5-(4-Bromophenyl)-5-oxopentanoic acid

Base Information

• Chemical Name: 5-(4-Bromophenyl)-5-oxopentanoic acid
• CAS No.: 35333-26-7
• Molecular Formula: C11H11BrO3
• Molecular Weight: 271.111
• Hs Code.: 2918300090
• European Community (EC) Number: 899-161-5
• DSSTox Substance ID: DTXSID20536351
• Nikkaji Number: J2.148.389C
• Wikidata: Q82410985
• Mol file: 35333-26-7.mol

Synonyms:5-(4-Bromophenyl)-5-oxopentanoic acid;35333-26-7;5-(4-BROMOPHENYL)-5-OXOVALERIC ACID;MFCD00672057;5-(4-Bromophenyl)-5-oxopentanoicacid;5-(4-Bromo-phenyl)-5-oxo-pentanoic acid;5-(4-bromophenyl)-5-oxo-pentanoic acid;SCHEMBL100781;DTXSID20536351;YWKKQTFYOQBCBE-UHFFFAOYSA-N;4-bromo-delta-oxobenzenepentanoic acid;AKOS009164800;DS-5593;EN300-178184;F16746;A874631;Z361415350

Chemical Property of 5-(4-Bromophenyl)-5-oxopentanoic acid

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 442.323°C at 760 mmHg
• Flash Point: 221.309°C
• PSA: 54.37000
• Density: 1.495g/cm³
• LogP: 2.88670
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 269.98916
• Heavy Atom Count: 15
• Complexity: 232

Purity/Quality:

95%+ ^*data from raw suppliers

5-(4-Bromophenyl)-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=C1C(=O)CCCC(=O)O)Br

Technology Process of 5-(4-Bromophenyl)-5-oxopentanoic acid

There total 10 articles about 5-(4-Bromophenyl)-5-oxopentanoic 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: 94.0%

glutaric anhydride, (108-55-4) + bromobenzene (108-86-1,52753-63-6) → 4-bromo-δ-oxobenzenepentanoic acid (35333-26-7)

Guidance literature:

With hydrogenchloride; aluminum (III) chloride; In dichloromethane; water; at 15 ℃; for 0.166667h;

Reference yield: 89.0%

5-(4-bromophenyl)-5-oxopentanoic acid methyl ester (90991-23-4) → 4-bromo-δ-oxobenzenepentanoic acid (35333-26-7)

Guidance literature:

With water; sodium hydroxide; for 4h; Reflux;

DOI:10.1002/chem.201502073

Reference yield: 80.0%

→ 4-bromo-δ-oxobenzenepentanoic acid (35333-26-7)

Guidance literature:

With aluminum (III) chloride; at 0 ℃; for 1h; Reflux;

upstream raw materials:

5-(4-bromo-phenyl)-5-oxo-pentanoic acid ethyl ester

glutaric anhydride,

bromobenzene

ethyl glutaroyl chloride

Downstream raw materials:

5-(4-bromophenyl)hex-5-enoic acid

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

5-(4-bromophenyl)hex-5-enoic acid methyl ester

5-(4-bromophenyl)-5-oxopentanoic acid methyl ester

Refernces

• 1、 -. "Asymmetric hydrogenation reaction γ - or δ - ketonato compound (by machine translation)". Paragraph 0048-0053. . Retrieved 2020/03/06.
• 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.