Piperic acid

Base Information

• Chemical Name: Piperic acid
• CAS No.: 5285-18-7
• Molecular Formula: C12H10 O4
• Molecular Weight: 218.209
• Hs Code.: 2932999099
• European Community (EC) Number: 226-118-4
• NSC Number: 129538
• UNII: GFG3FLA9UR
• DSSTox Substance ID: DTXSID801016979
• Nikkaji Number: J15.943C,J47.722B,J8.831E
• Wikipedia: Piperic_acid
• Wikidata: Q1111585
• Metabolomics Workbench ID: 55551
• ChEMBL ID: CHEMBL332122
• Mol file: 5285-18-7.mol

Synonyms:piperic acid

Chemical Property of Piperic acid

Chemical Property:

• Vapor Pressure: 4.4E-08mmHg at 25°C
• Melting Point: 215°C
• Refractive Index: 1.7160 (estimate)
• Boiling Point: 427.9°Cat760mmHg
• Flash Point: 171.5°C
• PSA: 55.76000
• Density: 1.34g/cm³
• LogP: 2.06930
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 218.05790880
• Heavy Atom Count: 16
• Complexity: 308

Purity/Quality:

99%, ^*data from raw suppliers

5-(1,3-Benzodioxol-5-yl)-2,4-pentadienoic acid 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22-52/53
• Safety Statements: 61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1OC2=C(O1)C=C(C=C2)C=CC=CC(=O)O
• Isomeric SMILES: C1OC2=C(O1)C=C(C=C2)/C=C/C=C/C(=O)O

Technology Process of Piperic acid

There total 2 articles about Piperic 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: 93.0%

piperine (94-62-2,7780-20-3) → 5-(1,3-benzodioxol-5-yl)-2,4-pentadienoic acid (5285-18-7)

Guidance literature:

With water; potassium hydroxide; In ethanol; for 16h; Reflux;

DOI:10.1016/j.bmcl.2017.08.031

Reference yield:

→ 5-(1,3-benzodioxol-5-yl)-2,4-pentadienoic acid (5285-18-7)

Guidance literature:

Reference yield: 91.0%

5-(1,3-benzodioxol-5-yl)-2,4-pentadienoic acid (5285-18-7) → 5-(3',4'-methylenedioxyphenyl)pentanoic acid (41917-45-7)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In ethanol; at 20 ℃; for 5h; Inert atmosphere;

DOI:10.1021/acs.orglett.5b02851

upstream raw materials:

piperine

Downstream raw materials:

N-piperoylglycine

5-(3',4'-methylenedioxyphenyl)pentanoic acid

Refernces

• 1、 Dubey, Shiv K.,Sharma, Anuj K.,Narain, Upma,Misra, Krishna,Pati, Uttam. "Design, synthesis and characterization of some bioactive conjugates of curcumin with glycine, glutamic acid, valine and demethylenated piperic acid and study of their antimicrobial and antiproliferative properties". . p. 1837 - 1846. Retrieved 2008/12/22.
• 2、 -. "Amide derivatives and 5-lipoxygenase inhibitors containing the same as an active ingredient". . . Retrieved 2008/06/13.