5-(3-Chlorophenyl)-5-oxovaleric acid

Base Information

• Chemical Name: 5-(3-Chlorophenyl)-5-oxovaleric acid
• CAS No.: 75381-46-3
• Molecular Formula: C11H11ClO3
• Molecular Weight: 226.66
• Hs Code.: 2918300090
• DSSTox Substance ID: DTXSID50374046
• Wikidata: Q82162506
• Mol file: 75381-46-3.mol

Synonyms:5-(3-Chlorophenyl)-5-oxovaleric acid;75381-46-3;5-(3-chlorophenyl)-5-oxopentanoic acid;DTXSID50374046;MFCD01320065;5-(3-Chlorophenyl)-5-oxovalericacid;AKOS016022370;5-(3-Chloro-phenyl)-5-oxo-pentanoic acid

Chemical Property of 5-(3-Chlorophenyl)-5-oxovaleric acid

Chemical Property:

• Vapor Pressure: 6.51E-08mmHg at 25°C
• Boiling Point: 423.1°C at 760 mmHg
• Flash Point: 209.7°C
• PSA: 54.37000
• Density: 1.28g/cm³
• LogP: 2.77760
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 226.0396719
• Heavy Atom Count: 15
• Complexity: 240

Purity/Quality:

98%Min ^*data from raw suppliers

5-(3-chlorophenyl)-5-oxovalericacid 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)Cl)C(=O)CCCC(=O)O

Technology Process of 5-(3-Chlorophenyl)-5-oxovaleric acid

There total 6 articles about 5-(3-Chlorophenyl)-5-oxovaleric acid 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: 35.0%

glutaric anhydride, (108-55-4) + 1-bromo-3-chlorobenzene (108-37-2) → 5-(3-chlorophenyl)-5-oxopentanoic acid (75381-46-3)

Guidance literature:

1-bromo-3-chlorobenzene; With magnesium; In tetrahydrofuran; at -40 ℃;

glutaric anhydride,; In tetrahydrofuran; at -40 ℃; for 1.5h;

DOI:10.1021/acs.orglett.9b04253

Reference yield:

glutaric anhydride, (108-55-4) + (3-chlorophenyl)magnesium bromide (36229-42-2) → 5-(3-chlorophenyl)-5-oxopentanoic acid (75381-46-3)

Guidance literature:

(3-chlorophenyl)magnesium bromide; With Bis<2-(N,N-dimethylamino)aethyl>aether; In tetrahydrofuran; at 0 - 5 ℃; for 0.25h; Inert atmosphere;

glutaric anhydride,; In tetrahydrofuran; at -5 - 0 ℃; for 4h; Inert atmosphere;

DOI:10.1016/j.ejmech.2018.11.010

Reference yield:

m-Chlorobenzoyl chloride (618-46-2) → 5-(3-chlorophenyl)-5-oxopentanoic acid (75381-46-3)

Guidance literature:

Multi-step reaction with 4 steps

1: Mg / ethanol; CCl₄; diethyl ether / 2 h / 60 °C

2: 1.) KOH, 2.) NH₄Cl, 30 percent NH₃ / 1.) EtOH, RT, 15 min, 2.) H₂O, 2.5 h

3: 1.) NaOEt / 1.) EtOH, reflux, 30 min, 2.) EtOH, reflux, 7 h

4: 47percent HBr / Heating

With potassium hydroxide; ammonium hydroxide; hydrogen bromide; sodium ethanolate; ammonium chloride; magnesium; In tetrachloromethane; diethyl ether; ethanol;

DOI:10.1016/0223-5234(96)88290-0

upstream raw materials:

2-(3-Chloro-benzoyl)-pentanedioic acid diethyl ester

m-Chlorobenzoyl chloride

2-(3-chloro-benzoyl)-3-oxo-butyric acid ethyl ester

glutaric anhydride,