2-Tridecanone

Base Information

• Chemical Name: 2-Tridecanone
• CAS No.: 593-08-8
• Molecular Formula: C13H26O
• Molecular Weight: 198.349
• Hs Code.: 29141900
• European Community (EC) Number: 209-784-0
• NSC Number: 14763
• UNII: 5Q35VHX26K
• DSSTox Substance ID: DTXSID4022070
• Nikkaji Number: J94.924H
• Wikidata: Q27147536
• Metabolomics Workbench ID: 5464
• ChEMBL ID: CHEMBL480097
• Mol file: 593-08-8.mol

Synonyms:2-tridecanone

Chemical Property of 2-Tridecanone

Chemical Property:

• Appearance/Colour: white to slightly yellow crystalline solid
• Melting Point: 24-27 °C(lit.)
• Refractive Index: n20/D 1.435(lit.)
• Boiling Point: 263.839 °C at 760 mmHg
• Flash Point: 83.293 °C
• PSA: 17.07000
• Density: 0.826 g/cm³
• LogP: 4.49630
• Storage Temp.: Store below +30°C.
• XLogP3: 5.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 10
• Exact Mass: 198.198365449
• Heavy Atom Count: 14
• Complexity: 129

Purity/Quality:

99% ^*data from raw suppliers

2-Tridecanone >95.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): N
• Hazard Codes: N
• Statements: 50
• Safety Statements: 23-24/25-61

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Other Organic Compounds
• Canonical SMILES: CCCCCCCCCCCC(=O)C
• Uses: 2-Tridecanone was used to study the impact of soil amendments in onion bulbs.

Technology Process of 2-Tridecanone

There total 74 articles about 2-Tridecanone 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%

tridecan-2-ol (59812-98-5,101186-18-9,112711-14-5,1653-31-2) → tridecan-2-one (593-08-8)

Guidance literature:

With Iron(III) nitrate nonahydrate; 2,2,6,6-tetramethyl-piperidine-N-oxyl; oxygen; sodium chloride; In 1,2-dichloro-ethane; at 25 ℃; for 21h; under 760.051 Torr;

DOI:10.1002/adsc.201100033

Reference yield: 98.0%

lauric acid (143-07-7) + 4CH3(1-)*Zn(2+)*Li(1+) → tridecan-2-one (593-08-8)

Guidance literature:

In tetrahydrofuran; diethyl ether; hexane; at 20 ℃; for 37h; Solvent; Reagent/catalyst; Time; chemoselective reaction; Schlenk technique; Inert atmosphere;

DOI:10.1002/asia.201500308

Reference yield: 97.0%

(Z)-2-(methylseleno)-2-tridecene (70875-28-4) → tridecan-2-one (593-08-8)

Guidance literature:

With perchloric acid; In 1,4-dioxane; water; at 30 ℃; for 24h;

DOI:10.1021/ja00394a024

upstream raw materials:

lauric acid

methyllithium

n-dodecanoyl chloride

sodium ethyl acetylacetate enolate

Downstream raw materials:

tridecan-2-one-(2,4-dinitro-phenylhydrazone)

N,N'-bis-(1-methyl-dodecyl)-p-phenylenediamine

3-methyl-tetradec-1-en-3-ol

Buttersaeure-2-tridecanester

Refernces

• 1、 Seebach,D. et al.. "-". . p. 3509 - 3512. Retrieved 1973.
• 2、 Yao, Yunxin,Zhao, Guangkuan,Hamze, Abdallah,Alami, Mouad,Provot, Olivier. "Mild Deprotection of Dithioacetals by TMSCl/NaI Association in CH3CN". . p. 5775 - 5779. Retrieved 2020/08/17.
• 3、 Kariofillis, Stavros K.,Shields, Benjamin J.,Tekle-Smith, Makeda A.,Zacuto, Michael J.,Doyle, Abigail G.. "Nickel/Photoredox-Catalyzed Methylation of (Hetero)aryl Chlorides Using Trimethyl Orthoformate as a Methyl Radical Source". supporting information. p. 7683 - 7689. Retrieved 2020/04/22.