3-Dodecanone

Base Information

• Chemical Name: 3-Dodecanone
• CAS No.: 1534-27-6
• Molecular Formula: C12H24O
• Molecular Weight: 184.322
• Hs Code.: 2914190090
• European Community (EC) Number: 216-254-2
• NSC Number: 158522
• DSSTox Substance ID: DTXSID00165320
• Nikkaji Number: J125.023J
• Wikidata: Q63398583
• Metabolomics Workbench ID: 5536
• Mol file: 1534-27-6.mol

Synonyms:3-DODECANONE;Dodecan-3-one;1534-27-6;Ethyl nonyl ketone;EINECS 216-254-2;Dodecanone-(3);NSC158522;3-Dodecanone, AldrichCPR;SCHEMBL811181;DTXSID00165320;BAA53427;LMFA12000164;MFCD00015304;AKOS009158629;NSC 158522;NSC-158522;FT-0615615;Q63398583

Chemical Property of 3-Dodecanone

Chemical Property:

• Vapor Pressure: 0.0315mmHg at 25°C
• Melting Point: 19.43°C
• Refractive Index: 1.428
• Boiling Point: 243.8 °C at 760 mmHg
• Flash Point: 76.6 °C
• PSA: 17.07000
• Density: 0.823g/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:

99%, ^*data from raw suppliers

3-DODECANONE AldrichCPR ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Safety Statements: S24/25:Avoid contact with skin and eyes.

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3-Dodecanone

There total 31 articles about 3-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: 71.0%

ethyl 2-(diphenylmethylsilyl)decanoate (89638-16-4) + ethyl iodide (75-03-6) → 3-dodecanone (1534-27-6) + 3-Ethyldodec-3-ene (68066-08-0)

Guidance literature:

With potassium tert-butylate; magnesium; Yield given. Multistep reaction;

DOI:10.1021/jo00196a033

Reference yield: 69.0%

dodecan-3-ol (10203-30-2) → 3-dodecanone (1534-27-6)

Guidance literature:

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; dimethylsulfide; oxygen; copper(I) bromide dimethylsulfide complex; 6,6'-bis(C₈F₁₇(CH₂)4)-2,2'-bipyridine; In chlorobenzene; at 90 ℃;

DOI:10.1016/S0040-4020(02)00250-8

Reference yield: 69.0%

dodecan-3-ol (10203-30-2) + methyllithium (917-54-4) → 3-dodecanone (1534-27-6)

Guidance literature:

With oxygen; 2,2,6,6-tetramethyl-piperidine-N-oxyl; copper(I) bromide dimethylsulfide complex; bis(3-(perfluorooctyl)butyl)-2,2'-bipyridine; In chlorobenzene; at 90 ℃; for 3h;

DOI:10.1016/S0040-4039(00)00620-1

upstream raw materials:

1-iodononane

1-hydroxydodecan-3-one

propionyl chloride

n-decanoyl chloride

Downstream raw materials:

dodecan-3-ol

3-methyldodecane

Refernces

• 1、 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.
• 2、 Betzemeier, Bodo,Cavazzini, Marco,Quici, Silvio,Knochel, Paul. "Copper-catalyzed aerobic oxidation of alcohols under fluorous biphasic conditions". . p. 4343 - 4346. Retrieved 2007/10/03.