Specifications
- Purity
- ≥99% (HPLC)
- Appearance
- Light yellow powder
- Identity
- 1H-NMR
Properties
- Solvents
- Soluble in chloroform (50 mg/ml), methanol, ethanol, benzene or water.
- Melting Point
- 37-41 °C
- Boiling Point
- 116 °C at 0.2 mmHg
- Density
- 1.18 g/cm3
Available from stock
18-Crownether-6
- SKU
- C0143
Category: Building Blocks, Intermediates, Reagents
- Synonyms
- 18-Crown-6, 1,4,7,10,13,16-Hexaoxacyclooctadecane
- 17455-13-9
- CAS-Number
- C12H24O6
- Molecular Formula
- 264.32
- Molecular Weight
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
- Shipping
- AMBIENT
- Short Term Storage
- RT
- Long Term Storage
- RT
- Handling Advice
- Protect from light and moisture.
- Use / Stability
- Stable for at least 2 years after receipt when stored at RT.
- Hazard statements
- H302-H315-H319-H335
- Precautionary statements
- P261-P305 + P351 + P338
- GHS Symbol
- GHS07
- Signal word
- Warning
- Transportation
- Not dangerous goods
- 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).
- Smiles
- C1OCCOCCOCCOCCOCCOC1
- InChi Key
- XEZNGIUYQVAUSS-UHFFFAOYSA-N
- 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)
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).
Additional information
| Synonyms | 18-Crown-6, 1,4,7,10,13,16-Hexaoxacyclooctadecane |
|---|---|
| Purity | ≥99% (HPLC) |
| Appearance | Light yellow powder |
| CAS-Number | 17455-13-9 |
| Molecular Formula | C12H24O6 |
| Molecular Weight | 264.32 |
| Identity | 1H-NMR |
| Solvents | Soluble in chloroform (50 mg/ml), methanol, ethanol, benzene or water. |
| Melting Point | 37-41 °C |
| Boiling Point | 116 °C at 0.2 mmHg |
| Density | 1.18 g/cm3 |
| Smiles | C1OCCOCCOCCOCCOCCOC1 |
| InChi Key | XEZNGIUYQVAUSS-UHFFFAOYSA-N |
| Shipping | AMBIENT |
| Short Term Storage | RT |
| Long Term Storage | RT |
| Handling Advice | Protect from light and moisture. |
| Use / Stability | Stable for at least 2 years after receipt when stored at RT. |
| Hazard statements | H302-H315-H319-H335 |
| Precautionary statements | P261-P305 + P351 + P338 |
| GHS Symbol | GHS07 |
| Signal word | Warning |
| Transportation | Not dangerous goods |
| 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) |
| Quantity | 10 g, 50 g, Bulk |
