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About This Item
Empirical Formula (Hill Notation):
C14H20O5
CAS Number:
Molecular Weight:
268.31
Beilstein:
1624106
EC Number:
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22
Assay
98%
mp
78-80 °C (lit.)
functional group
ether
SMILES string
C1COCCOc2ccccc2OCCOCCO1
InChI
1S/C14H20O5/c1-2-4-14-13(3-1)18-11-9-16-7-5-15-6-8-17-10-12-19-14/h1-4H,5-12H2
InChI key
FNEPSTUXZLEUCK-UHFFFAOYSA-N
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General description
Benzo-15-crown-5 is a macrocyclic compound that belongs to the class of crown ethers. It is used as a ligand in metal-catalyzed reactions to enhance the reactivity and selectivity by coordinating with metal cations. For instance, it has been utilized in certain metal-catalyzed cross-coupling reactions, such as Suzuki-Miyaura or Stille reactions, to improve the efficiency and selectivity of the transformations. Benzo-15-crown is also employed as a phase-transfer catalyst in organic synthesis.
Application
Benzo-15-crown-5 can be used as a reactant in the synthesis of a phenol-based benzo-15-crown-5 ether resin. The resulting resin further used for lithium isotope separation, which relies on the selective absorption of the Li-6 isotope.
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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