5-(4-Chlorophenyl)-5-oxopentanoate

Base Information

• Chemical Name: 5-(4-Chlorophenyl)-5-oxopentanoate
• CAS No.: 36978-49-1
• Molecular Formula: C11H11 Cl O3
• Molecular Weight: 226.66
• Hs Code.: 29183000
• DSSTox Substance ID: DTXSID10426535
• Mol file: 36978-49-1.mol

Synonyms:5-(4-chlorophenyl)-5-oxopentanoate;3-(P-Chlorobenzoyl)-butyric acid;DTXSID10426535;5-(4-chlorophenyl)-5-oxo-pentanoate;A823490

Chemical Property of 5-(4-Chlorophenyl)-5-oxopentanoate

Chemical Property:

• Vapor Pressure: 6.51E-08mmHg at 25°C
• Melting Point: 124-129 °C
• Refractive Index: 1.4530 (estimate)
• Boiling Point: 423.1°C at 760 mmHg
• Flash Point: 209.7°C
• PSA: 54.37000
• Density: 1.28g/cm³
• LogP: 2.63350
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 225.0318469
• Heavy Atom Count: 15
• Complexity: 227

Purity/Quality:

98%min ^*data from raw suppliers

5-(4-Chlorophenyl)-5-oxovalericacid 97% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(=O)CCCC(=O)[O-])Cl

Technology Process of 5-(4-Chlorophenyl)-5-oxopentanoate

There total 6 articles about 5-(4-Chlorophenyl)-5-oxopentanoate 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: 97.0%

glutaric anhydride, (108-55-4) + chlorobenzene (108-90-7) → 4-(4-chlorobenzoyl)butanoic acid (36978-49-1)

Guidance literature:

With hydrogenchloride; aluminum (III) chloride; In dichloromethane; water; at 10 ℃; for 0.2h;

Reference yield: 86.0%

(±)-2-(4-chlorophenyl)cyclopentan-1-one (40297-26-5) → 4-(4-chlorobenzoyl)butanoic acid (36978-49-1)

Guidance literature:

With water; copper(II) bis(trifluoromethanesulfonate); In acetonitrile; for 48h; Schlenk technique; Irradiation;

DOI:10.1021/acs.joc.1c00708

Reference yield: 72.0%

cis-2-(4-chlorophenyl)cyclohexylamine → 4-(4-chlorobenzoyl)butanoic acid (36978-49-1)

Guidance literature:

With rose bengal; oxygen; In 1,4-dioxane; at 25 ℃; for 24h; Irradiation;

DOI:10.1002/chem.201604440

upstream raw materials:

glutaric anhydride,

chlorobenzene

(4-chlorphenyl)magnesium bromide

(1S,2R)-2-(4-chlorophenyl)cyclohexanol

Downstream raw materials:

5-chloro-2-(4-chlorophenyl)-1H-indole-3-propanoic acid

(S)-6-(4-chlorophenyl)-6-(iodomethyl)tetrahydro-2H-pyran-2-one

(R)-6-(4-chlorophenyl)-6-(iodomethyl)tetrahydro-2H-pyran-2-one

δ-(p-chlorophenyl)-δ-valerolactone

Refernces

• 1、 Xin, Hong,Duan, Xin-Hua,Yang, Mingyu,Zhang, Yiwen,Guo, Li-Na. "Visible Light-Driven, Copper-Catalyzed Aerobic Oxidative Cleavage of Cycloalkanones". . p. 8263 - 8273. Retrieved 2021/06/30.
• 2、 Estopi?á-Durán, Susana,Donnelly, Liam J.,Mclean, Euan B.,Hockin, Bryony M.,Slawin, Alexandra M. Z.,Taylor, James E.. "Aryl Boronic Acid Catalysed Dehydrative Substitution of Benzylic Alcohols for C?O Bond Formation". supporting information. p. 3950 - 3956. Retrieved 2019/02/16.