ChemicalBook > CAS DataBase List > 18-Crown-6

18-Crown-6

Product Name
18-Crown-6
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-c-6;18-CROWN-6;NSC 159836;18-Crown-6 99%
CBNumber
CB4445218
Molecular Formula
C12H24O6
Formula Weight
264.32
MOL File
17455-13-9.mol
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18-Crown-6 Property

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)
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Safety

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
F 
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
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
8.11684
Product name
Crown ether/18-Crown-6
Purity
for synthesis
Packaging
2g
Price
$26.8
Updated
2025/07/31
Sigma-Aldrich
Product number
8.11684
Product name
Crown ether/18-Crown-6
Purity
for synthesis
Packaging
5G
Price
$34.2
Updated
2025/07/31
Sigma-Aldrich
Product number
8.11684
Product name
Crown ether/18-Crown-6
Purity
for synthesis
Packaging
25g
Price
$157
Updated
2025/07/31
Sigma-Aldrich
Product number
28125
Product name
18-Crown-6
Purity
purum, ≥99.0% (GC)
Packaging
5g
Price
$47.9
Updated
2025/07/31
Sigma-Aldrich
Product number
186651
Product name
18-Crown-6
Purity
99%
Packaging
5G
Price
$116
Updated
2025/07/31
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18-Crown-6 Chemical Properties,Usage,Production

Chemical Properties

18-Crown-6 is a slightly yellow solid, it has a high affinity for the hydronium ion H3O+, as it can fit inside the crown ether. Thus, reaction of 18-crown-6 with strong acids gives the cation [H3O·18-crown-6]+.

Uses

18-Crown-6 may be used to catalyze the N-alkylation of heterocyclic compounds and allylation of functionalized aldehydes.

Uses

A useful phase transfer catalyst.

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).

Definition

ChEBI: 18-crown-6 is a crown ether that is cyclooctadecane in which the carbon atoms at positions 1, 4, 7, 10, 13 and 16 have been replaced by oxygen atoms. It has a role as a phase-transfer catalyst. It is a crown ether and a saturated organic heteromonocyclic parent.

Synthesis Reference(s)

The Journal of Organic Chemistry, 39, p. 2445, 1974 DOI: 10.1021/jo00930a037

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.]

18-Crown-6 Preparation Products And Raw materials

Raw materials

Organic base GLOBULINS, CAT GAMMA Biochemistry Alkali Metals, plasma standard solution, Specpure, Ba,Be,Ca,Cs,K,Li,Mg,Na,Rb,Sr, 100μg/ml POTASSIUM CYANIDE 15-Crown-5

Preparation Products

[(2-OXO-2H-CHROMEN-7-YL)OXY]ACETIC ACID 5-AMINOMETHYL-PYRROLIDIN-2-ONE 5-bromo-1H-indazole 3-AMINO-2-FLUORO-4-PICOLINE 1,2-EPOXYCYCLODODECANE Cefpodoxime proxetil 4-AMINO-2,6-DIFLUOROPYRIMIDINE 1,1'-DIMETHYLFERROCENE N,N-Dimethylethylenediamine 2-(4-BROMOPHENYL)THIOPHENE 3-PHENOXYPHENYLACETONITRILE 2,4-DIAMINO-6-FLUOROPYRIMIDINE 2-AMINO-4,6-DIFLUOROPYRIMIDINE 1,3-THIAZOLIDIN-2-ONE N,N,N',N'-Tetraphenylbenzidine
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View Lastest Price from 18-Crown-6 manufacturers

Suzhou Yangen Biotech Co.Ltd
Product
18-Crown-6 17455-13-9
Price
US $0.00/kg
Min. Order
100kg
Purity
99%
Supply Ability
50 MT
Release date
2025-09-01
WUHAN FORTUNA CHEMICAL CO., LTD
Product
18-Crown-6 17455-13-9
Price
US $0.00/KG
Min. Order
1KG
Purity
99%min
Supply Ability
30tons/month
Release date
2023-02-23
Hebei Chuanghai Biotechnology Co., Ltd
Product
18-crown - 6 ether 17455-13-9
Price
US $0.00/PCS
Min. Order
1PCS
Purity
99%
Supply Ability
10 mt
Release date
2024-11-01

17455-13-9, 18-Crown-6 Related Search:

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  • 8-Crown-6
  • 1,4,7,1,13,16-Hexaoxacyclooctadecane
  • 18-CROWN-6, 99.5+%
  • 18-CROWN-6(1,4,7,10,13,16-HEXAOXACYCLOOCTADECANE)
  • 18-Crown-6, 98+%
  • 1,4,7,10,13,16-HEXOXA-CYCLO-OCTADECANE
  • 18-Crown-6,99%
  • 1,4,7,10,13,16-Hexanoxacyclooctadecane.
  • 18-Crown-6-ether 99%
  • 1,4,7,10,13,16-Hexaoxacyclooctadecane (18-Crown-6)
  • 18-CROWN-6 99.8%
  • Crown/18-crown-6
  • 1,4,7,10,13,16-Hexaoxacyclooctadecane, Hexaoxacyclooctadecane
  • 18-Crown ether-6
  • 18-CROWN-6-ETHER pure
  • Ethylene oxide cyclic hexamer
  • NSC 159836
  • 18-Crown-6/1,4,7,10,13,16-HexaoxacyclooCLadecane
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  • 18-Crown-6 solution
  • 18-Crown-6, 99%, reagent grade
  • 18-Crown 6-Ether &gt
  • 18-Crown-6（1,4,7,10,13,17-Hexaoxacyclooctadecane）,>99%
  • 18-Crown-6（1,4,7,10,13,18-Hexaoxacyclooctadecane）,>99%
  • High quality 18-Crown-6 CAS 17455-13-9 Crown Ether
  • 18-Crown 6-Ether, ≥ 98.0%
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  • 18-Crown-8-Ether
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  • 18-Crown-6 1,4,7,10,13,16-Hexaoxacyclooctadecane (1,4,7,10,13,16-hexaoxacyclooctadecane) Crownwhitextl 18-Crown-6-ether
  • 18-Crown-6-ether 98% For Synthesis
  • 18-c-6
  • 17455-13-9
  • 7455-13-9
  • C12H24O6
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  • Trace Analysis Reagents
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  • Crown Ethers
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  • Analytical Chromatography Product Catalog