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9-Crown-3
Names
Preferred IUPAC name
Other names
1,4,7-Trioxacyclononane; Ethylene oxide trimer
Identifiers
1421638
ChEBI
ChemSpider
InChI=1S/C6H12O3/c1-2-8-5-6-9-4-3-7-1/h1-6H2
Key: RCIDBLLMZGGECJ-UHFFFAOYSA-N
Properties
C 6 H 12 O 3
Molar mass
132.159 g·mol−1
Appearance
colorless liquid
Melting point
0 °C (32 °F; 273 K)
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
Chemical compound
9-Crown-3 , also called 1,4,7-trioxonane or 1,4,7-trioxacyclononane is a
crown ether with the formula (C2 H4 O)3 . A colorless liquid, it is obtained in low yield by the acid-catalyzed oligomerization of
ethylene oxide .
[1]
In contrast to larger crown ethers (
12-crown-4 , and
18-crown-6 ), 9-crown-3 has elicited very little interest, except from theorists.
[2]
[3]
See also
References
^ Dale, Johannes; Borgen, Gerd; Daasvatn, Kari; Liaaen-Jensen, Synnøve; Enzell, Curt R.; Mannervik, Bengt (1974).
"The Oligomerization of Ethylene Oxide to Macrocyclic Ethers, Including 1,4,7-Trioxacyclononane" . Acta Chemica Scandinavica . 28b : 378–379.
doi :
10.3891/acta.chem.scand.28b-0378 .
^ Anderson, Wayne P.; Behm, Philip; Glennon, Timothy M.; Zerner, Michael C. (1997-03-01).
"Quantum Mechanics and Molecular Mechanics Studies of the Low-Energy Conformations of 9-Crown-3" . The Journal of Physical Chemistry A . 101 (10): 1920–1926.
Bibcode :
1997JPCA..101.1920A .
doi :
10.1021/jp962172h .
ISSN
1089-5639 .
^ Jagannadh, B.; Sarma, Jagarlapudi A. R. P. (1999-12-01).
"Searching the Conformational Space of Cyclic Molecules: A Molecular Mechanics and Density Functional Theory Study of 9-Crown-3" . The Journal of Physical Chemistry A . 103 (50): 10993–10997.
Bibcode :
1999JPCA..10310993J .
doi :
10.1021/jp991201w .
ISSN
1089-5639 .