| Identification | More | [Name]
15-Crown-5 | [CAS]
33100-27-5 | [Synonyms]
1,4,7,10,13-PENTAOXACYCLOPENTADECANE
15-CROWN-5
15-CROWN 5-ETHER
CROWN ETHER/15-CROWN-5
LABOTEST-BB LT00440921
LEAD IONOPHORE V
1,4,10,13-Pentaoxacyclopentadecane
15-Crown-5,1,4,7,10,13-Pentaoxa-cyclo-pentadecane
Crownethers
Ethyleneoxidecyclicpentamer
Crownpaleyellowliq
15-Crown-5, 98+%
15-CROWN-5,99% | [EINECS(EC#)]
251-379-6 | [Molecular Formula]
C10H20O5 | [MDL Number]
MFCD00005110 | [Molecular Weight]
220.26 | [MOL File]
33100-27-5.mol |
| Chemical Properties | Back Directory | [Appearance]
colourless liquid | [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 | [color ]
Clear colorless to light yellow | [Specific Gravity]
1.109 | [Stability:]
Stable. Incompatible with oxidizing agents, strong acids. Avoid exposure to water or moist air. | [Water Solubility ]
MISCIBLE | [Sensitive ]
Hygroscopic | [BRN ]
1618144 | [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]
33100-27-5(EPA Substance) |
| Questions And Answer | Back Directory | [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.
|
| Safety Data | Back Directory | [Hazard Codes ]
Xn,Xi | [Risk Statements ]
R22:Harmful if swallowed.
R36/38:Irritating to eyes and skin .
R36:Irritating to the eyes.
R20/22:Harmful by inhalation and if swallowed .
R36/37/38:Irritating to eyes, respiratory system and skin .
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S39:Wear eye/face protection .
S36:Wear suitable protective clothing . | [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 |
| Hazard Information | Back Directory | [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.] |
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