2-Hydroxy-6-tridecylbenzoic acid

Base Information

• Chemical Name: 2-Hydroxy-6-tridecylbenzoic acid
• CAS No.: 20261-38-5
• Molecular Formula: C20H32O3
• Molecular Weight: 320.472
• Hs Code.: 29163990
• European Community (EC) Number: 683-183-5
• DSSTox Substance ID: DTXSID10174105
• Nikkaji Number: J183.064C
• Wikidata: Q63395389
• Metabolomics Workbench ID: 48232
• ChEMBL ID: CHEMBL476921
• Mol file: 20261-38-5.mol

Synonyms:6-n-TDSCA;6-n-tridecylsalicylic acid

Chemical Property of 2-Hydroxy-6-tridecylbenzoic acid

Chemical Property:

• Vapor Pressure: 7.26E-09mmHg at 25°C
• Refractive Index: 1.519
• Boiling Point: 449.488 °C at 760 mmHg
• PKA: 3.08±0.30(Predicted)
• Flash Point: 239.771 °C
• PSA: 57.53000
• Density: 1.018 g/cm³
• LogP: 5.94390
• Storage Temp.: 2-8°C
• XLogP3: 8.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 13
• Exact Mass: 320.23514488
• Heavy Atom Count: 23
• Complexity: 303

Purity/Quality:

98%, ^*data from raw suppliers

GinkgolicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCCCC1=C(C(=CC=C1)O)C(=O)O
• Uses: Ginkgoneolic Acid is a natural mutagenic, carcinogenic and genotoxic agent. An isolate from Ginkgo Biloba leaf, used in traditional medicines treating inflammation and cell proliferation.

Technology Process of 2-Hydroxy-6-tridecylbenzoic acid

There total 13 articles about 2-Hydroxy-6-tridecylbenzoic 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: 96.0%

Methyl 2-hydroxy-6-tridecylbenzoate (75808-38-7) → 2-hydroxy-6-tridecylbenzoic acid (20261-38-5)

Guidance literature:

With potassium hydroxide; In ethanol; Heating;

Reference yield: 90.0%

2,2-dimethyl-5-tridecyl-4H-benzo[d][1,3]dioxin-4-one → 2-hydroxy-6-tridecylbenzoic acid (20261-38-5)

Guidance literature:

With potassium hydroxide; In water; dimethyl sulfoxide; at 80 ℃; for 1h;

DOI:10.1021/jf4012642

Reference yield: 72.0%

1-hexene (592-41-6,25067-06-5) + 2-hydroxy-6-(non-8-enyl)benzoic acid → 2-hydroxy-6-tridecylbenzoic acid (20261-38-5)

Guidance literature:

1-hexene; 2-hydroxy-6-(non-8-enyl)benzoic acid; With Hoveyda-Grubbs catalyst first generation; In dichloromethane; at 60 ℃; for 6h; Inert atmosphere;

With hydrogen; pyrographite; In methanol; at 50 ℃; for 3h; under 3750.38 Torr; Autoclave;

DOI:10.3762/bjoc.14.252

upstream raw materials:

Methyl 2-hydroxy-6-tridecylbenzoate

Methyl 2-hexadecynoate

Methyl 3-oxo-2-(triphenylphosphoranylidene)hexadecanoate

2,6-Dihydroxybenzoic acid

Downstream raw materials:

Methyl 2-hydroxy-6-tridecylbenzoate

Refernces

• 1、 Brackett, Christopher M.,García-Casas, Ana,Castillo-Lluva, Sonia,Blagg, Brian S. J.. "Synthesis and Evaluation of Ginkgolic Acid Derivatives as SUMOylation Inhibitors". . p. 2221 - 2226. Retrieved 2020/12/17.
• 2、 Zehnter, Reinhard,Gerlach, Hans. "Synthesis of Anacardic Acids". . p. 2209 - 2220. Retrieved 2007/10/03.