HEXAOXACYCLOOCTADECANE
18-Crown-6
CAS: 17455-13-9
Molecular Formula: C12H24O6
HEXAOXACYCLOOCTADECANE - Names and Identifiers
| Name | 18-Crown-6 |
| Synonyms | 18-Crown-6 18-CROWN-6 Crownwhitextl JACS-17455-13-9 CROWN-18-5-ETHER 18-CROWN 6-ETHER 18-Crown-6-ether AKOS BBS-00004361 HEXAOXACYCLOOCTADECANE 1,4,7,10,13,16-Hexaoxacyclooctadecane 1,4,7,10,13,16-HEXAOXACYCLOOCTADECANE (1,4,7,10,13,16-hexaoxacyclooctadecane) |
| CAS | 17455-13-9 |
| EINECS | 241-473-5 |
| 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 |
| InChIKey | XEZNGIUYQVAUSS-UHFFFAOYSA-N |
HEXAOXACYCLOOCTADECANE - Physico-chemical Properties
| Molecular Formula | C12H24O6 |
| Molar Mass | 264.32 |
| Density | 1,175 g/cm3 |
| Melting Point | 42-45°C(lit.) |
| Boling Point | 116°C 0,2mm |
| Flash Point | >230°F |
| Water Solubility | SOLUBLE |
| Solubility | Soluble in water, benzene, acetone, chloroform. |
| Vapor Presure | 4.09E-06mmHg at 25°C |
| Appearance | White powder or crystal block |
| Color | White or clear colorless |
| Merck | 14,2602 |
| BRN | 1619616 |
| Storage Condition | Store below +30°C. |
| Stability | Stable. Incompatible with strong acids, strong oxidizing agents. |
| Sensitive | Hygroscopic |
| Refractive Index | 1.4580 (estimate) |
| MDL | MFCD00005113 |
| Physical and Chemical Properties | Appearance white crystals, irritating to eyes and skin melting point 36-40°C boiling point 116°C (26.6) flash point> 110°C solubility soluble in water Other crown ethers, also known as macrocyclic ethers, are Macrocyclic Compounds containing multiple oxygen atoms. In naming, the total number of atoms contained in the ring is marked before the word "Crown", and the number of oxygen atoms contained therein is marked after the name. This was unexpectedly discovered by Pedersen of DuPont in 1967 and found that this class of compounds had a number of unusual properties. toxicity of 18-crown -6: The oral lethal dose in rats was 300mg/kg. |
| Use | Used as metal ion complexing agents; Organic reagents, pharmaceutical intermediates; Used as complexing reagents and phase transfer catalysts |
HEXAOXACYCLOOCTADECANE - Risk and Safety
| Risk Codes | 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 Description | 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. |
| UN IDs | 2811 |
| WGK Germany | 3 |
| RTECS | MP4500000 |
| FLUKA BRAND F CODES | 10 |
| TSCA | Yes |
| HS Code | 29329995 |
| Hazard Class | 6.1(b) |
| Packing Group | III |
| Toxicity | LD50 orally in Rabbit: 525 mg/kg LD50 dermal Rabbit 3888 mg/kg |
HEXAOXACYCLOOCTADECANE - Introduction
Strong complexing agent for alkali metal ions. Colorimetric determination reagent, used to determine the potassium salt in serum.
Last Update：2022-10-16 17:14:26
HEXAOXACYCLOOCTADECANE - Reference Information
| NIST chemical information | Information provided by: webbook.nist.gov (external link) |
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| introduction | 18-crown ether -6, also known as crown ether, belongs to macrocyclic ether organic compounds. its main use is high-efficiency phase transfer catalyst for fine organic synthesis, complexing agent, extractant for separation and extraction of precious metals and rare earth elements. It can be used for ion enrichment, separation and masking in chemical analysis, and can also be used in the fields of medicine, biochemistry and electronics industry as ion conductive materials and liquid crystal display device manufacturing materials. |
| use | crown ether one of the most important characteristics is that it can form stable complexes with various metal salts, ammonium salts, organic cationic compounds, etc. Using this property, various salts can be dissolved in organic solvents. Crown ether can be placed in the cationic chelate ring. At the same time, due to the outward organic genes, it can generate complexes, and it can also be dissolved in non-polar organic solvents. At this time, the unsolvated anion exists in the solvent as a bare anion, so the activity is extremely high. Crown ethers can dissolve alkali metals and organic alkali metal compounds in organic solvents. Therefore, it has been widely used in organic synthesis, optical resolution, heavy metal chelation, separation, analysis, and physiologically active medicine and biochemistry. For example, as a phase transfer catalyst, many reactions that are difficult to react or even do not occur under traditional conditions can be carried out smoothly. Such reactions have fast rate, simple conditions, convenient operation and high yield. For example, the condensation reaction yield of benzoin in aqueous solution is extremely low. If 7% of crown ether is added to the aqueous solution, benzoin with a yield of 78% can be obtained. This reaction can also be carried out in benzene (or acetonitrile). Although potassium cyanide is insoluble in benzene, if 18-crown -6 is added, not only can the reaction occur, but the yield can be as high as 95%. Toxicity of 18-Crown -6: The oral lethal dose of rats is 300mg/kg. It is irritating to eyes and skin. Used as complexing reagent and phase transfer catalyst. Widely used in pharmaceutical industry, electronic sealing glue, adhesive production and other fields. Strong complexing agent for alkali metal ions. Colorimetric determination reagent, used to determine the potassium salt in serum. Organic synthesis. Phase transfer catalyst. Macrocyclic ether organic compounds. The main uses are high-efficiency phase transfer catalysts for fine organic synthesis, complexing agents, extractants for the separation and extraction of precious metals and rare earth elements. It can be used for ion enrichment, separation and masking in chemical analysis, and can also be used in the fields of medicine, biochemistry and electronics industry as ion conductive materials and liquid crystal display device manufacturing materials. Used as metal ion complexing agent |
| Production method | It is usually prepared by the William Lin synthesis method, which is the reaction of alkoxide and haloalkane. Uses: One of the most important characteristics of crown ether is that it can form stable complexes with various metal salts, ammonium salts, organic cationic compounds, etc. Using this property, various salts can be dissolved in organic solvents. Crown ether can be placed in the cationic chelate ring. At the same time, due to the outward organic genes, it can generate complexes, and it can also be dissolved in non-polar organic solvents. At this time, the unsolvated anion exists in the solvent as a bare anion, so the activity is extremely high. Crown ethers can dissolve alkali metals and organic alkali metal compounds in organic solvents. Therefore, it has been widely used in organic synthesis, optical resolution, heavy metal chelation, separation, analysis, and physiologically active medicine and biochemistry. For example, as a phase transfer catalyst, many reactions that are difficult to react or even do not occur under traditional conditions can be carried out smoothly. Such reactions have fast rate, simple conditions, convenient operation and high yield. For example, the condensation reaction yield of benzoin in aqueous solution is extremely low. If 7% of crown ether is added to the aqueous solution, benzoin with a yield of 78% can be obtained. This reaction can also be carried out in benzene (or acetonitrile). Although potassium cyanide is insoluble in benzene, if 18-crown -6 is added, not only can the reaction occur, but the yield can be as high as 95%. Toxicity of 18-Crown -6: The oral lethal dose of rats is 300mg/kg. It is irritating to eyes and skin. |
Last Update：2024-04-10 22:29:15
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