1,4,7,10-Tetraoxacyclododecane

Base Information

• Chemical Name: 1,4,7,10-Tetraoxacyclododecane
• CAS No.: 294-93-9
• Deprecated CAS: 168081-54-7,64491-37-8,64491-37-8
• Molecular Formula: C8H16O4
• Molecular Weight: 176.213
• Hs Code.: 29329995
• European Community (EC) Number: 206-036-5
• UNII: K6069P2C2A
• DSSTox Substance ID: DTXSID6059780
• Nikkaji Number: J66.351D
• Wikipedia: 12-Crown-4
• Wikidata: Q4261972
• Metabolomics Workbench ID: 54555
• ChEMBL ID: CHEMBL4566196
• Mol file: 294-93-9.mol

Synonyms:12-crown-4

Chemical Property of 1,4,7,10-Tetraoxacyclododecane

Chemical Property:

• Appearance/Colour: clear colorless to slightly yellow liquid
• Vapor Pressure: 0.0269mmHg at 25°C
• Melting Point: 16 °C(lit.)
• Refractive Index: n20/D 1.463(lit.)
• Boiling Point: 254.874 °C at 760 mmHg
• Flash Point: 120.063 °C
• PSA: 36.92000
• Density: 0.995 g/cm³
• LogP: 0.06640
• Storage Temp.: 2-8°C
• Sensitive.: Air Sensitive
• Water Solubility.: MISCIBLE
• XLogP3: 0
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 176.10485899
• Heavy Atom Count: 12
• Complexity: 65.1

Purity/Quality:

99% ^*data from raw suppliers

12-Crown-4 ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T+,Xn,Xi
• Hazard Codes: T+,Xn,Xi
• Statements: 26-36/37/38-20/21/22
• Safety Statements: 28-36/37-45-36-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1COCCOCCOCCO1
• Uses: An aprotic "solvent" for alkali metals, the sodium solution is a strong reducing agent It serves as an aprotic "solvent" for alkali metals, the sodium solution is a strong reducing agent. 12-Crown-4 can be used as: A promoter in the synthesis of poly(diethylsiloxane) (PDES) from monomer hexaethylcyclotrisiloxane using NaOH as a catalyst via anionic ring-opening polymerization. As an additive in the preparation of triarylmethane derivatives by palladium-catalyzed cross coupling reaction of aryl bromides with diarylmethane derivatives. A phase transfer catalyst in organic synthesis.

Technology Process of 1,4,7,10-Tetraoxacyclododecane

There total 25 articles about 1,4,7,10-Tetraoxacyclododecane 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: 97.2%

C6H4NO5S(1-)*C8H16LiO4(1+) → (1,4,7,10-tetraoxacyclododecane) (294-93-9,64491-37-8)

Guidance literature:

With activated 001×7 resin; In ethanol; at 20 ℃; for 3h; Temperature; Reagent/catalyst; Solvent; Large scale;

Reference yield: 97.1%

(Z)-1,4,7,10-tetraoxacyclododecane-8-ene → (1,4,7,10-tetraoxacyclododecane) (294-93-9,64491-37-8)

Guidance literature:

With 5%-palladium/activated carbon; In 2-methyltetrahydrofuran; cyclohexene; at 50 ℃; for 5h; Temperature; Solvent; Reagent/catalyst; Large scale;

Reference yield: 97.0%

C6H3N2O7S(1-)*C8H16LiO4(1+) → (1,4,7,10-tetraoxacyclododecane) (294-93-9,64491-37-8)

Guidance literature:

With Dowex 50-X₈ resin; In methanol; at 20 ℃; for 3h; Solvent; Temperature; Large scale;

upstream raw materials:

Tetraethylene glycol

3-oxa-1,5-dichloropentane

diethylene glycol

ethylene glycol

Downstream raw materials:

C₁₉H₁₅Li*2C₈H₁₆O₄*C₄H₈O

dimethylsilyl diisocyanate

{({12}crown-4)lithium} {acetyldicarbonyl(η5-(1-phenylborole))ferrate}

Refernces

• 1、 -. "12-crown ether-4 lithium salt complex as well as preparation method and application thereof". Paragraph 0030; 0032-0034. . Retrieved 2021/08/14.
• 2、 Duan, Lili,Schnakenburg, Gregor,Daniels, Joerg,Streubel, Rainer. "P-OR functional phosphanido and/or Li/OR phosphinidenoid complexes?". . p. 3490 - 3499. Retrieved 2012/09/08.