p-Benzenedivaleric acid

Base Information

• Chemical Name: p-Benzenedivaleric acid
• CAS No.: 23354-92-9
• Molecular Formula: C16H22 O4
• Molecular Weight: 278.348
• NSC Number: 156901
• DSSTox Substance ID: DTXSID70303131
• Nikkaji Number: J1.193.407B
• Wikidata: Q82048269
• Mol file: 23354-92-9.mol

Synonyms:23354-92-9;p-Benzenedivaleric acid;1,4-Benzenedipentanoicacid;p-phenylenedivaleric acid;SCHEMBL7065645;DTXSID70303131;NSC156901;NSC-156901

Chemical Property of p-Benzenedivaleric acid

Chemical Property:

• Boiling Point: 509.8°Cat760mmHg
• Flash Point: 276.2°C
• Density: 1.143g/cm³
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 10
• Exact Mass: 278.15180918
• Heavy Atom Count: 20
• Complexity: 263

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1CCCCC(=O)O)CCCCC(=O)O

Technology Process of p-Benzenedivaleric acid

There total 17 articles about p-Benzenedivaleric 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:

1,4-bis-(3-bromopropyl)-benzene (19417-59-5) → 4,4'-p-phenylenebis(valeric acid) (23354-92-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) NaOEt, 2) aq. KOH / 1) EtOH

2: dimethylformamide / Heating

With potassium hydroxide; sodium ethanolate; In N,N-dimethyl-formamide;

Reference yield:

glutaric anhydride, (108-55-4) → 4,4'-p-phenylenebis(valeric acid) (23354-92-9)

Guidance literature:

Multi-step reaction with 2 steps

1: AlCl₃; CCl₄ / Erwaermen des Reaktionsprodukts mit methanol. KOH

2: N₂H₄+H₂O; KOH

With tetrachloromethane; potassium hydroxide; aluminium trichloride; hydrazine hydrate;

DOI:10.1021/ja01639a045

Reference yield:

5-phenyl-n-valeric acid methyl ester (20620-59-1) → 4,4'-p-phenylenebis(valeric acid) (23354-92-9)

Guidance literature:

Multi-step reaction with 3 steps

1: AlCl₃

2: H₂, AcOH / Pd-C

3: NaOH / methanol

With sodium hydroxide; aluminium trichloride; hydrogen; acetic acid; palladium on activated charcoal; In methanol;

DOI:10.1021/jo01065a001

upstream raw materials:

5-oxo-5,5'-p-phenylene-di-valeric acid

4-<4-(5-Valerianyloxymethyl)-benzoyl>-buttersaeure

5,5'-p-phenylene-di-valeric acid diethyl ester

2-{3-[4-(4,4-Dicarboxy-butyl)-phenyl]-propyl}-malonic acid

Downstream raw materials:

1,4-di(4'-carbomethoxy) butyl benzene

5-[4-(4-Carboxy-butyl)-2-nitro-phenyl]-pentanoic acid

C₂₈H₄₀N₂

5-[4-(4-Ethoxycarbonyl-butyl)-2-nitro-phenyl]-pentanoic acid ethyl ester

Refernces