Phytanic acid

Base Information

• Chemical Name: Phytanic acid
• CAS No.: 14721-66-5
• Molecular Formula: C20H40 O2
• Molecular Weight: 312.536
• Hs Code.: 2915900090
• European Community (EC) Number: 630-841-4
• NSC Number: 108698
• DSSTox Substance ID: DTXSID80864526
• Nikkaji Number: J14.320K
• Wikipedia: Phytanic_acid
• Wikidata: Q421171
• ChEMBL ID: CHEMBL4853893
• Mol file: 14721-66-5.mol

Synonyms:Acid, Phytanic;Phytanic Acid

Chemical Property of Phytanic acid

Chemical Property:

• Appearance/Colour: Clear colorless liquid
• Vapor Pressure: 2.58E-08mmHg at 25°C
• Melting Point: -65°C
• Refractive Index: 1.4461 (estimate)
• Boiling Point: 422.3 °C at 760 mmHg
• PKA: 4.79±0.10(Predicted)
• Flash Point: 179.7 °C
• PSA: 37.30000
• Density: 0.88 g/cm³
• LogP: 6.53630
• Storage Temp.: 2-8°C
• XLogP3: 8.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 14
• Exact Mass: 312.302830514
• Heavy Atom Count: 22
• Complexity: 273

Purity/Quality:

98%,99%, ^*data from raw suppliers

Phytanic acid ≥96%, mixture of isomers ^*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:

• Canonical SMILES: CC(C)CCCC(C)CCCC(C)CCCC(C)CC(=O)O
• Description: Phytanic acid is a saturated 20-carbon branched-chain fatty acid which can only be derived from dietary sources. In cases of peroxisomal disorders, elevated levels of phytanic acid have been observed, and this is linked to diseases such as infantile phytanic acid storage disease and Refsum’s disease.
• Uses: Phytanoic Acid was useful for studying lipid metabolism in porcine oocytes.

Technology Process of Phytanic acid

There total 9 articles about Phytanic 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: 94.0%

3,7,11,15-tetramethyl-hexadecanol (645-72-7) → phytanic acid (14721-66-5)

Guidance literature:

With potassium permanganate; tetrabutylammomium bromide; acetic acid; In water; 1,2-dichloro-ethane; at 16 ℃; for 4.5h; Reflux;

Reference yield: 72.3%

diethyl ether (60-29-7,927820-24-4) + 3,7,11,15-tetramethyl-hexadecanol (645-72-7) → phytanic acid (14721-66-5)

Guidance literature:

With sodium disulfite; chromic acid; acetic acid; In [⁽²⁾H₆]acetone; water;

Reference yield:

3,7,11,15-tetramethyl-2-hexadecen-1-ol (7541-49-3,844467-91-0) → phytanic acid (14721-66-5)

Guidance literature:

Multi-step reaction with 2 steps

1: Katalitrische Hydrierung_.Hydrogenation

2: chromic acid; glacial acetic acid; KHSO₄

With potassium hydrogensulfate; chromic acid; acetic acid;

upstream raw materials:

3,7,11,15-tetramethyl-hexadecanol

3,7,11,15-tetramethyl-2-hexadecen-1-oic acid

2,6,10,14-Tetramethyl-pentadecanon-⁽¹²⁾-carbonsaeure-⁽¹⁾

3,7,11,15-tetramethyl-2-hexadecen-1-ol

Downstream raw materials:

C₅₂H₉₂O₆

2,6,10,14-Tetramethylpentadecanoic acid

3,7,11,15-tetramethyl-hexadecanol

Refernces

• 1、 Ishchenko, Andrii,Peng, Lingling,Zinovev, Egor,Vlasov, Alexey,Lee, Sung Chang,Kuklin, Alexander,Mishin, Alexey,Borshchevskiy, Valentin,Zhang, Qinghai,Cherezov, Vadim. "Chemically Stable Lipids for Membrane Protein Crystallization". . p. 3502 - 3511. Retrieved 2017.
• 2、 -. "COMPOSITIONS SOUS FORME D'UNE SOLUTION AQUEUSE INJECTABLE COMPRENANT DU GLUCAGON HUMAIN ET UN CO-POLYAMINOACIDE". Paragraph 1237-1241. . Retrieved 2019/09/20.
• 3、 -. "COMPOSITIONS IN THE FORM OF AN INJECTALE AQUEOUS SOLUTION COMPRISING HUMAN GLUCAGON AND A CO-POLYAMINO ACID". Paragraph 1194-1198. . Retrieved 2019/09/20.