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17455-13-9

  • Product Name18-CROWN-6
  • MFC12H24O6
  • Molecular Weight264.319
  • Purity99%
  • Appearanceslightly yellow solid
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Product Details

Quick Details

  • CasNo： 17455-13-9
  • MF： C12H24O6
  • Appearance： slightly yellow solid
  • Purity： 99%

Buy Reliable Quality High Purity 18-CROWN-6 17455-13-9 Low Price

  • Molecular Formula:C12H24O6
  • Molecular Weight:264.319
  • Appearance/Colour:slightly yellow solid 
  • Vapor Pressure:4.09E-06mmHg at 25°C 
  • Melting Point:42-45 ºC(lit.) 
  • Refractive Index:1.404 
  • Boiling Point:395.8 ºC at 760 mmHg 
  • Flash Point:163.8 ºC 
  • PSA：55.38000 
  • Density:0.995 g/cm3 
  • LogP:0.09960 

18-Crown-6(Cas 17455-13-9) Usage

Chemical Properties

slightly yellow solid

Uses

A useful phase transfer catalyst.

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.]

InChI:InChI=1/C12H24O6/c1-2-14-5-6-16-9-10-18-12-11-17-8-7-15-4-3-13-1/h1-12H2

17455-13-9 Relevant articles

Effects of complexation with 18-crown-6 on the hypernucleofugality of phenyl-λ3-iodanyl groups. Synthesis of vinyl- λ3-iodane·18-crown-6 complex

Ochiai, Masahito,Suefuji, Takashi,Miyamoto, Kazunori,Shiro, Motoo

, p. 2893 - 2896 (2005)

(Chemical Equation Presented) 4-tert-But...

N,N'-BIS(SUBSTITUTED)-4,13-DIAZA-18-CROWN-6 DERIVATIVES HAVING PI-DONOR-GROUP-SIDEARMS: CORRELATION OF THERMODINAMICS AND SOLID STATE STRUCTURES

Arnold, Kristin A.,Viscariello, Anthony M.,Kim, MinSook,Gandour, Richard D.,Fronczek, Frank R.,Gokel, George W.

, p. 3025 - 3028 (1988)

Solution thermodynamic data and solid st...

A Facile Synthesis of Hexa- and Octaethylene Glycols

Nakatsuji, Yohji,Kameda, Nobuko,Okahara, Mitsuo

, p. 280 - 281 (1987)

One-pot syntheses of hexa- and octaethyl...

-

Bradshaw,J.S. et al.

, p. 134 - 136 (1976)

-

Interactions of a Diarylmagnesium Compound with Cryptands, and Crown Ethers: Formation of Ar3Mg-, ArMg(cryptand)+, and Threaded Ar2Mg(crown ether)

Richey, Jr., Herman G.,Kushlan, Diana M.

, p. 2510 - 2512 (1987)

-

STUDIES OF CROWN ETHER COMPLEXES; ARYLDIAZONIUM ION COMPLEXES

Krane, Jostein,Skjetne, Tore

, p. 1775 - 1778 (1980)

DNMR studies show that for complexation ...

The Complexation of Alkaline Cations by Crown Ethers and Cryptand in Acetone

Buschmann, H.-J.,Cleve, E.,Schollmeyer, E.

, p. 569 - 578 (1994)

Stability constants and thermodynamic va...

Facile and rapid synthesis of some crown ethers under microwave irradiation

Ziafati, Ahmad,Sabzevari, Omolbanin,Heravi, Majid M.

, p. 803 - 807 (2006)

A series of crown ethers were synthesize...

Lithium-7 Nuclear Magnetic Resonance and Calorimetric Study of Lithium Crown Complexes in Various Solvents

Smetana, Alfred J.,Popov, Alexander I.

, p. 183 - 196 (1980)

Lithium-7 NMR studies have been carried ...

Properties and applications of cryptand-22 surfactant for ion transport and ion extraction

Hwang, Wen-Yu,Shih, Jeng-Shong

, p. 1215 - 1222 (2000)

A non-ionic cryptand-22 surfactant consi...

TEMPLATE EFFECTS. 7. LARGE UNSUBSTITUTED CROWN ETHERS FROM POLYETHYLENE GLYCOLS: FORMATION, ANALYSIS, AND PURIFICATION

Vitali, Chiara Antonini,Masci, Bernardo

, p. 2201 - 2212 (1989)

Through the reaction of polyethylene gly...

Reactivity with electrophiles of imido groups supported on trinuclear titanium systems

Caballo, Jorge,Gonzalez-Moreiras, Mariano,Mena, Miguel,Perez-Redondo, Adrian,Yelamos, Carlos

, p. 11519 - 11529 (2013)

Several trinuclear titanium complexes be...

Synthesis and Characterization of Large (30-60-Membered) Aliphatic Crown Ethers

Gibson, Harry W.,Bheda, Mukesh C.,Engen, Paul,Shen, Ya Xi,Sze, Jean,et al.

, p. 2186 - 2196 (1994)

We report a new synthetic approach to la...

Preparation of Macrocyclic Polyether-Thiono Diester and -Thiono Tetraester Ligands Containing either the Pyridine Subcyclic Unit or the Oxalyl Moiety, Their Complexes, and Their Reductive Desulfurization to Crown Ethers

Jones, Brian A.,Bradshaw, Jerald S.,Brown, Philip R.,Christensen, James J.,Izatt, Reed M.

, p. 2635 - 2639 (1983)

The preparation of seven new macrocyclic...

The Reduction of Crown Lactones to Crown Ethers

Ager, David J.,Sutherland, O.

, p. 248 - 249 (1982)

Crown lactones may be reduced to crown e...

Temperature-dependent IR spectroscopic and structural study of 18-crown-6 chelating ligand in the complexation with sodium surfactant salts and potassium picrate

Mihelj, Tea,Toma?i?, Vlasta,Bili?kov, Nikola,Liu, Feng

, p. 12 - 20 (2014)

18-crown-6 ether (18C6) complexes with t...

The Synthesis of Unsubstituted Crown Ethers by the Reaction of Oligoethylene Glycols with Arenesulfonyl or Alkanesulfonyl Chlorides

Kuo, Ping-Lin,Kawamura, Norio,Miki, Masaki,Okahara, Mitsuo

, p. 1689 - 1693 (1980)

A new facile method of synthesizing crow...

Synthesis and molecular structures of novel isopropyl-substituted oligosilanes

Tanaka, Ryoji,Unno, Masafumi,Matsumoto, Hideyuki

, p. 595 - 596 (1999)

The cyclotetrasilane [(i-Pr)2Si]4 reacts...

Preparation and Characterisation of Anionic Bis(cyclopentadienyl)niobium Complexes: Molecular Structure of

Green, Malcolm L. H.,Hughes, Andrew K.,Mountford, Philip

, p. 1699 - 1704 (1991)

The reaction between and LiBu, LiBu-1,4...

Synthetic method 18- crown ether -6 (by machine translation)

-

Paragraph 0021; 0024-0037, (2020/05/29)

The preparation 18 - comprises the steps...

Preparation method of 18-crown-6

-

Paragraph 0022-0045, (2020/02/17)

The invention discloses a preparation me...

A 18 - crown ether -6 synthetic method (by machine translation)

-

Paragraph 0026; 0027, (2018/09/11)

The invention discloses a 18 - crown eth...

17455-13-9 Process route

18-crown-6:1-napthylammonium ion 1:1 complex
84693-62-9

18-crown-6:1-napthylammonium ion 1:1 complex

18-crown-6 ether
17455-13-9

18-crown-6 ether

1-amino-naphthalene
134-32-7

1-amino-naphthalene

Conditions
Conditions Yield
In methanol; water; at 26.9 ℃; Equilibrium constant; Thermodynamic data; ΔG300, ΔH, ΔS;
(2R,3R,4S,5S,6R)-2-((2S,3S,4S,5R)-3,4-Dihydroxy-2,5-bis-hydroxymethyl-tetrahydro-furan-2-yloxy)-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol; compound with 1,4,7,10,13,16-hexaoxa-cyclooctadecane

(2R,3R,4S,5S,6R)-2-((2S,3S,4S,5R)-3,4-Dihydroxy-2,5-bis-hydroxymethyl-tetrahydro-furan-2-yloxy)-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol; compound with 1,4,7,10,13,16-hexaoxa-cyclooctadecane

18-crown-6 ether
17455-13-9

18-crown-6 ether

Sucrose
57-50-1

Sucrose

Conditions
Conditions Yield
In water; at 25 ℃; Equilibrium constant;

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