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15-Crown-5, 98%
CAS: 33100-27-5 | C10H20O5 | 220.265 g/mol
Supplier: Thermo Scientific Chemicals A1226514
Description
15-Crown-5 is used as an efficient phase transfer catalyst and as a complexing agent. It is used to isolate oxonium ion (H7O3)+ salts especially from a solution of tetrchloroauric acid. It catalyzes the O-alkylation of the sodium salts of carboxylic acids in the penicillin and cephalosporin series, thereby facilitating esterification reaction without usage of acid. It is also used to facilitate the Williamson synthesis of ethers with hindered alcohols and sodium hydride. It is used with lithium aluminum hydride, for performing reduction reactions in hydrocarbon solvents. Further, it is involved in the Horner-Wadsworth-Emmons reaction to prepare stilbenes from aldehydes.
This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.
Applications15-Crown-5 is used as an efficient phase transfer catalyst and as a complexing agent. It is used to isolate oxonium ion (H7O3)+ salts especially from a solution of tetrchloroauric acid. It catalyzes the O-alkylation of the sodium salts of carboxylic acids in the penicillin and cephalosporin series, thereby facilitating esterification reaction without usage of acid. It is also used to facilitate the Williamson synthesis of ethers with hindered alcohols and sodium hydride. It is used with lithium aluminum hydride, for performing reduction reactions in hydrocarbon solvents. Further, it is involved in the Horner-Wadsworth-Emmons reaction to prepare stilbenes from aldehydes.
Solubility
Miscible with organic solvents.
Notes
Hygroscopic. Moisture sensitive. Incompatible with strong oxidizing agents and strong acids.
Specifications
| 15-Crown-5 | |
| 1.11 | |
| >110°C (230°F) | |
| 1.465 | |
| 25 g | |
| Hygroscopic | |
| Miscible with organic solvents. | |
| C1COCCOCCOCCOCCO1 | |
| 220.265 | |
| CHEBI:32401 | |
| 98% |
| 33100-27-5 | |
| 150°C to 155°C (0.5 mmHg) | |
| C10H20O5 | |
| MFCD00005110 | |
| 1618144 | |
| 15-crown-5, 15-crown-5 ether, 15-crown 5-ether, 1,4,10,13-pentaoxacyclopentadecane, ccris 3586, 15-crown 5, crown ether 15-crown-5, 5-19-12-00252 beilstein handbook reference, ksc917c1b | |
| VFTFKUDGYRBSAL-UHFFFAOYSA-N | |
| 1,4,7,10,13-pentaoxacyclopentadecane | |
| 36336 | |
| 220.27 |
Chemical Identifiers
| 33100-27-5 | |
| 220.265 | |
| VFTFKUDGYRBSAL-UHFFFAOYSA-N | |
| 36336 | |
| 1,4,7,10,13-pentaoxacyclopentadecane |
| C10H20O5 | |
| MFCD00005110 | |
| 15-crown-5, 15-crown-5 ether, 15-crown 5-ether, 1,4,10,13-pentaoxacyclopentadecane, ccris 3586, 15-crown 5, crown ether 15-crown-5, 5-19-12-00252 beilstein handbook reference, ksc917c1b | |
| CHEBI:32401 | |
| C1COCCOCCOCCOCCO1 |
Safety and Handling
GHS H Statement
H302-H315-H319-H335
Harmful if swallowed.
Causes skin irritation.
Causes serious eye irritation.
May cause respiratory irritation.
P261-P264b-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P312-P330-P332+P313-P362-P501c
H302+H332-H315-H319
EINECSNumber : 251-379-6
RTECSNumber : SB0200000
TSCA : Yes
Recommended Storage : Ambient temperatures
RUO – Research Use Only