16069-36-6 Usage
Description
Dicyclohexano-18-crown-6, also known as D18C6, is a cyclic polyether compound with a molecular structure that features six oxygen atoms connected by methylene bridges. It is a white solid with unique complexing properties, making it a versatile compound in various applications.
Uses
Used in Organic Synthesis:
Dicyclohexano-18-crown-6 is used as an anion activator and complexing agent for solubilizing alkali metal ions in non-polar solvents. This property makes it an important raw material and intermediate in the field of organic synthesis, where it aids in the formation of various complex organic molecules.
Used in Pharmaceuticals:
In the pharmaceutical industry, Dicyclohexano-18-crown-6 is utilized as a complexing agent to improve the solubility and stability of certain active pharmaceutical ingredients, particularly those containing alkali metal ions. This enhances the bioavailability and efficacy of the drugs.
Used in Agrochemicals:
Dicyclohexano-18-crown-6 is employed in the agrochemical industry as a complexing agent to enhance the solubility and effectiveness of various agrochemicals, such as pesticides and fertilizers. This improves their performance and reduces the amount needed for effective application.
Used in Dyestuffs:
In the dyestuff industry, Dicyclohexano-18-crown-6 is used as a complexing agent to improve the solubility and stability of dye molecules, particularly those containing alkali metal ions. This enhances the color intensity and fastness of the dyes, making them more suitable for various applications, such as textiles and plastics.
Safety Profile
Poison by ingestion,
skin contact, and intraperitoneal routes. An
experimental teratogen. An eye and skin
irritant. When heated to decomposition it
emits acrid smoke and fumes.
Purification Methods
Purify it by chromatography on neutral alumina and eluting with an ether/hexane mixture [see Izatt et al. Inorg Chem 14 3132 1975]. Dissolve it in ether at ca 40o, and spectroscopic grade MeCN is added to the solution, which is then chilled. The crown ether precipitates and is filtered off. It is dried in vacuo at room temperature [Wallace J Phys Chem 89 1357 1985]. [V.gtle ed. Top Corr Chem (Host Guest Complex Chemistry) 98 1981.] SKIN IRRITANT.
Check Digit Verification of cas no
The CAS Registry Mumber 16069-36-6 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,6,0,6 and 9 respectively; the second part has 2 digits, 3 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 16069-36:
(7*1)+(6*6)+(5*0)+(4*6)+(3*9)+(2*3)+(1*6)=106
106 % 10 = 6
So 16069-36-6 is a valid CAS Registry Number.
InChI:InChI=1/C20H36O6/c1-2-6-18-17(5-1)23-13-9-21-11-15-25-19-7-3-4-8-20(19)26-16-12-22-10-14-24-18/h17-20H,1-16H2/t17-,18+,19+,20-
16069-36-6Relevant articles and documents
NMR spectra of guest-host complexes of boron and silicon fluorides with crown ethers in nonaqueous solutions
Gel'mbol'dt,Selig,Ganin,Fonar',Ennan
, p. 150 - 151 (2001)
19F, 11B, and 29Si NMR spectroscopy was used to examine the behavior of the guest-host complexes (BF3·H2O) 2·18-crown-6·2H2O, (BF3·H2O)2·DCH-6B,
Conductance study of binding of some Rb+ and Cs+ ions by macrocyclic polyethers in acetonitrile solution
Shamsipur, Mojtaba,Saeidi, Mahboubeh
, p. 1187 - 1198 (2007/10/03)
A conductance study of the interaction between Rb+ and Cs+ ions and 18-crown-6 (18C6), dicyclohexyl-18-crown-6 (DC18C6), dibenzo-18-crown-6 (DB18C6), dibenzo-24-crown-8 (DB24C8), and dibenzo-30-crown-10 (DB30C10) in acetonitrile solution has been carried out at various temperatures. The formation constants of the resulting 1:1 complexes were determined from the molar conductance-mole ratio data and found to vary in the order DC18C6 > 18C6 > DB30C10 > DB18C6 ~ DB24C8 for Rb+ ion and DC18C6 > 18C6 > DB30C10 ~ DB24C8 > DB18C6 for Cs+ ion. The enthalpy and entropy of complexation were determined from the temperature dependence of the formation constants. The complexes with the 18-crowns are both enthalpy and entropy stabilized while, in the case of large crown ethers, the corresponding complexes are enthalpy stabilized but entropy destabilized.
SYNTHESIS OF CYCLOHEXANOCROWN ETHERS UNDER CONDITIONS OF PHASE-TRANSFER CATALYSIS
Kusov, S. Z.,Lubenets, E. G.,Kobrin, V. S.
, p. 1234 - 1236 (2007/10/02)
A method was described for production of individual diastereoisomers of cyclohexanocrown ethers from the cis and trans isomers of 1,2-bis(6-chloro-1,4-dioxahexyl)cyclohexane and glycols with phase transfer catalysis.