Cyclotridecanone

Base Information

• Chemical Name: Cyclotridecanone
• CAS No.: 832-10-0
• Molecular Formula: C13H24O
• Molecular Weight: 196.333
• Hs Code.: 2914299000
• European Community (EC) Number: 212-615-3
• DSSTox Substance ID: DTXSID90232212
• Nikkaji Number: J79.981E
• Wikidata: Q83113248
• Mol file: 832-10-0.mol

Synonyms:Cyclotridecanone;832-10-0;EINECS 212-615-3;cyclotridecan-1-one;cyclotridecanon;Cyclotridecane-1-one;SCHEMBL6067572;DTXSID90232212;AKOS015915686

Chemical Property of Cyclotridecanone

Chemical Property:

• Vapor Pressure: 0.00273mmHg at 25°C
• Melting Point: 30-31oC(lit.)
• Refractive Index: n20/D 1.479(lit.)
• Boiling Point: 146 °C11 mm Hg(lit.)
• Flash Point: >230 °F
• PSA: 17.07000
• Density: 0.927 g/mL at 25 °C(lit.)
• LogP: 4.25030
• XLogP3: 4.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 196.182715385
• Heavy Atom Count: 14
• Complexity: 135

Purity/Quality:

99% ^*data from raw suppliers

CYCLOTRIDECAN-1-ONE 95.00% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCCCCCC(=O)CCCCC1

Technology Process of Cyclotridecanone

There total 60 articles about Cyclotridecanone 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: 88.0%

cyclotridecanone oxime (72255-84-6) → cyclotridecanone (832-10-0)

Guidance literature:

With γ-picolinium chlorochromate; silica gel; In dichloromethane; at 20 ℃; for 7h;

Reference yield: 77.0%

cyclododecanone (830-13-7) + diazomethyl-trimethyl-silane (18107-18-1) → cyclotridecanone (832-10-0)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane;

DOI:10.1016/S0040-4039(99)01016-3

Reference yield: 73.0%

2-trimethylsilyloxy-2-vinylcyclododecanone → cyclotridecanone (832-10-0) + cyclotetradecane-1,4-dione (69703-96-4)

Guidance literature:

2-trimethylsilyloxy-2-vinylcyclododecanone; at 600 ℃; under 0.015001 - 0.030002 Torr;

With hydrogenchloride; In ethanol;

DOI:10.1021/ol048701e

upstream raw materials:

Tetradecandisaeuredinitril

diethyl tetradecanedioate

diazomethane

cycloundecanone

Downstream raw materials:

2-bromo-cyclotridecanone

cyclodecanone

cycloundecanone

methyl (1Z)-cycloundec-1-ene-1-carboxylate

Refernces

• 1、 Chapuis, Christian,Robvieux, Fabrice,Cantatore, Carole,Saint-Leger, Christine,Maggi, Laurent. "Exaltone (=Cyclopentadecanone) from Isomuscone (=Cyclohexadecanone), a one-C-atom ring-contraction methodology via a stereospecific favorskii rearrangement: Regioselective application to (-)-(R)-muscone". . p. 428 - 447. Retrieved 2012/05/07.
• 2、 Rueedi, Georg,Oberli, Matthias A.,Nagel, Matthias,Hansen, Hans-Jurgen. "Diradical-promoted (n + 2 - 1) ring expansion: An efficient reaction for the synthesis of macrocyclic ketones". . p. 3179 - 3181. Retrieved 2007/10/03.