5-Hexadecanone

Base Information

• Chemical Name: 5-Hexadecanone
• CAS No.: 41903-81-5
• Molecular Formula: C16H32 O
• Molecular Weight: 240.429
• Hs Code.: 2914190090
• European Community (EC) Number: 255-583-6
• NSC Number: 158531
• DSSTox Substance ID: DTXSID40194674
• Nikkaji Number: J278.290A
• Wikidata: Q83067473
• ChEMBL ID: CHEMBL3273571
• Mol file: 41903-81-5.mol

Synonyms:5-Hexadecanone;Hexadecan-5-one;41903-81-5;n-Butyl n-undecyl ketone;EINECS 255-583-6;NSC158531;5-Hexadecanone, AldrichCPR;SCHEMBL3397128;CHEMBL3273571;DTXSID40194674;MFCD00051550;NSC 158531;NSC-158531;CS-0452403

Chemical Property of 5-Hexadecanone

Chemical Property:

• Vapor Pressure: 0.000708mmHg at 25°C
• Melting Point: 36-37°C
• Refractive Index: 1.4440 (estimate)
• Boiling Point: 307.8°Cat760mmHg
• Flash Point: 83.6°C
• PSA: 17.07000
• Density: 0.829g/cm³
• LogP: 5.66660
• XLogP3: 6.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 13
• Exact Mass: 240.245315640
• Heavy Atom Count: 17
• Complexity: 163

Purity/Quality:

99% ^*data from raw suppliers

5-HEXADECANONE 95.00% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCC(=O)CCCC

Technology Process of 5-Hexadecanone

There total 25 articles about 5-Hexadecanone 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: 89.0%

n-butyl magnesium bromide (693-03-8) + C26H37NO (63252-22-2) → hexadecan-5-one (41903-81-5) + dibenzylamine (103-49-1)

Guidance literature:

C₂₆H₃₇NO; With 2,6-di-tert-butyl-4-methylpyridine; trifluoromethylsulfonic anhydride; In dichloromethane; at -78 - 0 ℃; for 2h; Inert atmosphere;

n-butyl magnesium bromide; In diethyl ether; dichloromethane; at -78 ℃; for 2h; chemoselective reaction; Inert atmosphere;

DOI:10.1016/j.tet.2015.04.074

Reference yield: 85.0%

undecylmagnesium bromide (117286-10-9) + N,N-dibenzylpentanamide → hexadecan-5-one (41903-81-5)

Guidance literature:

N,N-dibenzylpentanamide; With 2,6-di-tert-butyl-4-methylpyridine; trifluoromethylsulfonic anhydride; In dichloromethane; at -78 - 0 ℃; for 2h; Inert atmosphere;

undecylmagnesium bromide; In diethyl ether; dichloromethane; at -78 ℃; for 2h; chemoselective reaction; Inert atmosphere;

DOI:10.1016/j.tet.2015.04.074

Reference yield: 80.0%

n-butyl magnesium bromide (693-03-8) + N-methyl-lauranilide (78398-29-5) → hexadecan-5-one (41903-81-5)

Guidance literature:

N-methyl-lauranilide; With 2,6-di-tert-butyl-4-methylpyridine; trifluoromethylsulfonic anhydride; In dichloromethane; at -78 - 0 ℃; for 2h; Inert atmosphere;

n-butyl magnesium bromide; In diethyl ether; dichloromethane; at -78 ℃; for 2h; chemoselective reaction; Inert atmosphere;

DOI:10.1016/j.tet.2015.04.074

upstream raw materials:

1-iodo-butane

5-butyl-hexadec-4-ene

n-butyl magnesium bromide

undecyl cyanide

Downstream raw materials:

11-butyldocosane

Refernces

• 1、 Huang, Pei-Qiang,Wang, Yu,Xiao, Kai-Jiong,Huang, Ying-Hong. "A general method for the direct transformation of common tertiary amides into ketones and amines by addition of Grignard reagents". . p. 4248 - 4254. Retrieved 2015/06/02.
• 2、 Wang, Bin,Xu, Ling-Xiao,Meng, Rui-Qi,Suo, Lin,Li, Bao,Wu, Li-Xin,Bi, Li-Hua. "A new vanadium(IV)-bridged polyoxotungstate containing mixed valence-antimony(III,V)". . p. 274 - 278. Retrieved 2013/10/22.