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4645-15-2

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4645-15-2 Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 52, p. 4314, 1987 DOI: 10.1021/jo00228a031

Check Digit Verification of cas no

The CAS Registry Mumber 4645-15-2 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 4,6,4 and 5 respectively; the second part has 2 digits, 1 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 4645-15:
(6*4)+(5*6)+(4*4)+(3*5)+(2*1)+(1*5)=92
92 % 10 = 2
So 4645-15-2 is a valid CAS Registry Number.

4645-15-2SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name cyclohexyloxycyclohexane

1.2 Other means of identification

Product number -
Other names oxydicyclohexane

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:4645-15-2 SDS

4645-15-2Synthetic route

cyclohexanone
108-94-1

cyclohexanone

dicyclohexyl ether
4645-15-2

dicyclohexyl ether

Conditions
ConditionsYield
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%
cyclohexanol
108-93-0

cyclohexanol

dicyclohexyl ether
4645-15-2

dicyclohexyl ether

Conditions
ConditionsYield
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%
trimethylsilyl cyclohexyl ether
13871-89-1

trimethylsilyl cyclohexyl ether

cyclohexanone
108-94-1

cyclohexanone

dicyclohexyl ether
4645-15-2

dicyclohexyl ether

Conditions
ConditionsYield
With triethylsilane; trimethylsilyl trifluoromethanesulfonate In dichloromethane at -78 - -30℃;95%
With triethylsilane; 1,1,1,2,2,2-hexamethyldisilane; iodine In dichloromethane75%
cyclohexanone
108-94-1

cyclohexanone

cyclohexanol
108-93-0

cyclohexanol

dicyclohexyl ether
4645-15-2

dicyclohexyl ether

Conditions
ConditionsYield
With triethylsilane; ytterbium(III) triflate In 1,2-dichloro-ethane for 24h; Reflux;91%
With hydrogenchloride; hydrogen; platinum(IV) oxide
cyclohexanol
108-93-0

cyclohexanol

A

1-bromocyclohexane
108-85-0

1-bromocyclohexane

B

dicyclohexyl ether
4645-15-2

dicyclohexyl ether

Conditions
ConditionsYield
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%
(cyclohex-1-en-1-yloxy)benzene
17012-35-0

(cyclohex-1-en-1-yloxy)benzene

A

dicyclohexyl ether
4645-15-2

dicyclohexyl ether

B

cyclohexylphenyl ether
2206-38-4

cyclohexylphenyl ether

C

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

N-phenyl-2-cyclohexylamine

Conditions
ConditionsYield
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%
triethylsilane
617-86-7

triethylsilane

cyclohexanone
108-94-1

cyclohexanone

A

hexaethyl disiloxane
994-49-0

hexaethyl disiloxane

B

dicyclohexyl ether
4645-15-2

dicyclohexyl ether

C

triethyl-cyclohexyloxy-silane
4419-18-5

triethyl-cyclohexyloxy-silane

Conditions
ConditionsYield
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%
diphenylether
101-84-8

diphenylether

dicyclohexyl ether
4645-15-2

dicyclohexyl ether

Conditions
ConditionsYield
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;
formaldehyd
50-00-0

formaldehyd

cyclohexanol
108-93-0

cyclohexanol

A

dicyclohexyl ether
4645-15-2

dicyclohexyl ether

B

dicyclohexyloxymethane
1453-21-0

dicyclohexyloxymethane

Conditions
ConditionsYield
With Montmorillonite K 10 for 6h; Heating;A 0.7 % Chromat.
B 76%
triethylsilane
617-86-7

triethylsilane

cyclohexanone
108-94-1

cyclohexanone

A

dicyclohexyl ether
4645-15-2

dicyclohexyl ether

B

triethyl-cyclohexyloxy-silane
4419-18-5

triethyl-cyclohexyloxy-silane

Conditions
ConditionsYield
With trifluorormethanesulfonic acid In dichloromethane for 0.3h; Ambient temperature;A 4%
B 67%
triethylsilyl iodide for 24h;
bis(2-iodocyclohexyl) ether
127309-06-2

bis(2-iodocyclohexyl) ether

dicyclohexyl ether
4645-15-2

dicyclohexyl ether

Conditions
ConditionsYield
With tri-n-butyl-tin hydride for 2h; Heating;65%
diphenylether
101-84-8

diphenylether

A

cyclohexane
110-82-7

cyclohexane

B

dicyclohexyl ether
4645-15-2

dicyclohexyl ether

C

cyclohexylphenyl ether
2206-38-4

cyclohexylphenyl ether

D

cyclohexanone
108-94-1

cyclohexanone

E

cyclohexanol
108-93-0

cyclohexanol

F

benzene
71-43-2

benzene

Conditions
ConditionsYield
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%
cyclohexanol
108-93-0

cyclohexanol

A

1-bromocyclohexane
108-85-0

1-bromocyclohexane

B

dicyclohexyl ether
4645-15-2

dicyclohexyl ether

C

cyclohexanone
108-94-1

cyclohexanone

Conditions
ConditionsYield
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%
benzyl alcohol
100-51-6

benzyl alcohol

cyclohexanol
108-93-0

cyclohexanol

A

dibenzyl ether
103-50-4

dibenzyl ether

B

dicyclohexyl ether
4645-15-2

dicyclohexyl ether

C

benzyl cyclohexyl ether
16224-09-2

benzyl cyclohexyl ether

Conditions
ConditionsYield
With copper acetylacetonate; carbon tetrabromide at 150℃; for 8h; Inert atmosphere; Sealed tube;A 45%
B 12%
C 49%
tert-butoxytrimethylsilane
13058-24-7

tert-butoxytrimethylsilane

cyclohexanone
108-94-1

cyclohexanone

dicyclohexyl ether
4645-15-2

dicyclohexyl ether

Conditions
ConditionsYield
With triethylsilane; trimethylsilyl trifluoromethanesulfonate In dichloromethane at -78 - -30℃;35%
cyclohexanol
108-93-0

cyclohexanol

A

dicyclohexyl ether
4645-15-2

dicyclohexyl ether

B

cyclohexanone
108-94-1

cyclohexanone

C

cyclohexene
110-83-8

cyclohexene

Conditions
ConditionsYield
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
diphenylether
101-84-8

diphenylether

A

dicyclohexyl ether
4645-15-2

dicyclohexyl ether

B

cyclohexanol
108-93-0

cyclohexanol

Conditions
ConditionsYield
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.
cyclohexyl chloride
542-18-7

cyclohexyl chloride

sodium cyclohexanolate
22096-22-6

sodium cyclohexanolate

dicyclohexyl ether
4645-15-2

dicyclohexyl ether

Conditions
ConditionsYield
With cyclohexanol
2-cyclohexylphenol
119-42-6

2-cyclohexylphenol

dicyclohexyl ether
4645-15-2

dicyclohexyl ether

Conditions
ConditionsYield
With nickel at 165 - 170℃; under 7600 - 11400 Torr; Hydrogenation;
toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

cyclohexanol
108-93-0

cyclohexanol

A

dicyclohexyl ether
4645-15-2

dicyclohexyl ether

B

cyclohexene
110-83-8

cyclohexene

Conditions
ConditionsYield
im Autoklaven;
dimethyl sulfate
77-78-1

dimethyl sulfate

cyclohexanol
108-93-0

cyclohexanol

A

dicyclohexyl ether
4645-15-2

dicyclohexyl ether

B

cyclohexene
110-83-8

cyclohexene

Conditions
ConditionsYield
im Autoklaven;
cyclohexene
110-83-8

cyclohexene

cyclohexanol
108-93-0

cyclohexanol

A

fluorocyclohexane
372-46-3

fluorocyclohexane

B

dicyclohexyl ether
4645-15-2

dicyclohexyl ether

Conditions
ConditionsYield
With hydrogen fluoride at 0℃;
1-hydroxy-4-naphthalenesulfonate
84-87-7

1-hydroxy-4-naphthalenesulfonate

cyclohexanol
108-93-0

cyclohexanol

A

dicyclohexyl ether
4645-15-2

dicyclohexyl ether

B

cyclohexene
110-83-8

cyclohexene

Conditions
ConditionsYield
im Autoklaven;
cyclohexanol
108-93-0

cyclohexanol

4-aminobenzene sulfonic acid
121-57-3

4-aminobenzene sulfonic acid

A

dicyclohexyl ether
4645-15-2

dicyclohexyl ether

B

cyclohexene
110-83-8

cyclohexene

Conditions
ConditionsYield
im Autoklaven;
2-phenoxyethyl vinyl ether
18370-86-0

2-phenoxyethyl vinyl ether

A

dicyclohexyl ether
4645-15-2

dicyclohexyl ether

B

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

2,5-Dioxa-tricyclo[6.2.2.01,6]dodeca-9,11-diene

Conditions
ConditionsYield
In cyclohexane Irradiation;
(3-(vinyloxy)propyl)benzene
71532-17-7

(3-(vinyloxy)propyl)benzene

A

dicyclohexyl ether
4645-15-2

dicyclohexyl ether

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

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

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

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

(1aR,6bR,6cR,6dR)-1a,3,4,5,6a,6b,6c,6d-Octahydro-1H-2-oxa-cyclohepta[cd]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
ConditionsYield
In cyclohexane Irradiation;
O-trimethylsilylcyclohexanone hemiethylthioketal
119968-51-3

O-trimethylsilylcyclohexanone hemiethylthioketal

A

cyclohexanone-diethyldithioacetal
27482-20-8

cyclohexanone-diethyldithioacetal

B

dicyclohexyl ether
4645-15-2

dicyclohexyl ether

C

cyclohexyl ethyl sulfide
7133-25-7

cyclohexyl ethyl sulfide

Conditions
ConditionsYield
With trimethylsilan; trimethylsilyl iodide In dichloromethane 1.) 0 deg C, 60 min, 2.) room temperature, 8 h; further catalyst;
cyclohexanone
108-94-1

cyclohexanone

A

dicyclohexyl ether
4645-15-2

dicyclohexyl ether

B

triethyl-cyclohexyloxy-silane
4419-18-5

triethyl-cyclohexyloxy-silane

Conditions
ConditionsYield
With triethylsilane; triethylsilyl iodide for 24h;
tert-butyl alcohol
75-65-0

tert-butyl alcohol

cyclohexene
110-83-8

cyclohexene

A

dicyclohexyl ether
4645-15-2

dicyclohexyl ether

B

cyclohexyl tert-butyl ether
25246-83-7

cyclohexyl tert-butyl ether

C

cyclohexanol
108-93-0

cyclohexanol

Conditions
ConditionsYield
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;
dicyclohexyl ether
4645-15-2

dicyclohexyl ether

cyclohexanone
108-94-1

cyclohexanone

Conditions
ConditionsYield
Stage #1: dicyclohexyl ether With bromine In dichloromethane; water for 1h; Reflux;
Stage #2: With dihydrogen peroxide In dichloromethane; water for 4h; Reflux;
93%
dicyclohexyl ether
4645-15-2

dicyclohexyl ether

cyclohexane
110-82-7

cyclohexane

Conditions
ConditionsYield
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.
dicyclohexyl ether
4645-15-2

dicyclohexyl ether

2-methyl-N-(2-(pyridin-2-yl)propan-2-yl)benzamide
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

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

Conditions
ConditionsYield
With di-tert-butyl peroxide; cobalt acetylacetonate In benzene at 140℃; for 24h; Sealed tube; Schlenk technique; Inert atmosphere;68%
2,2,6,6-Tetramethyl-1-piperidinyloxy free radical
2564-83-2, 45842-10-2

2,2,6,6-Tetramethyl-1-piperidinyloxy free radical

dicyclohexyl ether
4645-15-2

dicyclohexyl ether

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

2-methyl-N-(2-(pyridin-2-yl)propan-2-yl)benzamide

A

C21H39NO2

C21H39NO2

B

C21H39NO2

C21H39NO2

Conditions
ConditionsYield
With di-tert-butyl peroxide; cobalt acetylacetonate In benzene at 140℃; for 24h; Sealed tube; Schlenk technique; Inert atmosphere;A 6%
B 6%
dicyclohexyl ether
4645-15-2

dicyclohexyl ether

1-iodocyclohexane
626-62-0

1-iodocyclohexane

Conditions
ConditionsYield
With phosphorus; hydrogen iodide at 200℃;
dicyclohexyl ether
4645-15-2

dicyclohexyl ether

cyclohexene
110-83-8

cyclohexene

Conditions
ConditionsYield
With aluminium silicate at 170℃;

4645-15-2Relevant articles and documents

Rational synthesis of palladium nanoparticles modified by phosphorous for the conversion of diphenyl ether to KA oil

Bai, Hong-Cun,Cao, Jing-Pei,Jiang, Wei,Wei, Yu-Lei,Xie, Jin-Xuan,Zhang, Chuang,Zhao, Liang,Zhao, Ming,Zhao, Xiao-Yan

, (2021/12/23)

Conversion of lignin-derived molecules into value-added chemicals is critical for sustainable chemistry but still challenging. Herein, phosphorus-modified palladium catalyzed the degradation of lignin-derived 4-O-5 linkage to produce KA oil (cyclohexanone-cyclohexanol oil) was reported. The reaction proceeds via a restricted partial hydrogenation-hydrolysis pathway. Phosphorus-modified palladium catalyst suppressed the full hydrogenation of diary ether, which was the key point to produce KA oil selectively. Under the optimized conditions, the 4.5 nm Pd-P NPs could catalyze the conversion of 4-O-5 linkage into KA oil in 83% selectivity with a high production rate of 32.5 mmol·g?1Pd·min?1. This study represented an original method for KA oil production.

Selective hydrogenation of lignin-derived compounds under mild conditions

Chen, Lu,Van Muyden, Antoine P.,Cui, Xinjiang,Laurenczy, Gabor,Dyson, Paul J.

supporting information, p. 3069 - 3073 (2020/06/17)

A key challenge in the production of lignin-derived chemicals is to reduce the energy intensive processes used in their production. Here, we show that well-defined Rh nanoparticles dispersed in sub-micrometer size carbon hollow spheres, are able to hydrogenate lignin derived products under mild conditions (30 °C, 5 bar H2), in water. The optimum catalyst exhibits excellent selectivity and activity in the conversion of phenol to cyclohexanol and other related substrates including aryl ethers.

Application of Yttrium Iron Garnet as a Powerful and Recyclable Nanocatalyst for One-Pot Synthesis of Pyrano[2,3-c]pyrazole Derivatives under Solvent-Free Conditions

Sedighinia,Badri,Kiasat

, p. 1755 - 1763 (2020/01/11)

The application of yttrium iron garnet (YIG) superparamagnetic nanoparticles as a new recyclable and highly efficient heterogeneous magnetic catalyst for one-pot synthesis of pyrano[2,3-c]pyrazole derivatives under solvent-free conditions, as well as etherification and esterification reactions are described. The advantages of the proposed method include the lack of organic solvents, clean reaction, rapid removal of the catalyst, short reaction times, excellent yields, and recyclability of the catalyst.

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