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15-Crown-5, 98%

Product Code. 11414210
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Product Code. 11414210 Supplier Thermo Scientific Alfa Aesar Supplier No. A12265.03
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Description

CAS: 33100-27-5 | C10H20O5 | 220.265 g/mol

15-Crown-5 is used as an efficient phase transfer catalyst and as a complexing agent. It is used to isolate oxonium ion (H7O3)+ salts especially from a solution of tetrchloroauric acid. It catalyzes the O-alkylation of the sodium salts of carboxylic acids in the penicillin and cephalosporin series, thereby facilitating esterification reaction without usage of acid. It is also used to facilitate the Williamson synthesis of ethers with hindered alcohols and sodium hydride. It is used with lithium aluminum hydride, for performing reduction reactions in hydrocarbon solvents. Further, it is involved in the Horner-Wadsworth-Emmons reaction to prepare stilbenes from aldehydes.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
15-Crown-5 is used as an efficient phase transfer catalyst and as a complexing agent. It is used to isolate oxonium ion (H7O3)+ salts especially from a solution of tetrchloroauric acid. It catalyzes the O-alkylation of the sodium salts of carboxylic acids in the penicillin and cephalosporin series, thereby facilitating esterification reaction without usage of acid. It is also used to facilitate the Williamson synthesis of ethers with hindered alcohols and sodium hydride. It is used with lithium aluminum hydride, for performing reduction reactions in hydrocarbon solvents. Further, it is involved in the Horner-Wadsworth-Emmons reaction to prepare stilbenes from aldehydes.

Solubility
Miscible with organic solvents.

Notes
Hygroscopic. Moisture sensitive. Incompatible with strong oxidizing agents and strong acids.
TRUSTED_SUSTAINABILITY

Chemical Identifiers

CAS 33100-27-5
Molecular Formula C10H20O5
Molecular Weight (g/mol) 220.265
MDL Number MFCD00005110
InChI Key VFTFKUDGYRBSAL-UHFFFAOYSA-N
Synonym 15-crown-5, 15-crown-5 ether, 15-crown 5-ether, 1,4,10,13-pentaoxacyclopentadecane, ccris 3586, 15-crown 5, crown ether 15-crown-5, 5-19-12-00252 beilstein handbook reference, ksc917c1b
PubChem CID 36336
ChEBI CHEBI:32401
IUPAC Name 1,4,7,10,13-pentaoxacyclopentadecane
SMILES C1COCCOCCOCCOCCO1

Specifications

Density 1.11
Boiling Point 150°C to 155°C (0.5 mmHg)
Flash Point >110°C (230°F)
Refractive Index 1.465
Quantity 1 g
Beilstein 1618144
Sensitivity Hygroscopic
Solubility Information Miscible with organic solvents.
Formula Weight 220.27
Percent Purity 98%
Chemical Name or Material 15-Crown-5
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Safety and Handling

compliance-icons
Product Identifier
  • 15-Crown-5
 Signal Word
  • Warning
 Hazard Category
  • Acute toxicity Category 4
  • Serious eye damage/eye irritation Category 2
 Hazard Statement
  • H302-Harmful if swallowed.
  • H319-Causes serious eye irritation.
  • H332-Harmful if inhaled.
 Precautionary Statement
  • P280-Wear protective gloves/protective clothing/eye protection/face protection.
  • P301+P312-IF SWALLOWED: Call a POISON CENTER or doctor/physician/ if you feel unwell.
  • P304+P340-IF INHALED: Remove person to fresh air and keep comfortable for breathing.
  • P305+P351+P338-IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
 Supplemental information
  • MIXTURE LIST-Contains : 1,4,7,10,13-Pentaoxacyclopentadecane
SDS

RUO – Research Use Only

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