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282790

Benzo-15-crown-5

Name: Benzo-15-crown-5
Brand: ALDRICH

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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About This Item

Empirical Formula (Hill Notation):

C₁₄H₂₀O₅

CAS Number:

14098-44-3

Molecular Weight:

268.31

UNSPSC Code:

12352005

NACRES:

NA.22

PubChem Substance ID:

24857070

EC Number:

237-947-6

Beilstein/REAXYS Number:

1624106

MDL number:

MFCD00005945

Assay:

98%

Form:

powder

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Properties

Quality Level

100

assay

98%

form

powder

reaction suitability

core: crown ether

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

Description

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

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Articles

Crown Ethers and Cryptands for Advanced Applications

Crown ethers and cryptands, complexing agents able to selectively bind metal cations, are vital for diverse synthesis and analytical applications.

Synthesis and interconversions of reduced, alkali-metal supported iron-sulfur-carbonyl complexes.

J Patrick Shupp et al.

Dalton transactions (Cambridge, England : 2003), 46(28), 9163-9171 (2017-07-05)

We report the synthesis, interconversions and X-ray structures of a set of [mFe-nS]-type carbonyl clusters (where S = S

Crown ether microfunctionalized carbon nanotubes for dispersive micro-solid-phase extraction of sudan dyes and their metabolites.

Li-Jing Du et al.

Food chemistry, 262, 118-128 (2018-05-13)

In this study, dispersive micro solid phase extraction (DMSPE) combined with ultrahigh-performance liquid chromatography coupled with quadrupole time-of-flight tandem mass spectrometry method was established to extract and determine sudan dyes and their metabolites in real samples. The crown ether microfunctionalized

Crown-capped imidacloprid: a novel design and insecticidal activity.

Shinzo Kagabu et al.

Bioorganic & medicinal chemistry letters, 19(11), 2947-2948 (2009-05-05)

Imidacloprid (IMI) derivatives conjugated with benzo-15-crown-5 and benzo-18-crown-6 structures, applied for the first time to explore novel insecticidal molecule, elicited strong excitatory toxic signs to the house flies and stunningly exhibited three to five times higher insecticidal activity than that

Global Trade Item Number

SKU	GTIN
282790-5G	04061833321195