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| CAS No.: | 17455-13-9 |
|---|---|
| Name: | 18-Crown-6 |
| Molecular Structure: | |
|
|
|
| Formula: | C12H24O6 |
| Molecular Weight: | 264.319 |
| Synonyms: | 18-Crownether-6;18-Crown-6 ether;Ethylene oxide cyclic hexamer;NSC159836;1,4,7,10,13,16-Hexaoxacyclooctadecane; |
| EINECS: | 241-473-5 |
| Density: | 0.995 g/cm3 |
| Melting Point: | 42-45 ºC(lit.) |
| Boiling Point: | 395.8 ºC at 760 mmHg |
| Flash Point: | 163.8 ºC |
| Solubility: | soluble in water |
| Appearance: | slightly yellow solid |
| Hazard Symbols: |
 Xn, Xi
|
| Risk Codes: | 22-36/37/38-36-20/22-20/21/22 |
| Safety: | 26-36-39 |
| PSA: | 55.38000 |
| LogP: | 0.09960 |
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- 17455-13-9
18-crown-6 ether
| Conditions | Yield |
|---|---|
| With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; for 1.5h; | 92% |
- 62796-84-3
1,4,7,10,13,16-hexaoxacyclooctadecane-2,6-dione
- 17455-13-9
18-crown-6 ether
| Conditions | Yield |
|---|---|
| With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; for 1.5h; | 89% |
- 17455-13-9
18-crown-6 ether
| Conditions | Yield |
|---|---|
| With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; for 1.5h; | 83% |
- 17455-13-9
18-crown-6 ether
| Conditions | Yield |
|---|---|
| With calcium oxide In water | 80% |
- 17455-13-9
18-crown-6 ether
| Conditions | Yield |
|---|---|
| With calcium oxide In water | 80% |
- 75-77-4
chloro-trimethyl-silane
A
- 17455-13-9
18-crown-6 ether
B
- 79848-13-8
octakis(i-propyl)cycloterasilane
| Conditions | Yield |
|---|---|
| In benzene Ring cleavage; | A n/a B 9% C 79% |
- 19249-03-7
triethylene glycol di-(p-toluenesulfonate)
- 112-27-6
2,2'-[1,2-ethanediylbis(oxy)]bisethanol
- 17455-13-9
18-crown-6 ether
| Conditions | Yield |
|---|---|
| With aluminum oxide; potassium fluoride In acetonitrile for 72h; Ambient temperature; | 78% |
| With potassium hydroxide In water at 25℃; for 0.5h; Solvent; Temperature; | 54% |
- 17455-13-9
18-crown-6 ether
| Conditions | Yield |
|---|---|
| With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; for 1.5h; | 77% |
- 2615-15-8
pentaethylene glycol
- 17455-13-9
18-crown-6 ether
| Conditions | Yield |
|---|---|
| With potassium hydroxide; p-toluenesulfonyl chloride In 1,4-dioxane at 60℃; | 75% |
- 2615-15-8
pentaethylene glycol
A
- 17455-13-9
18-crown-6 ether
B
- 71092-59-6
<36>crown-12
C
- 71092-62-1
54-Crown-18
| Conditions | Yield |
|---|---|
| With potassium hydroxide; p-toluenesulfonyl chloride In 1,4-dioxane at 65℃; | A 69% B 1.1% C 0.1% |
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Chemistry
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IUPAC Name: 3,6,9,12,15,18-Hexaoxacyclooctadecane
Molecular Formula: C12H24O6
Molecular Weight: 264.32 g/mol
SMILES: C1COCCOCCOCCOCCOCCO1
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
EINECS: 241-473-5
Classification Code: Drug / Therapeutic Agent; Skin / Eye Irritant
Product Categories: API intermediates; Crown Ethers; Functional Materials; Macrocycles for Host-Guest Chemistry
storage temperature: Store at 0-5 °C
Water Solubility: SOLUBLE
Sensitive: Hygroscopic
Stability: Stable. Incompatible with strong acids, strong oxidizing agents.
Melting Point: 42-45 °C(lit.)
Index of Refraction: 1.404
Molar Refractivity: 64.97 cm3
Molar Volume: 265.5 cm3
Polarizability: 25.75×10-24 cm3
Surface Tension: 31.2 dyne/cm
Density: 0.995 g/cm3
Flash Point: 163.8 °C
Enthalpy of Vaporization: 62.08 kJ/mol
Boiling Point: 395.8 °C at 760 mmHg
Vapour Pressure of 18-Crown-6 (CAS NO.17455-13-9): 4.09E-06 mmHg at 25 °C
Uses
18-Crown-6 (CAS NO.17455-13-9) is used as a metal ion complexing agent.
Production
18-Crown-6 (CAS NO.17455-13-9) is commonly producted by the method of Wei Lianlin synthesis.
Toxicity Data With Reference
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| guinea pig | LD50 | oral | 59mg/kg (59mg/kg) | Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 53(10), Pg. 92, 1988. | |
| mouse | LD50 | intraperitoneal | 464mg/kg (464mg/kg) | BEHAVIORAL: TREMOR BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD | Drug and Chemical Toxicology. Vol. 8, Pg. 451, 1985. |
| mouse | LD50 | intravenous | > 1gm/kg (1000mg/kg) | Russian Pharmacology and Toxicology Vol. 47, Pg. 167, 1984. | |
| mouse | LD50 | oral | 540mg/kg (540mg/kg) | Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 53(10), Pg. 92, 1988. | |
| rabbit | LD50 | skin | 3888mg/kg (3888mg/kg) | BEHAVIORAL: TREMOR SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE" GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA" | National Technical Information Service. Vol. OTS0571014, |
| rat | LD50 | intraperitoneal | 830mg/kg (830mg/kg) | BEHAVIORAL: TREMOR BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD | Drug and Chemical Toxicology. Vol. 8, Pg. 451, 1985. |
| rat | LD50 | intratracheal | 56mg/kg (56mg/kg) | BEHAVIORAL: TREMOR LUNGS, THORAX, OR RESPIRATION: "FIBROSIS, FOCAL (PNEUMOCONIOSIS)" LUNGS, THORAX, OR RESPIRATION: STRUCTURAL OR FUNCTIONAL CHANGE IN TRACHEA OR BRONCHI | National Technical Information Service. Vol. OTS0536187, |
| rat | LD50 | oral | 525mg/kg (525mg/kg) | Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 53(10), Pg. 92, 1988. | |
| rat | LDLo | skin | 7gm/kg (7000mg/kg) | National Technical Information Service. Vol. OTS0540542, |
Consensus Reports
Reported in EPA TSCA Inventory.
Safety Profile
Hazard Codes: 
Xn,
Xi
Risk Statements: 22-36/37/38-36-20/22-20/21/22
R22:Harmful if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin.
R36:Irritating to eyes.
R20/22:Harmful by inhalation and if swallowed.
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
Safety Statements: 26-36-39
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
HazardClass: 6.1(b)
PackingGroup of 18-Crown-6 (CAS NO.17455-13-9): III
Specification
18-Crown-6 (CAS NO.17455-13-9), its Synonyms are 1,4,7,10,13,16-Hexanoxacyclooctadecane ; 1,4,7,10,13,16-Hexaoxacyclooctadecane ; Ethylene oxide cyclic hexamer . It is slightly yellow solid.