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| Product Name: | 15-Crown-5 | | Synonyms: | 1,4,10,13-Pentaoxacyclopentadecane;15-Crown-5,1,4,7,10,13-Pentaoxa-cyclo-pentadecane;Crownethers;Ethyleneoxidecyclicpentamer;15-Crown-5 Vetec(TM) reagent grade, 98%;1,4,7,1,13-Pentaoxacyclopentadecane;LABOTEST-BB LT00440921;LEAD IONOPHORE V | | CAS: | 33100-27-5 | | MF: | C10H20O5 | | MW: | 220.26 | | EINECS: | 251-379-6 | | Product Categories: | Pyridines;catalyst;crown ether;Crown Ethers;Functional Materials;Macrocycles for Host-Guest Chemistry;bc0001;33100-27-5 | | Mol File: | 33100-27-5.mol |  |
| | 15-Crown-5 Chemical Properties |
| Melting point | -20°C(lit.) | | Boiling point | 93-96 °C/0.05 mmHg (lit.) | | density | 1.113 g/mL at 20 °C (lit.) | | vapor pressure | 0.5-0.82Pa at 20-25℃ | | refractive index | n20/D 1.465(lit.) | | Fp | >230 °F | | storage temp. | room temp | | solubility | Miscible with organic solvents. | | form | Liquid | | Specific Gravity | 1.109 | | color | Clear colorless to light yellow | | Water Solubility | MISCIBLE | | Sensitive | Hygroscopic | | BRN | 1618144 | | Stability: | Stable. Incompatible with oxidizing agents, strong acids. Avoid exposure to water or moist air. | | LogP | -0.9 at 20℃ and pH7.7 | | Surface tension | 68.5mN/m at 1g/L and 20℃ | | CAS DataBase Reference | 33100-27-5(CAS DataBase Reference) | | NIST Chemistry Reference | 15-Crown-5(33100-27-5) | | EPA Substance Registry System | 1,4,7,10,13-Pentaoxacyclopentadecane (33100-27-5) |
| Hazard Codes | Xn,Xi | | Risk Statements | 22-36/38-36-20/22-36/37/38-20/21/22 | | Safety Statements | 26-39-36 | | RIDADR | 2810 | | WGK Germany | 3 | | RTECS | SB0200000 | | F | 10-21 | | Hazard Note | Irritant | | TSCA | Yes | | HazardClass | 6.1(b) | | PackingGroup | III | | HS Code | 29329995 | | Toxicity | LD50 orl-rat: 1410 mg/kg DCTODJ 1,339,78 |
| | 15-Crown-5 Usage And Synthesis |
| use | 15-crown-5 has also been used to isolate salts of oxonium ions. For example, from a solution of tetrachloroauric acid, the oxonium ion [H7O3]+ has been isolated as the salt [(H7O3)(15-crown-5)2][AuCl4].
| | Introduction | The single nitrogen-containing derivative of 15-crown-5 is called aza-15-crown-5; the prefix “mono” is unnecessary. When two or more nitrogen atoms are present, the standard prefixes di-, tri-, etc. are applied. The term “monoazacrowns” is used here to designate the class of macrocycles containing a single nitrogen in combination with oxygen atoms as the macrocyclic donor array.
| | Chemical Properties | colourless liquid | | Uses | 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. | | Definition | ChEBI: A saturated organic heteromonocyclic parent that is cyclopentadecane in which the carbon atoms at positions 1, 4, 7, 10 and 13 have been replaced by oxygen atoms to give a crown ether. | | General Description | 15-Crown-5 is a crown ether generally used as a ligand in coordination chemistry because of its strong chelating property with certain alkali cations to form complexes. Some derivatives of 15-crown-5 are used as sensors and probes in different physical-chemical processes, phase-transfer reactions, and selective capture of ions for separation and transport. | | Safety Profile | Moderately toxic by ingestion, skin contact, and intraperitoneal routes. A skin and eye . When heated to decomposition it emits acrid smoke and irritating fumes | | Purification Methods | Dry it over 3A molecular sieves and distil it in a high vacuum. [Beilstein 19/12 V 252.] |
| | 15-Crown-5 Preparation Products And Raw materials |
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