3-Tetradecanone

Base Information

• Chemical Name: 3-Tetradecanone
• CAS No.: 629-23-2
• Molecular Formula: C14H28 O
• Molecular Weight: 212.376
• European Community (EC) Number: 211-081-9
• NSC Number: 158516
• UNII: 8A6HE775UW
• DSSTox Substance ID: DTXSID30212073
• Nikkaji Number: J47.240I
• Wikidata: Q63398254
• Metabolomics Workbench ID: 5549
• Mol file: 629-23-2.mol

Synonyms:3-Tetradecanone;Tetradecan-3-one;629-23-2;8A6HE775UW;EINECS 211-081-9;NSC-158516;AI3-04251;NSC158516;Ethyl Undecyl Ketone;UNII-8A6HE775UW;SCHEMBL2126644;DTXSID30212073;LMFA12000178;MFCD00026563;AKOS009159188;NSC 158516;CS-0326797;T1760;T72737;Q63398254

Chemical Property of 3-Tetradecanone

Chemical Property:

• Vapor Pressure: 0.00528mmHg at 25°C
• Melting Point: 34 °C
• Refractive Index: 1.4392 (estimate)
• Boiling Point: 152 °C / 16mmHg
• Flash Point: 66oC
• PSA: 17.07000
• Density: 0.827g/cm3
• LogP: 4.88640
• XLogP3: 5.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 11
• Exact Mass: 212.214015512
• Heavy Atom Count: 15
• Complexity: 140

Purity/Quality:

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

3-Tetradecanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Aliphatic Ketones, Other
• Canonical SMILES: CCCCCCCCCCCC(=O)CC

Technology Process of 3-Tetradecanone

There total 31 articles about 3-Tetradecanone 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: 91.0%

(+/-)-1-Tetradecen-3-ol (17642-48-7) → tetradecan-3-one (629-23-2)

Guidance literature:

With chloro(cyclopentadienyl)bis(triphenylphosphinyl) ruthenium(II); triethylammonium hexafluorophosphate; In 1,4-dioxane; for 2.5h; Heating;

DOI:10.1016/0040-4039(91)80681-U

Reference yield: 89.0%

3-tetradecanol (1653-32-3,4476-77-1) → tetradecan-3-one (629-23-2)

Guidance literature:

With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; copper(II) nitrate trihydrate; oxygen; In 1,2-dichloro-ethane; at 25 ℃; for 48h;

Reference yield: 81.0%

C26H37NO (63252-22-2) + ethylmagnesium bromide (925-90-6) → tetradecan-3-one (629-23-2)

Guidance literature:

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

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

DOI:10.1016/j.tet.2015.04.074

upstream raw materials:

2-methyl-3-oxo-tetradecanoic acid ethyl ester

lauric acid

propionic acid

ethylmagnesium iodide

Downstream raw materials:

3-tetradecanol

Refernces

• 1、 Zheng, Da-Ming,Wang, Rui-Qiang,Du, Yu,Hou, Guang-Feng,Wu, Li-Xin,Bi, Li-Hua. "A new organo-ruthenium substituted tungstotellurate: Synthesis, structural characterization and catalytic properties". . p. 8829 - 8836. Retrieved 2016/10/11.
• 2、 Katritzky, Alan R.,Lang, Hengyuan,Wang, Zuoquan,Lie, Zhu. "Convenient Synthesis of Functionalized Dialkyl Ketones and Alkanoylsilanes: 1-(Benzotriazol-1-yl)-1-phenoxyalkanes as Alkanoyl Anion Equivalents". . p. 7551 - 7557. Retrieved 2007/10/03.