Pentadecanoic acid

Base Information

• Chemical Name: Pentadecanoic acid
• CAS No.: 1002-84-2
• Molecular Formula: C15H30 O2
• Molecular Weight: 242.402
• Hs Code.: 2915900090
• European Community (EC) Number: 213-693-1
• NSC Number: 28486
• UNII: CCW02D961F
• DSSTox Substance ID: DTXSID2021652
• Nikkaji Number: J3.656K
• Wikipedia: Pentadecylic_acid
• Wikidata: Q418951
• NCI Thesaurus Code: C68413
• Metabolomics Workbench ID: 37
• ChEMBL ID: CHEMBL460025
• Mol file: 1002-84-2.mol

Synonyms:pentadecanoic acid

Chemical Property of Pentadecanoic acid

Chemical Property:

• Appearance/Colour: White Powder
• Vapor Pressure: 6.67E-05mmHg at 25°C
• Melting Point: 51-53 °C(lit.)
• Boiling Point: 257 °C100 mm Hg(lit.)，330.4 °C at 760 mmHg
• PKA: 4.78±0.10(Predicted)
• Flash Point: 149.6 °C
• PSA: 37.30000
• Density: 0.895 g/cm³
• LogP: 5.16220
• XLogP3: 5.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 13
• Exact Mass: 242.224580195
• Heavy Atom Count: 17
• Complexity: 166

Purity/Quality:

98%, ^*data from raw suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Safety Statements: S24/25:Avoid contact with skin and eyes.

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Lipids -> Unambiguous Lipids,Other Classes -> Organic Acids
• Canonical SMILES: CCCCCCCCCCCCCCC(=O)O

Technology Process of Pentadecanoic acid

There total 76 articles about Pentadecanoic 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: 84.0%

1-Hexadecene (629-73-2) → palmitic acid (1002-84-2)

Guidance literature:

With potassium permanganate; sulfuric acid; acetic acid; In dichloromethane; water; at 20 ℃; for 21h; Cooling with ice;

DOI:10.15227/orgsyn.060.0011

Reference yield: 15.0%

methyl 4-oxo-trans-2-octadecenoate (21436-53-3) → palmitic acid (1002-84-2) + 2-oxo-hexadecanoic acid (2570-24-3) + methyl 3-chloro-2-nitroso-4-oxooctadecanoate (103897-33-2) + methyl 3-hydroxy-2-oximino-4-oxooctadecanoate (103897-36-5)

Guidance literature:

With nitrosylchloride; In dichloromethane; for 50h; Further byproducts given; Ambient temperature;

Reference yield: 15.0%

methyl 4-oxo-trans-2-octadecenoate (21436-53-3) → palmitic acid (1002-84-2) + 2-oxo-hexadecanoic acid (2570-24-3) + methyl 2-chloro-3-nitroso-4-oxooctadecanoate (103897-34-3) + methyl 2-hydroxy-3-oximino-4-oxooctadecanoate (103897-35-4)

Guidance literature:

With nitrosylchloride; In dichloromethane; for 50h; Further byproducts given; Ambient temperature;

upstream raw materials:

diazomethane

tetradecanoyl chloride

pentadecanol

n-pentadecanal

Downstream raw materials:

ethyl pentadecanoate

pentadecane

pentadecanenitrile

pentadecanoyl chloride

Refernces

• 1、 Antonelli, Ermanno,D'Aloisio, Rino,Gambaro, Mario,Fiorani, Tiziana,Venturello, Carlo. "Efficient oxidative cleavage of olefins to carboxylic acids with hydrogen peroxide catalyzed by methyltrioctylammonium tetrakis(oxodiperoxotungsto)phosphate(3-) under two-phase conditions. Synthetic aspects and investigation of the reaction course". . p. 7190 - 7206. Retrieved 1998.
• 2、 Razdan,Kachroo,Qurishi,Kalla,Waight. "Unusual homologous long-chain alkanoic acid esters of lupeol from Koelpinia linearis". . p. 1437 - 1438. Retrieved 1996.
• 3、 Krapcho et al.. "-". . p. 3749. Retrieved 1977.
• 4、 Corey,E.J.,Posner,G.H.. "-". . p. 5615 - 5616. Retrieved 1968.
• 5、 Yokoyama,Ueda,Fujie. "Release of nicotinamide from fatty acid-nicotinamide equimolar complexes". . p. 3075 - 3076. Retrieved 1991.
• 6、 Zhu, Rui,Jiang, Ju-Long,Li, Xing-Long,Deng, Jin,Fu, Yao. "A Comprehensive Study on Metal Triflate-Promoted Hydrogenolysis of Lactones to Carboxylic Acids: From Synthetic and Mechanistic Perspectives". . p. 7520 - 7528. Retrieved 2017.
• 7、 Yokoyama,Ueda,Fujie. "Release kinetics of nicotinamide from fatty acid-nicotinamide equimolar complexes. I. Release characteristics of fatty acid complexes". . p. 2696 - 2698. Retrieved 1991.
• 8、 Jungas. "-". . p. 3708,3712. Retrieved 1968.
• 9、 -. "Preparation method of carboxylic acid compound". Paragraph 0113; 0131-0133. . Retrieved 2017/08/29.