5-Hydroxycyclooctanone

Base Information

• Chemical Name: 5-Hydroxycyclooctanone
• CAS No.: 61755-97-3
• Molecular Formula: C8H14O2
• Molecular Weight: 142.198
• Hs Code.: 2914400090
• European Community (EC) Number: 874-624-4
• NSC Number: 125566
• DSSTox Substance ID: DTXSID30298711
• Nikkaji Number: J569.754I
• Wikidata: Q82040708
• Mol file: 61755-97-3.mol

Synonyms:5-hydroxycyclooctanone;61755-97-3;5-hydroxycyclooctan-1-one;NSC125566;5-Hydroxy-cyclooctanone;SCHEMBL6320501;DTXSID30298711;AKOS006279628;NSC-125566;FT-0620480;EN300-256530;Z1198158812

Chemical Property of 5-Hydroxycyclooctanone

Chemical Property:

• Vapor Pressure: 0.00162mmHg at 25°C
• Melting Point: 99-100 °C
• Refractive Index: 1.482
• Boiling Point: 261.8 °C at 760 mmHg
• PKA: 14.98±0.20(Predicted)
• Flash Point: 108.6 °C
• PSA: 37.30000
• Density: 1.05 g/cm³
• LogP: 1.27060
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 142.099379685
• Heavy Atom Count: 10
• Complexity: 108

Purity/Quality:

99% ^*data from raw suppliers

5-HYDROXYCYCLOOCTANONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(CCCC(=O)C1)O

Technology Process of 5-Hydroxycyclooctanone

There total 2 articles about 5-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: 76.0%

cyclooctane-1,5-diol (55343-44-7) → 5-hydroxycyclooctanone (61755-97-3)

Guidance literature:

With pyridinium chlorochromate; In dichloromethane; at 20 ℃; for 4h;

DOI:10.1021/ja043002i

Reference yield:

→ 5-hydroxycyclooctanone (61755-97-3)

Guidance literature:

Cyclooctan, O2, Schwermetall-Katal., Co-Naphthenat, 120grad;

Reference yield:

5-hydroxycyclooctanone (61755-97-3) → (Z)-cyclooct-4-enol (4277-34-3)

Guidance literature:

Multi-step reaction with 5 steps

1: 86 percent / ethanol / 2 h / Heating

2: 86 percent / SeO₂ / dioxane; H₂O / Ambient temperature

3: 1) n-BuLi, 2) MeI / 1) THF, n-hexane, -60 deg C, 1h, 2) r.t., 30 min

4: 90 percent / py

5: 53 percent Chromat_. / 75percent aq. EtOH, Et₃N / 528 h / 75 °C / further reagent: 50percent aq. EtOH; var. times

With pyridine; n-butyllithium; selenium(IV) oxide; ethanol; triethylamine; methyl iodide; In 1,4-dioxane; ethanol; water;

upstream raw materials:

cyclooctane-1,5-diol

Downstream raw materials:

cyclooctane-1,5-diol

(Z)-cyclooct-4-enol

4-Cyclooctin-1-yl-(4-nitrobenzoat)

5-Benzyloxy-cyclooctanol-⁽¹⁾

Refernces

• 1、 Zheng, Tao,Narayan, Radha S.,Schomaker, Jennifer M.,Borhan, Babak. "One-pot regio- and stereoselective cyclization of 1,2,n-triols". . p. 6946 - 6947. Retrieved 2007/10/03.