15-Crown-5, 98%

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

Hazard Category	H302+H332-H315-H319
Hazard Statement	GHS H Statement H302-H315-H319-H335 Harmful if swallowed. Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.
Precautionary Statement	P261-P264b-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P312-P330-P332+P313-P362-P501c
EINECSNumber	251-379-6
RTECSNumber	SB0200000
TSCA	Yes
Recommended Storage	Ambient temperatures

SDS

RUO – Research Use Only