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15-Crown-5, 98%

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

$45.53 - $342.47

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
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AAA1226503
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Thermo Scientific Chemicals
A1226503
1 g
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AAA1226506
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Thermo Scientific Chemicals
A1226506
5 g
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AAA1226514
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A1226514
25 g
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Description

Description

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

33100-27-5
220.265
VFTFKUDGYRBSAL-UHFFFAOYSA-N
36336
1,4,7,10,13-pentaoxacyclopentadecane
C10H20O5
MFCD00005110
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
CHEBI:32401
C1COCCOCCOCCOCCO1

Specifications

33100-27-5
150°C to 155°C (0.5 mmHg)
C10H20O5
MFCD00005110
1618144
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
VFTFKUDGYRBSAL-UHFFFAOYSA-N
1,4,7,10,13-pentaoxacyclopentadecane
36336
220.27
15-Crown-5
1.11
>110°C (230°F)
1.465
1 g
Hygroscopic
Miscible with organic solvents.
C1COCCOCCOCCOCCO1
220.265
CHEBI:32401
98%
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Safety and Handling

Safety and Handling

GHS H Statement
H302-H315-H319-H335
Harmful if swallowed.
Causes skin irritation.
Causes serious eye irritation.
May cause respiratory irritation.

P261-P264b-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P312-P330-P332+P313-P362-P501c

H302+H332-H315-H319

EINECSNumber : 251-379-6

RTECSNumber : SB0200000

TSCA : Yes

Recommended Storage : Ambient temperatures

SDS
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