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Cyclohexene is a versatile organic compound that participates in various chemical reactions, including acylation-cycloalkylation, hydroboration, epoxidation, and addition reactions with tellurium derivatives. It reacts with phenylacetyl chloride to form cyclic ketones like cis-hexahydro-9-phenanthrone, demonstrating stereoselectivity and stability under specific conditions. In hydroboration, cyclohexene reacts with BHBr2.SMe2, facilitated by BBr3 catalysis, to form alkylboron intermediates. It can also be epoxidized efficiently using Mn-montmorillonite-Schiff base catalysts with O2, yielding epoxycyclohexane with high selectivity. Additionally, cyclohexene undergoes addition reactions with tellurium tetrachloride to produce chlorinated tellurium derivatives, highlighting its reactivity in forming organotellurium compounds. These diverse reactions underscore cyclohexene's utility in synthetic organic chemistry.

110-83-8

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110-83-8 Usage

Chemical Description

Cyclohexene and cyclohexane are both hydrocarbons commonly used as solvents.

Chemical Description

Cyclohexene is a colorless liquid with a sharp odor and is used as a solvent and in the production of various chemicals.

Check Digit Verification of cas no

The CAS Registry Mumber 110-83-8 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 3 respectively.
Calculate Digit Verification of CAS Registry Number 110-83:
(5*1)+(4*1)+(3*0)+(2*8)+(1*3)=28
28 % 10 = 8
So 110-83-8 is a valid CAS Registry Number.
InChI:InChI=1/C6H10/c1-2-4-6-5-3-1/h1-2H,3-6H2

110-83-8 Well-known Company Product Price

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  • Alfa Aesar

  • (A11359)  Cyclohexene, 99%   

  • 110-83-8

  • 100ml

  • 122.0CNY

  • Detail
  • Alfa Aesar

  • (A11359)  Cyclohexene, 99%   

  • 110-83-8

  • 500ml

  • 247.0CNY

  • Detail
  • Alfa Aesar

  • (A11359)  Cyclohexene, 99%   

  • 110-83-8

  • 2500ml

  • 1163.0CNY

  • Detail
  • Sigma-Aldrich

  • (44028)  Cyclohexene  analytical standard

  • 110-83-8

  • 44028-5ML-F

  • 398.97CNY

  • Detail
  • Sigma-Aldrich

  • (44028)  Cyclohexene  analytical standard

  • 110-83-8

  • 44028-10ML-F

  • 668.07CNY

  • Detail

110-83-8SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 14, 2017

Revision Date: Aug 14, 2017

1.Identification

1.1 GHS Product identifier

Product name cyclohexene

1.2 Other means of identification

Product number -
Other names Cykloheksen

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:110-83-8 SDS

110-83-8Synthetic route

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

cyclohexa-1,3-diene

cyclohexene
110-83-8

cyclohexene

Conditions
ConditionsYield
With samarium diiodide; N,N,N',N'',N''-pentamethylethylene triamine; water In tetrahydrofuran at 20℃; for 0.0833333h;100%
With hydrogen In dichloromethane at 40℃; under 3000.3 Torr; for 0.75h;95%
With 1‑cyanopropyl-3-methylimidazolium tetrafluoroborate; hydrogen; palladium dichloride at 100℃; under 34202.3 Torr; for 4h; Reactivity (does not react);90%
cyclohexene sulfide
286-28-2

cyclohexene sulfide

cis-2-methyl-3-phenyloxaziridine
39245-63-1

cis-2-methyl-3-phenyloxaziridine

A

(Z)-azomethane
4143-42-4

(Z)-azomethane

B

N,N'-bis(methyl)sulphur di-imide
13849-02-0, 84878-02-4, 84878-03-5, 84878-04-6

N,N'-bis(methyl)sulphur di-imide

C

benzaldehyde
100-52-7

benzaldehyde

D

cyclohexene
110-83-8

cyclohexene

Conditions
ConditionsYield
In chloroform Mechanism; Ambient temperature; via thionitrosomethane, CH3NS (also used: other oxaziridines and episulfides);A n/a
B 83%
C 100%
D 100%
cyclohexene sulfide
286-28-2

cyclohexene sulfide

cyclohexene
110-83-8

cyclohexene

Conditions
ConditionsYield
With hydrogen sulfide; triphenylphosphine; methyltrioxorhenium(VII) In [D3]acetonitrile for 0.0833333h; Ambient temperature;100%
With sodium In toluene at 110℃; for 7h;99%
With biphenyl; lithium In 1,2-dimethoxyethane for 8h; Heating;73%
trans-1,2-dibromocyclohexane
7429-37-0

trans-1,2-dibromocyclohexane

cyclohexene
110-83-8

cyclohexene

Conditions
ConditionsYield
With 1,2-bis(diphenylphosphino)ethane nickel(II) chloride; ethylmagnesium bromide In tetrahydrofuran at 0℃;100%
With 1,2-bis(diphenylphosphino)ethane nickel(II) chloride; tri-n-butyl-tin hydride In tetrahydrofuran for 0.25h; Ambient temperature;100%
With sodium sulfide; cetyltributylphosphonium bromide In toluene at 25℃; for 12h;90%
1,2-cyclohexanediol cyclic sulphate
4705-17-3

1,2-cyclohexanediol cyclic sulphate

cyclohexene
110-83-8

cyclohexene

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 20℃; Product distribution; electrolysis, oth. solvent, var. cathodes;100%
cyclohexane-1,2-epoxide
286-20-4

cyclohexane-1,2-epoxide

cyclohexene
110-83-8

cyclohexene

Conditions
ConditionsYield
With sodium amalgam; chiral Co(II) In tetrahydrofuran-d8 at 20℃; for 6h; deoxygenation;100%
With lithium In tetrahydrofuran for 24h; Heating;96%
With chloro-trimethyl-silane; sodium iodide In acetonitrile for 0.5h; Ambient temperature;94%
(1R,2R)-1-Chloro-2-iodo-cyclohexane
33427-17-7

(1R,2R)-1-Chloro-2-iodo-cyclohexane

cyclohexene
110-83-8

cyclohexene

Conditions
ConditionsYield
With 1,2-bis(diphenylphosphino)ethane nickel(II) chloride; lithium triethylborohydride In tetrahydrofuran for 0.5h; Ambient temperature;100%
5-cyclohexyloxythianthreniumyl perchlorate

5-cyclohexyloxythianthreniumyl perchlorate

A

thianthrene-5-oxide
2362-50-7

thianthrene-5-oxide

B

cyclohexene
110-83-8

cyclohexene

Conditions
ConditionsYield
With thiophenol In acetonitrile at 1℃; for 100h; Product distribution; Elimination;A 105 %
B 100%
1,7-Octadiene
3710-30-3

1,7-Octadiene

cyclohexene
110-83-8

cyclohexene

Conditions
ConditionsYield
With diazomethyl-trimethyl-silane; ruthenium Schiff-base In toluene at 70℃; for 1h; ring-closing metathesis;100%
With diazomethyl-trimethyl-silane; ruthenium In toluene at 85℃; for 17h; Product distribution; Further Variations:; Catalysts;100%
[2-((2,6-iPr2-Ph-imino)methyl)phenol][p-cymene][=CHPh]Ru2Cl3 In various solvent(s) at 70℃; for 4h; Product distribution; Further Variations:; Catalysts; Temperatures;100%
{Ir(C5Me5)(cyclohexadiene)}

{Ir(C5Me5)(cyclohexadiene)}

A

bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]
12354-84-6, 12354-85-7

bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]

B

cyclohexene
110-83-8

cyclohexene

Conditions
ConditionsYield
With HCl In pentane (N2); HCl gas bubbled through complex soln.;A 93%
B 100%
cyclohexanol
108-93-0

cyclohexanol

cyclohexene
110-83-8

cyclohexene

Conditions
ConditionsYield
With sulfuric acid at 250℃; for 0.5h;99%
for 2h; Temperature; Heating;98%
With Nafion/SiO2 at 200℃; under 15001.5 Torr; for 6h;90.3%
{(η5-C5H5)Re(NO)(PPh3)(IC6H11)}(1+)BF4(1-)

{(η5-C5H5)Re(NO)(PPh3)(IC6H11)}(1+)BF4(1-)

bis(triphenylphosphoranylidene)ammonium bromide
20545-30-6

bis(triphenylphosphoranylidene)ammonium bromide

A

(η5-C5H5)Re(NO)(PPh3)(I)

(η5-C5H5)Re(NO)(PPh3)(I)

B

cyclohexene
110-83-8

cyclohexene

Conditions
ConditionsYield
In dichloromethane-d2 N2, in an NMR-tube, frozen in liquid N2, CD2Cl2 and PPNBr added, kept at-40°C for 12 h; not isolated, NMR;A 99%
B 57%
1-hexene
592-41-6

1-hexene

cyclohexa-1,4-diene
1165952-92-0

cyclohexa-1,4-diene

A

hexane
110-54-3

hexane

B

cyclohexene
110-83-8

cyclohexene

Conditions
ConditionsYield
With C24H72Ba2N4Si8 In (2)H8-toluene at 120℃; for 16h; Inert atmosphere; Schlenk technique; Sealed tube;A 99%
B n/a
cyclohexa-1,4-diene
1165952-92-0

cyclohexa-1,4-diene

1-Phenylcyclohexene
771-98-2

1-Phenylcyclohexene

A

1-phenyl-1-cyclohexane
827-52-1

1-phenyl-1-cyclohexane

B

cyclohexene
110-83-8

cyclohexene

Conditions
ConditionsYield
With C24H72Ba2N4Si8 In (2)H8-toluene at 120℃; for 3h; Inert atmosphere; Schlenk technique; Sealed tube;A 99%
B n/a
norborn-2-ene
498-66-8

norborn-2-ene

cyclohexa-1,4-diene
1165952-92-0

cyclohexa-1,4-diene

A

norbornene
279-23-2

norbornene

B

cyclohexene
110-83-8

cyclohexene

Conditions
ConditionsYield
With C24H72Ba2N4Si8 In (2)H8-toluene at 120℃; for 5h; Inert atmosphere; Schlenk technique; Sealed tube;A 99%
B n/a
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
1-bromocyclohexane
108-85-0

1-bromocyclohexane

cyclohexene
110-83-8

cyclohexene

Conditions
ConditionsYield
With sodium hydroxide; 2,2,2-trifluoroethanol; tetrabutylammomium bromide In 1,2-dichloro-benzene at 73 - 75℃; for 0.5h; phase transfer conditions;98%
With sodium hydroxide; 2,2,2-trifluoroethanol; tetrabutylammomium bromide In 1,2-dichloro-benzene at 73 - 75℃; for 0.5h; phase transfer conditions;98%
With Amberlyst A 26; carbonate form In benzene for 5h; Heating;88%
cis-2-(trimethylsilyl)cyclohexyl trifluoroacetate
80866-33-7

cis-2-(trimethylsilyl)cyclohexyl trifluoroacetate

A

cyclohexene
110-83-8

cyclohexene

B

cyclohexanol
108-93-0

cyclohexanol

Conditions
ConditionsYield
In ethanol at 65℃; Kinetics; ΔH, ΔG, ΔS (excit.);A 98%
B n/a
In water at 60℃; Kinetics;A 9.2%
B n/a
Ru(C6(CH3)6)(C6H8)
67421-01-6

Ru(C6(CH3)6)(C6H8)

A

[RuCl2(hexamethylbenzene)]2

[RuCl2(hexamethylbenzene)]2

B

cyclohexene
110-83-8

cyclohexene

Conditions
ConditionsYield
With HCl In pentane (N2); HCl gas bubbled through complex soln.;A 90%
B 98%
cyclohexanone
108-94-1

cyclohexanone

cyclohexene
110-83-8

cyclohexene

Conditions
ConditionsYield
With hydrogen at 199.84℃; for 6h; Catalytic behavior;95.8%
With phenylsilane; C28H16F24O8S2Si In 1,2-dichloro-benzene at 100℃; for 72h; Inert atmosphere;61%
With fired clay fragments at 250 - 300℃;
Multi-step reaction with 3 steps
1: diethyl ether; sodium; alcohol / Reagens 4: Kaliumcarbonat
2: fuming hydrochloric acid / 100 °C
3: quinoline
View Scheme
Multi-step reaction with 2 steps
1: PCl5
2: sodium; methanol
View Scheme
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%
benzene
71-43-2

benzene

cyclohexene
110-83-8

cyclohexene

Conditions
ConditionsYield
With hydrogen; ytterbium at 393℃; under 22501.8 Torr; for 3h;95%
With hydrogenchloride; <η6-C6Me6Ru η4-C6H8>92%
With hydrogen; 2,2'-iminobis[ethanol]; zinc(II) sulfate; zirconium(IV) oxide In water at 150℃; under 37503.8 Torr; Autoclave;63.6%
{(η5-C5H5)Re(NO)(PPh3)(IC6H11)}(1+)BF4(1-)

{(η5-C5H5)Re(NO)(PPh3)(IC6H11)}(1+)BF4(1-)

A

(η5-C5H5)Re(NO)(PPh3)(I)

(η5-C5H5)Re(NO)(PPh3)(I)

B

P(C6H5)3C6H11(1+)*BF4(1-) = P(C6H5)3C6H11BF4
138968-07-7

P(C6H5)3C6H11(1+)*BF4(1-) = P(C6H5)3C6H11BF4

C

fluorocyclohexane
372-46-3

fluorocyclohexane

D

cyclohexene
110-83-8

cyclohexene

Conditions
ConditionsYield
With triphenylphosphine In dichloromethane-d2 N2, frozen in liquid N2, CD2CL2 and solid PPh3 added, slowly warmed to 0°C; not isolated, NMR, GLC;A 95%
B 24%
C 24%
D 30%
ethanol
64-17-5

ethanol

sodium thiophenolate
930-69-8

sodium thiophenolate

1,2-bis(5-thianthreniumyl)cyclohexane diperchlorate
68843-17-4

1,2-bis(5-thianthreniumyl)cyclohexane diperchlorate

A

2-ethoxycyclohex-1-ene
51122-94-2

2-ethoxycyclohex-1-ene

B

diphenyldisulfane
882-33-7

diphenyldisulfane

C

Thianthrene
92-85-3

Thianthrene

D

cyclohexene
110-83-8

cyclohexene

Conditions
ConditionsYield
In ethanol for 360h; Ambient temperature;A 2%
B 81%
C 94%
D 59%
sodium thiophenolate
930-69-8

sodium thiophenolate

1,2-bis(5-thianthreniumyl)cyclohexane diperchlorate
68843-17-4

1,2-bis(5-thianthreniumyl)cyclohexane diperchlorate

A

diphenyldisulfane
882-33-7

diphenyldisulfane

B

Thianthrene
92-85-3

Thianthrene

C

cyclohexene
110-83-8

cyclohexene

Conditions
ConditionsYield
In dimethyl sulfoxide for 20h; Ambient temperature;A 84%
B 94%
C 61%
cyclohexyl tosylate
953-91-3

cyclohexyl tosylate

cyclohexene
110-83-8

cyclohexene

Conditions
ConditionsYield
With sodium hydride In N,N,N,N,N,N-hexamethylphosphoric triamide at 20℃; for 14h;94%
With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hydride at 0 - 20℃; Inert atmosphere;94%
With potassium fluoride In N,N,N,N,N,N-hexamethylphosphoric triamide at 65℃; for 5h;90%
boron trifluoride dihydrate

boron trifluoride dihydrate

{Ir(C5Me5)(cyclohexadiene)}

{Ir(C5Me5)(cyclohexadiene)}

A

(η6-benzene)(η5-pentamethylcyclopentadienyl)iridium(III) bis(tetrafluoroborate)

(η6-benzene)(η5-pentamethylcyclopentadienyl)iridium(III) bis(tetrafluoroborate)

B

cyclohexene
110-83-8

cyclohexene

Conditions
ConditionsYield
In benzene (N2); Ir complex soln. treated with BF3*2H2O, stirred for 12 h at 20°C; C6H6 and ether added to H2O layer;A 94%
B 63%
7,7-dimorpholino-cis-bicyclo<4.1.0>heptane
71699-79-1, 79985-08-3

7,7-dimorpholino-cis-bicyclo<4.1.0>heptane

A

5-morpholino-2,3,6,7-tetrahydro-1,4-oxazepine
113628-18-5

5-morpholino-2,3,6,7-tetrahydro-1,4-oxazepine

B

cyclohexene
110-83-8

cyclohexene

Conditions
ConditionsYield
at 700℃; under 1E-05 Torr;A 70%
B 93%
acetic acid
64-19-7

acetic acid

cyclohexene
110-83-8

cyclohexene

Conditions
ConditionsYield
With palladium diacetate; N,N'-bis(salicylidene)-1,2-phenylene diaminocobalt(II); lithium acetate; oxygen; hydroquinone at 60℃; under 760 Torr; Product distribution; var. metal macrocyclic complexes, var. metal complexes concentration;100%
With palladium diacetate; N,N'-bis(salicylidene)-1,2-phenylene diaminocobalt(II); lithium acetate; oxygen; hydroquinone at 60℃; under 760 Torr; for 20.2h;100%
With manganese(IV) oxide; palladium diacetate; p-benzoquinone at 60℃; for 17h;97%
tert.-butylhydroperoxide
75-91-2

tert.-butylhydroperoxide

cyclohexene
110-83-8

cyclohexene

1-(tert-butylperoxy)-2-cyclohexene
51437-25-3

1-(tert-butylperoxy)-2-cyclohexene

Conditions
ConditionsYield
In decane; toluene at 30℃;100%
With [Cu(4-methyl-1,3-bis(2-pyridylimino)isoindole)(OAc)] In water86%
With pyrazolate-based cobalt(II)-containing MFU-1 metal-organic framework at 70℃; for 2h;11.9%
chloroform
67-66-3

chloroform

cyclohexene
110-83-8

cyclohexene

7,7-dichloro-bicyclo[4.1.0]heptane
823-69-8

7,7-dichloro-bicyclo[4.1.0]heptane

Conditions
ConditionsYield
With sodium hydroxide; Sucrose-ethyleneoxide adducts In chloroform at 20℃; for 2h; Product distribution; further catalysts: PEG, DB18K6; further objects of study: phase-transfer catalysis;;100%
With sodium hydroxide; Sucrose-ethyleneoxide adducts In chloroform at 20℃; for 2h; Product distribution; further catalysts: PEG, DB18K6;100%
With potassium hydroxide; 18-crown-6 ether In dichloromethane at 40℃; for 6h;98%
cyclohexene
110-83-8

cyclohexene

diethylazodicarboxylate
1972-28-7

diethylazodicarboxylate

Diethyl 1-(2-cyclohexen-1-yl)-1,2-hydrazinedicarboxylate
17833-25-9

Diethyl 1-(2-cyclohexen-1-yl)-1,2-hydrazinedicarboxylate

Conditions
ConditionsYield
With tin(IV) chloride In dichloromethane at -78℃;100%
With tin(IV) chloride In dichloromethane at -60℃; for 0.0833333h;77%
cyclohexene
110-83-8

cyclohexene

cyclohexenone
930-68-7

cyclohexenone

Conditions
ConditionsYield
trans-2 In acetonitrile for 4h; Ambient temperature;100%
With tert.-butylhydroperoxide; C29H26CuN6O2 In acetonitrile for 4h; Inert atmosphere; Reflux;100%
With tert.-butylhydroperoxide; oxygen In acetonitrile at 85℃; for 12h; Catalytic behavior; Reagent/catalyst; Solvent; Time;99%
cyclohexene
110-83-8

cyclohexene

cis-1,2-cyclohexane
1792-81-0

cis-1,2-cyclohexane

Conditions
ConditionsYield
With water; 4-methylmorpholine N-oxide; osmium; Cu-Al-hydrotalcite In toluene at 60℃; for 4.5h;100%
With N-methyl-2-indolinone; fluorous OsO4 In water; acetone; tert-butyl alcohol at 20℃; for 36h;100%
With 4-methylmorpholine N-oxide; In water; acetone Ambient temperature;95%
cyclohexene
110-83-8

cyclohexene

hexanedial
1072-21-5

hexanedial

Conditions
ConditionsYield
With sodium periodate; C31H29Br2N3Ru*CH2Cl2 In water; ethyl acetate; acetonitrile at 25℃; for 0.5h; Inert atmosphere; Schlenk technique;100%
With 1H-imidazole; sodium periodate; MnCl-TPP-(PEO750)4 In water; acetonitrile at 20℃; for 24h;97%
With 1-(3-sulfopropyl)-3-methylimidazolium periodate In water at 35℃; for 36h; Reagent/catalyst; Temperature;93%
cyclohexene
110-83-8

cyclohexene

bicyclohexyl-2,2'-diene
1541-20-4

bicyclohexyl-2,2'-diene

Conditions
ConditionsYield
With methyl cyanoformate; sodium decatungstate In acetonitrile at 8℃; for 90h; Irradiation;100%
at 10℃; for 25h; Product distribution; Irradiation;
With phosphorus pentoxide; benzene
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%
cyclohexene
110-83-8

cyclohexene

trans-Di(2-chlorocyclohexyl) sulfide
16660-57-4

trans-Di(2-chlorocyclohexyl) sulfide

Conditions
ConditionsYield
With sulfur dichloride In dichloromethane at 0℃; for 2h;100%
With thiobismorpholine; trichlorophosphate In dichloromethane at -40 - 20℃;61%
With tetrachloromethane; sulfur dichloride at 70 - 80℃;
With sulfur tetrachloride
With sulfur dichloride
Conditions
ConditionsYield
With N-Bromosuccinimide In water at 0 - 25℃;100%
With N-Bromosuccinimide; water In 1,2-dimethoxyethane 1.) 0 deg C, 30 min, 2.) 20 deg C, 60 min;99%
With tribromo-isocyanuric acid In acetone at 20℃; for 0.0833333h;91%
cyclohexene
110-83-8

cyclohexene

trans-1,2-dibromocyclohexane
7429-37-0

trans-1,2-dibromocyclohexane

Conditions
ConditionsYield
With bromine; thallium(I) acetate In tetrachloromethane for 0.583333h; Ambient temperature;100%
With bromine In Hexadecane for 0.5h; Cooling;100%
With tetra-N-butylammonium tribromide In chloroform Ambient temperature; ultrasonic irradiation;99%
cyclohexene
110-83-8

cyclohexene

cyclohexane-1,2-epoxide
286-20-4

cyclohexane-1,2-epoxide

Conditions
ConditionsYield
With dihydrogen peroxide; trioctylmethylammonium hydrogen tungstate; phenylphosphonate In 1,4-dioxane at 70℃; for 0.8h;100%
With tert.-butylhydroperoxide; molybdenum(VI) oxide at 80℃; for 1h;100%
With tert.-butylhydroperoxide; C15H12ClMoN3O7 In methanol; dichloromethane for 1h; Reagent/catalyst;100%
cyclohexene
110-83-8

cyclohexene

rac-3-bromocyclohexene
1521-51-3

rac-3-bromocyclohexene

Conditions
ConditionsYield
With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) In tetrachloromethane at 80℃; for 1.5h; Wohl-Ziegler allylic bromination;100%
With N-Bromosuccinimide; 1,3-di-n-butyl-imidazolium tetrafluoroborate at 28 - 35℃; for 0.0833333h;85%
With N-Bromosuccinimide Wohl-Ziegler Bromination; Reflux;84%
propionaldehyde
123-38-6

propionaldehyde

cyclohexene
110-83-8

cyclohexene

cyclohexyl ethyl ketone
1123-86-0

cyclohexyl ethyl ketone

Conditions
ConditionsYield
With dibenzoyl peroxide at 90℃; for 10h;100%
at 27℃; for 22h; (γ-irradiation);
Irradiation;
methanol
67-56-1

methanol

cyclohexene
110-83-8

cyclohexene

bromo-1 methoxy-2 cyclohexane
24618-31-3

bromo-1 methoxy-2 cyclohexane

Conditions
ConditionsYield
With N-Bromosuccinimide100%
With sodium bromide at 60℃; electrolysis in undivided cell, Pt-anode, Cu-Zn-cathode;80%
With tert-butyl hypobromite
With tBuBrO
(diethoxyphosphinothioyl)sulfenyl chloride
1639-18-5

(diethoxyphosphinothioyl)sulfenyl chloride

cyclohexene
110-83-8

cyclohexene

1-chloro-2-(S-diethoxythiophosphoro)cyclohexane
1467-17-0

1-chloro-2-(S-diethoxythiophosphoro)cyclohexane

Conditions
ConditionsYield
100%
cyclohexene
110-83-8

cyclohexene

(1R,2R)-1-Chloro-2-iodo-cyclohexane
33427-17-7

(1R,2R)-1-Chloro-2-iodo-cyclohexane

Conditions
ConditionsYield
With K(1+)*Cl2I(1-) In tetrachloromethane for 0.333333h;100%
With hydrogenchloride; potassium iodate; iodine In water at 5℃; for 0.5h; iodochlorination;98%
With iodine; copper dichloride In pentane for 4h; Ambient temperature;95%
5-Phenyl-1H-tetrazole
18039-42-4

5-Phenyl-1H-tetrazole

cyclohexene
110-83-8

cyclohexene

2-cyclohexyl-5-phenyl-2H-tetrazole
140406-56-0

2-cyclohexyl-5-phenyl-2H-tetrazole

Conditions
ConditionsYield
With sulfuric acid100%
4-Phenyl-1,2,4-triazolidine-3,5-dione
4233-33-4

4-Phenyl-1,2,4-triazolidine-3,5-dione

cyclohexene
110-83-8

cyclohexene

1-(cyclohex-2-enyl)-4-phenyl-1,2,4-triazolidine-3,5-dione
15971-69-4

1-(cyclohex-2-enyl)-4-phenyl-1,2,4-triazolidine-3,5-dione

Conditions
ConditionsYield
In dichloromethane100%
In dichloromethane Ambient temperature;89%
In benzene at 25℃; Rate constant; other solvent;
In benzene at 25℃; Rate constant; other solvent: CH2Cl2;
In toluene at 25℃; under 1490400 Torr; Kinetics; Temperature; Pressure; Concentration;
ethylene glycol
107-21-1

ethylene glycol

cyclohexene
110-83-8

cyclohexene

1-iodo-(2-hydroxyethoxy)cyclohexane
134986-42-8

1-iodo-(2-hydroxyethoxy)cyclohexane

Conditions
ConditionsYield
With ammonium cerium(IV) nitrate; iodine In acetonitrile for 5h; Heating;100%
propargyl alcohol
107-19-7

propargyl alcohol

cyclohexene
110-83-8

cyclohexene

1-Bromo-2-prop-2-ynyloxy-cyclohexane
71960-57-1

1-Bromo-2-prop-2-ynyloxy-cyclohexane

Conditions
ConditionsYield
With N-Bromosuccinimide at 0℃; for 1h;100%
With N-Bromosuccinimide In dichloromethane 1.) -20 deg C, 2 h, 2.) 15 deg C;83%
With N-Bromosuccinimide In dichloromethane at -20 - 23℃; for 17.5h; Inert atmosphere;63%
acetic acid
64-19-7

acetic acid

cyclohexene
110-83-8

cyclohexene

cis-1-acetoxycyclohexane-2-ol
86703-56-2

cis-1-acetoxycyclohexane-2-ol

Conditions
ConditionsYield
With ammonium cerium(IV) nitrate; iodine for 5h; Heating;100%
With ammonium cerium(IV) nitrate; iodine for 10h; Mechanism; Heating; other substrate;80%
With ammonium cerium(IV) nitrate; iodine for 10h; Heating;80%
naphtho<1,2-c><1,2>dithiole-3-thione
62216-53-9

naphtho<1,2-c><1,2>dithiole-3-thione

cyclohexene
110-83-8

cyclohexene

thioquinone methide
62216-54-0

thioquinone methide

Conditions
ConditionsYield
In benzene for 1.5h; Irradiation;100%

110-83-8Related news

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The synthesis of the cyclohexene segment of portimine, a marine cytotoxin from the dinoflagellate Vulcanodinium rugosum, was achieved. The route includes an acylation/aldol reaction from 3-ethoxycyclohex-2-enone to create the C3 center, the 1,4-addition of a vinyl group at C16, the diastereosele...detailed

Effects of NOx, SO2 and RH on the SOA formation from Cyclohexene (cas 110-83-8) photooxidation08/27/2019

We performed a laboratory investigation of the secondary organic aerosol (SOA) formation from cyclohexene photooxidation with different initial NOx and SO2 concentrations at low and high relative humidity (RH). Both SOA yield and number concentration first increase drastically and then, decrease...detailed

Influence of relative humidity on Cyclohexene (cas 110-83-8) SOA formation from OH photooxidation08/26/2019

Secondary organic aerosol (SOA) is a complex mixture consisting of a variety of oxidation products. In this study, the role of relative humidity (RH) on SOA formation with different [H2O2]0/[cyclohexene]0 was investigated in a smog chamber. It was found that the cyclohexene SOA yield increases w...detailed

Catalytic Cyclohexene (cas 110-83-8) oxidation in the nano channels of a copper silicate material08/23/2019

Herein we examined the catalytic activity of the copper silicate material SGU-29 for the aerobic partial oxidation of cyclohexene under mild conditions (1 bar of O2 at 70 °C). In particular, the catalytic properties of the active sites provided by [CuO4] square planar units in SGU-29 were inves...detailed

Low temperature solvent-free allylic oxidation of Cyclohexene (cas 110-83-8) using graphitic oxide catalysts08/22/2019

A range of graphitic oxides have been utilised as metal free carbocatalysts for the low temperature oxidation of cyclohexene. The activity of the catalysts was correlated with the amount of surface oxygen on the graphitic oxide. In the case of cyclohexene oxidation, major selectivity is observed...detailed

Sustainable process for adipic acid production from Cyclohexene (cas 110-83-8) in microemulsion08/21/2019

Adipic acid appears as an intermediate compound for the synthesis of polyamides and preferentially for the production of nylon-6,6 polyamide. It can be synthesized by the oxidation of cyclohexene by hydrogen peroxide in microemulsion media which has the main advantage to lead a better contact be...detailed

Short communicationHighly selective one-step catalytic amination of Cyclohexene (cas 110-83-8) to cyclohexylamine over HZSM-508/20/2019

An atom-economic and moderate approach for highly selective one-step catalytic amination of cyclohexene to cyclohexylamine using HZSM-5 with a Si/Al ratio of 38 has been successfully developed in this work. Results showed that 4.3% cyclohexene conversion with 100% selectivity to cyclohexylamine ...detailed

110-83-8Relevant articles and documents

Monolithic materials: New high-performance supports for permanently immobilized metathesis catalysts

Mayr, Monika,Mayr, Betina,Buchmeiser, Michael R.

, p. 3839 - 3842 (2001)

Back to the roots: Ring-opening metathesis polymerization allows the synthesis of monolithic materials, which may be subject to an in situ derivatization with dihydroimidazolium salts through metathesis graft polymerization. This method offers an attracti

The role of la in improving the selectivity to cyclohexene of Ru catalyst for hydrogenation of benzene

Sun, Hai-Jie,Dong, Ying-Ying,Li, Shuai-Hui,Jiang, Hou-Bing,Zhang, Yuanxin,Liu, Zhong-Yi,Liu, Shou-Chang

, p. 119 - 124 (2013)

Ru-La catalysts with different La/Ru molar ratios were prepared by co-precipitation. Characterizations revealed that the promoter La existed as La(OH)3 on the Ru surface. The La(OH)3 itself could not enhance the selectivity to cyclohexene of Ru catalyst. However, the La(OH) 3 could react with ZnSO4 in slurry to form an insoluble (Zn(OH)2)3(ZnSO4)(H2O)3 salt. The chemisorbed (Zn(OH)2)3(ZnSO4)(H 2O)3 salt on Ru surface played a key role in improving the selectivity to cyclohexene of Ru catalyst. Ru-La catalyst with the optimum La/Ru molar ratio of 0.14 gave a maximum cyclohexene yield of 59.5%. Besides, Ru-La(0.14) catalyst had a good reusability and an excellent stability.

DIRECT PHOTOLYSIS AT 185 nm OF SIMPLE CYCLOBUTENES. MOLECULAR ELIMINATION OF ACETYLENE

Inoue, Yoshihisa,Sakae, Mitsuhiro,Hakushi, Tadao

, p. 1495 - 1498 (1983)

Direct photolyses at 185 nm of bicyclohept-6-ene and bicyclooct-7-ene in pentane afforded acetylene and the fragment cycloalkenes as the major photoproducts, whereas the Woodward-Hoffmann allowed ring-opening giving rise to 1,3-diene was a minor process.

Molybdenum Imido Alkylidene N-Heterocyclic Carbene Complexes: Structure–Productivity Correlations and Mechanistic Insights

Buchmeiser, Michael R.,Sen, Suman,Lienert, Christina,Widmann, Laura,Schowner, Roman,Herz, Katharina,Hauser, Philipp,Frey, Wolfgang,Wang, Dongren

, p. 2710 - 2723 (2016)

The syntheses and single-crystal X-ray structures of a series of Mo–imido alkylidene N-heterocyclic carbene (NHC) complexes (1–15) and of the first complexes containing bidentate NHC-phenolate ligands (16–18) are reported. Mo(N-2,6-Me2-C6H3)((1-R-phenethyl)-3-mesitylimidazolidin-2-ylidene)(CHR)(OTf)2 (R=CMe2Ph, 1) is the first enantiomerically pure Mo–imido alkylidene NHC catalyst. With [Mo(N-2,6-Me2-C6H3)(IMes)(CHR)(CH3CN)(OTf)(CH3CN)+ B(ArF)4?] (7), turnover numbers up to 545 000 were achieved in the homometathesis (HM) of 1-octene and 1-nonene (≤95 percent E). With 7 and 1-nonene, a turnover frequency (TOF4 min) of 8860 min?1 was determined. Productivity and E/Z-selectivity were correlated with catalyst structure. For 1, Mo(N-3,5-Me2-C6H3)(IMesH2)(CHR)(OTf)2 (9) and Mo(N-3,5-Me2-C6H3)(IMes)(CHR)(OTf)2 (10), productivity was correlated with the coalescence temperature of the two triflates, determined by variable-temperature 19F NMR spectroscopy. The square-planar conformer is postulated to be the most relevant for the catalyst activation.

Carbon support treatment effect on Ru/C catalyst performance for benzene partial hydrogenation

Zanutelo, Cristiane,Landers, Richard,Carvalho, Wagner Alves,Cobo, Antonio José Gomez

, p. 174 - 180 (2011)

Ru/C catalysts were prepared from commercial activated carbon submitted to different treatments. The catalysts were prepared by incipient wetness impregnation, through an aqueous solution of the precursor RuCl 3·xH2O. After impregnation, some catalysts were submitted to direct reduction treatment under H2 flow at the temperature of 150 °C, in order to evaluate the effects of activation. The supports were characterized by N2 adsorption, Boehm and potentiometric titration. The X-ray photoelectron spectroscopy was used to study the supports and catalysts surfaces, while scanning electron microscopy allowed us to determine the chemical composition and observe the catalysts morphology. Ru/C catalysts performance was evaluated within the hydrogenation reaction of benzene in liquid phase, using a Parr reactor. The reaction was conducted under total pressure of 5.0 MPa of H2, at a temperature of 100 °C with water in the reaction medium. The obtained results indicate that the Ru/C system catalytic performance is influenced for determined functional groups present on the activated carbon surface. The carbonyl groups decrease the activity and selectivity of the reactions, while an increase of the carboxylic groups leads to more active catalysts and the highest yield of cyclohexene.

The diagnostic substrate bicyclohexane reveals a radical mechanism for bacterial cytochrome P450 in whole cells

Austin, Rachel N.,Deng, Dayi,Jiang, Yongying,Luddy, Kate,Van Beilen, Jan B.,Ortiz De Montellano, Paul R.,Groves, John T.

, p. 8192 - 8194 (2006)

(Figure Presented) On home ground: The reaction mechanisms of bacterial alkane-oxidizing cytochrome P450s were determined in their native environment using a novel diagnostic substrate probe, bicyclohexane, in whole cells and cell-free extracts (see picture). Purified P450cam also oxidizes bicyclohexane. Clear evidence for a substrate-based radical with a lifetime of 75-250 ps was obtained.

Infrared Study of Cyclohexanol Chemisorption in SAPO Molecular Sieves

Bezouhanova, Cvetana,Kalvachev, Yuri,Lechert, Hans

, p. 3315 - 3318 (1991)

The infrared spectra of cyclohexanol adsorbed on SAPO molecular sieves (four SAPO-5 samples with different SiO2 contents, SAPO-11 and SAPO-31 were studied) show bands due to cyclohexanone (1732 cm-1) at room temperature, while on heating cyclohexene is formed.The results are discussed in terms of the existence of basic sites parallel to the Bronsted acid sites.

The Nature of the Preferred Chain-carrying Metallacarbene Intermediate in Metathesis Reactions Involving Alk-1-enes

Bencze, Lajos,Ivin, Kenneth J.,Rooney, John J.

, p. 834 - 835 (1980)

The minor products from the cross-metathesis of norbornadiene (NBD) with hex-1-ene and of cyclopentene (CP) with octa-1,7-diene (1,7-OD), respectively, show that the complexed alkylidenes, RCH= (where denotes the metal site with the ligands attached), are much preferred to the complexed methylene, CH2=, as chain carriers formed by the reactions of the terminal olefins; but CH2=, when formed, is highly reactive towards the latter, with the strongly electrophilic methylene ligand selectively adding to the terminal olefins at the C-1 position.

IrCl2H(Pi-Pr3)2 as catalyst precursor for the reduction of unsaturated substrates

Werner, Helmut,Schulz, Michael,Esteruelas, Miguel A.,Oro, Luis A.

, p. 261 - 265 (1993)

The complex IrCl2H(Pi-Pr3)2 in the presence of NaBH4 catalyzes hydrogen transfer from 2-propanol to cyclohexanone, 3-methylcyclohexanone, benzylideneacetone, styrene, and cyclohexadienes.Under the reaction conditions, the compound IrH5(Pi-Pr3)2, is formed and is the actual catalyst precursor.The complex IrCl2H(Pi-Pr3)2 reacts with hydrogen to give the dihydrido complex IrClH2(Pi-Pr3)2.In the presence of unsaturated substrates such as benzylideneacetone, phenylacetylene, styrene, and 1,4-cyclohexadiene, this reaction is inhibited, and reduction of these substrates takes place.The compound IrClH2(Pi-Pr3)2 is itself also an active catalyst for the hydrogenation of the above-mentioned substrates.

The syntheses of carbamates from reactions of primary and secondary aliphatic amines with dimethyl carbonate in ionic liquids

Sima, Tianlong,Guo, Shu,Shi, Feng,Deng, Youquan

, p. 8145 - 8147 (2002)

At 170°C and using ionic liquids as solvent and catalyst, primary and secondary aliphatic amines could react with dimethyl carbonate to give alkyl carbamates with good yield. Due to its insolubility, the desired carbamate solid could be recovered by simpl

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