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:

brassylic acid

cyclotridecanol

cyclotetradecanone

2-Methylcyclotetradecanon

Refernces

Application of ring expansions for the preparation of rac muscone and exaltone

10.1002/hlca.19750580821

The research focuses on the synthesis of complex organic compounds, specifically the preparation of rac-Muscone and Exaltone using ring expansions. Key chemicals involved include 1-morpholino-cyclododec-1-ene (7) and 1-morpholino-cyclotridec-1-en (15), which were reacted with ketene to form 4,6-Undecamethylene-2-pyron (8) and 4,6-Dodecamethylene-2-pyron (16), respectively. These compounds were then subjected to saponification and decarboxylation processes to produce mixtures of 3-methyl-cycloalkenones, which were subsequently hydrogenated to yield the desired products. The study also explores the application of the keton homologation method of Mock & Hartman, using diazoacetic ester and triethyl oxonium fluoroborate to synthesize higher homologs of cyclododecanone (1), resulting in cyclotridecanone (4) and cyclopentadecanone (5). Additionally, the research investigates the radical anion of 2,7-diazapyrene and its protonated forms, examining the changes in coupling constants and orbital sequences upon protonation.