Dodecahydro-1,4,7,10-benzotetraoxacyclododecine

Base Information

• Chemical Name: Dodecahydro-1,4,7,10-benzotetraoxacyclododecine
• CAS No.: 17454-42-1
• Molecular Formula: C12H22O4
• Molecular Weight: 230.3007
• DSSTox Substance ID: DTXSID50938526
• Wikidata: Q82914852
• Mol file: 17454-42-1.mol

Synonyms:DTXSID50938526;Dodecahydro-1,4,7,10-benzotetraoxacyclododecine

Chemical Property of Dodecahydro-1,4,7,10-benzotetraoxacyclododecine

Chemical Property:

• Vapor Pressure: 0.000128mmHg at 25°C
• Refractive Index: 1.4815 (estimate)
• Boiling Point: 344.8°Cat760mmHg
• Flash Point: 129°C
• PSA: 36.92000
• Density: 1.005g/cm³
• LogP: 1.37760
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 230.15180918
• Heavy Atom Count: 16
• Complexity: 166

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC2C(C1)OCCOCCOCCO2
• Isomeric SMILES: C1CC[C@H]2[C@H](C1)OCCOCCOCCO2

Technology Process of Dodecahydro-1,4,7,10-benzotetraoxacyclododecine

There total 5 articles about Dodecahydro-1,4,7,10-benzotetraoxacyclododecine 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%

benzo-12-crown-4 (14174-08-4) → (4aR,14aS)-Dodecahydro-5,8,11,14-tetraoxa-benzocyclododecene (17454-42-1,125279-92-7,125356-38-9)

Guidance literature:

With hydrogen; (PAA)6RhCl; In water; isopropyl alcohol; under 760 Torr;

Reference yield: 30.0%

1,2-cyclohexano-3,6,9-trioxaundecane-1,11-diol (74262-29-6) → Cyclohexano-12-crown-4 (17454-42-1,125279-92-7,125356-38-9)

Guidance literature:

With sodium hydroxide; p-toluenesulfonyl chloride; In 1,4-dioxane; at 60 ℃; for 20h;

DOI:10.1021/jo01314a030

Reference yield:

cyclohexane-1,2-epoxide (286-20-4) → Cyclohexano-12-crown-4 (17454-42-1,125279-92-7,125356-38-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) NaH (oil-suspended) / 1.) dioxane, 20 deg C, 2.) 24 h, reflux

2: 30 percent / NaOH, p-toluenesulfonyl chloride / dioxane / 20 h / 60 °C

With sodium hydroxide; sodium hydride; p-toluenesulfonyl chloride; In 1,4-dioxane;

DOI:10.1021/jo01314a030

upstream raw materials:

1,2-cyclohexano-3,6,9-trioxaundecane-1,11-diol

cyclohexane-1,2-epoxide

2,2'-[1,2-ethanediylbis(oxy)]bisethanol

benzo-12-crown-4

Refernces

• 1、 Ikeda, Isao,Yamamura, Shingo,Nakatsuji, Yohji,Okahara, Mitsuo. "Synthesis of Substituted Crown Ethers from Oligoethylene Glycols". . p. 5355 - 5358. Retrieved 2007/10/02.