Cyclooctane-1,2-dione

Base Information

• Chemical Name: Cyclooctane-1,2-dione
• CAS No.: 3008-37-5
• Molecular Formula: C8H12O2
• Molecular Weight: 140.182
• Mol file: 3008-37-5.mol

Synonyms:1,2-cyclooctanedione;Cyclooctan-1,2-dion;1,2-dicyclooctanone;

Chemical Property of Cyclooctane-1,2-dione

Chemical Property:

• Boiling Point: 58-60 °C(Press: 1 Torr)
• PSA: 34.14000
• Density: 1.038±0.06 g/cm3(Predicted)
• LogP: 1.47880

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Cyclooctane-1,2-dione

There total 12 articles about Cyclooctane-1,2-dione 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: 95.0%

(1R,2S)-Cyclooctane-1,2-diol (27607-33-6) → cyclooctane-1,2-dione (3008-37-5) + 4-(diethylamino)-1,1,1-trifluorobut-3-en-2-one (21045-62-5)

Guidance literature:

With dimethyl sulfoxide; trifluoroacetic anhydride; In dichloromethane; at -60 ℃; for 1.5h;

DOI:10.1021/jo00231a005

Reference yield: 70.0%

1,2-cyclooctanediol (4277-32-1) → 1,8-octanedial (638-54-0) + cyclooctane-1,2-dione (3008-37-5)

Guidance literature:

With oxygen; [(n-Bu)4N]3H₂[IMo₆O₂₄]; In acetonitrile; at 80 ℃; for 5h; under 1520.1 Torr;

DOI:10.1002/1615-4169(200210)344:9<1017::AID-ADSC1017>3.0.CO;2-X

Reference yield: 65.0%

Cyclooctan (292-64-8) → cycloactanone (502-49-8) + cyclooctane-1,2-dione (3008-37-5) + 1,2-cyclooctanediol (4277-32-1)

Guidance literature:

With iron(III) chloride; thymidyl acetic acid; dihydrogen peroxide; In water; acetonitrile; at 60 ℃; for 10h;

DOI:10.1039/c5cc07597a

upstream raw materials:

(1R,2S)-Cyclooctane-1,2-diol

trans-1,2-cyclooctanediol

1,2-cyclooctanediol

formic acid

Downstream raw materials:

diethyl suberate

dimethyl subarate

3-(toluene-4-sulfonyl)-4,5,6,7,8,9-hexahydro-3H-cycloocta[1,2,3]oxathiazole 2-oxide

octane-1,8-dioic acid

Refernces

• 1、 Sharbatdaran, Masoomeh,Farzaneh, Faezeh,Larijani, Majid Mojtahedzadeh,Salimi, Alireza,Ghiasi, Mina,Ghandi, Mehdi. "Synthesis, characterization, DFT studies, and immobilization of cobalt(II) complex with N,N′,N″-tris(2-pyrimidinyl)dimethylentriamine on modified iron oxide as oxidation catalyst". . p. 264 - 275. Retrieved 2016/06/09.
• 2、 Antonova,Il'in,Kunitskii,Artem'eva,Chabutkina. "The Mechanism of Product Formation in the Oxidation of 1,2-Cyclooctanediol to Suberic Acid". . p. 419 - 423. Retrieved 2007/10/03.