2-Methylhexadecanoic acid

Base Information

• Chemical Name: 2-Methylhexadecanoic acid
• CAS No.: 27147-71-3
• Deprecated CAS: 7613-21-0
• Molecular Formula: C17H34O2
• Molecular Weight: 270.456
• Hs Code.: 2915900090
• European Community (EC) Number: 248-262-7
• DSSTox Substance ID: DTXSID30885382
• Nikkaji Number: J256.616H
• Wikidata: Q27158306
• Metabolomics Workbench ID: 162
• Mol file: 27147-71-3.mol

Synonyms:2-methylhexadecanoic acid;2-methylpalmitic acid

Chemical Property of 2-Methylhexadecanoic acid

Chemical Property:

• Melting Point: 48 °C
• Refractive Index: 1.4405 (estimate)
• Boiling Point: 386.1 °C at 760 mmHg
• PKA: 4.82±0.21(Predicted)
• Flash Point: 216.6 °C
• PSA: 37.30000
• Density: 0.889 g/cm³
• LogP: 5.79830
• XLogP3: 7.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 14
• Exact Mass: 270.255880323
• Heavy Atom Count: 19
• Complexity: 201

Purity/Quality:

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

2-Methylhexadecanoic Acid >98.0%(GC)(T) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCCCCC(C)C(=O)O
• Uses: is used in preparation of lipopeptides as TLR2 agonists for treatment of respiratory infections.

Technology Process of 2-Methylhexadecanoic acid

There total 10 articles about 2-Methylhexadecanoic 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%

2-methyl-2-tetradecyl-1,3-propanedioic acid (114289-76-8) → 2-methylpalmitic acid (27147-71-3)

Guidance literature:

DOI:10.2533/chimia.2010.37

Reference yield:

1-Hexadecene (629-73-2) + carbon monoxide (201230-82-2) → heptadecanoic acid (506-12-7) + 2-methylpalmitic acid (27147-71-3)

Guidance literature:

With hydrogenchloride; tetrabutylammomium bromide; palladium diacetate; In water; at 109.85 ℃; for 2h; under 37503 Torr;

DOI:10.1007/s10631-005-0032-3

Reference yield:

1-Hexadecene (629-73-2) + carbon dioxide (124-38-9,18923-20-1) → 2-hexadecene + heptadecanoic acid (506-12-7) + 2-methylpalmitic acid (27147-71-3)

Guidance literature:

With bis(benzonitrile)palladium(II) dichloride; carbon monoxide; C₃₃HF₆₅O₄*H₃N; oxalic acid; tris(para-trifluoromethyl)phenyl phosphine; In water; for 12h; under 114008 Torr;

DOI:10.1002/ejic.200800282

upstream raw materials:

2-methyl-2-tetradecyl-1,3-propanedioic acid

1-hexadecylcarboxylic acid

1-Hexadecene

carbon monoxide

Downstream raw materials:

2-methyl-N-(2,4,6-trimethoxyphenyl)hexadecanamide

C₄₆H₆₂O₃

(R)-1-(2-Methyl-hexadecyloxy)-3-trityloxy-propan-2-ol

(S)-2-Benzyloxy-3-(2-methyl-hexadecyloxy)-propan-1-ol

Refernces

• 1、 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.
• 2、 Estorach, Clara Tortosa,Orejon, Arantxa,Ruiz, Nuria,Masdeu-Bulto, Anna M.,Laurenczy, Gabor. "Hydrocarboxylation of terminal alkenes in supercritical carbon dioxide". experimental part. p. 3524 - 3531. Retrieved 2009/02/07.