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282790

Sigma-Aldrich

Benzo-15-crown-5

98%

Synonym(s):

2,3,5,6,8,9,11,12-Octahydro-1,4,7,10,13-benzopentaoxacyclopentadecin, 2,3-Benzo-1,4,7,10,13-pentaoxacyclopentadecane, Benzo15C5, Monobenzo-15-crown-5

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5 X 1 VIAL
CA$1,140.00

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

CA$1,140.00


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Quality Level

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

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.

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This Item
274984188832388424
assay

98%

assay

≥99.0%

assay

98%

assay

95%

Quality Level

100

Quality Level

200

Quality Level

200

Quality Level

100

mp

78-80 °C (lit.)

mp

42-45 °C (lit.)

mp

-

mp

-

functional group

ether

functional group

ether

functional group

ether

functional group

ether, hydroxyl


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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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