18-Crownether-6
| Code | Size | Price |
|---|
| CDX-C0143-G010 | 10 g | £59.00 |
Quantity:
| CDX-C0143-G050 | 50 g | £181.00 |
Quantity:
Prices exclude any Taxes / VAT
Overview
Regulatory Status: RUO
Shipping:
AMBIENT
Storage:
Short Term Storage: +20?C. Long Term Storage: +20?C
Documents
Further Information
Alternate Names/Synonyms:
18-Crown-6; 1,4,7,10,13,16-Hexaoxacyclooctadecane
Appearance:
Light yellow powder.
CAS:
17455-13-9
EClass:
32160000
Form (Short):
solid
GHS Symbol:
GHS07
Handling Advice:
Protect from light and moisture.
Hazards:
H302-H315-H319-H335
InChi:
InChI=1S/C12H24O6/c1-2-14-5-6-16-9-10-18-12-11-17-8-7-15-4-3-13-1/h1-12H2
InChiKey:
XEZNGIUYQVAUSS-UHFFFAOYSA-N
Long Description:
Chemical. CAS: 17455-13-9. Formula: C12H24O6. Molecular Weight: 264.32. 18-Crownether-6 (18-crown-6) is ionophoric and used as an efficient phase transfer catalyst and as a complexing agent with a variety of small cations. It is involved in the synthesis of diaryl ethers, diaryl thioethers and diarylamines mediated by potassium fluoride-alumina and 18-crown-6. Used to solubilizing simple metal salts in nonpolar and dipolar aprotic solvents where solvation of the anionic portion of the salt should be minimal. 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).
MDL:
MFCD00005113
Molecular Formula:
C12H24O6
Molecular Weight:
264.32
Package Type:
Vial
Precautions:
P261-P305 + P351 + P338
Product Description:
18-Crownether-6 (18-crown-6) is ionophoric and used as an efficient phase transfer catalyst and as a complexing agent with a variety of small cations. It is involved in the synthesis of diaryl ethers, diaryl thioethers and diarylamines mediated by potassium fluoride-alumina and 18-crown-6. Used to solubilizing simple metal salts in nonpolar and dipolar aprotic solvents where solvation of the anionic portion of the salt should be minimal. 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).
Purity:
>99% (HPLC)
Signal word:
Warning
SMILES:
C1OCCOCCOCCOCCOCCOC1
Solubility Chemicals:
Soluble in chloroform (50 mg/ml), methanol, ethanol, benzene or water.
Transportation:
Non-hazardous
UNSPSC Category:
Biochemical Reagents
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 2 years after receipt when stored at RT.
References
(1) P. Solovev, et al.; J. Org. Chem. 61, 5221 (1996) | (2) G. Rounaghi, et al.; Talanta 44, 275 (1997) | (3) J.S. Sawyer, et al.; J. Org. Chem. 63, 6338 (1998) | (4) S. Kado & K. Kimura; JACS 125, 4560 (2003) | (5) D.A. Richens, et al.; J. Chromatogr A. 1016, 155 (2003) | (6) D.L. Kirschner & T.K. Green; Carbohydr. Res. 340, 1773 (2005) | (7) N. Hirayama, et al.; Anal. Sci. 24, 697 (2008) | (8) R.M. Burks & D.S. Hage; Electrophoresis 30, 657 (2009) | (9) A.G. Vendilo, et al.; Molecules 14, 5001 (2009) | (10) P. Lasitha & E. Prasad; Chemistry 22, 10558 (2016) | (11) A.K. Junker, et al.; Inorg. Chem. 55, 12299 (2016) | (12) L. Martin, et al.; Inorg. Chem. 56, 717 (2017)