5-[2,3-Dichloro-4-(2-methylidenebutanoyl)phenoxy]pentanoic acid

Base Information

• Chemical Name: 5-[2,3-Dichloro-4-(2-methylidenebutanoyl)phenoxy]pentanoic acid
• CAS No.: 113239-17-1
• Molecular Formula: C₁₆H₁₈Cl₂O₄
• Molecular Weight: 345.223
• ChEMBL ID: CHEMBL79628
• DSSTox Substance ID: DTXSID10553315
• Nikkaji Number: J239.836B
• Wikidata: Q82433870
• Mol file: 113239-17-1.mol

Synonyms:113239-17-1;5-[2,3-DICHLORO-4-(2-METHYLIDENEBUTANOYL)PHENOXY]PENTANOIC ACID;CHEMBL79628;SCHEMBL9717476;DTXSID10553315;GVQWWQBIVNTZKL-UHFFFAOYSA-N;5-[2,3-Dichloro-4-(2-methylenebutyryl)-phenoxy]valeric acid;5-[2,3-Dichloro-4-(2-methylenebutyryl)phenoxy]valeric acid

Chemical Property of 5-[2,3-Dichloro-4-(2-methylidenebutanoyl)phenoxy]pentanoic acid

Chemical Property:

• XLogP3: 4.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 9
• Exact Mass: 344.0582144
• Heavy Atom Count: 22
• Complexity: 411

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(=C)C(=O)C1=C(C(=C(C=C1)OCCCCC(=O)O)Cl)Cl

Technology Process of 5-[2,3-Dichloro-4-(2-methylidenebutanoyl)phenoxy]pentanoic acid

There total 3 articles about 5-[2,3-Dichloro-4-(2-methylidenebutanoyl)phenoxy]pentanoic 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:

5-(2,3-dichloro-4-butyrylphenoxy)valeric acid (113239-51-3) → 5-<2,3-dichloro-4-(2-methylenebutyryl)phenoxy>valeric acid (113239-17-1)

Guidance literature:

With N,N-dimethylammonium chloride; Yield given. Multistep reaction; 1.) AcOH, steam bath, 7 h, 2.) DMF, 60 deg C, 1 h;

DOI:10.1021/jm00131a008

Reference yield:

ethyl 5-bromovalerate (14660-52-7) → 5-<2,3-dichloro-4-(2-methylenebutyryl)phenoxy>valeric acid (113239-17-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) K₂CO₃, 2.) NaOH / 1.) DMF, 55-60 deg C, 16.5 h, 2.) H₂O, 100 deg C, 2 h

2: 1.) Me₂NH*HCl / 1.) AcOH, steam bath, 7 h, 2.) DMF, 60 deg C, 1 h

With sodium hydroxide; N,N-dimethylammonium chloride; potassium carbonate;

DOI:10.1021/jm00131a008

Reference yield:

2',3'-dichloro-4'-hydroxybutyrophenone (2350-46-1) → 5-<2,3-dichloro-4-(2-methylenebutyryl)phenoxy>valeric acid (113239-17-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) K₂CO₃, 2.) NaOH / 1.) DMF, 55-60 deg C, 16.5 h, 2.) H₂O, 100 deg C, 2 h

2: 1.) Me₂NH*HCl / 1.) AcOH, steam bath, 7 h, 2.) DMF, 60 deg C, 1 h

With sodium hydroxide; N,N-dimethylammonium chloride; potassium carbonate;

DOI:10.1021/jm00131a008

upstream raw materials:

5-(2,3-dichloro-4-butyrylphenoxy)valeric acid

ethyl 5-bromovalerate

2',3'-dichloro-4'-hydroxybutyrophenone