14-Heptacosanone

Base Information

• Chemical Name: 14-Heptacosanone
• CAS No.: 542-50-7
• Molecular Formula: C27H54O
• Molecular Weight: 394.725
• Hs Code.: 2914190090
• European Community (EC) Number: 208-815-5
• NSC Number: 15184
• UNII: FQ5VC928NN
• DSSTox Substance ID: DTXSID70202554
• Nikkaji Number: J150.280H
• Wikidata: Q27278121
• Mol file: 542-50-7.mol

Synonyms:14-HEPTACOSANONE;542-50-7;Heptacosan-14-one;Ditridecyl ketone;Myristone;UNII-FQ5VC928NN;FQ5VC928NN;C27H54O;EINECS 208-815-5;NSC-15184;NSC15184;MYRISTON;TRIDECYL KETONE;14-HEPTACOSANON;SCHEMBL353142;DTXSID70202554;MFCD00026598;NSC 15184;CS-0327032;FT-0607240;H0512;D90889;Q27278121

Chemical Property of 14-Heptacosanone

Chemical Property:

• Vapor Pressure: 2.03E-08mmHg at 25°C
• Melting Point: 76-78 °C
• Refractive Index: 1.452
• Boiling Point: 453.7 °C at 760 mmHg
• Flash Point: 56.1 °C
• PSA: 17.07000
• Density: 0.837 g/cm³
• LogP: 9.95770
• Storage Temp.: Room Temperature
• Solubility.: Chloroform (Slightly)
• XLogP3: 12.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 24
• Exact Mass: 394.417466342
• Heavy Atom Count: 28
• Complexity: 269

Purity/Quality:

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

14-Heptacosanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,N
• Hazard Codes: Xi,N

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCCCCCCCCCCCC(=O)CCCCCCCCCCCCC
• Uses: 14-Heptacosanone is found in Bulgarian oriental tobacco. It is also isolated from a petroleum ether extract of Styrax officinalis and is used as a growth additive for growing tetragonal prismatic mercuric iodide crystals.

Technology Process of 14-Heptacosanone

There total 23 articles about 14-Heptacosanone 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:

S-palmitoyl-coenzyme A (1763-10-6) + myristoyl-coenzyme A → heptacosan-14-one (542-50-7) + nonacosan-14-one (34394-11-1) + palmitone (502-73-8) + n-tetradecanoic acid (544-63-8) + 1-hexadecylcarboxylic acid (57-10-3)

Guidance literature:

With OleA from Xanthomonas campestris spv. campestris str. ATCC 33913; at 20 ℃; for 0.0833333h; pH=7.4; aq. buffer; Enzymatic reaction;

DOI:10.1074/jbc.M110.216127

Reference yield:

1-dodecyl alcohol (112-53-8) + 1-Tetradecanol (112-72-1) → laurone (540-09-0) + C11H23COC13H27 (22026-18-2) + heptacosan-14-one (542-50-7)

Guidance literature:

With LaMnO₃/La-Al₂O₃; at 400 ℃; under 760.051 Torr; chemoselective reaction; Gas phase;

DOI:10.1016/j.catcom.2010.05.024

Reference yield:

lauroyl coenzyme A + myristoyl-coenzyme A → lauric acid (143-07-7) + laurone (540-09-0) + C11H23COC13H27 (22026-18-2) + heptacosan-14-one (542-50-7) + n-tetradecanoic acid (544-63-8)

Guidance literature:

With OleA from Xanthomonas campestris spv. campestris str. ATCC 33913; at 20 ℃; for 0.0833333h; pH=7.4; aq. buffer; Enzymatic reaction;

DOI:10.1074/jbc.M110.216127

upstream raw materials:

diethyl ether

methyl myristoate

tert-butylmagnesium chloride

n-tetradecanoic acid

Downstream raw materials:

3-tridecylhexadecanoic acid

heptacosanol-14

n-heptacosane

1-dodecene

Refernces

• 1、 Frias, Janice A.,Richman, Jack E.,Erickson, Jasmine S.,Wackett, Lawrence P.. "Purification and characterization of OleA from Xanthomonas campestris and demonstration of a non-decarboxylative claisen condensation reaction". experimental part. p. 10930 - 10938. Retrieved 2012/03/26.