Product Name

  • Name

    Cyclohexene

  • EINECS 203-807-8
  • CAS No. 110-83-8
  • Article Data1135
  • CAS DataBase
  • Density 0.811 g/mL at 25 °C(lit.)
  • Solubility insoluble in water
  • Melting Point -104 °C
  • Formula C6H10
  • Boiling Point 85.636 °C at 760 mmHg
  • Molecular Weight 82.1454
  • Flash Point 10°F
  • Transport Information UN 2256 3/PG 2
  • Appearance colorless flammable liquid
  • Safety 16-29-33-36/37
  • Risk Codes 11-21/22-65
  • Molecular Structure Molecular Structure of 110-83-8 (Cyclohexene)
  • Hazard Symbols FlammableF,HarmfulXn
  • Synonyms 1,2,3,4-Tetrahydrobenzene;Benzene tetrahydride;Benzene, tetrahydro-;Cyclohex-1-ene;NSC 24835;Tetrahydrobenzene;
  • PSA 0.00000
  • LogP 2.11660

Synthetic 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%

Cyclohexene Consensus Reports

Reported in EPA TSCA Inventory.

Cyclohexene Safety Profile

Hazard Codes: FlammableF, HarmfulXn
Risk Statements: 11-21/22-65 
R11:Highly flammable. 
R21/22:Harmful in contact with skin and if swallowed. 
R65:Harmful: may cause lung damage if swallowed.
Safety Statements: 16-29-33-36/37 
S16:Keep away from sources of ignition. 
S29:Do not empty into drains. 
S33:Take precautionary measures against static discharges. 
S36/37:Wear suitable protective clothing and gloves.
RIDADR: UN 2256 3/PG 2
WGK Germany: 1
RTECS: GW2500000
HazardClass: 3
PackingGroup: II
Moderately toxic by inhalation and ingestion. A very dangerous fire hazard when exposed to flame; can react with oxidizers. Dangerous; keep away from heat and open flame. To fight fire, use foam, CO2, dry chemical.

Cyclohexene Standards and Recommendations

OSHA PEL: 300 ppm
ACGIH TLV: 300 ppm
DFG MAK: 300 ppm (1000 mg/m3)
DOT Classification:  3; Label: Flammable Liquid

Cyclohexene Analytical Methods

For occupational chemical analysis use NIOSH: Hydrocarbons.

Cyclohexene Specification

The Cyclohexene ,with the CAS registry number 110-83-8,is also named as 1,2,3,4-Tetrahydrobenzene ; Hexanaphthylene ; NSC 24835 ; Tetrahydrobenzene .It is a colourless liquid. It is insoluble in water. Inhalation of high concentrations may have a narcotic effect. Cyclohexene is highly flammable. And it may react vigorously with strong oxidizing agents. May react exothermically with reducing agents to release hydrogen gas. In the presence of various catalysts (such as acids) or initiators, may undergo exothermic addition polymerization reactions. Oxidizes readily in air to form unstable peroxides that may explode spontaneously. May cause toxic effects if inhaled or absorbed through skin. Inhalation or contact with material may irritate or burn skin and eyes. Fire will produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or suffocation. Runoff from fire control or dilution water may cause pollution. Will be easily ignited by heat, sparks or flames. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapor of Cyclohexene explosion hazard indoors, outdoors or in sewers. Runoff to sewer may create fire or explosion hazard. It  may explode when heated.It can be used as solvents, and also used in organic synthesis.

Physical properties about Cyclohexene  are:
(1)ACD/LogP:  2.918; (2)# of Rule of 5 Violations:  0; (3)ACD/LogD (pH 5.5):  2.92; (4)ACD/LogD (pH 7.4):  2.92; (5)ACD/BCF (pH 5.5):  97.23; (6)ACD/BCF (pH 7.4):  97.23; (7)ACD/KOC (pH 5.5):  921.49; (8)ACD/KOC (pH 7.4):  921.49; (9)#H bond acceptors:  0; (10)#H bond donors:  0; (11)#Freely Rotating Bonds:  0; (12)Index of Refraction:  1.459; (13)Molar Refractivity:  27.274 cm3; (14)Molar Volume:  99.748 cm3; (15)Surface Tension:  29.0799999237061 dyne/cm; (16)Density:  0.823 g/cm3; (17)Flash Point:  -12.222 °C; (18)Enthalpy of Vaporization:  30.46 kJ/mol; (19)Boiling Point:  85.636 °C at 760 mmHg; (20)Vapour Pressure:  77.0210037231445 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES:C1CCC=CC1;
(2)Std. InChI:InChI=1S/C6H10/c1-2-4-6-5-3-1/h1-2H,3-6H2;
(3)Std. InChIKey:HGCIXCUEYOPUTN-UHFFFAOYSA-N.

Preparation of Cyclohexene:
A common experiment for beginning organic chemistry students is the acid catalyzed dehydration of cyclohexanol with distillative removal of the resulting cyclohexene from the reaction mixture:


Safety Information of Cyclohexenen:
The Cyclohexene is highly flammable. So it should be Keep away from sources of ignition.And it is harmful in contact with skin and if swallowed. When you use it ,wear suitable protective clothing and gloves. Take precautionary measures against static discharges. It is dangers to the environment,so do not empty into drains.

The toxicity data of Cyclohexene as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LD50 skin > 20mL/kg (20mL/kg)   National Technical Information Service. Vol. OTS0556686,
mouse LD50 oral > 3200uL/kg (3.2mL/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: ATAXIA
National Technical Information Service. Vol. OTS0546026,
rat LC inhalation > 6370ppm/4H (6370ppm) BEHAVIORAL: TREMOR

BEHAVIORAL: ATAXIA

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
National Technical Information Service. Vol. OTS0555329,
rat LD50 oral 2400uL/kg (2.4mL/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: TREMOR

BEHAVIORAL: ATAXIA
National Technical Information Service. Vol. OTS0546026,
rat LD50 unreported 2gm/kg (2000mg/kg)   Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 29(12), Pg. 53, 1985.

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