8-Hexadecanone

Base Information

• Chemical Name: 8-Hexadecanone
• CAS No.: 18277-02-6
• Molecular Formula: C16H32O
• Molecular Weight: 240.429
• DSSTox Substance ID: DTXSID70473186
• Nikkaji Number: J2.510.266E
• Wikidata: Q82302392
• ChEMBL ID: CHEMBL3273574
• Mol file: 18277-02-6.mol

Synonyms:8-hexadecanone;Hexadecan-8-one;18277-02-6;SCHEMBL6535820;CHEMBL3273574;DTXSID70473186

Chemical Property of 8-Hexadecanone

Chemical Property:

• 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:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCC(=O)CCCCCCC

Technology Process of 8-Hexadecanone

There total 26 articles about 8-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: 99.0%

Methanesulfonic acid 1-heptyl-2-oxo-nonyl ester → heptyl octyl ketone (18277-02-6)

Guidance literature:

With 2; In dichloromethane; for 1h; Ambient temperature;

DOI:10.1246/cl.1992.1895

Reference yield: 87.0%

8-hexadecanol (19781-83-0) → heptyl octyl ketone (18277-02-6)

Guidance literature:

With jones reagent; In acetone; at 5 ℃; for 2.5h;

DOI:10.1016/S0040-4020(01)87982-5

Reference yield: 85.0%

Octanal (124-13-0) + ((CH3)3C6H2)2BCHLiC7H15 (103687-22-5) → heptyl octyl ketone (18277-02-6) + hexadec-8-ene (18899-20-2)

Guidance literature:

With chloro-trimethyl-silane; In tetrahydrofuran; Product distribution; Mechanism; -78 deg C, 3 h, then room t., 16 h; reactions of sev. aldehydes in presence of var. reagents (Lewis acids, TFAA, NCS, MeI, I₂) under var. conditions;

DOI:10.1016/S0040-4020(01)87982-5

upstream raw materials:

1-Iodoheptane

1-Iodooctane

n-octyne

trioctylborane

Downstream raw materials:

8-hexadecanol

Refernces

• 1、 Kulkarni, Surendra U.,Lee, Hsiupu D.,Brown, Herbert C.. "A Regioselective Synthesis of Ketones from Alkene and Haloalkyne Precursors via Thexylchloroborane". . p. 193 - 195. Retrieved 1982.
• 2、 Górski, Bartosz,Basiak, Dariusz,Grzesiński, ?ukasz,Barbasiewicz, Micha?. "Stereodivergent synthesis of alkenes by controllable syn-/anti-fragmentation of β-hydroxysulfonyl intermediates". . p. 7660 - 7663. Retrieved 2019/08/30.
• 3、 -. "IONIZABLE CATIONIC LIPID FOR RNA DELIVERY". Paragraph 0230; 0231; 0232. . Retrieved 2018/07/05.