2-Hydroxycyclooctanone

Base Information

• Chemical Name: 2-Hydroxycyclooctanone
• CAS No.: 496-82-2
• Molecular Formula: C₈H₁₄O₂
• Molecular Weight: 142.198
• DSSTox Substance ID: DTXSID90337892
• Nikkaji Number: J438.007J
• Mol file: 496-82-2.mol

Synonyms:2-Hydroxycyclooctanone;496-82-2;2-hydroxycyclooctan-1-one;Cyclooctanol-2-one;2-Hydroxycyclooctanone #;2-hydroxy-cyclooctan-1-one;SCHEMBL6311147;DTXSID90337892;EN300-1085204

Chemical Property of 2-Hydroxycyclooctanone

Chemical Property:

• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 142.099379685
• Heavy Atom Count: 10
• Complexity: 120

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCCC(=O)C(CC1)O

Technology Process of 2-Hydroxycyclooctanone

There total 22 articles about 2-Hydroxycyclooctanone 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: 60.0%

cis-Cyclooctene (931-88-4,931-87-3,25267-51-0) → (1R,2S)-Cyclooctane-1,2-diol (27607-33-6) + 2-hydroxycylooctanone (496-82-2) + cis-1,2-epoxycyclooctane (4925-71-7)

Guidance literature:

With 2-Picolinic acid; manganese(II) perchlorate hexahydrate; dihydrogen peroxide; sodium acetate; In water; acetone; at 0 - 20 ℃;

DOI:10.1039/c0ob00102c

Reference yield: 46.0%

1,2-cyclooctene (931-88-4,22770-27-0,3958-30-3,25267-51-0) → Cyclooctene oxide (286-62-4) + 2-hydroxycylooctanone (496-82-2) + 2-cycloocten-1-one (1728-25-2)

Guidance literature:

With oxygen; In acetonitrile; at 25 ℃; for 24h; Sealed tube; Irradiation; Green chemistry;

DOI:10.1039/d0cy02352c

Reference yield: 14.0%

(E)-1-trimethylsilyloxy-1-cyclooctene (50338-42-6) → cycloactanone (502-49-8) + 2-hydroxycylooctanone (496-82-2)

Guidance literature:

With tris(cetylpyridinium) 12-tungstophosphate; dihydrogen peroxide; In dichloromethane; for 6h; Heating;

DOI:10.1021/jo970440h

upstream raw materials:

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

(E)-1-trimethylsilyloxy-1-cyclooctene

1,2-cyclooctanediol

cis-Cyclooctene

Downstream raw materials:

1,2-cyclooctanedione bis(phenylhydrazone)

diethyl suberate

2-(benzyloxy)cyclooctanone

dimethyl subarate

Refernces

• 1、 Adam, Mohamed Shaker S.,Hafez, Aly M.,Khalaf, Mai M.. "Rare earth Ce- and Nd-doped spinel nickel ferrites as effective heterogeneous catalysts in the (ep)oxidation of alkenes". . p. 3237 - 3250. Retrieved 2020/07/09.
• 2、 Zhang, Yalin,Hu, Lulu,Zhao, Shunyan,Liu, Naiyun,Bai, Liang,Liu, Juan,Huang, Hui,Liu, Yang,Kang, Zhenhui. "Ag3PW12O40/C3N4 nanocomposites as an efficient photocatalyst for hydrocarbon selective oxidation". . p. 60394 - 60399. Retrieved 2016/07/07.