4-Dodecanone

Base Information

• Chemical Name: 4-Dodecanone
• CAS No.: 6137-26-4
• Molecular Formula: C12H24 O
• Molecular Weight: 184.322
• Hs Code.: 2914190090
• European Community (EC) Number: 228-116-9
• NSC Number: 158519
• UNII: DC43HC978D
• DSSTox Substance ID: DTXSID40210287
• Nikkaji Number: J99.442A
• Wikidata: Q83084942
• Mol file: 6137-26-4.mol

Synonyms:4-Dodecanone;Dodecan-4-one;6137-26-4;Octyl propyl ketone;EINECS 228-116-9;NSC-158519;Propyl octyl ketone;MFCD00015300;NSC158519;n-Octyl n-propyl ketone;SCHEMBL918091;DC43HC978D;DTXSID40210287;AKOS009157791;NSC 158519;CS-0454161;FT-0618372

Chemical Property of 4-Dodecanone

Chemical Property:

• Vapor Pressure: 1.62E-08mmHg at 25°C
• Melting Point: 11.5°C
• Refractive Index: 1.4310
• Boiling Point: 65°C 0,25mm
• Flash Point: 65°C/0.25mm
• PSA: 17.07000
• Density: 0,83 g/cm3
• LogP: 4.10620
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 9
• Exact Mass: 184.182715385
• Heavy Atom Count: 13
• Complexity: 118

Purity/Quality:

98%min ^*data from raw suppliers

4-Dodecanone 99% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4-Dodecanone

There total 19 articles about 4-Dodecanone 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: 98.0%

4-dodecanol (10203-32-4) → dodecan-4-one (6137-26-4)

Guidance literature:

With sodium bromate; ruthenium trichloride; tetrabutylammomium bromide; In dichloromethane; water; at 25 ℃; for 0.5h;

DOI:10.1246/bcsj.59.105

Reference yield: 94.0%

(E/Z)-2-buten-1-ol (6117-91-5,542-72-3) + oct-1-ene (111-66-0,25068-25-1) → dodecan-4-one (6137-26-4)

Guidance literature:

With 2-Amino-4-methylpyridine; aniline; benzoic acid; RhCl(PPh₃)3; at 130 ℃; for 2h;

DOI:10.1021/jo025541g

Reference yield: 85.0%

(E)-2-dodecen-4-one (98441-95-3) → dodecan-4-one (6137-26-4)

Guidance literature:

With triethyl borane; triphenylstannane; In hexane; benzene; at 25 ℃; for 12h;

DOI:10.1246/bcsj.64.2585

upstream raw materials:

1-Iodooctane

4-dodecanol

1-iodo-propane

oct-1-ene

Downstream raw materials:

4-dodecanol

1-tridecene

12,13-tetracosanediol

Refernces

• 1、 Guin, Joyram,Paul, Subhasis. "A General Approach to Intermolecular Olefin Hydroacylation through Light-Induced HAT Initiation: An Efficient Synthesis of Long-Chain Aliphatic Ketones and Functionalized Fatty Acids". supporting information. p. 4412 - 4419. Retrieved 2021/02/05.
• 2、 Glinski,Gibka. "Catalytic ketonisation over oxide catalysts. Part IX. Single step synthesis of aliphatic saturated and unsaturated C11 - C 13 ketones from carboxylic acids". . p. 299 - 302. Retrieved 2007/10/03.