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Key Documents

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282790

Sigma-Aldrich

Benzo-15-crown-5

98%

Sinonimo/i:

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

Formula empirica (notazione di Hill):
C14H20O5
Numero CAS:
14098-44-3
Peso molecolare:
268.31
Beilstein:
1624106
Numero CE:
237-947-6
Numero MDL:
MFCD00005945
Codice UNSPSC:
12352005
ID PubChem:
24857070
NACRES:
NA.22

Saggio

98%

Punto di fusione

78-80 °C (lit.)

Stringa SMILE

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
FNEPSTUXZLEUCK-UHFFFAOYSA-N

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Descrizione generale

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.

Applicazioni

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.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)

Certificati d'analisi (COA)

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Crown ether/Dibenzo-18-crown-6 for synthesis

Sigma-Aldrich

8.11731

Crown ether/Dibenzo-18-crown-6

4′-Aminobenzo-18-crown-6 technical

Sigma-Aldrich

06913

4′-Aminobenzo-18-crown-6

2-Aminomethyl-15-crown-5 95%

Sigma-Aldrich

388416

2-Aminomethyl-15-crown-5

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
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
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

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