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18-Crown-6

18-Crown-6  Structure
CAS No.
17455-13-9
Chemical Name:
18-Crown-6
Synonyms
1,4,7,10,13,16-HEXAOXACYCLOOCTADECANE;8-Crown-6;HEXAOXACYCLOOCTADECANE;18-CROWN 6-ETHER;Ethylene oxide cyclic hexamer;18-Crown ether-6;18-CROWN-6;NSC 159836;18-Crown-6 99%;18-Crown-6,99%
CBNumber:
CB4445218
Molecular Formula:
C12H24O6
Molecular Weight:
264.32
MOL File:
17455-13-9.mol
MSDS File:
SDS
Modify Date:
2024/11/1 18:09:03

18-Crown-6 Properties

Melting point 42-45 °C(lit.)
Boiling point 116°C 0,2mm
Density 1,175 g/cm3
refractive index 1.4580 (estimate)
Flash point >230 °F
storage temp. Store below +30°C.
solubility Chloroform (Slightly), Methanol (Very Slightly)
form Crystals or Crystalline Mass or Liquid
color White or clear colorless
Water Solubility SOLUBLE
Sensitive Hygroscopic
Merck 14,2602
BRN 1619616
Stability Stable. Incompatible with strong acids, strong oxidizing agents.
InChIKey XEZNGIUYQVAUSS-UHFFFAOYSA-N
CAS DataBase Reference 17455-13-9(CAS DataBase Reference)
NIST Chemistry Reference 1,4,7,10,13,16-Hexaoxacyclooctadecane(17455-13-9)
EPA Substance Registry System 1,4,7,10,13,16-Hexaoxacyclooctadecane (17455-13-9)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P264-P270-P301+P312-P501
Hazard Codes  Xn,Xi
Risk Statements  22-36/37/38-36-20/22-20/21/22
Safety Statements  26-36-39
RIDADR  2811
WGK Germany  3
RTECS  MP4500000
10
TSCA  Yes
HazardClass  6.1(b)
PackingGroup  III
HS Code  29329995
Toxicity LD50 orally in Rabbit: 525 mg/kg LD50 dermal Rabbit 3888 mg/kg
NFPA 704
1
2 0

18-Crown-6 price More Price(25)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) 8.11684 Crown ether/18-Crown-6 for synthesis 17455-13-9 2G ₹2260 2022-06-14 Buy
Sigma-Aldrich(India) 901591 18-Crown-6 solution 1.0?M in THF 17455-13-9 25ML ₹26437.73 2022-06-14 Buy
Sigma-Aldrich(India) 8.11684 Crown ether/18-Crown-6 for synthesis 17455-13-9 5G ₹3600 2022-06-14 Buy
Sigma-Aldrich(India) 80833 18-Crown-6 suitable for ion chromatography, ≥99.0% (GC) 17455-13-9 10G ₹8649.18 2022-06-14 Buy
Sigma-Aldrich(India) 8.11684 Crown ether/18-Crown-6 for synthesis 17455-13-9 25G ₹13670 2022-06-14 Buy
Product number Packaging Price Buy
8.11684 2G ₹2260 Buy
901591 25ML ₹26437.73 Buy
8.11684 5G ₹3600 Buy
80833 10G ₹8649.18 Buy
8.11684 25G ₹13670 Buy

18-Crown-6 Chemical Properties,Uses,Production

Chemical Properties

slightly yellow solid

Uses

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).

General Description

18-Crown-6 is the simplest crown ether that can be prepared by reacting triethylene glycol with triethylene glycol dichloride in the presence of potassium hydroxide as a base. 18-Crown-6 can solubilize metal salts, particularly potassium salts, in nonpolar and dipolar aprotic solvents. Thus, it is widely used as a phase transfer catalyst. It can also be used as a metal complexing agent to prepare a variety of molecular complexes.

Purification Methods

Recrystallise it from acetonitrile and dry it in a vacuum. Purify it also by precipitating the 18-crown-6/nitromethane 1:2 complex with Et2O/nitromethane (10:1 mixture). The complex is decomposed in vacuum whereby 18-crown-6 distils off under the reduced pressure. [Beilstein 19/12 V 601.]

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