6-oxohexanoate

Chemical Property:

• Vapor Pressure: 6.77E-06mmHg at 25°C
• Boiling Point: 377.4°C at 760 mmHg
• Flash Point: 145.4°C
• PSA: 43.37000
• Density: 1.141g/cm³
• LogP: 3.64620
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 8
• Exact Mass: 268.0866221
• Heavy Atom Count: 18
• Complexity: 278

Purity/Quality:

98%min ^*data from raw suppliers

Ethyl6-(3-chlorophenyl)-6-oxohexanoate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CCCCC(=O)C1=CC(=CC=C1)Cl

Technology Process of Ethyl 6-(3-chlorophenyl)-6-oxohexanoate

There total 2 articles about Ethyl 6-(3-chlorophenyl)-6-oxohexanoate 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: 90.0%

m-Chlorthiobenzoesaeure-S-ethylester (28145-63-3) + (5-ethoxy-5-oxopentyl)zinc(II) iodide (109976-46-7) → ethyl 6-(3-chlorophenyl)-6-oxohexanoate (333355-35-4)

Guidance literature:

With N,N-dimethyl-formamide; palladium on activated charcoal; In tetrahydrofuran; toluene; at 25 ℃; for 22h;

DOI:10.1016/S0040-4039(00)01984-5

Reference yield: 73.0%

ethyl 5-iodopentanoate (41302-32-3) + m-Chlorthiobenzoesaeure-S-ethylester (28145-63-3) → ethyl 6-(3-chlorophenyl)-6-oxohexanoate (333355-35-4)

Guidance literature:

ethyl 5-iodopentanoate; With chloro-trimethyl-silane; ethylene dibromide; zinc; In tetrahydrofuran; at 55 - 60 ℃; for 0.5h;

m-Chlorthiobenzoesaeure-S-ethylester; 10percent Pd(OH)2/C; In tetrahydrofuran; N,N-dimethyl-formamide; toluene; at 25 ℃; for 25h; Further stages.;

DOI:10.1021/jo0265277

Reference yield:

ethyl 6-(3-chlorophenyl)-6-oxohexanoate (333355-35-4) → 5-(4-Chlorobenzoyl)pentanoic acid (56721-40-5)

Guidance literature:

With potassium hydroxide; In ethanol; water; toluene;

upstream raw materials:

m-Chlorthiobenzoesaeure-S-ethylester

(5-ethoxy-5-oxopentyl)zinc(II) iodide

ethyl 5-iodopentanoate

Downstream raw materials:

5-(4-Chlorobenzoyl)pentanoic acid

Refernces

• 1、 Mori, Yoshikazu,Seki, Masahiko. "Pd(OH)2/C (Pearlman's catalyst): A highly active catalyst for Fukuyama, Sonogashira, and Suzuki coupling reactions". . p. 1571 - 1574. Retrieved 2007/10/03.