Benzo-18-crown-6 supplier | CasNO.14098-24-9

Name
Benzo-18-crown-6
EINECS -0
CAS No. 14098-24-9
Article Data16
CAS DataBase
Density 1.057 g/cm³
Solubility
Melting Point 42-45 °C(lit.)
Formula C₁₆H₂₄O₆
Boiling Point 451.8 °C at 760 mmHg
Molecular Weight 312.363
Flash Point 186.6 °C
Transport Information
Appearance white granular powder and chunks
Safety 22-24/25-37/39-26
Risk Codes 36/37/38-20/21/22
Molecular Structure
Hazard Symbols Xn, Xi
Synonyms 18-Benzo-6-crownether;2,3-Benzo-1,4,7,10,13,16-hexaoxacyclooctadeca-2-ene;2,3-Benzo-18-crown-6;Benzo18C6;Monobenzo-18-crown-6;
PSA 55.38000
LogP 1.52420

Synthetic route

: 75460-28-5
18-bromo-2,3,5,6,8,9,11,12,14,15-decahydrobenzo[b][1,4,7,10,13,16]Hexaoxacyclotetradecene

: 14098-24-9
2,3,5,6,8,9,11,12,14,15-decahydro-1,4,7,10,13,16-benzohexaoxacyclooctadecin

Conditions

Conditions	Yield
With 4-methyl-morpholine; tetrahydroxydiboron; 5%-palladium/activated carbon In 1,2-dichloro-ethane at 50℃; for 1.5h;	95%

: 77963-49-6
o-hydroxyphenyl 3,6,9,12-tetraoxa-14-bromotetradecyl ether

: 14098-24-9
2,3,5,6,8,9,11,12,14,15-decahydro-1,4,7,10,13,16-benzohexaoxacyclooctadecin

Conditions

Conditions	Yield
With tetramethyl ammoniumhydroxide In water; dimethyl sulfoxide at 25℃;	90.4%
sodium cation In methanol at 25℃; further catalysts;
With tetramethyl ammoniumhydroxide In water; dimethyl sulfoxide at 25℃; Rate constant; other reagent;	90.4 % Spectr.

: 41024-91-3
penta(ethylene glycol) bis(p-toluenesulfonate)

: 120-80-9
benzene-1,2-diol

: 14098-24-9
2,3,5,6,8,9,11,12,14,15-decahydro-1,4,7,10,13,16-benzohexaoxacyclooctadecin

Conditions

Conditions	Yield
With sodium hydroxide; tetra-(n-butyl)ammonium iodide In toluene for 16h; Heating;	77%
With sodium hydride In tetrahydrofuran for 7h; Heating;	40%

: 10234-40-9
2,2'-(1,2-phenylenedioxy)diethanol

: 19249-03-7
triethylene glycol di-(p-toluenesulfonate)

: 14098-24-9
2,3,5,6,8,9,11,12,14,15-decahydro-1,4,7,10,13,16-benzohexaoxacyclooctadecin

Conditions

Conditions	Yield
With sodium hydroxide; tetra-(n-butyl)ammonium iodide In toluene for 16h; Heating;	69%
With potassium tert-butylate 1) THF, RT, 1 h, 2) THF, RT, 24 h; reflux, 48 h; Yield given. Multistep reaction;

: 501892-05-3
2-[2-(2-{2-[2-(2-hydroxyethoxy)ethoxy]ethoxy}phenoxy)ethoxy]-1-ethanol

: 14098-24-9
2,3,5,6,8,9,11,12,14,15-decahydro-1,4,7,10,13,16-benzohexaoxacyclooctadecin

Conditions

Conditions	Yield
With sodium hydroxide; tetra-(n-butyl)ammonium iodide; p-toluenesulfonyl chloride In toluene at 70 - 75℃; for 13h;	68%

: 5197-65-9
1,14-dichloro-3,6,9,12-tetraoxatetradecane

: 120-80-9
benzene-1,2-diol

: 14098-24-9
2,3,5,6,8,9,11,12,14,15-decahydro-1,4,7,10,13,16-benzohexaoxacyclooctadecin

Conditions

Conditions	Yield
	60%

: 54535-06-7
bis(o-phenylene)glycol ditosylate

: 112-27-6
2,2'-[1,2-ethanediylbis(oxy)]bisethanol

: 14098-24-9
2,3,5,6,8,9,11,12,14,15-decahydro-1,4,7,10,13,16-benzohexaoxacyclooctadecin

Conditions

Conditions	Yield
With sodium hydroxide; tetra-(n-butyl)ammonium iodide In toluene for 16h; Heating;	8%

: 120-80-9
benzene-1,2-diol

: 109789-39-1
pentaethylene glycol dimesylate

: 14098-24-9
2,3,5,6,8,9,11,12,14,15-decahydro-1,4,7,10,13,16-benzohexaoxacyclooctadecin

Conditions

Conditions	Yield
Yield given. Multistep reaction;

: 6,7,9,10,12,13,15,16,18,19-Decahydro-5,8,11,14,17,20-hexaoxa-benzocyclooctadecene; compound with GENERIC INORGANIC NEUTRAL COMPONENT

: 14098-24-9
2,3,5,6,8,9,11,12,14,15-decahydro-1,4,7,10,13,16-benzohexaoxacyclooctadecin

Conditions

Conditions	Yield
In methanol at 25℃; Equilibrium constant;

: 6,7,9,10,12,13,15,16,18,19-Decahydro-5,8,11,14,17,20-hexaoxa-benzocyclooctadecene; compound with GENERIC INORGANIC NEUTRAL COMPONENT

: 14098-24-9
2,3,5,6,8,9,11,12,14,15-decahydro-1,4,7,10,13,16-benzohexaoxacyclooctadecin

Conditions

Conditions	Yield
In methanol at 25℃; Equilibrium constant;

: C16H24O6*BrCs

: 14098-24-9
2,3,5,6,8,9,11,12,14,15-decahydro-1,4,7,10,13,16-benzohexaoxacyclooctadecin

Conditions

Conditions	Yield
In methanol at 25℃; Equilibrium constant;

: C16H24O6*BrRb

: 14098-24-9
2,3,5,6,8,9,11,12,14,15-decahydro-1,4,7,10,13,16-benzohexaoxacyclooctadecin

Conditions

Conditions	Yield
In methanol at 25℃; Equilibrium constant;

: 83897-22-7
Lithium; 2-[2-(2-{2-[2-(2-bromo-ethoxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-phenolate

: 14098-24-9
2,3,5,6,8,9,11,12,14,15-decahydro-1,4,7,10,13,16-benzohexaoxacyclooctadecin

Conditions

Conditions	Yield
In water; dimethyl sulfoxide at 25℃; Rate constant;

: GENERIC INORGANIC CATION; 2-[2-(2-{2-[2-(2-bromo-ethoxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-phenolate

: 14098-24-9
2,3,5,6,8,9,11,12,14,15-decahydro-1,4,7,10,13,16-benzohexaoxacyclooctadecin

Conditions

Conditions	Yield
In methanol at 25℃; Rate constant; Thermodynamic data; rate constant and activation parameters (ΔHexcit, ΔSexcit) for the cyclization;

: GENERIC INORGANIC CATION; 2-[2-(2-{2-[2-(2-bromo-ethoxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-phenolate

: 14098-24-9
2,3,5,6,8,9,11,12,14,15-decahydro-1,4,7,10,13,16-benzohexaoxacyclooctadecin

Conditions

Conditions	Yield
In methanol at 25℃; Rate constant; Thermodynamic data; rate constant and activation parameters (ΔHexcit, ΔSexcit) for the cyclization;

: Barium; 2-[2-(2-{2-[2-(2-bromo-ethoxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-phenolate

: 14098-24-9
2,3,5,6,8,9,11,12,14,15-decahydro-1,4,7,10,13,16-benzohexaoxacyclooctadecin

Conditions

Conditions	Yield
In methanol at 25℃; Rate constant; Thermodynamic data; rate constant and activation parameters (ΔHexcit, ΔSexcit) for the cyclization;

: 83897-27-2
2-[2-(2-{2-[2-(2-Bromo-ethoxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-phenolatetetraethyl-ammonium;

: 14098-24-9
2,3,5,6,8,9,11,12,14,15-decahydro-1,4,7,10,13,16-benzohexaoxacyclooctadecin

Conditions

Conditions	Yield
In water; dimethyl sulfoxide at 25℃; Rate constant;

: 83897-26-1
Caesium; 2-[2-(2-{2-[2-(2-bromo-ethoxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-phenolate

: 14098-24-9
2,3,5,6,8,9,11,12,14,15-decahydro-1,4,7,10,13,16-benzohexaoxacyclooctadecin

Conditions

Conditions	Yield
In water; dimethyl sulfoxide at 25℃; Rate constant;
In methanol at 25℃; Rate constant; Thermodynamic data; rate constant and activation parameters (ΔHexcit, ΔSexcit) for the cyclization;

: 83897-23-8
Sodium; 2-[2-(2-{2-[2-(2-bromo-ethoxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-phenolate

: 14098-24-9
2,3,5,6,8,9,11,12,14,15-decahydro-1,4,7,10,13,16-benzohexaoxacyclooctadecin

Conditions

Conditions	Yield
In water; dimethyl sulfoxide at 25℃; Rate constant;
In methanol at 25℃; Rate constant; Thermodynamic data; rate constant and activation parameters (ΔHexcit, ΔSexcit) for the cyclization;

: 83897-25-0
GENERIC INORGANIC CATION; 2-[2-(2-{2-[2-(2-bromo-ethoxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-phenolate

: 14098-24-9
2,3,5,6,8,9,11,12,14,15-decahydro-1,4,7,10,13,16-benzohexaoxacyclooctadecin

Conditions

Conditions	Yield
In water; dimethyl sulfoxide at 25℃; Rate constant;
In methanol at 25℃; Rate constant; Thermodynamic data; rate constant and activation parameters (ΔHexcit, ΔSexcit) for the cyclization;

: 65845-47-8
2-[2-(2-{2-[2-(2-Bromo-ethoxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-phenol anion

: 14098-24-9
2,3,5,6,8,9,11,12,14,15-decahydro-1,4,7,10,13,16-benzohexaoxacyclooctadecin

Conditions

Conditions	Yield
In water; dimethyl sulfoxide at 25℃; Rate constant;
In methanol at 25℃; Rate constant; Thermodynamic data; rate constant and activation parameters (ΔHexcit, ΔSexcit) for the cyclization;
lithium cation; potassium ion In dimethyl sulfoxide at 25℃; Rate constant; Equilibrium constant;

: 83897-24-9
Potassium; 2-[2-(2-{2-[2-(2-bromo-ethoxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-phenolate

: 14098-24-9
2,3,5,6,8,9,11,12,14,15-decahydro-1,4,7,10,13,16-benzohexaoxacyclooctadecin

Conditions

Conditions	Yield
In water; dimethyl sulfoxide at 25℃; Rate constant;
In methanol at 25℃; Rate constant; Thermodynamic data; rate constant and activation parameters (ΔHexcit, ΔSexcit) for the cyclization;

: 75460-28-5
18-bromo-2,3,5,6,8,9,11,12,14,15-decahydrobenzo[b][1,4,7,10,13,16]Hexaoxacyclotetradecene

A: 60835-74-7
4'-formyl-benzo-18-crown-6-ether

B: 14098-24-9
2,3,5,6,8,9,11,12,14,15-decahydro-1,4,7,10,13,16-benzohexaoxacyclooctadecin

Conditions

Conditions	Yield
With n-butyllithium 1) Et2O, THF, hexane, -60 deg C, 4.0 h; 2) DMF, Et2O, THF, hexane, -60 deg C, 1.2 h; Yield given. Multistep reaction. Yields of byproduct given;

: 75460-28-5
18-bromo-2,3,5,6,8,9,11,12,14,15-decahydrobenzo[b][1,4,7,10,13,16]Hexaoxacyclotetradecene

: 68-12-2, 33513-42-7
N,N-dimethyl-formamide

A: 60835-74-7
4'-formyl-benzo-18-crown-6-ether

B: 14098-24-9
2,3,5,6,8,9,11,12,14,15-decahydro-1,4,7,10,13,16-benzohexaoxacyclooctadecin

Conditions

Conditions	Yield
With n-butyllithium 1) Et2O, THF, hexane, -60 deg C, 4.0 h; 2) Et2O, THF, hexane, -60 deg C, 1.2 h; Yield given. Multistep reaction. Yields of byproduct given;

...Expand

: C16H24O6*BrCs

A: 14098-24-9
2,3,5,6,8,9,11,12,14,15-decahydro-1,4,7,10,13,16-benzohexaoxacyclooctadecin

B CsBr: CsBr

Conditions

Conditions	Yield
In water; dimethyl sulfoxide at 25℃; Equilibrium constant;

: 6,7,9,10,12,13,15,16,18,19-Decahydro-5,8,11,14,17,20-hexaoxa-benzocyclooctadecene; compound with GENERIC INORGANIC NEUTRAL COMPONENT

A: 14098-24-9
2,3,5,6,8,9,11,12,14,15-decahydro-1,4,7,10,13,16-benzohexaoxacyclooctadecin

B KBr: KBr

Conditions

Conditions	Yield
In water; dimethyl sulfoxide at 25℃; Equilibrium constant;

: 6,7,9,10,12,13,15,16,18,19-Decahydro-5,8,11,14,17,20-hexaoxa-benzocyclooctadecene; compound with GENERIC INORGANIC NEUTRAL COMPONENT

A: 14098-24-9
2,3,5,6,8,9,11,12,14,15-decahydro-1,4,7,10,13,16-benzohexaoxacyclooctadecin

B NaBr: NaBr

Conditions

Conditions	Yield
In water; dimethyl sulfoxide at 25℃; Equilibrium constant;

: C16H24O6*BrRb

A: 14098-24-9
2,3,5,6,8,9,11,12,14,15-decahydro-1,4,7,10,13,16-benzohexaoxacyclooctadecin

B RbBr: RbBr

Conditions

Conditions	Yield
In water; dimethyl sulfoxide at 25℃; Equilibrium constant;

: 5197-62-6
2-[2-(chloroethoxy)ethoxy]ethanol

: 14098-24-9
2,3,5,6,8,9,11,12,14,15-decahydro-1,4,7,10,13,16-benzohexaoxacyclooctadecin

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 91 percent / K2CO3 / dimethylformamide / 10 h / 95 - 100 °C 2: 68 percent / aq. NaOH; (nC4H9)4NI; p-TsCl / toluene / 13 h / 70 - 75 °C View Scheme

: tetrafluoroboric acid

: 14098-24-9
2,3,5,6,8,9,11,12,14,15-decahydro-1,4,7,10,13,16-benzohexaoxacyclooctadecin

: 868961-96-0
(((C6H5)2PCH2CH2P(C6H5)2)Pd(OC6H3ClCHNCH2C6H4NH2))(1+)*BF4(1-)=(((C6H5)2PCH2CH2P(C6H5)2)Pd(OC6H3ClCHNCH2C6H4NH2))BF4

: (((C6H5)2PCH2)2)Pd(OC6H3ClCHNCH2C6H4NH3)(2+)*2BF4(1-)*O6C16H24=((((C6H5)2PCH2)2)Pd(OC6H3ClCHNCH2C6H4NH3))(BF4)2*O6C16H24

Conditions

Conditions	Yield
In diethyl ether; dichloromethane under N2 atm. to soln. Pd complex and benzo-18-crown-6 in CH2Cl2 54% soln. HBF4 in Et2O was added and stirred for 5 min; Et2O was added, ppt. was filtered, washed with Et2O and dried in vacuo for 12 h; elem. anal.;	99%

...Expand

: 14098-24-9
2,3,5,6,8,9,11,12,14,15-decahydro-1,4,7,10,13,16-benzohexaoxacyclooctadecin

: 82-86-0
acenaphthene quinone

: 1366625-18-4
C44H52O13

Conditions

Conditions	Yield
With trifluorormethanesulfonic acid In chloroform at 25℃; regioselective reaction;	98%

: 14098-24-9
2,3,5,6,8,9,11,12,14,15-decahydro-1,4,7,10,13,16-benzohexaoxacyclooctadecin

: 611-09-6
5-nitroisatin

: 1366625-14-0
C40H50N2O15

Conditions

Conditions	Yield
With trifluorormethanesulfonic acid In chloroform at 25℃; regioselective reaction;	97%

: 14098-24-9
2,3,5,6,8,9,11,12,14,15-decahydro-1,4,7,10,13,16-benzohexaoxacyclooctadecin

: 53408-96-1
4'-nitrobenzo-18-crown-6

Conditions

Conditions	Yield
With nitric acid In dichloromethane at 20℃; for 24h;	96%
With nitric acid In chloroform; acetic acid at 20℃; for 24.5h;	78%
With nitric acid; acetic acid In chloroform; water at 20℃; for 24.5h;	77%

: 50-00-0
formaldehyd

: 14098-24-9
2,3,5,6,8,9,11,12,14,15-decahydro-1,4,7,10,13,16-benzohexaoxacyclooctadecin

: 189213-54-5
4',5'-bis(chloromethyl)benzo-18-crown-6

Conditions

Conditions	Yield
With hydrogenchloride In water for 2.25h;	96%

: 4621-66-3
thionicotinamide

: 14098-24-9
2,3,5,6,8,9,11,12,14,15-decahydro-1,4,7,10,13,16-benzohexaoxacyclooctadecin

: 6,7,9,10,12,13,15,16,18,19-decahydro-5,8,11,14,17,20-hexaoxa-benzocyclooctadecene; compound with thionicotinamide

Conditions

Conditions	Yield
In methanol; ethyl acetate	96%
In methanol; ethyl acetate at 20℃; for 72h;	96%

: 14098-24-9
2,3,5,6,8,9,11,12,14,15-decahydro-1,4,7,10,13,16-benzohexaoxacyclooctadecin

: 62613-15-4
diphenyl iodoniumarsenic hexafluoride

: C16H24O6*C12H10I(1+)*AsF6(1-)

Conditions

Conditions	Yield
Reflux;	96%

: 14098-24-9
2,3,5,6,8,9,11,12,14,15-decahydro-1,4,7,10,13,16-benzohexaoxacyclooctadecin

: 117568-06-6
4',5'-dinitrophenyl crown ether 18C6

Conditions

Conditions	Yield
With sulfuric acid; nitric acid	95%
With sulfuric acid; nitric acid In chloroform at 0 - 20℃; for 48h;	91%
Stage #1: 2,3,5,6,8,9,11,12,14,15-decahydro-1,4,7,10,13,16-benzohexaoxacyclooctadecin With nitric acid In acetic acid at 15 - 20℃; Stage #2: With nitric acid In acetic acid for 0.5h; cooling;	88%

: 14098-24-9
2,3,5,6,8,9,11,12,14,15-decahydro-1,4,7,10,13,16-benzohexaoxacyclooctadecin

paraformaldehyde: paraformaldehyde

: 128639-31-6
4,5-bis(bromomethyl)benzo<18>crown-6

Conditions

Conditions	Yield
With hydrogen bromide In acetic acid 1) r.t., 1 h; 2) 5 deg C, 2 d;	95%

: 14098-24-9
2,3,5,6,8,9,11,12,14,15-decahydro-1,4,7,10,13,16-benzohexaoxacyclooctadecin

: 108695-55-2
4',5'-bromobenzo-18-crown-6

Conditions

Conditions	Yield
With dioxane dibromide In tetrahydrofuran for 0.5h;	90%
With bromine; iodine; iron In dichloromethane for 16h; Ambient temperature;	53%
With bromine; iodine; iron In dichloromethane at 0 - 20℃; for 16h;	53%
With bromine; iodine; iron In dichloromethane at 20℃; Inert atmosphere;	46%
With bromine; acetic acid Ambient temperature;

: 7681-65-4
copper(l) iodide

: 14098-24-9
2,3,5,6,8,9,11,12,14,15-decahydro-1,4,7,10,13,16-benzohexaoxacyclooctadecin

: 7681-11-0
potassium iodide

: {[K(benzo-18-crown-6)]2(Cu2I4)}n

Conditions

Conditions	Yield
In toluene for 24h; Inert atmosphere; Schlenk technique;	90%

...Expand

: 14098-24-9
2,3,5,6,8,9,11,12,14,15-decahydro-1,4,7,10,13,16-benzohexaoxacyclooctadecin

: 7558-02-3
potassium bromide

: 7787-70-4
copper(I) bromide

: {[K(benzo-18-crown-6)]2(Cu2Br4)}n

Conditions

Conditions	Yield
In toluene for 24h; Inert atmosphere; Schlenk technique;	90%

...Expand

: 14098-24-9
2,3,5,6,8,9,11,12,14,15-decahydro-1,4,7,10,13,16-benzohexaoxacyclooctadecin

: potassium chloride

: copper(l) chloride

: {[K(benzo-18-crown-6)]2(Cu2Cl4)}n

Conditions

Conditions	Yield
In toluene for 24h; Inert atmosphere; Schlenk technique;	90%

...Expand

: 14098-24-9
2,3,5,6,8,9,11,12,14,15-decahydro-1,4,7,10,13,16-benzohexaoxacyclooctadecin

: 64-19-7
acetic acid

: 41855-35-0
4'-acetylbenzo-18-crown-6

Conditions

Conditions	Yield
With PPA at 70℃; for 0.666667h;	88%
With methanesulfonic acid; phosphorus pentoxide at 20℃; for 6h;	80%
With PPA at 80℃; for 3h;

: 14098-24-9
2,3,5,6,8,9,11,12,14,15-decahydro-1,4,7,10,13,16-benzohexaoxacyclooctadecin

: 100-97-0
hexamethylenetetramine

: 60835-74-7
4'-formyl-benzo-18-crown-6-ether

Conditions

Conditions	Yield
With trifluoroacetic acid at 85 - 90℃; for 24h;	86%

: 14098-24-9
2,3,5,6,8,9,11,12,14,15-decahydro-1,4,7,10,13,16-benzohexaoxacyclooctadecin

: 2432-99-7
11-aminoundecanoic acid

: 108201-84-9
2,3-<4-(10-Aminodecylcarbonyl)>benzo-18-crown-6

Conditions

Conditions	Yield
With PPA at 80℃; for 5h;	85%

: 14098-24-9
2,3,5,6,8,9,11,12,14,15-decahydro-1,4,7,10,13,16-benzohexaoxacyclooctadecin

: 75-65-0
tert-butyl alcohol

: 14098-26-1
4'-tert-Butylbenzo-18-crown-6

Conditions

Conditions	Yield
With PPA at 60℃; for 5h;	85%
With PPA at 70℃; for 5h;	85%
With sulfuric acid; sodium perchlorate In chloroform Heating; or KClO4;	15%

: 2001-93-6
2,4-dithiouracil

: 14098-24-9
2,3,5,6,8,9,11,12,14,15-decahydro-1,4,7,10,13,16-benzohexaoxacyclooctadecin

: 6,7,9,10,12,13,15,16,18,19-decahydro-5,8,11,14,17,20-hexaoxa-benzocyclooctadecene; compound with 1H-pyrimidine-2,4-dithione

Conditions

Conditions	Yield
In methanol; ethyl acetate at 20℃;	85%

: 75-85-4
tert-Amyl alcohol

: 14098-24-9
2,3,5,6,8,9,11,12,14,15-decahydro-1,4,7,10,13,16-benzohexaoxacyclooctadecin

: 110912-17-9
4'-tert-Amylbenzo-18-crown-6

Conditions

Conditions	Yield
With PPA at 70℃; for 5h;	82%

: 14098-24-9
2,3,5,6,8,9,11,12,14,15-decahydro-1,4,7,10,13,16-benzohexaoxacyclooctadecin

: 69543-04-0
2-iodo-6,7,9,10,12,13,15,16,18,19-decahydro-5,8,11,14,17,20-hexaoxabenzocyclooctadecene

Conditions

Conditions	Yield
With N,N,N-trimethylbenzenemethanaminium dichloroiodate; zinc(II) chloride In acetic acid	81%
With N-iodo-succinimide In water at 20℃; for 2h;	66%

: 14098-24-9
2,3,5,6,8,9,11,12,14,15-decahydro-1,4,7,10,13,16-benzohexaoxacyclooctadecin

: 24807-55-4
3-nitro-1,2,4-triazole

: 2,3,5,6,8,9,11,12,14,15-decahydro-1,4,7,10,13,16-benzohexaoxacyclooctadecine, 1:2 complex with 3-nitro-1,2,4-triazole

Conditions

Conditions	Yield
In hexane; acetone at 20℃;	81%

: 14098-24-9
2,3,5,6,8,9,11,12,14,15-decahydro-1,4,7,10,13,16-benzohexaoxacyclooctadecin

: 802294-64-0
propionic acid

: 89995-31-3
1-(2,3,5,6,8,9,11,12,14,15-decahydro-1,4,7,10,13,16-benzohexaoxacyclooctadecin-18-yl)-1-propanone

Conditions

Conditions	Yield
With PPA	80%

: 14098-24-9
2,3,5,6,8,9,11,12,14,15-decahydro-1,4,7,10,13,16-benzohexaoxacyclooctadecin

: 107-92-6
butyric acid

: 62161-06-2
1-(6,7,9,10,12,13,15,16,18,19-Decahydro-5,8,11,14,17,20-hexaoxa-benzocyclooctadecen-2-yl)-butan-1-one

Conditions

Conditions	Yield
With PPA	80%

: 462-06-6
fluorobenzene

: 14098-24-9
2,3,5,6,8,9,11,12,14,15-decahydro-1,4,7,10,13,16-benzohexaoxacyclooctadecin

: potassium graphite

: 121719-12-8, 12125-77-8
tricarbonyl(cycloheptatriene)molybdenum(0)

: C15Fe5O14

: C18Fe5MoO17(2-)*2C16H24KO6(1+)*2C6H5F

Conditions

Conditions	Yield
Stage #1: potassium graphite; C15Fe5O14 In tetrahydrofuran at -20 - 20℃; for 8h; Inert atmosphere; Stage #2: fluorobenzene; 2,3,5,6,8,9,11,12,14,15-decahydro-1,4,7,10,13,16-benzohexaoxacyclooctadecin; tricarbonyl(cycloheptatriene)molybdenum(0) In tetrahydrofuran Inert atmosphere;	79%

...Expand

: 14098-24-9
2,3,5,6,8,9,11,12,14,15-decahydro-1,4,7,10,13,16-benzohexaoxacyclooctadecin

: 75460-28-5
18-bromo-2,3,5,6,8,9,11,12,14,15-decahydrobenzo[b][1,4,7,10,13,16]Hexaoxacyclotetradecene

Conditions

Conditions	Yield
With C4H8O2*Br2 In tetrahydrofuran for 0.333333h; Ambient temperature;	78%
With dioxane dibromide In tetrahydrofuran for 0.166667h;	78%

: 14098-24-9
2,3,5,6,8,9,11,12,14,15-decahydro-1,4,7,10,13,16-benzohexaoxacyclooctadecin

: 108-24-7
acetic anhydride

: 41855-35-0
4'-acetylbenzo-18-crown-6

Conditions

Conditions	Yield
With PPA In acetic acid at 60℃;	78%
With phosphoric acid; acetic acid at 60℃; for 24h;	70%

: 14098-24-9
2,3,5,6,8,9,11,12,14,15-decahydro-1,4,7,10,13,16-benzohexaoxacyclooctadecin

: 111380-75-7
1,3,4,6-bis(2-oxapropylene)tetrahydro-3a,6a-diphenylimidazo<4,5-d>imidazole-2,5(1H,3H)-dione

: 1333429-14-3
C52H62N4O14

Conditions

Conditions	Yield
With polyphosphoric acid at 80 - 85℃; for 0.5h;	78%
With polyphosphoric acid at 80℃;

: 14098-24-9
2,3,5,6,8,9,11,12,14,15-decahydro-1,4,7,10,13,16-benzohexaoxacyclooctadecin

: 941-81-1
4,6,8-trimethylazulene

: 1417904-20-1
(6,7,9,10,12,13,15,16,18,19-decahydro-5,8,11,14,17-hexaoxa-benzocyclooctadecen-2-yl)-4,6,8-trimethylazulen-1-yl-diazene

Conditions

Conditions	Yield
Stage #1: 2,3,5,6,8,9,11,12,14,15-decahydro-1,4,7,10,13,16-benzohexaoxacyclooctadecin With hydrogenchloride In water at 0℃; Stage #2: With sodium nitrite In water at 5℃; for 0.166667h; Stage #3: 4,6,8-trimethylazulene With potassium carbonate In methanol; water at 0℃; for 1h;	78%

Benzo-18-crown-6 Chemical Properties

IUPAC Name: 2,5,8,11,14,17-hexaoxabicyclo[16.4.0]docosa-1(22),18,20-triene
Empirical Formula: C₁₆H₂₄O₆
Molecular Weight: 312.3582g/mol
Structure of 1,4,7,10,13,16-Benzohexaoxacyclooctadecin,2,3,5,6,8,9,11,12,14,15-decahydro- (CAS NO.14098-24-9):

Index of Refraction: 1.456
Molar Refractivity: 80.34 cm³
Molar Volume: 295.3 cm³
Polarizability: 31.84×10^-24cm³
Surface Tension: 35.5 dyne/cm
Density: 1.057 g/cm³
Flash Point: 186.6 °C
Enthalpy of Vaporization: 68.36 kJ/mol
Melting Point: 42-45 °C(lit.)
Boiling Point: 451.8 °C at 760 mmHg
Vapour Pressure: 6.31E-08 mmHg at 25°C
Physical Appearance: white granular powder and chunks
Product Categories: Crown Ethers;Functional Materials;Macrocycles for Host-Guest Chemistry;Chelation/Complexation Compounds;Crown Ethers;Synthetic Reagents
Canonical SMILES: C1COCCOCCOC2=CC=CC=C2OCCOCCO1
InChI: InChI=1S/C16H24O6/c1-2-4-16-15(3-1)21-13-11-19-9-7-17-5-6-18-8-10-20-12-14-22-16/h1-4H,5-14H2
InChIKey: DSFHXKRFDFROER-UHFFFAOYSA-N

Benzo-18-crown-6 Safety Profile

Hazard Codes: Irritant Xi, Harmful Xn
Risk Statements: 36/37/38-20/21/22
R36/37/38:Irritating to eyes, respiratory system and skin.
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
Safety Statements: 22-24/25-37/39-26
S22:Do not breathe dust.
S24/25:Avoid contact with skin and eyes.
S37/39:Wear suitable gloves and eye/face protection.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
WGK Germany: 3
F: 3

Benzo-18-crown-6 Specification

1,4,7,10,13,16-Benzohexaoxacyclooctadecin,2,3,5,6,8,9,11,12,14,15-decahydro- , its cas register number is 928-98-3. It also can be called 2,3,5,6,8,9,11,12,14,15-Decahydro-1,4,7,10,13,16-benzohexaoxacyclooctadecine .1,4,7,10,13,16-Benzohexaoxacyclooctadecin,2,3,5,6,8,9,11,12,14,15-decahydro- (CAS NO.14098-24-9) is irritating to eyes, respiratory system and skin. And it is harmful by inhalation, in contact with skin and if swallowed.

Product Name

Benzo-18-crown-6

Synthetic route

Benzo-18-crown-6 Chemical Properties

Benzo-18-crown-6 Safety Profile

Benzo-18-crown-6 Specification

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