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Name	18-Crown-6	EINECS	241-473-5
CAS No.	17455-13-9	Density	0.995 g/cm³
PSA	55.38000	LogP	0.09960
Solubility	soluble in water	Melting Point	42-45 ºC(lit.)
Formula	C₁₂H₂₄O₆	Boiling Point	395.8 ºC at 760 mmHg
Molecular Weight	264.319	Flash Point	163.8 ºC
Transport Information	N/A	Appearance	slightly yellow solid
Safety	26-36-39	Risk Codes	22-36/37/38-36-20/22-20/21/22
Molecular Structure		Hazard Symbols	Xn,Xi
Synonyms	18-Crownether-6;18-Crown-6 ether;Ethylene oxide cyclic hexamer;NSC159836;1,4,7,10,13,16-Hexaoxacyclooctadecane;	Article Data	59

18-Crown-6 Synthetic route

: 1,4,7,10,13,16-Hexaoxa-cyclooctadecane-2,9-dione

: 17455-13-9
18-crown-6 ether

Conditions

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

Conditions	Yield
With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; for 1.5h;	89%

: 1,4,7,10,13,16-Hexaoxa-cyclooctadecane-2,12-dione

: 17455-13-9
18-crown-6 ether

Conditions

Conditions	Yield
With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; for 1.5h;	83%

: C12H24O6*C3H7N*ClH

: 17455-13-9
18-crown-6 ether

Conditions

Conditions	Yield
With calcium oxide In water	80%

: C12H24O6*C7H9N*BrH

: 17455-13-9
18-crown-6 ether

Conditions

Conditions	Yield
With calcium oxide In water	80%

: 75-77-4
chloro-trimethyl-silane

: 1,4-dipotassio tetrasilane

A: 17455-13-9
18-crown-6 ether

B: 79848-13-8
octakis(i-propyl)cycloterasilane

C: linear hexasilane

Conditions

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

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%

: 1,4,7,10,13,16-Hexaoxa-cyclooctadecane-2,15-dione

: 17455-13-9
18-crown-6 ether

Conditions

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

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

Conditions	Yield
With potassium hydroxide; p-toluenesulfonyl chloride In 1,4-dioxane at 65℃;	A 69% B 1.1% C 0.1%

18-Crown-6 Chemical Properties

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

18-Crown-6 Uses

18-Crown-6 (CAS NO.17455-13-9) is used as a metal ion complexing agent.

18-Crown-6 Production

18-Crown-6 (CAS NO.17455-13-9) is commonly producted by the method of Wei Lianlin synthesis.

18-Crown-6 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,

18-Crown-6 Consensus Reports

Reported in EPA TSCA Inventory.

18-Crown-6 Safety Profile

Hazard Codes: Harmful Xn, Irritant 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

18-Crown-6 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.

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