15-Crown-5, 98%

Product Code. 11474973

Brand: Thermo Scientific Alfa Aesar A12265.14

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.

Specifications

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

• Density: 1.11
• Boiling Point: 150°C to 155°C (0.5 mmHg)
• Flash Point: >110°C (230°F)
• Refractive Index: 1.465
• Quantity: 25 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

Safety and Handling

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