n-Palmitoylimidazole

Base Information

• Chemical Name: n-Palmitoylimidazole
• CAS No.: 26227-65-6
• Molecular Formula: C19H34N2O
• Molecular Weight: 306.492
• DSSTox Substance ID: DTXSID501294825
• Nikkaji Number: J1.831.841E
• Mol file: 26227-65-6.mol

Synonyms:n-palmitoylimidazole;SCHEMBL5580070;DTXSID501294825;1-(1H-Imidazol-1-yl)-1-hexadecanone;26227-65-6

Chemical Property of n-Palmitoylimidazole

Chemical Property:

• XLogP3: 7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 14
• Exact Mass: 306.267113712
• Heavy Atom Count: 22
• Complexity: 268

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCCCCCC(=O)N1C=CN=C1

Technology Process of n-Palmitoylimidazole

There total 1 articles about n-Palmitoylimidazole 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:

N-cyanoimidazole (36289-36-8) + 1-hexadecylcarboxylic acid (57-10-3) → palmitic acid carboimidazolide (26227-65-6)

Guidance literature:

In benzene; for 2h; Heating;

Reference yield: 54.0%

palmitic acid carboimidazolide (26227-65-6) + glycerolcholine phosphate (34688-34-1,563-24-6) → 1,2-dipalmitoyl-rac-glycero-3-phosphatidylcholine (2644-64-6,2797-68-4) + 1-palmitoyllysophosphatidylcholine (17364-18-0)

Guidance literature:

With 7-methyl-1,5,7-triazabicyclo[4.4.0]dec-5-ene on polystyrene.HL; cadmium(II) chloride; In chloroform; dimethyl sulfoxide; at 40 ℃; for 4h;

DOI:10.1080/00397919408010612

Reference yield: 38.0%

palmitic acid carboimidazolide (26227-65-6) + methyl-alpha-D-glucopyranoside (97-30-3) → 6-O-hexadecanoyl-methyl-α-D-glucopyranoside (24583-16-2,82977-41-1) + methyl 2-O-palmitoyl-α-D-glucopyranoside (24613-33-0) + methyl 3-O-palmitoyl-α-D-glucopyranoside (66891-06-3)

Guidance literature:

With dmap; sodium hydride; In pyridine; for 24h; Yields of byproduct given; Ambient temperature;

DOI:10.1016/S0040-4020(01)80906-6

upstream raw materials:

N-cyanoimidazole

1-hexadecylcarboxylic acid

Downstream raw materials:

benzoyl perhexadecanoate

palmitic acid trans-cinnamyl ester

palmitic peroxyanhydride

6-O-hexadecanoyl-methyl-α-D-glucopyranoside