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| | 4',4''(5'')-Di-tert-butyldibenzo-18-crown-6 Basic information |
| Product Name: | 4',4''(5'')-Di-tert-butyldibenzo-18-crown-6 | | Synonyms: | 4',4''(5'')-DI-TERT-BUTYLDIBENZO-18-CROWN-6;AR,AR'-DI-TERT-BUTYLDIBENZO-18-CROWN-6;14)-bis(1,1-dimethylethyl)-ro-13(or2;4',4''(5'')-di-tert-butyldibenzo-18-crown-6, mixed isomers;4',4pi(5pi)-Di-tert-butyldibenzo-18-crown-6;4,4'-Di-tert-butyldibenzo-18-crown-6;4',4''(5'')-Di-tert-butyldibenzo-18-crown-6,94%;4',4''(5'')-di-tert-butyldibenzo-18-crown-6, mixed iso | | CAS: | 29471-17-8 | | MF: | C28H40O6 | | MW: | 472.61 | | EINECS: | | | Product Categories: | Crown Ethers;Chelation/Complexation Compounds;Synthetic Reagents | | Mol File: | 29471-17-8.mol |  |
| | 4',4''(5'')-Di-tert-butyldibenzo-18-crown-6 Chemical Properties |
| Melting point | 112-116 °C | | Boiling point | 533.38°C (rough estimate) | | density | 1.0542 (rough estimate) | | refractive index | 1.6000 (estimate) | | BRN | 1667522 | | InChI | InChI=1S/C28H40O6/c1-27(2,3)21-7-9-23-25(19-21)33-17-13-30-14-18-34-26-20-22(28(4,5)6)8-10-24(26)32-16-12-29-11-15-31-23/h7-10,19-20H,11-18H2,1-6H3 | | InChIKey | CVQLBTRJDFZYMS-UHFFFAOYSA-N | | SMILES | C12OCCOCCOC3=C(C=CC(C(C)(C)C)=C3)OCCOCCOC=1C=CC(C(C)(C)C)=C2 | | EPA Substance Registry System | Dibenzo[b,k][1,4,7,10,13,16]hexaoxacyclooctadecin, 2,13(or 2,14)-bis(1,1-dimethylethyl)-6,7,9,10,17,18,20,21-octahydro- (29471-17-8) |
| Hazard Codes | Xi | | Risk Statements | 36/37/38-36/38-22 | | Safety Statements | 26-36-36/37 | | RIDADR | 2811 | | WGK Germany | 3 | | RTECS | HP5386500 | | TSCA | Yes | | HazardClass | 6.1 | | PackingGroup | III | | HS Code | 29329990 |
| | 4',4''(5'')-Di-tert-butyldibenzo-18-crown-6 Usage And Synthesis |
| Description | 4′,4″(5″)-Di-tert-butyldibenzo-18-crown-6 is a hydrophobic crown
ether compound. This crown ether is potentially useful in studies of ion
transport through non-polar regions and membranes, and has been
described in the design of microsensor devices for ammonia determination
based upon ammonia-mediated deprotonation of a pH indicator followed by
sequestering of ammonium within the
4′,4″(5″)-Di-tert-butyldibenzo-18-crown-6 sphere. | | Chemical Properties | Off-white powder | | Uses | 4'',4''''(5'''')-Di-tert-butyldibenzo-18-crown-6 is a hydrophobic crown ether compound.. | | Synthesis |
4',4''(5'')-Di-tert-butyldibenzo-18-crown-6 (DTBB18C6) was synthesized using 4-tert-butyl catechol (TBC) as starting material, 2,2′-diethylene glycol di(p-touenesulfonate) as cyclization reagent, Cs2CO3 as template, and tetrahydrofuran (THF) as solvent. The reaction was carried out in a sealed environment with nitrogen, and Cs2CO3 was supplemented in three steps. Moreover, it could also be synthesized by improving the electrophilic aromatic substitution of dibenzo-18-crown-6 (DB18C6) using tert-butyl alcohol (TBA) as alkylation reagent, H3PO4 (85 wt %) as catalyst and CH2Cl2 as solvent[1-2].
| | References |
[1] Juan Fan. “Preparation of 4′,4′′(5′′)-Di-tert-butyldibenzo-18-crown-6 Based on Electrophilic Aromatic Substitution.” Chemistry Letters 41 1 (2012): 274–276.
[1] Jun Fan. “Optimization of Synthetic Strategy of 4′4″(5″)-Di-tert-butyldibenzo-18-crown-6 Using Response Surface Methodology.” Organic Process Research & Development 17 3 (2013): 368–374.
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| | 4',4''(5'')-Di-tert-butyldibenzo-18-crown-6 Preparation Products And Raw materials |
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