Tridecanoic acid

Base Information

• Chemical Name: Tridecanoic acid
• CAS No.: 638-53-9
• Deprecated CAS: 2243150-89-0
• Molecular Formula: C13H26 O2
• Molecular Weight: 214.348
• Hs Code.: 2915900090
• European Community (EC) Number: 211-341-1,268-105-6,636-342-8
• NSC Number: 69131,25955
• UNII: 19936LIY2V
• DSSTox Substance ID: DTXSID4021684
• Nikkaji Number: J1.715I
• Wikipedia: Tridecylic_acid
• Wikidata: Q419857
• NCI Thesaurus Code: C68435
• Metabolomics Workbench ID: 35
• ChEMBL ID: CHEMBL107874
• Mol file: 638-53-9.mol

Synonyms:NSC 25955;NSC 69131; Tridecylic acid; n-Tridecanoic acid; n-Tridecoic acid

Chemical Property of Tridecanoic acid

Chemical Property:

• Appearance/Colour: off-white or white crystals or powder
• Vapor Pressure: 0.000299mmHg at 25°C
• Melting Point: 41-42 °C(lit.)
• Refractive Index: 1.4498 (589.3 nm 20℃)
• Boiling Point: 236 °C100 mm Hg(lit.)
• PKA: 4.78±0.10(Predicted)
• Flash Point: >230 °F
• PSA: 37.30000
• Density: 0.901 g/cm³
• LogP: 4.38200
• Storage Temp.: −20°C
• Solubility.: Chloroform (Slightly)
• Water Solubility.: 33mg/L(20 oC)
• XLogP3: 4.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 11
• Exact Mass: 214.193280068
• Heavy Atom Count: 15
• Complexity: 144

Purity/Quality:

98%, ^*data from raw suppliers

Tridecanoic Acid ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Lipids -> Unambiguous Lipids,Other Classes -> Organic Acids
• Canonical SMILES: CCCCCCCCCCCCC(=O)O
• Recent ClinicalTrials: Open Label Trial of Triheptanoin (UX007) in Treatment of Rett Syndrome.
• Description: Tridecanoic acid , or tridecylic acid, is a 13-carbon saturated fatty acid with the chemical formula CH3(CH2)11COOH. It is commonly found in dairy products. It is also found in some plants, such as nutmeg, muskmelon, black elderberry, and coconut.
• Uses: Tridecanoic acid is a metabolite found in the aging mouse brain. It can be used in organic synthesis which is used to synthesize Testosterone Tridecanoate. It can also be used in wastewater treatment as a glycol ester and to reduce the presence of organic molecules such as caproic acid, alkanoic acid, and multivariate logistic regression.

Technology Process of Tridecanoic acid

There total 85 articles about Tridecanoic 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: 99.0%

n-Dodecylamine (124-22-1) + carbon monoxide (201230-82-2) → N,N'-di-n-dodecylurea (3542-20-9) + tridecanoic acid (638-53-9)

Guidance literature:

With oxygen; Sulfate; palladium; zirconium(IV) oxide; In acetonitrile; at 135 ℃; for 1h; under 30002.4 Torr;

DOI:10.1016/S0040-4039(01)00124-1

Reference yield: 96.0%

2-bromotetradecyl alcohol → tridecanoic acid (638-53-9)

Guidance literature:

2-bromotetradecyl alcohol; With Di-n-octyl phthalate; for 1.5h;

With trititanium aluminum dodecachloride; at 5 ℃; for 2.66667h; Temperature;

Reference yield: 95.0%

5-bromopentanoic acid (2067-33-6) + n-octylmagnesium chloride (38841-98-4) → tridecanoic acid (638-53-9)

Guidance literature:

5-bromopentanoic acid; With 1-methyl-pyrrolidin-2-one; tert-butylmagnesium chloride; In tetrahydrofuran; at -78 ℃; for 0.166667h; Inert atmosphere;

n-octylmagnesium chloride; With buta-1,3-diene; nickel dichloride; In tetrahydrofuran; for 1h; under 760.051 Torr; Inert atmosphere; Cooling with ice;

DOI:10.1002/chem.201204222

upstream raw materials:

rac-(E)-2-hexadecen-4-ol

(E)-3-Ureido-but-2-enoic acid ethyl ester

2-hydroxytetradecanoic acid

(2S,3R,4E)-2-amino-4-octadecene-1,3-diol

Downstream raw materials:

Tridecansaeure-propylester

tri(tridecanoyl)-sn-glycerol

dodecan-2-one

peroxytridecanoic acid

Refernces

• 1、 Baby,Brunet,Kindela,Neibecker. "Convenient preparation and use of potassium tetracarbonylferrate, K2[Fe(CO)4], an easy-to-handle analogue of the Collman reagent". . p. 2827 - 2834. Retrieved 1994.
• 2、 Chu, Jianxiao,Guo, Jianqiong,Ren, Wenlong,Shi, Yian,Shi, Yuan,Wang, Mingzhou,Zhou, Jintao. "Pd-Catalyzed Regioselective Branched Hydrocarboxylation of Terminal Olefins with Formic Acid". supporting information. p. 886 - 891. Retrieved 2022/02/07.
• 3、 Sang, Rui,Kucmierczyk, Peter,Dühren, Ricarda,Razzaq, Rauf,Dong, Kaiwu,Liu, Jie,Franke, Robert,Jackstell, Ralf,Beller, Matthias. "Synthesis of Carboxylic Acids by Palladium-Catalyzed Hydroxycarbonylation". supporting information. p. 14365 - 14373. Retrieved 2019/09/06.