5-Octanoylsalicylic acid

Base Information

• Chemical Name: 5-Octanoylsalicylic acid
• CAS No.: 78418-01-6
• Molecular Formula: C15H20O4
• Molecular Weight: 264.321
• Hs Code.: 2918990090
• European Community (EC) Number: 417-790-1,806-024-5
• UNII: 5F7PJF6AA4
• DSSTox Substance ID: DTXSID801025584
• Nikkaji Number: J2.458.858K
• Wikidata: Q209407
• RXCUI: 1492035
• Mol file: 78418-01-6.mol

Synonyms:2-hydroxy-5-octanoylbenzoic acid;beta-lipohydroxyacid

Chemical Property of 5-Octanoylsalicylic acid

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 115 °C
• Refractive Index: 1.544
• Boiling Point: 454.823 °C at 760 mmHg
• PKA: 2.68±0.10(Predicted)
• Flash Point: 242.994 °C
• PSA: 74.60000
• Density: 1.144 g/cm³
• LogP: 3.63360
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: soluble in Methanol
• Water Solubility.: 29.7mg/L at 20℃
• XLogP3: 5.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 8
• Exact Mass: 264.13615911
• Heavy Atom Count: 19
• Complexity: 301

Purity/Quality:

98% ^*data from raw suppliers

2-Hydroxy-5-n-octanoylbenzoic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCC(=O)C1=CC(=C(C=C1)O)C(=O)O
• Description: CAPRYLOYL SALICYLIC ACID is a derivative of salicylic acid. It is an exfoliant, anti-inflammatory and antiseptic reagent. It can be used for the treatment of the appearance of dry damaged skin, reducing dry patches/flaking and blackheads, whiteheads. It is an aromatic acid that can be used in cosmetic formulations as a denaturant, hair-conditioning agent, and skin-conditioning agent--miscellaneous in a wide range of cosmetic products.
• Uses: capryloyl salicylic acid is a skin conditioner. This is an ester of salicylic and caprylic acids.

Technology Process of 5-Octanoylsalicylic acid

There total 5 articles about 5-Octanoylsalicylic 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%

2-Hydroxy-5-octanoyl-benzoic acid methyl ester (78417-96-6) → 5-n-octanoylsalicylic acid (78418-01-6)

Guidance literature:

With sodium hydroxide; In ethanol; for 6h; Heating;

DOI:10.1021/jm00142a023

Reference yield: 87.7%

n-octanoic acid chloride (111-64-8) + salicylic acid (69-72-7,25496-36-0,8052-31-1) → 5-n-octanoylsalicylic acid (78418-01-6)

Guidance literature:

n-octanoic acid chloride; salicylic acid; With tris(pentafluorophenyl)borate; boron trichloride; In dichloromethane; at -30 - 15 ℃; for 8h; Inert atmosphere;

With 1,4-diaza-bicyclo[2.2.2]octane; In tert-butyl methyl ether; isopropyl alcohol;

With sulfuric acid; In water; at 40 ℃; Reagent/catalyst; Temperature; Solvent;

Reference yield: 85.0%

→ 5-n-octanoylsalicylic acid (78418-01-6)

Guidance literature:

upstream raw materials:

2-Hydroxy-5-octanoyl-benzoic acid methyl ester

n-octanoic acid chloride

methyl salicylate

salicylic acid

Downstream raw materials:

(2-acetoxy-5-octanoylbenzoyl)benzoyl peroxide

2-ethoxycarbonyloxy-5-octanoylbenzoic acid

2-acetoxy-5-octanoylbenzoic acid

2-ethoxycarbonyloxy-5-octanoylbenzoyl chloride

Refernces

• 1、 Duendar, Yasemin,Oezatik, Yasemin,Oezatik, Orhan,Ergin, Volkan,Oenkol, Tijen,Menevse, Adnan,Erol, Kevser,Sahin, M. Fethi. "Synthesis and biological evaluation of the salicylamide and salicylic acid derivatives as anti-estrogen agents". experimental part. p. 481 - 490. Retrieved 2012/09/25.
• 2、 Coburn,Batista,Evans,Genco. "Potential salicylamide antiplaque agents: In vitro antibacterial activity against Actinomyces viscosus". . p. 1245 - 1249. Retrieved 2007/10/02.