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110-82-7

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110-82-7 Usage

Chemical Description

Different sources of media describe the Chemical Description of 110-82-7 differently. You can refer to the following data:
1. Cyclohexane and iPrOH are solvents used in HPLC analysis.
2. Cyclohexane is a colorless liquid that is used as a solvent and a starting material in the production of nylon.
3. Cyclohexane is a cycloalkane that is used as a solvent.
4. Cyclohexane and styrene are organic compounds that were oxidized using these complexes in the study.
5. Cyclohexane and methanol are used in a biphasic mixture strategy, and bromide ion is used as a redox mediator to promote electrochemical reactions in non-conductive phases.

Check Digit Verification of cas no

The CAS Registry Mumber 110-82-7 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,1 and 0 respectively; the second part has 2 digits, 8 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 110-82:
(5*1)+(4*1)+(3*0)+(2*8)+(1*2)=27
27 % 10 = 7
So 110-82-7 is a valid CAS Registry Number.
InChI:InChI=1/C6H12/c1-2-4-6-5-3-1/h1-6H2

110-82-7 Well-known Company Product Price

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  • Alfa Aesar

  • (A16070)  Cyclohexane, 99+%   

  • 110-82-7

  • 1000ml

  • 437.0CNY

  • Detail
  • Alfa Aesar

  • (A16070)  Cyclohexane, 99+%   

  • 110-82-7

  • 5000ml

  • 1056.0CNY

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  • Alfa Aesar

  • (22864)  Cyclohexane, ACS, 99+%   

  • 110-82-7

  • 500ml

  • 284.0CNY

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  • Alfa Aesar

  • (22864)  Cyclohexane, ACS, 99+%   

  • 110-82-7

  • 1L

  • 400.0CNY

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  • Alfa Aesar

  • (22864)  Cyclohexane, ACS, 99+%   

  • 110-82-7

  • 4L

  • 1195.0CNY

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  • Alfa Aesar

  • (22864)  Cyclohexane, ACS, 99+%   

  • 110-82-7

  • *4x1L

  • 1376.0CNY

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  • Alfa Aesar

  • (40975)  Cyclohexane, Environmental Grade, 99.7+%   

  • 110-82-7

  • 4L

  • 888.0CNY

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  • Alfa Aesar

  • (40975)  Cyclohexane, Environmental Grade, 99.7+%   

  • 110-82-7

  • *4x4L

  • 3136.0CNY

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  • Alfa Aesar

  • (H26081)  Cyclohexane, HPLC Grade, 99.9+%   

  • 110-82-7

  • 1000ml

  • 866.0CNY

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  • Alfa Aesar

  • (H26081)  Cyclohexane, HPLC Grade, 99.9+%   

  • 110-82-7

  • 2500ml

  • 1605.0CNY

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  • Alfa Aesar

  • (22919)  Cyclohexane, HPLC Grade, 99% min   

  • 110-82-7

  • 1L

  • 423.0CNY

  • Detail
  • Alfa Aesar

  • (22919)  Cyclohexane, HPLC Grade, 99% min   

  • 110-82-7

  • 4L

  • 1435.0CNY

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110-82-7SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name cyclohexane

1.2 Other means of identification

Product number -
Other names CYCLOHEXANE HPLC GRADE

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Food Additives: EXTRACTION_SOLVENT
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:110-82-7 SDS

110-82-7Synthetic route

cyclohexa-1,3-diene
1165952-91-9

cyclohexa-1,3-diene

cyclohexane
110-82-7

cyclohexane

Conditions
ConditionsYield
With Pd/C; hydrogen In chloroform at 20℃; under 760.051 Torr; for 2h; Catalytic behavior;100%
With hydrogen; HRh(CO)3 at 79.9℃; under 3750.3 Torr; for 1.66667h;63%
With hydrogen In tetrahydrofuran at 20℃; under 760.051 Torr; for 10h;50%
cyclohexene
110-83-8

cyclohexene

cyclohexane
110-82-7

cyclohexane

Conditions
ConditionsYield
With hydrogen; mer-Os(PPh3)3HBr(CO) at 150℃; under 3800 Torr; for 1h; Product distribution;100%
With hydrogen; decacarbonyldirhenium(0) at 230℃; under 37503 Torr; for 0.25h;100%
With {(η6-C6H6)Ru(NCCH3)3}{BF4}2; water; hydrogen In benzene at 90℃; under 30400 Torr; for 4h;100%
benzene
71-43-2

benzene

cyclohexane
110-82-7

cyclohexane

Conditions
ConditionsYield
With hydrogen; [(norbornadiene)rhodium(I)chloride]2; polydiacetylene In n-heptane at 30℃; under 60800 Torr; for 0.9h; Product distribution; various aromatic compounds and other catalyst also investigated;100%
With hydrogen; Ni-Tc on γ-Al2O3 at 175 - 250℃; under 760 Torr; Product distribution; dependence of catalytic activity on the reduction temperature; enhanced activity of bimetallic catalysts;100%
With hydrogen; decacarbonyldirhenium(0) at 230℃; under 75005.9 Torr; for 0.25h;100%
1-bromocyclohexane
108-85-0

1-bromocyclohexane

cyclohexane
110-82-7

cyclohexane

Conditions
ConditionsYield
With 9-borabicyclo[3.3.1]nonane dimer; triphenylstannane In toluene at 0℃;100%
With triethylsilane; aluminium trichloride In dichloromethane at 18 - 20℃; for 0.25h;95%
With water; sodium iodide; nickel dichloride; zinc; sonication In N,N,N,N,N,N-hexamethylphosphoric triamide at 60℃; for 1h; Product distribution;82%
chlorobenzene
108-90-7

chlorobenzene

cyclohexane
110-82-7

cyclohexane

Conditions
ConditionsYield
With hydrogen; Leuna-Kontakt 6525 at 150℃; Product distribution; other halogen organic compounds, var. catalysts;100%
With hydrogen; platinum at 120℃; under 16501.7 Torr; for 1.66667h; Autoclave; Inert atmosphere;12.8%
With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; hydrogen; triethylamine In isopropyl alcohol at 75℃; under 31028.9 Torr; for 4h; other chloroaromatics; var. reaction time; catalytic hydrodechlorination;
hydrogen
1333-74-0

hydrogen

cyclohexene
110-83-8

cyclohexene

cyclohexane
110-82-7

cyclohexane

Conditions
ConditionsYield
With C53H82ClN3P2Ru In dichloromethane-d2 at 50℃; under 3040.2 Torr; for 3h; Reagent/catalyst; Time;100%
at 25℃; Catalytic behavior;
With ReH(NO)2(P(CH(CH3)2)3)2; Dimethylphenylsilane; tris(pentafluorophenyl)borate at 100℃; under 30003 Torr; for 1h; Catalytic behavior; Autoclave;
With [ReH(NO)2(P(C6H11)3)2]; Dimethylphenylsilane; tris(pentafluorophenyl)borate at 100℃; under 30003 Torr; for 1h; Catalytic behavior; Autoclave;
at 80℃; under 30003 Torr; for 24h;
diphenylether
101-84-8

diphenylether

A

cyclohexane
110-82-7

cyclohexane

B

cyclohexanol
108-93-0

cyclohexanol

C

benzene
71-43-2

benzene

Conditions
ConditionsYield
With isopropyl alcohol at 150℃; under 7500.75 Torr; for 12h; Inert atmosphere; Autoclave;A 25.1%
B 100%
C 74.9%
With isopropyl alcohol at 160℃; for 15h; Autoclave; Inert atmosphere;
With isopropyl alcohol at 150℃; for 10h; Catalytic behavior; Reagent/catalyst; Temperature; Sealed tube;A 24.6 %Chromat.
B 47.8 %Chromat.
C 24.3 %Chromat.
With isopropyl alcohol at 150℃; for 6h; Temperature; Sealed tube;A 15.2 %Chromat.
B 17.7 %Chromat.
C 5.8 %Chromat.
benzene-1,2-diol
120-80-9

benzene-1,2-diol

cyclohexane
110-82-7

cyclohexane

Conditions
ConditionsYield
With hydrogen In dodecane at 200℃; under 15001.5 Torr; for 8h;99.9%
bei der katalytischen Hyrierung;
With phosphoric acid; 5% Pd(II)/C(eggshell); hydrogen In water at 249.84℃; under 37503.8 Torr; for 0.5h; Autoclave;87 %Chromat.
4,4'-dihydroxydiphenyl ether
1965-09-9

4,4'-dihydroxydiphenyl ether

cyclohexane
110-82-7

cyclohexane

Conditions
ConditionsYield
With hydrogen In dodecane at 200℃; under 15001.5 Torr; for 2h;99.9%
With rhodium contaminated with carbon; N-methyldiethanolamine trifluoromethanesulfonate; hydrogen at 120℃; under 30003 Torr; for 6h; Autoclave;91.5%
With carbon nanotubes-supported ruthenium; hydrogen In dodecane; water at 220℃; under 37503.8 Torr; for 3h; Autoclave;64 %Chromat.
With hydrogen at 130℃; under 15001.5 Torr; for 6h; Ionic liquid; Autoclave; Schlenk technique;99.4 %Chromat.
1,3-dimethoxy-2-hydroxy-benzene
91-10-1

1,3-dimethoxy-2-hydroxy-benzene

cyclohexane
110-82-7

cyclohexane

Conditions
ConditionsYield
With hydrogen In dodecane at 200℃; under 15001.5 Torr; for 12h;99.9%
Multi-step reaction with 2 steps
1: hydrogen / water / 8 h / 200 °C / 30003 Torr / Autoclave
2: hydrogen / water / 4 h / 200 °C / 30003 Torr
View Scheme
With palladium on activated charcoal; hydrogen In water at 150℃; under 30003 Torr; for 4h; Reagent/catalyst; Autoclave;
2-methoxy-phenol
90-05-1

2-methoxy-phenol

cyclohexane
110-82-7

cyclohexane

Conditions
ConditionsYield
With hydrogen In dodecane at 200℃; under 15001.5 Torr; for 2h;99.6%
With rhodium contaminated with carbon; N-methyldiethanolamine trifluoromethanesulfonate; hydrogen at 120℃; under 30003 Torr; for 6h; Autoclave;93.5%
With Ni-doped silica; hydrogen In decalin at 140℃; under 22502.3 Torr; for 5h; Reagent/catalyst; Autoclave;91.7%
diphenylether
101-84-8

diphenylether

cyclohexane
110-82-7

cyclohexane

Conditions
ConditionsYield
With hydrogen In dodecane at 300℃; under 45004.5 Torr; for 1h; Autoclave;99.3%
With hafnium tetrakis(trifluoromethanesulfonate); Ru/Al2O3; hydrogen In octane at 250℃; under 30003 Torr; for 2h; Sealed tube;94.3%
With hydrogen In dodecane at 200℃; under 15001.5 Torr; for 2h;92%
cyclohexanol
108-93-0

cyclohexanol

cyclohexane
110-82-7

cyclohexane

Conditions
ConditionsYield
With hydrogen; aluminum oxide; nickel at 180℃;99%
With platinum on activated charcoal; N-methyldiethanolamine trifluoromethanesulfonate; hydrogen at 120℃; under 30003 Torr; for 2h; Autoclave;93.5%
at 300℃; Leiten ueber Aktivkohle;
cyclohexanylcarbonyl chloride
2719-27-9

cyclohexanylcarbonyl chloride

cyclohexane
110-82-7

cyclohexane

Conditions
ConditionsYield
With tris-(trimethylsilyl)silane; 2,2'-azobis(isobutyronitrile) In toluene at 80℃; for 0.666667h;99%
diphenylether
101-84-8

diphenylether

A

cyclohexane
110-82-7

cyclohexane

B

cyclohexanol
108-93-0

cyclohexanol

Conditions
ConditionsYield
With bis(acetylacetonate)nickel(II); cetyltrimethylammonim bromide; lithium tri-t-butoxyaluminum hydride; sodium t-butanolate; tricyclohexylphosphine In toluene at 70℃; for 5h; Micellar solution;A 99%
B 99%
With Ru0.6Ni0.4; hydrogen In water at 95℃; under 760.051 Torr; for 16h; Reagent/catalyst;A 92%
B 96%
With hydrogen In water at 110℃; under 7500.75 Torr; for 1h; Autoclave;
hydroquinone
123-31-9

hydroquinone

cyclohexane
110-82-7

cyclohexane

Conditions
ConditionsYield
With gold on titanium oxide In decane at 299.84℃; under 22502.3 Torr; for 12h; Temperature; High pressure; Inert atmosphere; Autoclave;98.7%
With hydrogen In water at 200℃; under 37503.8 Torr; for 2h; Autoclave; Green chemistry;
With hydrogen In dodecane at 224.84℃; under 30003 Torr; for 2h; Autoclave;
With carbon nanotubes-supported ruthenium; hydrogen In dodecane; water at 220℃; under 37503.8 Torr; for 3h; Autoclave;90 %Chromat.
recorcinol
108-46-3

recorcinol

cyclohexane
110-82-7

cyclohexane

Conditions
ConditionsYield
With hydrogen In dodecane at 200℃; under 15001.5 Torr; for 8h;98.6%
With dihydrogen hexachloroplatinate; hydrogen; 3-butyl-1-methyl-1H-imidazol-3-ium hexafluorophosphate; 1-ethyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide at 60℃; under 7500.75 Torr; for 15h; Autoclave;
aniline
62-53-3

aniline

A

cyclohexane
110-82-7

cyclohexane

B

cyclohexylamine
108-91-8

cyclohexylamine

C

N-cyclohexyl-cyclohexanamine
101-83-7

N-cyclohexyl-cyclohexanamine

D

cyclohexene
110-83-8

cyclohexene

Conditions
ConditionsYield
With ammonia; hydrogen at 180 - 200℃;A n/a
B 98.4%
C 0.08%
D n/a
With hydrogen at 160 - 200℃; under 150015 Torr;A n/a
B 95.9%
C 0.45%
D n/a
p-benzoquinone
106-51-4

p-benzoquinone

cyclohexane
110-82-7

cyclohexane

Conditions
ConditionsYield
With gold on titanium oxide In decane at 299.84℃; under 22502.3 Torr; for 12h; Time; High pressure; Inert atmosphere; Autoclave;98.2%
phenol
108-95-2

phenol

cyclohexane
110-82-7

cyclohexane

Conditions
ConditionsYield
With hydrogen In water at 130℃; for 20h; Reagent/catalyst; Inert atmosphere; Autoclave; Heating; stereoselective reaction;97.9%
With rhodium contaminated with carbon; N-methyldiethanolamine trifluoromethanesulfonate; hydrogen at 120℃; under 30003 Torr; for 24h; Reagent/catalyst; Autoclave;97.3%
With hydrogen In water at 249.84℃; under 30003 Torr;93.7%
cyclohexanone
108-94-1

cyclohexanone

cyclohexane
110-82-7

cyclohexane

Conditions
ConditionsYield
With hydrogen In neat (no solvent) at 200℃; under 37503.8 Torr; for 24h; Autoclave;97%
With hydrogen; aluminum oxide; nickel at 190℃;90%
With hydrogen; K-10 montmorillonite; platinum In diethylene glycol dimethyl ether under 37503 Torr; for 30h; Reduction;82%
cyclohexa-1,3-diene
1165952-91-9

cyclohexa-1,3-diene

A

cyclohexane
110-82-7

cyclohexane

B

cyclohexene
110-83-8

cyclohexene

Conditions
ConditionsYield
With hydrogen; palladium dichloride In N,N-dimethyl-formamide under 18751.5 Torr; for 0.333333h; Product distribution; Ambient temperature; various time;A 0.05%
B 95.6%
With ammonium acetate In methanol Electrochemical reaction;A 88%
B 12%
With hydrogen; (η3-C3H5)Co[P(OMe)3]3 for 24h; Ambient temperature;A 7.6%
B 48.3%
methoxybenzene
100-66-3

methoxybenzene

cyclohexane
110-82-7

cyclohexane

Conditions
ConditionsYield
With hydrogen In decalin at 20 - 220℃; under 37503.8 - 45004.5 Torr; Reagent/catalyst; Inert atmosphere; Autoclave;95%
With ruthenium-carbon composite; N-methyldiethanolamine trifluoromethanesulfonate; hydrogen at 150℃; under 7500.75 Torr; for 6h; Autoclave;91.2%
With hydrogen; platinum unter geringem Ueberdruck;
triethylsilane
617-86-7

triethylsilane

fluorocyclohexane
372-46-3

fluorocyclohexane

A

triethylsilyl fluoride
358-43-0

triethylsilyl fluoride

B

cyclohexane
110-82-7

cyclohexane

Conditions
ConditionsYield
With C21H16N3P(2+) In dichloromethane at 25℃; for 4h; Reagent/catalyst;A 95%
B n/a
With [(SIMes)PFMe2][B(C6F5)4]2 In dichloromethane-d2 for 1h; Catalytic behavior; Inert atmosphere;
O-methylresorcine
150-19-6

O-methylresorcine

cyclohexane
110-82-7

cyclohexane

Conditions
ConditionsYield
With hydrogen In dodecane at 200℃; under 15001.5 Torr; for 2h;95%
6-Bromo-1-hexene
2695-47-8

6-Bromo-1-hexene

A

1-hexene
592-41-6

1-hexene

B

methyl-cyclopentane
96-37-7

methyl-cyclopentane

C

cyclohexane
110-82-7

cyclohexane

Conditions
ConditionsYield
With tris-(trimethylsilyl)silane; 2,2'-azobis(isobutyronitrile) at 70℃;A 4.1%
B 93%
C 2%
With tri-n-butyl-tin hydride; 2,2'-azobis(isobutyronitrile) at 70℃;A 15%
B 83%
C 1.2%
With 9-borabicyclo[3.3.1]nonane dimer; tribenzyltin hydride In toluene at 0℃; Product distribution; variation of reagent;A 29%
B 68%
C 3%
4-methoxy-phenol
150-76-5

4-methoxy-phenol

cyclohexane
110-82-7

cyclohexane

Conditions
ConditionsYield
With rhodium contaminated with carbon; N-methyldiethanolamine trifluoromethanesulfonate; hydrogen at 150℃; under 7500.75 Torr; for 6h; Autoclave;92.3%
With hydrogen In dodecane at 224.84℃; under 30003 Torr; for 2h; Autoclave;
1-methoxy-3-phenoxybenzene
1655-68-1

1-methoxy-3-phenoxybenzene

A

3-methoxycyclohexan-1-ol
16327-00-7, 89794-53-6

3-methoxycyclohexan-1-ol

B

cyclohexane
110-82-7

cyclohexane

Conditions
ConditionsYield
With bis(acetylacetonate)nickel(II); cetyltrimethylammonim bromide; lithium tri-t-butoxyaluminum hydride; sodium t-butanolate; tricyclohexylphosphine In toluene at 70℃; for 5h; Micellar solution;A 92%
B 89%
(benzyloxy)benzene
946-80-5

(benzyloxy)benzene

A

cyclohexane
110-82-7

cyclohexane

B

methyl cyclohexane
82166-21-0

methyl cyclohexane

Conditions
ConditionsYield
With palladium on activated charcoal; N-methyldiethanolamine trifluoromethanesulfonate; hydrogen at 150℃; under 7500.75 Torr; for 6h; Autoclave;A 91.5%
B 90.3%
With carbon nanotubes-supported ruthenium; hydrogen In dodecane; water at 220℃; under 37503.8 Torr; for 3h; Autoclave;A 95 %Chromat.
B 44 %Chromat.
With hydrogen at 130℃; under 15001.5 Torr; for 6h; Ionic liquid; Autoclave; Schlenk technique;
2-methoxy-phenol
90-05-1

2-methoxy-phenol

A

methyl-cyclopentane
96-37-7

methyl-cyclopentane

B

cyclohexane
110-82-7

cyclohexane

Conditions
ConditionsYield
With hydrogen In dodecane at 300℃; under 45004.5 Torr; for 1h; Autoclave;A 6.08%
B 90.52%
With hydrogen at 320℃; under 127513 Torr; for 1h; Reagent/catalyst; Autoclave;A 6.8 %Chromat.
B 67 %Chromat.
cyclohexane
110-82-7

cyclohexane

1-bromocyclohexane
108-85-0

1-bromocyclohexane

Conditions
ConditionsYield
With bromine; aluminum tri-bromide; Acetyl bromide In dichloromethane at -20℃; for 3h;100%
With bromine; sodium t-butanolate In cyclohexane at 40℃; for 15h;100%
With manganese(IV) oxide; bromine at 80℃; for 0.166667h; Product distribution; Further Variations:; Reagents; reagent ratios, reaction time;99%
cyclohexane
110-82-7

cyclohexane

perfluorocyclohexane
355-68-0

perfluorocyclohexane

Conditions
ConditionsYield
cobalt (III) fluoride at 360℃; for 3h;100%
With fluorine Product distribution; Irradiation;30%
With lead(IV) fluoride at 200℃; zuletzt bei 400grad;
cyclohexane
110-82-7

cyclohexane

A

cyclohexanone
108-94-1

cyclohexanone

B

cyclohexanol
108-93-0

cyclohexanol

Conditions
ConditionsYield
With Fe2(4,4″-dioxido-[1,1′:4′,1″-terphenyl]-3,3″-dicarboxylate); 1-(tert-butylsulfonyl)-2-iodosylbenzene In [D3]acetonitrile at 20℃; for 1.5h;A 100%
B 100%
With 3-chloro-benzenecarboperoxoic acid; [Ni2(L2H2)(OAc)2] at 20℃; for 1h;A 7%
B 93%
With 3-chloro-benzenecarboperoxoic acid; (5,10,15,20-tetrakis(pentafluorophenyl)porphyrinato)iron(III) chloride In dichloromethane; acetonitrile for 1h; Product distribution; Ambient temperature; other catalysts; kinetic isotope effect;A 2%
B 89%
cyclohexane
110-82-7

cyclohexane

diphenyl diselenide
1666-13-3

diphenyl diselenide

phenylselenocyclohexane
22233-91-6

phenylselenocyclohexane

Conditions
ConditionsYield
With 4-tert-butylpyridine; hydrogen sulfide; oxygen; iron(II) chloride In acetonitrile for 4h; Ambient temperature;100%
With 4-tert-butylpyridine; 2-Picolinic acid; dihydrogen peroxide; triphenylphosphine; iron(II) chloride In acetonitrile at 0℃;99%
With di-tert-butyl peroxide at 120℃; for 18h; Reagent/catalyst;96%
cyclohexane
110-82-7

cyclohexane

N,O-bistrimethylsilyl-N-(ethoxycarbonyl)hydroxylamine
66121-61-7

N,O-bistrimethylsilyl-N-(ethoxycarbonyl)hydroxylamine

A

Hexamethyldisiloxane
107-46-0

Hexamethyldisiloxane

B

ethyl N-cyclohexylcarbamate
1541-19-1

ethyl N-cyclohexylcarbamate

C

urethane
51-79-6

urethane

Conditions
ConditionsYield
at 100℃; for 25h;A 100%
B 80%
C 8%
at 45℃; for 58h; Irradiation;A 75%
B 45%
C 55%
cyclohexane
110-82-7

cyclohexane

perpentene-4 oate de tertiobutyle
84210-61-7

perpentene-4 oate de tertiobutyle

A

cyclohexylcyclohexane
92-51-3

cyclohexylcyclohexane

B

butylcyclohexane
1678-93-9

butylcyclohexane

C

cyclohexyl-5 pentanolide-4
96009-79-9

cyclohexyl-5 pentanolide-4

D

acetone
67-64-1

acetone

E

5-methyl-dihydro-furan-2-one
108-29-2

5-methyl-dihydro-furan-2-one

F

tert-butyl alcohol
75-65-0

tert-butyl alcohol

Conditions
ConditionsYield
at 120℃; for 4h; Product distribution; Mechanism; different ratios of reactant, reactants, reaction times and temperatures;A 5%
B 5%
C 35%
D n/a
E 1%
F 100%
cyclohexane
110-82-7

cyclohexane

1,1,3,3-tetramethyl-2,3-dihydro-1H-isoindol-2-yloxoyl radical
80037-90-7

1,1,3,3-tetramethyl-2,3-dihydro-1H-isoindol-2-yloxoyl radical

2-(t-butylazo)prop-2-yl hydroperoxide
37421-16-2

2-(t-butylazo)prop-2-yl hydroperoxide

A

2-cyclohexyloxy-1,1,3,3-tetramethyl-2,3-dihydro-1H-isoindole
89482-40-6

2-cyclohexyloxy-1,1,3,3-tetramethyl-2,3-dihydro-1H-isoindole

B

2-tert-butoxy-1,1,3,3-tetramethylisoindoline
93524-81-3

2-tert-butoxy-1,1,3,3-tetramethylisoindoline

C

acetone
67-64-1

acetone

D

isobutene
115-11-7

isobutene

Conditions
ConditionsYield
at 70℃; for 17h; Mechanism; Rate constant; Thermodynamic data; var. of nitroxide, solvent, temp., EA, ΔH(excit.), ΔS(excit.);A 96%
B 82%
C 100%
D 15%
cyclohexane
110-82-7

cyclohexane

A

perfluoro(2-methylcyclopentane)
1805-22-7

perfluoro(2-methylcyclopentane)

B

perfluorocyclohexane
355-68-0

perfluorocyclohexane

Conditions
ConditionsYield
cobalt (III) fluoride at 360℃; for 3h; Product distribution;A n/a
B 100%
cyclohexane
110-82-7

cyclohexane

Benzeneselenol
645-96-5

Benzeneselenol

phenylselenocyclohexane
22233-91-6

phenylselenocyclohexane

Conditions
ConditionsYield
With 4-tert-butylpyridine; hydrogen sulfide; oxygen; iron(II) chloride In acetonitrile for 4h; Ambient temperature;100%
cyclohexane
110-82-7

cyclohexane

2,2,2-trichloroethyl sulfamate
69226-51-3

2,2,2-trichloroethyl sulfamate

N-(cyclohexyl)-2,2,2-trichloroethoxysulfonamide

N-(cyclohexyl)-2,2,2-trichloroethoxysulfonamide

Conditions
ConditionsYield
With [bis(acetoxy)iodo]benzene; C32H44ClN4O4Rh2*3CH2Cl2 at 20℃; for 3h; Inert atmosphere;100%
With bis(tertbutylcarbonyloxy)iodobenzene; Rh2(esp)2 In benzene at 23℃;95%
With bis{rhodium[3,3'-(1,3-phenylene)bis(2,2-dimethylpropanoic acid)]}; [bis(acetoxy)iodo]benzene In water at 4℃; for 24h;64%
With [p-(trifluoromethyl)phenyl](diacetoxy)-λ3-bromane at 0 - 15℃; for 3h; Inert atmosphere;18%
LaFe(1+)
111496-23-2

LaFe(1+)

cyclohexane
110-82-7

cyclohexane

A

LaFeC6H6(1+)

LaFeC6H6(1+)

B

hydrogen
1333-74-0

hydrogen

Conditions
ConditionsYield
In gas reaction in a mass spectrometer; total pressure: 4E-6 Torr;A 100%
B 100%
nonafluoro-tert-butanesulfenyl chloride
32308-83-1

nonafluoro-tert-butanesulfenyl chloride

cyclohexane
110-82-7

cyclohexane

A

nonafluoro-tert-butanethiol
32308-82-0

nonafluoro-tert-butanethiol

B

cyclohexyl chloride
542-18-7

cyclohexyl chloride

Conditions
ConditionsYield
A 100%
B 100%
A 100%
B 100%
cyclohexane
110-82-7

cyclohexane

C44H41Cl8Cu2N5

C44H41Cl8Cu2N5

N-cyclohexyl-1-aminoadamantane
387876-29-1

N-cyclohexyl-1-aminoadamantane

Conditions
ConditionsYield
In benzene at 80℃; for 4h; Inert atmosphere;100%
cyclohexane
110-82-7

cyclohexane

carbon monoxide
201230-82-2

carbon monoxide

cyclohexanecarbaldehyde
2043-61-0

cyclohexanecarbaldehyde

Conditions
ConditionsYield
With MCM-41 silicate; hydrogen; di(rhodium)tetracarbonyl dichloride at 100℃; under 21001.7 Torr; for 20h;99.4%
With Rh; benzaldehyde In benzene Mechanism; Irradiation; other d8 metal carbonyls, other aromatic ketones and aldehydes; relative quantum yields;
diazoacetic acid ethyl ester
623-73-4

diazoacetic acid ethyl ester

cyclohexane
110-82-7

cyclohexane

ethyl 2-cyclohexylacetate
5452-75-5

ethyl 2-cyclohexylacetate

Conditions
ConditionsYield
With C28H6Ag2Au2F24N2 In cyclohexane for 12h; Inert atmosphere;99%
With C56H82Cl2Cu2N4O2P2; sodium tetrakis[(3,5-di-trifluoromethyl)phenyl]borate In dichloromethane at 20℃; for 12h; Inert atmosphere; Schlenk technique;98%
With C4H11B22Br12IN2(2-)*2Li(1+); copper dichloride In tetrahydrofuran at 90℃; for 3h; Reagent/catalyst; Inert atmosphere; Reflux;92.6%
cyclohexane
110-82-7

cyclohexane

Adipic acid
124-04-9

Adipic acid

Conditions
ConditionsYield
With nitric acid; trifluoroacetic acid; N-hydroxy-5-carboxy-phthalimide at 23℃; for 18h; Reagent/catalyst;99%
With 2-pyrazylcarboxylic acid; FeCl2(κ3-HC(C3H3N2)3); ozone at 20℃; for 6h; Catalytic behavior; Time; Reagent/catalyst; Schlenk technique; Green chemistry;96%
In acetic acid at 115℃; under 22502.3 Torr; for 5h; Reagent/catalyst; Pressure;95%
1,3-dimethyluracil
874-14-6

1,3-dimethyluracil

cyclohexane
110-82-7

cyclohexane

5-cyclohexyl-1,3-dimethyluracil
124851-78-1

5-cyclohexyl-1,3-dimethyluracil

Conditions
ConditionsYield
With dibenzoyl peroxide for 14h; Product distribution; Heating; further educts and peroxides;99%
With dilauryl peroxide for 14h; Heating;99%
With dibenzoyl peroxide at 80℃; Yield given;

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110-82-7Relevant articles and documents

-

Janz

, p. 751 (1954)

-

Carra,Ragaini

, p. 1079 (1967)

-

Ipatieff,Corson,Kurbatov

, (1940)

-

Subtle factors are important: Radical formation and transmetallation in reactions of butyl cuprates with cyclohexyl iodide

Bertz, Steven H.,Human, Jason,Ogle, Craig A.,Seagle, Paul

, p. 392 - 394 (2005)

The reactions of Bu2CuLi·LiI and Bu2CuLi LiCN with cyclohexyl iodide are critically dependent upon subtle factors such as the surface properties of the reaction vessel, nature of the solvent still and lot of 'ultrapure' copper salt i

Doping effects of B in ZrO2 on structural and catalytic properties of Ru/B-ZrO2 catalysts for benzene partial hydrogenation

Zhou, Gongbing,Pei, Yan,Jiang, Zheng,Fan, Kangnian,Qiao, Minghua,Sun, Bin,Zong, Baoning

, p. 393 - 403 (2014)

The B-doped ZrO2 (B-ZrO2) samples with different B/Zr ratios were synthesized using zirconium oxychloride and boric acid as the precursors. Their crystallographic phase retained as tetragonal ZrO2 after the doping of B; however, the amount of the Lewis acid sites increased from 46.1 μmolNH3 g-1 on ZrO2 to 100.6 μmolNH3 g-1 on B-ZrO2(1/10) with the nominal B/Zr molar ratio of 1/10. The Ru/B-ZrO2 catalysts were then prepared by chemical reduction, and their electronic and structural properties were systematically characterized by spectroscopic techniques. It is identified that the Ru nanoparticles (NPs) supported on these B-ZrO2 samples exhibited similar size, chemical state, and microstructure. In the partial hydrogenation of benzene, the turnover frequency of benzene was linearly proportional to the amount of the acid sites on the supports, whereas the selectivity toward cyclohexene displayed a volcanic evolution passing through a maximum of 88% on the Ru/B-ZrO2(1/15) catalyst. Kinetic analysis indicated that the acid sites improved the rate constants of the benzene to cyclohexene step (k1) and the cyclohexene to cyclohexane step (k 2) to different degrees. The resulting k1/k2 ratio increased from 3.7 × 10-2 l mol-1 (Ru/ZrO 2) to 4.8 × 10-2 l mol-1 (Ru/B-ZrO 2(1/15)), and then declined to 4.1 × 10-2 l mol -1 (Ru/B-ZrO2(1/10)), which explained the volcanic evolution of the selectivity toward cyclohexene with respect to the acid amount.

Effect of the thermal treatment temperature of RuNi bimetallic nanocatalysts on their catalytic performance for benzene hydrogenation

Zhu, Lihua,Zheng, Jinbao,Yu, Changlin,Zhang, Nuowei,Shu, Qing,Zhou, Hua,Li, Yunhua,Chen, Bing H.

, p. 13110 - 13119 (2016)

The thermal treatment temperature of bimetallic nanocatalysts plays an important role in determining their catalytic performance. In this study, the synthesis of RuNi bimetallic nanoparticles (BNPs) supported on carbon black catalysts (denoted as RuNi BNS

Bimolecular Hydrogen Transfer over Zeolites and SAPOs having the Faujasite Structure

Dwyer, John,Karim, Khalid,Ojo, Adeola F.

, p. 783 - 786 (1991)

Silica-rich Y zeolites prepared by primary or secondary synthesis and samples of SAPO-37 have been synthesized and characterized.These materials are then evaluated as catalysts for the transformation of cyclohexene.From product distribution at low conversion the relative rates of isomerization and bimolecular hydrogen tranfer are measured and discussed in terms of active site density.

Production of Jet Fuel-Range Hydrocarbons from Hydrodeoxygenation of Lignin over Super Lewis Acid Combined with Metal Catalysts

Wang, Hongliang,Wang, Huamin,Kuhn, Eric,Tucker, Melvin P.,Yang, Bin

, p. 285 - 291 (2018)

Super Lewis acids containing the triflate anion [e.g., Hf(OTf)4, Ln(OTf)3, In(OTf)3, Al(OTf)3] and noble metal catalysts (e.g., Ru/C, Ru/Al2O3) formed efficient catalytic systems to generate saturated hydrocarbons from lignin in high yields. In such catalytic systems, the metal triflates mediated rapid ether bond cleavage through selective bonding to etheric oxygens while the noble metal catalyzed subsequent hydrodeoxygenation (HDO) reactions. Near theoretical yields of hydrocarbons were produced from lignin model compounds by the combined catalysis of Hf(OTf)4 and ruthenium-based catalysts. When a technical lignin derived from a pilot-scale biorefinery was used, more than 30 wt % of the hydrocarbons produced with this catalytic system were cyclohexane and alkylcyclohexanes in the jet fuel range. Super Lewis acids are postulated to strongly interact with lignin substrates by protonating hydroxyl groups and ether linkages, forming intermediate species that enhance hydrogenation catalysis by supported noble metal catalysts. Meanwhile, the hydrogenation of aromatic rings by the noble metal catalysts can promote deoxygenation reactions catalyzed by super Lewis acids.

HYDROGENATION OF BENZENE ON TECHNETIUM CATALYSTS

Pokrovskaya, O. V.,Voronin, Yu. V.,Pirogova, G. N.

, (1986)

-

Ru–Zn/ZrO2 Nanocomposite Catalysts Fabricated by Galvanic Replacement for Benzene Partial Hydrogenation

Zhou, Gongbing,Wang, Hao,Tian, Jing,Pei, Yan,Fan, Kangnian,Qiao, Minghua,Sun, Bin,Zong, Baoning

, p. 1184 - 1191 (2018)

A strategy based on galvanic replacement between metallic Zn and Ru salt followed by acid treatment was developed to fabricate supported Ru–Zn/ZrO2 nanocomposite catalysts with controlled contents of Zn for the benzene partial hydrogenation to cyclohexene. The catalysts were systematically characterized by techniques such as extended X-ray absorption fine structure, X-ray photoelectron spectroscopy, and transmission electron microscopy. In benzene partial hydrogenation, with the decrease in the content of Zn, the turnover frequency (TOF) of benzene increased monotonically, whereas the selectivity to cyclohexene evolved in a volcanic trend, passing through a maximum of 72 %. Kinetic analysis indicated that with the depletion of Zn, the rate constant for benzene hydrogenation to cyclohexene and that for cyclohexene hydrogenation to cyclohexane increased simultaneously, but the extents of the increments were at variance. It was identified that the ratios of the rate constants were in parallel with the change in the selectivity to cyclohexene, which is attributed to the electronic effect of metallic Zn that modifies the interactions of Ru with benzene and cyclohexene.

Catalytic ring expansion, contraction, and metathesis-polymerization of cycloalkanes

Ahuja, Ritu,Kundu, Sabuj,Goldman, Alan S.,Brookhart, Maurice,Vicente, Brian C.,Scott, Susannah L.

, p. 253 - 255 (2008)

Tandem dehydrogenation-olefin-metathesis catalyst systems, comprising a pincer-ligated iridium-based alkane dehydrogenation catalyst and a molybdenum-based olefin-metathesis catalyst, are reported to effect the metathesis-cyclooligomerization of cyclooctane and cyclodecane to give cycloalkanes with various carbon numbers, predominantly multiples of the substrate carbon number, and polymers. The Royal Society of Chemistry.

-

Sternberg et al.

, p. 4191 (1969)

-

Murphy,Prager

, p. 463 (1976)

NOVEL APPLICATIONS OF ZIEGLER-TYPE CATALYSTS, AROMATIZATION OF TETRALIN AND DISPROPORTIONATION OF CYCLIC OLEFINS

Costa, J. L.,Noels, A. F.,Hubert, A. J.,Teyssie, Ph.

, p. 649 - 650 (1984)

Ziegler catalysts based on Co and Ni efficiently promote the aromatization of tetralin as well as the disproportionation of cyclohexadiene and cyclohexene into benzene and cyclohexane.

Influence of Support on the Availability of Nickel in Supported Catalysts for Hydrogen Chemisorption and Hydrogenation of Benzene

Narayanan, Sankarasubbier,Sreekanth, Gutala

, p. 3785 - 3796 (1989)

Oxides such as SiO2, γ-Al2O3, TiO2 (anatase and rutile), ZrO2 and MgO with different properties have been used as supports for loading nickel by the pore volume impregnation method.Catalysts were calcined in air at 723 K for 6 h before reduction at the sa

-

Dewey,van Tamelen

, p. 3729 (1961)

-

Supported organoactinide complexes as heterogeneous catalysts. A kinetic and mechanistic study of facile arene hydrogenation

Eisen, Moris S.,Marks, Tobin J.

, p. 10358 - 10368 (1992)

This contribution reports a kinetic and mechanistic study of arene hydrogenation by the supported organoactinide complexes Cp′Th(benzyl)3/DA (1/DA), Th(1,3,5-CH2C6H3Me2)4/DA (2/DA), and Th(

Natural zeolite supported Ni catalysts for hydrodeoxygenation of anisole

Kennedy, Eric,Stockenhuber, Michael,Yan, Penghui

, p. 4673 - 4684 (2021)

Natural and synthetic (BEA, MOR) zeolite-supported nickel (~5 wt%) catalysts were prepared and employed for the hydrogenation of toluene and hydrodeoxygenation of anisole in a continuous-flow reactor. Ni/BEA and Ni/MOR display a higher level of metal dispersion and stronger metal-support interaction compared to the Ni/NZ and Ni/Escott catalysts, resulting in a higher concentration of charge-compensating Ni species and a larger high-temperature reduction peak. The Ni/BEA and Ni/MOR also present a significant mass of low-temperature desorbed H2(centred at 150 °C) based on H2-TPD, suggesting the H species are weakly adsorbed on small Ni clusters. In contrast, the H species were strongly adsorbed by the bulk Ni crystal over Ni/Escott and Ni/NZ, which were desorbed at maxima between 211 and 222 °C. We propose that the strongly adsorbed H species play a crucial role in the hydrogenation of toluene, leading to a significantly higher yield of methylcyclohexane over Ni/Escott and Ni/NZ compared to Ni/BEA and Ni/MOR. Both metal and acid sites are required in the hydrodeoxygenation of anisole. The strong Br?nsted acid sites and numerous smaller Ni species over Ni/BEA facilitated the transalkylation of anisole to phenol and methylanisole and subsequently hydrogenolysis of phenol to benzene, followed by the hydrogenation of benzene to cyclohexane.

TRANSFORMATION OF PHENOL AND ITS ETHERS IN CONDITIONS OF HYDROGENATION ON BIFUNCTIONAL ZEOLITE CATALYSTS

Marchenko, L. S.,Levin, D. Z.,Plakhotnik, V. A.,Mortikov, E. S.

, p. 81 - 84 (1986)

-

ON THE MECHANISM OF THE Co2(CO)8 CATALYZED HYDROFORMYLATION OF OLEFINS IN HYDROCARBON SOLVENTS. A HIGH PRESSURE UV AND IR STUDY

Mirbach, Marlis F.

, p. 205 - 214 (1984)

High pressure IR and UV spectroscopic experiments confirm the Heck and Breslow mechanism of the hydroformylation of 1-octene and cyclohexene with Co2(CO)8 as the starting catalyst.The major repeating unit is HCo(CO)4, which is formed via the reaction of acylcobalt tetracarbonyl with H2.The rates are 6.7 x 10-4 mol l-1 min-1 and 8.8 x 10-5 mol l-1 min-1 for 1-octene and cyclohexene, respectively at 80 deg C and 95 bar CO/H2 = 1 in methylcyclohexane.The alternative reaction of RCOCo(CO)4 with HCo(CO)4 is only a minor pathway, with rates of 1.8 x 10-5 mol l-1 min-1 and 1.1 x 10-5 mol l-1 min-1 for 1-octene and cyclohexene, respectively.It represents an exit from the catalytic cycle.The activation of the catalyst precursor Co2(CO)8 is the slowest step of the reaction.

-

Ichikawa et al.

, p. 928 (1972)

-

Ruthenium-catalyzed selective hydrogenation of benzene to cyclohexene in the presence of an ionic liquid

Schwab, Frederick,Lucas, Martin,Claus, Peter

, p. 10453 - 10456 (2011)

Reducing circumstances: The hydrogenation of benzene in organic phase leads rapidly to cyclohexane. A very simple catalyst system comprising only supported ruthenium in water with the addition of the ionic liquid 1 (R=Me) in the ppm range catalyzes the extremely difficult selective hydrogenation of benzene to cyclohexene. It is not necessary to add large amounts of salt (ZnSO4) or other metals, which is otherwise done to control selectivity. Copyright

Mechanism of Tritium-Atom-Promoted Isotope Exchange in the Benzene Ring: Application to Tritium Labeling of Biologically Important Aryl Compounds

Powell, M. F.,Morimoto, H.,Erwin, W. R.,Gordon, B. E.,Lemmon, R. M.

, p. 6266 - 6271 (1984)

Reaction of thermal tritium atoms, generated by microwave activation os T2 gas, with benzene and biphenyl was studies at ca.-50 and -196 deg C.The saturation reactions (i.e.,benzene->cyclohexane-t6)predominated over isotope exchange (i.e.,benzene->benzene-t( at -196 deg C.However, significant exchange labeling occurred at ca.-50 deg C, with a concomitant reduction in the yields of saturated products.This reversal in labeled product yields at the different temperatures is due, in part, to the faster rate of H expulsion from the intermediate cyclohexadienyl radical at -50 deg C and to the increased mobility of the warmer matrix that retards multiple T- reactions with the same aryl molecule by covering up singly tritiated intermediates.The less volatile aryl compound, biphenyl, was labeled in a diffusionally active matrix of either benezene or cyclohexane, whereas it could not be labeled otherwise.

Palladium hydrogenation catalyst based on a porous carbon material obtained upon the dehydrochlorination of a chloro polymer

Mironenko,Belskaya,Solodovnichenko,Gulyaeva,Kryazhev, Yu. G.,Likholobov

, p. 229 - 233 (2016)

The applicability of a porous carbon material obtained as a result of the “chemical” dehydrochlorination of chlorinated polyvinyl chloride as a support for palladium hydrogenation catalysts was demonstrated. The efficiency of the catalyst was evaluated in the liquid-phase reactions of nitrobenzene hydrogenation and chlorobenzene hydrodechlorination. Although the specific activity of the catalyst was lower by a factor of 3–4 than that of the samples based on Sibunit and carbon nanotubes, the complete conversion of the initial compounds with the selective formation of end products under mild conditions was achieved at a relatively low palladium content (1.5%).

-

Hubert,A.J.

, p. 2149 - 2152 (1967)

-

Synergies of surface-interface multiple active sites over Al-Zr oxide solid solution supported nickel catalysts for enhancing the hydrodeoxygenation of anisole

Fan, Guoli,Li, Feng,Lin, Yanjun,Yang, Lan,Zhang, Yaowen

, (2022/01/19)

Currently, the catalytic hydrodeoxygenation (HDO) of oxygen-containing compounds derived from biomass to highly valuable chemicals or hydrocarbon bio-fuels is attracting more and more attention. Concerning the design and synthesis of high-performance supported metal catalysts for HDO, the efficient deposition/immobilization of active metal species on supports, as well as the construction of the favorable properties of supports, is quite necessary. In this work, we fabricated series of aluminum-zirconium oxide solid solution supported Ni-based catalysts by a simple surfactant-assisted homogeneous coprecipitation and applied them in the HDO of anisole. Various structural characterizations showed that surface-interface properties of Ni-based catalysts (i.e., surface acidity, defective structures, and metal-support interactions) could be finely tuned by adjusting the amount of Al introduced into Al-Zr oxide solid solutions, thus profoundly governing their catalytic HDO activities. It was demonstrated that the introduction of an appropriate amount of Al could not only enhance surface acidity and promote the formation of defective Zr-Ov-Al structures (Ov: oxygen vacancy) but also facilitate the generation of interfacial Niδ+ species bound to the support. Over the Ni-based catalyst bearing an Al2O3:ZrO2 mass ratio of 5:2, a high cyclohexane yield of ~77.4% was attained at 230 °C and 1.0 MPa initial hydrogen pressure. The high catalytic HDO efficiency was revealed to be correlated with the catalytic synergy between Ni0 and adjacent interfacial Niδ+ species, together with the promotion of neighboring defective oxygen vacancies and acidic sites, which contributed to the enhanced activation of the methoxy group in anisole and reaction intermediate and thus greatly improved HDO activity. The present findings offer a new and promising guidance for constructing high-performance metal-based catalysts via a rational surface-interface engineering.

Highly Selective Hydrodeoxygenation of Lignin to Naphthenes over Three-Dimensional Flower-like Ni2P Derived from Hydrotalcite

Chen, Guanyi,Diao, Xinyong,Ji, Na,Jia, Zhichao,Li, Changzhi,Li, Xinxin,Liu, Caixia,Liu, Qingling,Lu, Xuebin,Ma, Longlong,Song, Chunfeng,Wang, Shurong,Zhao, Yujun

, p. 1338 - 1356 (2022/02/07)

A strategy for low-temperature synthesis of hydrotalcite-based nickel phosphide catalysts (Ni2P-Al2O3) with flower-like porous structures was proposed. The in situ reduction of red phosphorus at 500 °C enables Ni2P catalysts with small particle size and abundant active and acidic sites, which facilitate the activation of substrates and H2. In the hydrodeoxygenation of guaiacol, a 100% conversion and 94.5% yield of cyclohexane were obtained over the Ni2P-Al2O3 catalyst under 5 MPa H2 at 250 °C for 3 h. Other lignin-derived phenolic compounds could also afford the corresponding alkanes with yields higher than 85%. Moreover, Ni2P-Al2O3 exhibited high hydrodeoxygenation activity in the deconstruction of more complex wood structures, including lignin oil and real lignin. Among the two different types of Ni sites of Ni(1) and Ni(2) in Ni2P, density functional theory (DFT) calculations showed that the Ni(2) site, highly exposed on the Ni2P-Al2O3 surface, possesses a stronger ability to break C-OH bonds during the hydrodeoxygenation of guaiacol in comparison with the Ni(1) site.

Fabricating nickel phyllosilicate-like nanosheets to prepare a defect-rich catalyst for the one-pot conversion of lignin into hydrocarbons under mild conditions

Cao, Meifang,Chen, Bo,He, Chengzhi,Ouyang, Xinping,Qian, Yong,Qiu, Xueqing

supporting information, p. 846 - 857 (2022/02/09)

The one-pot conversion of lignin biomass into high-grade hydrocarbon biofuels via catalytic hydrodeoxygenation (HDO) holds significant promise for renewable energy. A great challenge for this route involves developing efficient non-noble metal catalysts to obtain a high yield of hydrocarbons under relatively mild conditions. Herein, a high-performance catalyst has been prepared via the in situ reduction of Ni phyllosilicate-like nanosheets (Ni-PS) synthesized by a reduction-oxidation strategy at room temperature. The Ni-PS precursors are partly converted into Ni0 nanoparticles by in situ reduction and the rest remain as supports. The Si-containing supports are found to have strong interactions with the nickel species, hindering the aggregation of Ni0 particles and minimizing the Ni0 particle size. The catalyst contains abundant surface defects, weak Lewis acid sites and highly dispersed Ni0 particles. The catalyst exhibits excellent catalytic activity towards the depolymerization and HDO of the lignin model compound, 2-phenylethyl phenyl ether (PPE), and the enzymatic hydrolysis of lignin under mild conditions, with 98.3% cycloalkane yield for the HDO of PPE under 3 MPa H2 pressure at 160 °C and 40.4% hydrocarbon yield for that of lignin under 3 MPa H2 pressure at 240 °C, and its catalytic activity can compete with reported noble metal catalysts.

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