| Identification | More | [Name]
18-Crown-6 | [CAS]
17455-13-9 | [Synonyms]
1,4,7,10,13,16-HEXAOXACYCLOOCTADECANE
18-CROWN-6
18-CROWN 6-ETHER
AKOS BBS-00004361
CROWN-18-5-ETHER
CROWN ETHER/18-CROWN-6
HEXAOXACYCLOOCTADECANE
Ethylene oxide cyclic hexamer
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
18-CROWN-6-ETHER pure
1,4,7,10,13,16-Hexaoxacyclooctadecane, Hexaoxacyclooctadecane | [EINECS(EC#)]
241-473-5 | [Molecular Formula]
C12H24O6 | [MDL Number]
MFCD00005113 | [Molecular Weight]
264.32 | [MOL File]
17455-13-9.mol |
| Chemical Properties | Back Directory | [Appearance]
slightly yellow solid | [Melting point ]
42-45 °C(lit.)
| [Boiling point ]
116°C 0,2mm | [density ]
1,175 g/cm3 | [refractive index ]
1.4580 (estimate) | [Fp ]
>230 °F
| [storage temp. ]
Store at 0-5°C | [solubility ]
Chloroform (Slightly), Methanol (Very Slightly) | [form ]
Crystals or Crystalline Mass or Liquid | [color ]
White or clear colorless | [Stability:]
Stable. Incompatible with strong acids, strong oxidizing agents. | [Water Solubility ]
SOLUBLE | [Sensitive ]
Hygroscopic | [Detection Methods]
GC,NMR,MS | [Merck ]
14,2602 | [BRN ]
1619616 | [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) | [Storage Precautions]
Store under nitrogen | [EPA Substance Registry System]
17455-13-9(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn,Xi | [Risk Statements ]
R22:Harmful if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin .
R36:Irritating to the eyes.
R20/22:Harmful by inhalation and if swallowed .
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S39:Wear eye/face protection . | [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 |
| Raw materials And Preparation Products | Back Directory | [Raw materials]
POTASSIUM CYANIDE-->Alkali Metals, plasma standard solution, Specpure, Ba,Be,Ca,Cs,K,Li,Mg,Na,Rb,Sr, 100μg/ml-->15-Crown-5-->GLOBULINS, CAT GAMMA | [Preparation Products]
1,1'-DIMETHYLFERROCENE-->N,N-Dimethylethylenediamine-->5-Bromoindazole-->3-PHENOXYPHENYLACETONITRILE-->1,3-THIAZOLIDIN-2-ONE-->Cefpodoxime proxetil-->1,2-EPOXYCYCLODODECANE-->2,4-DIAMINO-6-FLUOROPYRIMIDINE-->[(2-OXO-2H-CHROMEN-7-YL)OXY]ACETIC ACID-->3-AMINO-2-FLUORO-4-PICOLINE-->5-AMINOMETHYL-PYRROLIDIN-2-ONE-->2-AMINO-4,6-DIFLUOROPYRIMIDINE-->2-(4-BROMOPHENYL)THIOPHENE-->4-AMINO-2,6-DIFLUOROPYRIMIDINE-->N,N,N',N'-Tetraphenylbenzidine |
| Hazard Information | Back Directory | [Chemical Properties]
slightly yellow solid | [Uses]
A useful phase transfer catalyst. | [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.] |
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