Cyclooctane-1,2,5,6-tetrol

Base Information

• Chemical Name: Cyclooctane-1,2,5,6-tetrol
• CAS No.: 36653-42-6
• Molecular Formula: C8H16 O4
• Molecular Weight: 176.213
• Hs Code.: 2906199090
• European Community (EC) Number: 253-148-5
• DSSTox Substance ID: DTXSID10957910
• Nikkaji Number: J332.332C
• Mol file: 36653-42-6.mol

Synonyms:Cyclooctane-1,2,5,6-tetrol;36653-42-6;EINECS 253-148-5;1,2,5,6-Cyclooctanetetrol;SCHEMBL10828133;DTXSID10957910

Chemical Property of Cyclooctane-1,2,5,6-tetrol

Chemical Property:

• Vapor Pressure: 1.93E-05mmHg at 25°C
• Boiling Point: 324.3°Cat760mmHg
• Flash Point: 159.7°C
• PSA: 80.92000
• Density: 1.356g/cm³
• LogP: -0.99600
• XLogP3: -1
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 176.10485899
• Heavy Atom Count: 12
• Complexity: 107

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(C(CCC(C1O)O)O)O

Technology Process of Cyclooctane-1,2,5,6-tetrol

There total 4 articles about Cyclooctane-1,2,5,6-tetrol 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: 86.0%

(3aR,5aR,8aS,10aS)-2,7-Diphenyl-octahydro-1,3,6,8-tetraoxa-2,7-dibora-dicyclopenta[a,e]cyclooctene (122407-17-4) → (1R*,2S*,5S*,6R*)-cyclooctane-1,2,5,6-tetrol (36653-42-6)

Guidance literature:

With dihydrogen peroxide; In ethyl acetate; acetone; for 4h; Ambient temperature;

DOI:10.1021/jo980850l

Reference yield:

1,5-cis,cis-cyclooctadiene (1552-12-1,111-78-4) → (1R*,2S*,5S*,6R*)-cyclooctane-1,2,5,6-tetrol (36653-42-6) + (1R*,2S*,5R*,6S*)-cyclooctane-1,2,5,6-tetrol (215180-60-2)

Guidance literature:

With osmium(VIII) oxide; In dichloromethane; at 20 ℃; for 12h; Title compound not separated from byproducts;

DOI:10.1081/SCC-100104460

Reference yield:

1,5-cis,cis-cyclooctadiene (1552-12-1,111-78-4) → (1R*,2S*,5S*,6R*)-cyclooctane-1,2,5,6-tetrol (36653-42-6)

Guidance literature:

With potassium permanganate; potassium carbonate; In ethanol;

DOI:10.1016/0040-4020(72)88010-4

upstream raw materials:

1,5-cis,cis-cyclooctadiene

(1R*,2S*)-cyclooct-5-ene-1,2-diol

(3aR,5aR,8aS,10aS)-2,7-Diphenyl-octahydro-1,3,6,8-tetraoxa-2,7-dibora-dicyclopenta[a,e]cyclooctene

Refernces

• 1、 Gypser, Andreas,Michel, Dominique,Nirschl, David S.,Barry Sharpless. "Dihydroxylation of polyenes using Narasaka's modification of the upjohn procedure". . p. 7322 - 7327. Retrieved 2007/10/03.