Lunularic acid

Base Information

• Chemical Name: Lunularic acid
• CAS No.: 23255-59-6
• Molecular Formula: C15H14 O4
• Molecular Weight: 258.274
• Hs Code.: 2918290000
• UNII: 9ZQ3FYV21C
• DSSTox Substance ID: DTXSID40177826
• Nikkaji Number: J16.766E
• Wikipedia: Lunularic_acid
• Wikidata: Q6704485
• Metabolomics Workbench ID: 27979
• ChEMBL ID: CHEMBL240495
• Mol file: 23255-59-6.mol

Synonyms:lunularic acid;lunularic acid, monosodium salt

Chemical Property of Lunularic acid

Chemical Property:

• Vapor Pressure: 5.27E-09mmHg at 25°C
• Melting Point: 192°
• Boiling Point: 453.2°Cat760mmHg
• PKA: 3.07±0.30(Predicted)
• Flash Point: 242°C
• PSA: 77.76000
• Density: 1.342g/cm³
• LogP: 2.58120
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 258.08920892
• Heavy Atom Count: 19
• Complexity: 297

Purity/Quality:

98% ^*data from raw suppliers

2-Hydroxy-6-(4-hydroxyphenethyl)benzoicacid 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C(=C1)O)C(=O)O)CCC2=CC=C(C=C2)O
• Uses: Growth inhibitor for lower plants.

Technology Process of Lunularic acid

There total 33 articles about Lunularic 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: 99.6%

hydrangenol (480-47-7) → lunularic acid (23255-59-6)

Guidance literature:

With sodium tetrahydroborate; palladium dichloride; In methanol; for 1h; Ambient temperature;

DOI:10.1016/0031-9422(88)80599-5

Reference yield: 90.0%

5-(4-hydroxyphenethyl)-2,2-dimethyl-4H-benzo[d] [1,3]dioxin-4-one (185698-60-6) → lunularic acid (23255-59-6)

Guidance literature:

With potassium hydroxide; In dimethyl sulfoxide; at 80 ℃; for 3h;

DOI:10.1002/jlac.199619961224

Reference yield: 90.0%

Lunularsaeuremethylester (63898-00-0) → lunularic acid (23255-59-6)

Guidance literature:

With potassium hydroxide; In methanol; for 12h; Heating;

DOI:10.1055/s-1988-27624

upstream raw materials:

Hydrangeaic acid

hydrangenol

Lunularsaeuremethylester

2-Methoxy-6-<2-(4-methoxyphenyl)ethyl>benzoic acid

Downstream raw materials:

3,4'-bis-benzoyloxy-bibenzyl

Lunularsaeuremethylester

lunularin

Refernces

• 1、 Mukkamala, Ramesh,Hossain, Asik,Singh Aidhen, Indrapal. "Valuable building block for the synthesis of lunularic acid, hydrangeic acid and their analogues". supporting information. p. 1085 - 1090. Retrieved 2017/01/28.
• 2、 Nguyen, Thi-Huu,Castanet, Anne-Sophie,Mortier, Jacques. "Directed ortho-metalation of unprotected benzoic acids. Methodology and regioselective synthesis of useful contiguously 3- and 6-substituted 2-methoxybenzoic acid building blocks". . p. 765 - 768. Retrieved 2007/10/03.