1,1'-Oxybis(cyclohexane) supplier

Name
1,1'-Oxybis(cyclohexane)
EINECS 225-075-9
CAS No. 4645-15-2
Article Data101
CAS DataBase
Density 0.92 g/cm³
Solubility
Melting Point -36°C
Formula C₁₂H₂₂O
Boiling Point 242.5 °C at 760 mmHg
Molecular Weight 182.306
Flash Point 93.9 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms Cyclohexylether (7CI,8CI);Dicyclohexyl ether;NSC 17519;1,1'-Oxybis(cyclohexane);
PSA 9.23000
LogP 3.66840

Synthetic route

: 108-94-1
cyclohexanone

: 4645-15-2
dicyclohexyl ether

Conditions

Conditions	Yield
With 1,1,3,3-Tetramethyldisiloxane; copper(II) bis(trifluoromethanesulfonate) In dichloromethane at 20℃; for 1h;	97%
With triethylsilane; 1-methyl-1-phenylethyl alcohol; ytterbium(III) triflate In 1,2-dichloro-ethane for 24h; Reagent/catalyst; Reflux;	88%
With trimethylsilan; trimethylsilyl trifluoromethanesulfonate In dichloromethane 0 deg C, 30 min. then 28 deg C, 14 h.;	86%

: 108-93-0
cyclohexanol

: 4645-15-2
dicyclohexyl ether

Conditions

Conditions	Yield
With copper acetylacetonate; carbon tetrabromide at 150℃; for 8h; Inert atmosphere; Sealed tube;	95%
With yttrium iron garnet In neat (no solvent) at 80℃; for 0.25h; Green chemistry;	91%
With sulfuric acid; silica gel In hexane for 0.333333h; Heating;	85%

: 13871-89-1
trimethylsilyl cyclohexyl ether

: 108-94-1
cyclohexanone

: 4645-15-2
dicyclohexyl ether

Conditions

Conditions	Yield
With triethylsilane; trimethylsilyl trifluoromethanesulfonate In dichloromethane at -78 - -30℃;	95%
With triethylsilane; 1,1,1,2,2,2-hexamethyldisilane; iodine In dichloromethane	75%

: 108-94-1
cyclohexanone

: 108-93-0
cyclohexanol

: 4645-15-2
dicyclohexyl ether

Conditions

Conditions	Yield
With triethylsilane; ytterbium(III) triflate In 1,2-dichloro-ethane for 24h; Reflux;	91%
With hydrogenchloride; hydrogen; platinum(IV) oxide

: 108-93-0
cyclohexanol

A: 108-85-0
1-bromocyclohexane

B: 4645-15-2
dicyclohexyl ether

Conditions

Conditions	Yield
With copper acetylacetonate; Bromotrichloromethane at 150℃; for 8h; Inert atmosphere; Sealed tube;	A 88% B 10%
With carbon tetrabromide; copper(I) bromide at 150℃; for 8h; Reagent/catalyst; Inert atmosphere; Sealed tube;	A 21% B 44%

: 17012-35-0
(cyclohex-1-en-1-yloxy)benzene

A: 4645-15-2
dicyclohexyl ether

B: 2206-38-4
cyclohexylphenyl ether

C: 1821-36-9
N-phenyl-2-cyclohexylamine

Conditions

Conditions	Yield
With sodium tetrahydroborate; 10 wt% Pd(OH)2 on carbon; ammonia In water; m-xylene at 150℃; for 24h; Inert atmosphere; Sealed tube;	A 6% B 85% C 7%

...Expand

: 617-86-7
triethylsilane

: 108-94-1
cyclohexanone

A: 994-49-0
hexaethyl disiloxane

B: 4645-15-2
dicyclohexyl ether

C: 4419-18-5
triethyl-cyclohexyloxy-silane

Conditions

Conditions	Yield
With Fe-montmorillonite (Fe-Mn) (solid acid) In dichloromethane for 0.5h; Product distribution; Mechanism; Ambient temperature; other ketones, aldehydes and esters; other hydrosilanes; var. solid acids and bases; trifluoromethanesulfonic acid and its salt;	A n/a B 81% C 7%

...Expand

: 101-84-8
diphenylether

: 4645-15-2
dicyclohexyl ether

Conditions

Conditions	Yield
With hydrogen In neat (no solvent) at 80℃; under 2964.2 Torr; for 24h; Autoclave;	76%
With kieselguhr; nickel at 150℃; under 117681 Torr; Hydrogenation;
With hydrogen; Ru-carbon at 100℃; under 387861 Torr;

: 50-00-0
formaldehyd

: 108-93-0
cyclohexanol

A: 4645-15-2
dicyclohexyl ether

B: 1453-21-0
dicyclohexyloxymethane

Conditions

Conditions	Yield
With Montmorillonite K 10 for 6h; Heating;	A 0.7 % Chromat. B 76%

...Expand

: 617-86-7
triethylsilane

: 108-94-1
cyclohexanone

A: 4645-15-2
dicyclohexyl ether

B: 4419-18-5
triethyl-cyclohexyloxy-silane

Conditions

Conditions	Yield
With trifluorormethanesulfonic acid In dichloromethane for 0.3h; Ambient temperature;	A 4% B 67%
triethylsilyl iodide for 24h;

...Expand

: 127309-06-2
bis(2-iodocyclohexyl) ether

: 4645-15-2
dicyclohexyl ether

Conditions

Conditions	Yield
With tri-n-butyl-tin hydride for 2h; Heating;	65%

: 101-84-8
diphenylether

A: 110-82-7
cyclohexane

B: 4645-15-2
dicyclohexyl ether

C: 2206-38-4
cyclohexylphenyl ether

D: 108-94-1
cyclohexanone

E: 108-93-0
cyclohexanol

F: 71-43-2
benzene

Conditions

Conditions	Yield
With Rh0.6Ni0.4; hydrogen In water at 95℃; under 760.051 Torr; for 16h; Reagent/catalyst;	A 52% B 6% C 8% D 38% E 48% F 19%

...Expand

: 108-93-0
cyclohexanol

A: 108-85-0
1-bromocyclohexane

B: 4645-15-2
dicyclohexyl ether

C: 108-94-1
cyclohexanone

Conditions

Conditions	Yield
With copper acetylacetonate; carbon tetrabromide at 150℃; for 8h; Inert atmosphere; Sealed tube;	A 30% B 20% C 50%
With copper acetylacetonate; carbon tetrabromide at 150℃; for 8h; Inert atmosphere; Sealed tube;	A 22% B 38% C 7%

...Expand

: 100-51-6
benzyl alcohol

: 108-93-0
cyclohexanol

A: 103-50-4
dibenzyl ether

B: 4645-15-2
dicyclohexyl ether

C: 16224-09-2
benzyl cyclohexyl ether

Conditions

Conditions	Yield
With copper acetylacetonate; carbon tetrabromide at 150℃; for 8h; Inert atmosphere; Sealed tube;	A 45% B 12% C 49%

...Expand

: 13058-24-7
tert-butoxytrimethylsilane

: 108-94-1
cyclohexanone

: 4645-15-2
dicyclohexyl ether

Conditions

Conditions	Yield
With triethylsilane; trimethylsilyl trifluoromethanesulfonate In dichloromethane at -78 - -30℃;	35%

: 108-93-0
cyclohexanol

A: 4645-15-2
dicyclohexyl ether

B: 108-94-1
cyclohexanone

C: 110-83-8
cyclohexene

Conditions

Conditions	Yield
With bis(acetylacetonato)dioxidomolybdenum(VI); diphenylether; toluene-4-sulfonic acid In toluene at 100℃; for 10h; Product distribution;	A n/a B 20% C n/a

...Expand

: 101-84-8
diphenylether

A: 4645-15-2
dicyclohexyl ether

B: 108-93-0
cyclohexanol

Conditions

Conditions	Yield
With platinum on activated charcoal; water; aluminium at 20 - 80℃; for 36h; Sealed tube;	A 17% B 67 %Chromat.
With hydrogen; Rh on carbon In methanol at 20℃; under 760.051 Torr; for 2.5h;
With carbon dioxide; rhodium on carbon; hydrogen In tetrahydrofuran; water at 80℃; for 5h; Solvent;
With chloro(1,5-cyclooctadiene)rhodium(I) dimer; C23H36N(1+)*BF4(1-); potassium tert-butylate; hydrogen In tetrahydrofuran at 25℃; under 5168.35 Torr; for 2h; chemoselective reaction;	A 70 %Chromat. B 30 %Chromat.
With hydrogen In water at 80℃; under 11251.1 Torr; for 24h;	A 82 %Chromat. B 18 %Chromat.

: 542-18-7
cyclohexyl chloride

: 22096-22-6
sodium cyclohexanolate

: 4645-15-2
dicyclohexyl ether

Conditions

Conditions	Yield
With cyclohexanol

: 119-42-6
2-cyclohexylphenol

: 4645-15-2
dicyclohexyl ether

Conditions

Conditions	Yield
With nickel at 165 - 170℃; under 7600 - 11400 Torr; Hydrogenation;

: 104-15-4
toluene-4-sulfonic acid

: 108-93-0
cyclohexanol

A: 4645-15-2
dicyclohexyl ether

B: 110-83-8
cyclohexene

Conditions

Conditions	Yield
im Autoklaven;

...Expand

: 77-78-1
dimethyl sulfate

: 108-93-0
cyclohexanol

A: 4645-15-2
dicyclohexyl ether

B: 110-83-8
cyclohexene

Conditions

Conditions	Yield
im Autoklaven;

...Expand

: 110-83-8
cyclohexene

: 108-93-0
cyclohexanol

A: 372-46-3
fluorocyclohexane

B: 4645-15-2
dicyclohexyl ether

Conditions

Conditions	Yield
With hydrogen fluoride at 0℃;

...Expand

: 84-87-7
1-hydroxy-4-naphthalenesulfonate

: 108-93-0
cyclohexanol

A: 4645-15-2
dicyclohexyl ether

B: 110-83-8
cyclohexene

Conditions

Conditions	Yield
im Autoklaven;

...Expand

: 108-93-0
cyclohexanol

: 121-57-3
4-aminobenzene sulfonic acid

A: 4645-15-2
dicyclohexyl ether

B: 110-83-8
cyclohexene

Conditions

Conditions	Yield
im Autoklaven;

...Expand

: 18370-86-0
2-phenoxyethyl vinyl ether

A: 4645-15-2
dicyclohexyl ether

B: 75697-78-8
2,5-Dioxa-tricyclo[6.2.2.01,6]dodeca-9,11-diene

Conditions

Conditions	Yield
In cyclohexane Irradiation;

: 71532-17-7
(3-(vinyloxy)propyl)benzene

A: 4645-15-2
dicyclohexyl ether

: 75703-70-7
(5aR,7bS,7cS)-1,4,5,7a,7b,7c-Hexahydro-1aH,3H-2-oxa-benzo[g]cyclopropa[cd]pentalene

: 75697-76-6
(2aS,7aR,7cS)-3,3a,6,7,7b,7c-Hexahydro-2aH,5H-4-oxa-benzo[a]cyclopropa[gh]pentalene

: 77587-13-4
(1aR,6bR,6cR,6dR)-1a,3,4,5,6a,6b,6c,6d-Octahydro-1H-2-oxa-cyclohepta[cd]cyclopropa[gh]pentalene

Conditions

Conditions	Yield
In cyclohexane Irradiation;

...Expand

: 119968-51-3
O-trimethylsilylcyclohexanone hemiethylthioketal

A: 27482-20-8
cyclohexanone-diethyldithioacetal

B: 4645-15-2
dicyclohexyl ether

C: 7133-25-7
cyclohexyl ethyl sulfide

Conditions

Conditions	Yield
With trimethylsilan; trimethylsilyl iodide In dichloromethane 1.) 0 deg C, 60 min, 2.) room temperature, 8 h; further catalyst;

...Expand

: 108-94-1
cyclohexanone

A: 4645-15-2
dicyclohexyl ether

B: 4419-18-5
triethyl-cyclohexyloxy-silane

Conditions

Conditions	Yield
With triethylsilane; triethylsilyl iodide for 24h;

: 75-65-0
tert-butyl alcohol

: 110-83-8
cyclohexene

A: 4645-15-2
dicyclohexyl ether

B: 25246-83-7
cyclohexyl tert-butyl ether

C: 108-93-0
cyclohexanol

Conditions

Conditions	Yield
With sodium hydroxide; sodium tetrahydroborate; mercury(II) nitrate 1.) 60 min; Yield given. Multistep reaction. Yields of byproduct given;
With sodium hydroxide; sodium tetrahydroborate; mercury(II) trifluoroacetate 1.) 5 min; Yield given. Multistep reaction. Yields of byproduct given;

...Expand

: 4645-15-2
dicyclohexyl ether

: 108-94-1
cyclohexanone

Conditions

Conditions	Yield
Stage #1: dicyclohexyl ether With bromine In dichloromethane; water for 1h; Reflux; Stage #2: With dihydrogen peroxide In dichloromethane; water for 4h; Reflux;	93%

: 4645-15-2
dicyclohexyl ether

: 110-82-7
cyclohexane

Conditions

Conditions	Yield
With hafnium tetrakis(trifluoromethanesulfonate); palladium 10% on activated carbon; hydrogen In neat (no solvent) at 150℃; under 30003 Torr; for 3h; Sealed tube; Inert atmosphere; Green chemistry;	70%
With hydrogen; Al(OH)(2,2'-bipyridine-5,5'-dicarboxylic acid)0.81(PdCl2)0.48(OTf)0.38 In 1,2-dichloro-ethane at 150℃; under 15001.5 Torr; for 24h; Autoclave;	97 %Chromat.

: 4645-15-2
dicyclohexyl ether

: 1620193-47-6
2-methyl-N-(2-(pyridin-2-yl)propan-2-yl)benzamide

: 2-cyclohexyl-6-methyl-N-(2-(pyridin-2-yl)propan-2-yl)benzamide

Conditions

Conditions	Yield
With di-tert-butyl peroxide; cobalt acetylacetonate In benzene at 140℃; for 24h; Sealed tube; Schlenk technique; Inert atmosphere;	68%

: 2564-83-2, 45842-10-2
2,2,6,6-Tetramethyl-1-piperidinyloxy free radical

: 4645-15-2
dicyclohexyl ether

: 1620193-47-6
2-methyl-N-(2-(pyridin-2-yl)propan-2-yl)benzamide

A: C21H39NO2

B: C21H39NO2

Conditions

Conditions	Yield
With di-tert-butyl peroxide; cobalt acetylacetonate In benzene at 140℃; for 24h; Sealed tube; Schlenk technique; Inert atmosphere;	A 6% B 6%

...Expand

: 4645-15-2
dicyclohexyl ether

: 626-62-0
1-iodocyclohexane

Conditions

Conditions	Yield
With phosphorus; hydrogen iodide at 200℃;

: 4645-15-2
dicyclohexyl ether

: 110-83-8
cyclohexene

Conditions

Conditions	Yield
With aluminium silicate at 170℃;

1,1'-Oxybis(cyclohexane) Specification

The IUPAC name of 1,1'-Oxybis(cyclohexane) is cyclohexyloxycyclohexane. With the CAS registry number 4645-15-2, it is also named as Dicyclohexyl ether. In addition, its molecular formula is C₁₂H₂₂O and molecular weight is 182.30248.

The other characteristics of 1,1'-Oxybis(cyclohexane) can be summarized as: (1)EINECS: 225-075-9; (2)ACD/LogP: 4.04; (3)# of Rule of 5 Violations: 0; (4)ACD/LogD (pH 5.5): 4.04; (5)ACD/LogD (pH 7.4): 4.04; (6)ACD/BCF (pH 5.5): 689.74; (7)ACD/BCF (pH 7.4): 689.74; (8)ACD/KOC (pH 5.5): 3745.68; (9)ACD/KOC (pH 7.4): 3745.68; (10)#H bond acceptors: 1; (11)#H bond donors: 0; (12)#Freely Rotating Bonds: 2; (13)Index of Refraction: 1.473; (14)Molar Refractivity: 55.21 cm³; (15)Molar Volume: 196.8 cm³; (16)Surface Tension: 31.9 dyne/cm; (17)Density: 0.92 g/cm³; (18)Flash Point: 93.9 °C; (19)Enthalpy of Vaporization: 46.01 kJ/mol; (20)Boiling Point: 242.5 °C at 760 mmHg; (21)Vapour Pressure: 0.0526 mmHg at 25 °C.

People can use the following data to convert to the molecule structure.
(1)SMILES: O(C1CCCCC1)C2CCCCC2
(2)InChI: InChI=1/C12H22O/c1-3-7-11(8-4-1)13-12-9-5-2-6-10-12/h11-12H,1-10H2
(3)InChIKey: OCDXZFSOHJRGIL-UHFFFAOYAF
(4)Std. InChI: InChI=1S/C12H22O/c1-3-7-11(8-4-1)13-12-9-5-2-6-10-12/h11-12H,1-10H2
(5)Std. InChIKey: OCDXZFSOHJRGIL-UHFFFAOYSA-N

Product Name

1,1'-Oxybis(cyclohexane)

Synthetic route

1,1'-Oxybis(cyclohexane) Specification

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