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18-Crown-6, 99%, Thermo Scientific Chemicals

Catalog No. AAA1124930
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Quantity:
10 g
50 g
250 g

18-Crown-6 is used as an efficient phase transfer catalyst and as a complexing agent with a variety of small cation. It is involved in the synthesis of diaryl ethers, diaryl thioethers, and diarylamines mediated by potassium fluoride-alumina and 18-crown-6. It facilitates the solubility of potassium permanganate in benzene, which is used for oxidizing the organic compounds. It is used to accelerate various substitution reactions as well as enhances the power of nucleophiles such as potassium acetate. It is utilized in the alkylation reactions in the presence of potassium carbonate, N-alkylation of glutarimide and succinimide with dimethylcarbonate. The complex formed by its reaction with potassium cyanide acts as a catalyst in the cyanosilylation of aldehydes, ketones and quinines with trimethylsilyl cyanide (TMSCN).

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
18-Crown-6 is used as an efficient phase transfer catalyst and as a complexing agent with a variety of small cation. It is involved in the synthesis of diaryl ethers, diaryl thioethers, and diarylamines mediated by potassium fluoride-alumina and 18-crown-6. It facilitates the solubility of potassium permanganate in benzene, which is used for oxidizing the organic compounds. It is used to accelerate various substitution reactions as well as enhances the power of nucleophiles such as potassium acetate. It is utilized in the alkylation reactions in the presence of potassium carbonate, N-alkylation of glutarimide and succinimide with dimethylcarbonate. The complex formed by its reaction with potassium cyanide acts as a catalyst in the cyanosilylation of aldehydes, ketones and quinines with trimethylsilyl cyanide (TMSCN).

Solubility
Soluble in water.

Notes
Hygroscopic. Incompatible with strong oxidizing agents and strong acids.

Chemical Identifiers

CAS 17455-13-9
Molecular Formula C12H24O6
Molecular Weight (g/mol) 264.32
MDL Number MFCD00005113
InChI Key XEZNGIUYQVAUSS-UHFFFAOYSA-N
Synonym 18-crown-6, 18-crown-6 ether, ethylene oxide cyclic hexamer, 18-crown-6-ether, unii-63j177nc5b, ccris 3587, 18-crown 6-ether, 1,4,7,10,13,16-hexanoxacyclooctadecane, 18-crown-6/1,4,7,10,13,16-hexaoxacyclooctadecane
PubChem CID 28557
ChEBI CHEBI:32397
IUPAC Name 1,4,7,10,13,16-hexaoxacyclooctadecane
SMILES C1COCCOCCOCCOCCOCCO1

Specifications

Melting Point 37°C to 41°C
Density 1.175
Boiling Point 116°C (0.2 mmHg)
Flash Point 109°C (228°F)
Odor Odorless
Quantity 250 g
Beilstein 1619616
Sensitivity Hygroscopic
Merck Index 14,2602
Solubility Information Soluble in water.
Formula Weight 264.32
Percent Purity 99%
Chemical Name or Material 18-Crown-6
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Hazard Category H302+H332-H319-H335
Hazard Statement GHS H Statement
H302-H319
Harmful if swallowed.
Causes serious eye irritation.
Precautionary Statement P261-P264b-P270-P271-P280i-P301+P312-P304+P340-P305+P351+P338-P312-P330-P501c
EINECSNumber 241-473-5
RTECSNumber MP4500000
TSCA Yes
Recommended Storage Ambient temperatures

RUO – Research Use Only

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