Product Name

  • Name

    1-Bromocyclohex-1-ene

  • EINECS
  • CAS No. 2044-08-8
  • Article Data32
  • CAS DataBase
  • Density 1.3901
  • Solubility
  • Melting Point
  • Formula C6H9 Br
  • Boiling Point 155.42°C (estimate)
  • Molecular Weight 161.041
  • Flash Point 58.2oC
  • Transport Information
  • Appearance
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 2044-08-8 (1-Bromocyclohex-1-ene)
  • Hazard Symbols
  • Synonyms 1-Bromo-1-cyclohexene;1-Bromocyclohexene;
  • PSA 0.00000
  • LogP 2.83920

Synthetic route

cyclohex-1-en-1-yl trifluoromethane sulfonate
28075-50-5

cyclohex-1-en-1-yl trifluoromethane sulfonate

1-bromocyclohex-1-ene
2044-08-8

1-bromocyclohex-1-ene

Conditions
ConditionsYield
With tris(2,4-pentanedionato)ruthenium(III); 1,10-Phenanthroline; ethylmagnesium bromide; lithium bromide In tetrahydrofuran at 60℃; for 24h; Inert atmosphere;91%
cyclohexanone
108-94-1

cyclohexanone

1-bromocyclohex-1-ene
2044-08-8

1-bromocyclohex-1-ene

Conditions
ConditionsYield
With 2,4,4,6-Tetrabromo-2,5-cyclohexadien-1-one; triphenylphosphine In dichloromethane at 40℃; for 24h;75%
With triphenyl phosphite; bromine; triethylamine In dichloromethane at -60 - 20℃; for 20h; Inert atmosphere; Reflux;67%
With 2,4,4,6-Tetrabromo-2,5-cyclohexadien-1-one; triphenylphosphine In dichloromethane for 18h; Reflux; Inert atmosphere;
cyclohexanol
108-93-0

cyclohexanol

1-bromocyclohex-1-ene
2044-08-8

1-bromocyclohex-1-ene

Conditions
ConditionsYield
With pyridine; phosphorus tribromide In tetrahydrofuran at -10 - -5℃; for 10h; Large scale;72%
cyclohexene-1-carboxylic acid
636-82-8

cyclohexene-1-carboxylic acid

1-bromocyclohex-1-ene
2044-08-8

1-bromocyclohex-1-ene

Conditions
ConditionsYield
Stage #1: cyclohexene-1-carboxylic acid With bromine In dichloromethane at 20℃; for 0.5h;
Stage #2: With sulfolane; dmap at 40 - 90℃;
66%
trans-1,2-dibromocyclohexane
7429-37-0

trans-1,2-dibromocyclohexane

1-bromocyclohex-1-ene
2044-08-8

1-bromocyclohex-1-ene

Conditions
ConditionsYield
With morpholine; dimethyl sulfoxide In benzene for 40h; Heating;65%
1,2-dibromocyclohexane
5401-62-7

1,2-dibromocyclohexane

1-bromocyclohex-1-ene
2044-08-8

1-bromocyclohex-1-ene

Conditions
ConditionsYield
With sodium amide; tert-butyl alcohol In tetrahydrofuran 1.) -40 deg C, 1 h, 2.) RT, 1 h;63%
With quinoline
N'-cyclohexylidene-4-methylbenzene-1-sulfonohydrazide
4545-18-0

N'-cyclohexylidene-4-methylbenzene-1-sulfonohydrazide

1-bromocyclohex-1-ene
2044-08-8

1-bromocyclohex-1-ene

Conditions
ConditionsYield
With N-Bromosuccinimide; tetrabutylammomium bromide; potassium carbonate In 1,4-dioxane at 90℃; Inert atmosphere; regioselective reaction;58%
With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; 1,2-dibromo-1,1,2,2-tetrafluoroethane 1.) a.) hexane, -78 deg C, 2 h, b.) RT, 3 h, 2.) -78 deg C, 1 h; Yield given. Multistep reaction;
trans-1-bromo-2-fluorocyclohexane
17170-96-6

trans-1-bromo-2-fluorocyclohexane

1-bromocyclohex-1-ene
2044-08-8

1-bromocyclohex-1-ene

Conditions
ConditionsYield
With sodium amide In tetrahydrofuran; tert-butyl alcohol47%
cyclohexen-1-ol
4065-81-0

cyclohexen-1-ol

1-bromocyclohex-1-ene
2044-08-8

1-bromocyclohex-1-ene

Conditions
ConditionsYield
With oxalyl dichloride; Triphenylphosphine oxide; lithium bromide In chloroform at 20℃; for 7h; Appel reaction;14%
dibromo-cyclohexane
10489-97-1

dibromo-cyclohexane

1-bromocyclohex-1-ene
2044-08-8

1-bromocyclohex-1-ene

Conditions
ConditionsYield
With quinoline
cyclohexanone hydrazone
6156-08-7

cyclohexanone hydrazone

1-bromocyclohex-1-ene
2044-08-8

1-bromocyclohex-1-ene

Conditions
ConditionsYield
With pyridine; bromine In chloroform
1-chlorocyclohexene
930-66-5

1-chlorocyclohexene

1-bromocyclohex-1-ene
2044-08-8

1-bromocyclohex-1-ene

Conditions
ConditionsYield
(i) Li, Na, Et2O, (ii) Br2, pentane; Multistep reaction;
2,2,2-trifluoroethanol
75-89-8

2,2,2-trifluoroethanol

cyclohex-1-en-1-yl trifluoromethane sulfonate
28075-50-5

cyclohex-1-en-1-yl trifluoromethane sulfonate

A

1-bromocyclohex-1-ene
2044-08-8

1-bromocyclohex-1-ene

B

cyclohexanone
108-94-1

cyclohexanone

C

1,1-Bis(2,2,2-trifluorethoxy)cyclohexan
92610-64-5

1,1-Bis(2,2,2-trifluorethoxy)cyclohexan

Conditions
ConditionsYield
With tetraethylammonium bromide; triethylamine at 135℃; for 360h; Product distribution; Mechanism;A 30 % Chromat.
B 60 % Chromat.
C 10 % Chromat.
(+-)-trans-1-bromo-2-chloro-cyclohexane
13898-96-9

(+-)-trans-1-bromo-2-chloro-cyclohexane

A

1-bromocyclohex-1-ene
2044-08-8

1-bromocyclohex-1-ene

B

1-chlorocyclohexene
930-66-5

1-chlorocyclohexene

Conditions
ConditionsYield
With potassium tert-butylate In tert-butyl alcohol at 50℃; for 120h; Yield given. Yields of byproduct given;
With sodium amide; sodium t-butanolate In tetrahydrofuran for 2h; Product distribution; Mechanism; Ambient temperature; var. NaNH2-Na(anion), var. product distributions;
With 15-crown-5; sodium amide; sodium t-butanolate In tetrahydrofuran for 0.5h; Product distribution; Mechanism; Ambient temperature;
trans-1,2-dibromocyclohexane
7429-37-0

trans-1,2-dibromocyclohexane

A

1-bromocyclohex-1-ene
2044-08-8

1-bromocyclohex-1-ene

B

cyclohexene
110-83-8

cyclohexene

Conditions
ConditionsYield
With sodium amide; sodium 3-methyl-pentoxide-3 In tetrahydrofuran at 25℃; Title compound not separated from byproducts;A 69 % Chromat.
B 29 % Chromat.
With sodium amide; sodium 3-methyl-pentoxide-3 In tetrahydrofuran at 25℃; Product distribution; var. complex bases;
trans-1-bromo-2-fluorocyclohexane
17170-96-6

trans-1-bromo-2-fluorocyclohexane

A

1-bromocyclohex-1-ene
2044-08-8

1-bromocyclohex-1-ene

B

3-methoxycyclohexene
2699-13-0

3-methoxycyclohexene

C

3-fluorocyclohex-1-ene
51620-76-9

3-fluorocyclohex-1-ene

D

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

cyclohexa-1,3-diene

Conditions
ConditionsYield
With potassium tert-butylate for 3h; Product distribution; Heating; dehydrohalogenation with different equivalents of various bases at different temperatures and reaction times;
cyclohexanone
108-94-1

cyclohexanone

A

1-bromocyclohex-1-ene
2044-08-8

1-bromocyclohex-1-ene

B

dibromo-cyclohexane
10489-97-1

dibromo-cyclohexane

Conditions
ConditionsYield
With phenyl(tribromomethyl)mercury(II) In benzene at 75 - 80℃; for 2h;
With phosphorus pentabromide In sulfolane at 30 - 80℃; for 6h; Inert atmosphere;
ethanol
64-17-5

ethanol

cis-1,2-dibromocyclohexane
19246-38-9

cis-1,2-dibromocyclohexane

sodium hydroxide

sodium hydroxide

1-bromocyclohex-1-ene
2044-08-8

1-bromocyclohex-1-ene

Conditions
ConditionsYield
at 30℃; Rate constant;
at 50℃; Rate constant;
at 20℃; Rate constant;
Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 66.6 percent / diethylaminosulfur trifluoride / CH2Cl2 / 1.5 h / -78 °C
2: 47 percent / sodamide / 2-methyl-propan-2-ol; tetrahydrofuran
View Scheme
cyclohexene
110-83-8

cyclohexene

palladium black

palladium black

1-bromocyclohex-1-ene
2044-08-8

1-bromocyclohex-1-ene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 86.95 percent / hydrogen fluoride, N-bromoacetamide / diethyl ether / 1.5 h / 1.) dry ice bath; 2.) room temperature overnight
2: 47 percent / sodamide / 2-methyl-propan-2-ol; tetrahydrofuran
View Scheme
methyl cyclohex-1-ene-1-carboxylate
18448-47-0

methyl cyclohex-1-ene-1-carboxylate

1-bromocyclohex-1-ene
2044-08-8

1-bromocyclohex-1-ene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: potassium hydroxide / dichloromethane; water / 20 °C
2.1: bromine / dichloromethane / 0.5 h / 20 °C
2.2: 40 - 90 °C
View Scheme
1-bromocyclohex-1-ene
2044-08-8

1-bromocyclohex-1-ene

bis(pinacol)diborane
73183-34-3

bis(pinacol)diborane

2-(cyclohex-1-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
141091-37-4

2-(cyclohex-1-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Conditions
ConditionsYield
With triphenylphosphine; bis(triphenylphosphine)palladium(II) chloride In toluene mixt. in toluene stirred at 50°C for 5 h; treated (H2O) at room temp.; extd. (benzene); washed with brine; dried (MgSO4); purified by chromy. on silica gel or by distn. (vac.);99%
With bis-triphenylphosphine-palladium(II) chloride; potassium phenolate; triphenylphosphine In toluene at 50℃; for 5h; Inert atmosphere;85%
With trans-bis(triphenylphosphine)palladium dichloride; potassium phenolate; triphenylphosphine In toluene at 50℃; for 5h; Inert atmosphere;85%
1-bromocyclohex-1-ene
2044-08-8

1-bromocyclohex-1-ene

N1,N5-dimethoxy-N1,N5-dimethylglutaramide
259236-21-0

N1,N5-dimethoxy-N1,N5-dimethylglutaramide

1,5-di(cyclohex-1-en-1-yl)pentane-1,5-dione
91890-41-4

1,5-di(cyclohex-1-en-1-yl)pentane-1,5-dione

Conditions
ConditionsYield
Stage #1: 1-bromocyclohex-1-ene With chloro-trimethyl-silane; magnesium; ethylene dibromide; lithium chloride In tetrahydrofuran Inert atmosphere; Reflux; Schlenk technique;
Stage #2: N1,N5-dimethoxy-N1,N5-dimethylglutaramide In tetrahydrofuran; diethyl ether at 23℃; Inert atmosphere; Schlenk technique; Cooling;
99%
1-bromocyclohex-1-ene
2044-08-8

1-bromocyclohex-1-ene

(4R,5R)-N,N'-dimethoxy-N,N',2,2-tetramethyl-1,3-dioxolane-4,5-dicarboxamide
177283-77-1

(4R,5R)-N,N'-dimethoxy-N,N',2,2-tetramethyl-1,3-dioxolane-4,5-dicarboxamide

(R,R)-(2,2-dimethyl-1,3-dioxolane-4,5-diyl)bis(cyclohex-1-en-1-ylmethanone)

(R,R)-(2,2-dimethyl-1,3-dioxolane-4,5-diyl)bis(cyclohex-1-en-1-ylmethanone)

Conditions
ConditionsYield
Stage #1: 1-bromocyclohex-1-ene With chloro-trimethyl-silane; magnesium; ethylene dibromide; lithium chloride In tetrahydrofuran Inert atmosphere; Reflux; Schlenk technique;
Stage #2: (4R,5R)-N,N'-dimethoxy-N,N',2,2-tetramethyl-1,3-dioxolane-4,5-dicarboxamide In tetrahydrofuran; diethyl ether at 23℃; Inert atmosphere; Schlenk technique; Cooling;
99%
1-bromocyclohex-1-ene
2044-08-8

1-bromocyclohex-1-ene

carbon monoxide
201230-82-2

carbon monoxide

cyclohexene-1-carboxylic acid
636-82-8

cyclohexene-1-carboxylic acid

Conditions
ConditionsYield
With tetrabutylammomium bromide; dicobalt octacarbonyl In sodium hydroxide; benzene at 65℃; for 2.5h; Irradiation;98%
1-bromocyclohex-1-ene
2044-08-8

1-bromocyclohex-1-ene

(R)-2-(4-(4-methoxyphenyl)butan-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

(R)-2-(4-(4-methoxyphenyl)butan-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

(R)-1-(3-(cyclohex-1-en-1-yl)butyl)-4-methoxybenzene

(R)-1-(3-(cyclohex-1-en-1-yl)butyl)-4-methoxybenzene

Conditions
ConditionsYield
Stage #1: 1-bromocyclohex-1-ene With tert.-butyl lithium In tetrahydrofuran; pentane at -78℃; for 0.5h; Inert atmosphere;
Stage #2: (R)-2-(4-(4-methoxyphenyl)butan-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane In tetrahydrofuran; pentane at -78 - 0℃; for 0.5h; Inert atmosphere;
Stage #3: With iodine; sodium methylate In tetrahydrofuran; methanol; pentane at -78 - 0℃; for 0.5h; Inert atmosphere;
98%
1-bromocyclohex-1-ene
2044-08-8

1-bromocyclohex-1-ene

dibutyltin chloride
683-18-1

dibutyltin chloride

dibutylbis(cyclohexen-1-yl)stannane
169310-25-2

dibutylbis(cyclohexen-1-yl)stannane

Conditions
ConditionsYield
With lithium In diethyl ether Ar atmosphere, addn. of soln. of Bu2SnCl2 to soln. of alkenyllithium (1 h), stirring (reflux, 12 h); hydrolysis (saturated aq. NH4Cl), extn. (Et2O), drying of organic phases(MgSO4), removement of solvent, fractional distillation; elem. anal.;96%
1-bromocyclohex-1-ene
2044-08-8

1-bromocyclohex-1-ene

tributyltin chloride
1461-22-9

tributyltin chloride

tri-n-butyl-(1-cyclohex-1-enyl)-stannane
100073-20-9

tri-n-butyl-(1-cyclohex-1-enyl)-stannane

Conditions
ConditionsYield
Stage #1: 1-bromocyclohex-1-ene With tert.-butyl lithium In tetrahydrofuran; pentane at -78℃; for 1h; Inert atmosphere;
Stage #2: tributyltin chloride In tetrahydrofuran; pentane at -78 - 20℃; for 18h; Inert atmosphere;
96%
1-bromocyclohex-1-ene
2044-08-8

1-bromocyclohex-1-ene

(E)-3-methyl-1-phenylbut-3-en-1-one oxime
68843-68-5

(E)-3-methyl-1-phenylbut-3-en-1-one oxime

(S)-5-(cyclohex-1-en-1-ylmethyl)-5-methyl-3-phenyl-4,5-dihydroisoxazole

(S)-5-(cyclohex-1-en-1-ylmethyl)-5-methyl-3-phenyl-4,5-dihydroisoxazole

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); (R)-N-((S)-(2-(di((3R,5R,7R)-adamantan-1-yl)phosphaneyl)-4,5-dimethoxyphenyl)(phenyl)methyl)-N,2-dimethylpropane-2-sulfinamide; sodium t-butanolate In toluene at 65℃; for 12h; Inert atmosphere; Schlenk technique; enantioselective reaction;95%
1-bromocyclohex-1-ene
2044-08-8

1-bromocyclohex-1-ene

potassium 2-nitro-5-methoxylbenzoate
1071850-00-4

potassium 2-nitro-5-methoxylbenzoate

2-cyclohexenyl-4-methoxy-1-nitrobenzene
1609102-33-1

2-cyclohexenyl-4-methoxy-1-nitrobenzene

Conditions
ConditionsYield
With 1,10-Phenanthroline; palladium(II) hexafluoroacetylacetonate; tri-1-napthylphosphine; copper(l) chloride In 1-methyl-pyrrolidin-2-one; 1,3,5-trimethyl-benzene at 130℃; for 16h; Inert atmosphere; regiospecific reaction;94%
1-bromocyclohex-1-ene
2044-08-8

1-bromocyclohex-1-ene

C25H36MgMnSi3

C25H36MgMnSi3

cyclohex-1-en-1-yldimethyl(phenyl)silane
108025-34-9

cyclohex-1-en-1-yldimethyl(phenyl)silane

Conditions
ConditionsYield
In tetrahydrofuran at 0℃; for 2h;93%
1-bromocyclohex-1-ene
2044-08-8

1-bromocyclohex-1-ene

N'-methyl-N'-phenylacetohydrazide
38604-68-1

N'-methyl-N'-phenylacetohydrazide

9-methyl-2,3,4,9-tetrahydro-1H-carbazole
6303-88-4

9-methyl-2,3,4,9-tetrahydro-1H-carbazole

Conditions
ConditionsYield
Stage #1: 1-bromocyclohex-1-ene; N'-methyl-N'-phenylacetohydrazide With copper(l) iodide; potassium carbonate; N,N-dimethylethylenediamine In toluene at 110℃; for 24h; Fischer Indole Synthesis; Schlenk technique; Inert atmosphere;
Stage #2: With zinc(II) chloride In toluene at 90℃; for 1h; Fischer Indole Synthesis;
93%
1-bromocyclohex-1-ene
2044-08-8

1-bromocyclohex-1-ene

N'-(4-fluorophenyl)-N'-methylacetohydrazide
1450812-50-6

N'-(4-fluorophenyl)-N'-methylacetohydrazide

6-fluoro-9-methyl-2,3,4,9-tetrahydro-1H-carbazole
1450812-55-1

6-fluoro-9-methyl-2,3,4,9-tetrahydro-1H-carbazole

Conditions
ConditionsYield
Stage #1: 1-bromocyclohex-1-ene; N'-(4-fluorophenyl)-N'-methylacetohydrazide With copper(l) iodide; potassium carbonate; N,N-dimethylethylenediamine In toluene at 110℃; for 24h; Fischer Indole Synthesis; Schlenk technique; Inert atmosphere;
Stage #2: With zinc(II) chloride In toluene at 90℃; for 1h; Fischer Indole Synthesis;
92%
1-bromocyclohex-1-ene
2044-08-8

1-bromocyclohex-1-ene

(E)-2-methyl-3-(thiophen-2-yl)acrylaldehyde
63283-77-2

(E)-2-methyl-3-(thiophen-2-yl)acrylaldehyde

(E)-1-cyclohexenyl-2-methyl-3-(thiophen-2-yl)prop-2-en-1-ol
1428319-24-7

(E)-1-cyclohexenyl-2-methyl-3-(thiophen-2-yl)prop-2-en-1-ol

Conditions
ConditionsYield
Stage #1: 1-bromocyclohex-1-ene With tert.-butyl lithium In diethyl ether; pentane at -78 - 20℃; for 1.25h;
Stage #2: (E)-2-methyl-3-(thiophen-2-yl)acrylaldehyde In diethyl ether; pentane at -78 - 0℃; for 1h;
92%
1-bromocyclohex-1-ene
2044-08-8

1-bromocyclohex-1-ene

potassium o-nitrobenzoate
15163-59-4

potassium o-nitrobenzoate

1-cyclohexenyl-2-nitrobenzene
859219-19-5

1-cyclohexenyl-2-nitrobenzene

Conditions
ConditionsYield
With 1,10-Phenanthroline; palladium(II) hexafluoroacetylacetonate; tri-1-napthylphosphine; copper(l) chloride In 1-methyl-pyrrolidin-2-one; 1,3,5-trimethyl-benzene at 130℃; for 16h; Reagent/catalyst; Temperature; Solvent; Inert atmosphere; regiospecific reaction;92%
1-bromocyclohex-1-ene
2044-08-8

1-bromocyclohex-1-ene

cyclobutanone
1191-95-3

cyclobutanone

1-(cyclohex-1-en-1-yl)cyclobutan-1-ol
70624-97-4

1-(cyclohex-1-en-1-yl)cyclobutan-1-ol

Conditions
ConditionsYield
Stage #1: 1-bromocyclohex-1-ene With tert.-butyl lithium In tetrahydrofuran; pentane at -78℃; for 0.5h; Inert atmosphere;
Stage #2: cyclobutanone In tetrahydrofuran; pentane at -78℃; for 0.5h; Inert atmosphere;
92%
1-bromocyclohex-1-ene
2044-08-8

1-bromocyclohex-1-ene

2-methylbut-2-enal
497-03-0

2-methylbut-2-enal

(E)-1-cyclohexenyl-2-methylbut-2-en-1-ol
1428319-18-9

(E)-1-cyclohexenyl-2-methylbut-2-en-1-ol

Conditions
ConditionsYield
Stage #1: 1-bromocyclohex-1-ene With tert.-butyl lithium In diethyl ether; pentane at -78 - 20℃; for 1.25h;
Stage #2: 2-methylbut-2-enal In diethyl ether; pentane at -78 - 0℃; for 1h;
91%
1-bromocyclohex-1-ene
2044-08-8

1-bromocyclohex-1-ene

4-{[tert-butyl(dimethyl)silyl]oxy}-1-(5-{[(triisopropylsilyl)oxy]methyl}-3-thienyl)butan-1-one

4-{[tert-butyl(dimethyl)silyl]oxy}-1-(5-{[(triisopropylsilyl)oxy]methyl}-3-thienyl)butan-1-one

rac-4-{[tert-butyl(dimethyl)silyl]oxy}-1-(cyclohex-1-en-1-yl)-1-(5-{[(triisopropylsilyl)oxy]methyl}-3-thienyl)butan-1-ol

rac-4-{[tert-butyl(dimethyl)silyl]oxy}-1-(cyclohex-1-en-1-yl)-1-(5-{[(triisopropylsilyl)oxy]methyl}-3-thienyl)butan-1-ol

Conditions
ConditionsYield
Stage #1: 1-bromocyclohex-1-ene With tert.-butyl lithium In tetrahydrofuran; pentane at -78℃; for 1h;
Stage #2: 4-{[tert-butyl(dimethyl)silyl]oxy}-1-(5-{[(triisopropylsilyl)oxy]methyl}-3-thienyl)butan-1-one With lanthanium (III) chloride bis(lithium chloride) complex In tetrahydrofuran; pentane for 1h;
91%
1-bromocyclohex-1-ene
2044-08-8

1-bromocyclohex-1-ene

C6H16N2*C5H6BrF3OZn

C6H16N2*C5H6BrF3OZn

(E)-2-(1-cyclohexenyl)-1-ethoxy-3,3,3-trifluoropropene

(E)-2-(1-cyclohexenyl)-1-ethoxy-3,3,3-trifluoropropene

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran at 70℃; for 7h;90%
1-bromocyclohex-1-ene
2044-08-8

1-bromocyclohex-1-ene

(2-cyclohexylidene ethenyl)-benzene
59643-63-9

(2-cyclohexylidene ethenyl)-benzene

(1-(cyclohex-1-en-1-yl)-2-cyclohexylidenevinyl)benzene

(1-(cyclohex-1-en-1-yl)-2-cyclohexylidenevinyl)benzene

Conditions
ConditionsYield
Stage #1: (2-cyclohexylidene ethenyl)-benzene With tert.-butyl lithium In tetrahydrofuran; pentane at -78℃; for 0.5h; Schlenk technique; Inert atmosphere;
Stage #2: 1-bromocyclohex-1-ene With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; bis(dibenzylideneacetone)-palladium(0) In toluene at 40℃; for 1h; Schlenk technique; Inert atmosphere;
90%
1-bromocyclohex-1-ene
2044-08-8

1-bromocyclohex-1-ene

N'-(4-chlorophenyl)-N'-methylacetohydrazide
1450812-51-7

N'-(4-chlorophenyl)-N'-methylacetohydrazide

6-chloro-9-methyl-2,3,4,9-tetrahydro-1H-carbazole
30451-40-2

6-chloro-9-methyl-2,3,4,9-tetrahydro-1H-carbazole

Conditions
ConditionsYield
Stage #1: 1-bromocyclohex-1-ene; N'-(4-chlorophenyl)-N'-methylacetohydrazide With copper(l) iodide; potassium carbonate; N,N-dimethylethylenediamine In toluene at 110℃; for 24h; Fischer Indole Synthesis; Schlenk technique; Inert atmosphere;
Stage #2: With zinc(II) chloride In toluene at 90℃; for 1h; Fischer Indole Synthesis;
89%
1-bromocyclohex-1-ene
2044-08-8

1-bromocyclohex-1-ene

N'-benzyl-N'-phenylacetohydrazide

N'-benzyl-N'-phenylacetohydrazide

9-benzyl-2,3,4,9-tetrahydro-1H-carbazole
17017-63-9

9-benzyl-2,3,4,9-tetrahydro-1H-carbazole

Conditions
ConditionsYield
Stage #1: 1-bromocyclohex-1-ene; N'-benzyl-N'-phenylacetohydrazide With copper(l) iodide; potassium carbonate; N,N-dimethylethylenediamine In toluene at 110℃; for 24h; Fischer Indole Synthesis; Schlenk technique; Inert atmosphere;
Stage #2: With zinc(II) chloride In toluene at 90℃; for 1h; Fischer Indole Synthesis;
89%
1-bromocyclohex-1-ene
2044-08-8

1-bromocyclohex-1-ene

C11H14N2O
1450812-65-3

C11H14N2O

N-allyl-1,2,3,4-tetrahydrocarbazole
51281-98-2

N-allyl-1,2,3,4-tetrahydrocarbazole

Conditions
ConditionsYield
Stage #1: 1-bromocyclohex-1-ene; C11H14N2O With copper(l) iodide; potassium carbonate; N,N-dimethylethylenediamine In toluene at 110℃; for 24h; Fischer Indole Synthesis; Schlenk technique; Inert atmosphere;
Stage #2: With zinc(II) chloride In toluene at 90℃; for 1h; Fischer Indole Synthesis;
88%
1-bromocyclohex-1-ene
2044-08-8

1-bromocyclohex-1-ene

(E)-3-(4-methylphenyl)-2-methylacrylaldehyde
3893-15-0, 93614-82-5

(E)-3-(4-methylphenyl)-2-methylacrylaldehyde

(E)-1-cyclohexenyl-2-methyl-3-p-tolylprop-2-en-1-ol
1428319-21-4

(E)-1-cyclohexenyl-2-methyl-3-p-tolylprop-2-en-1-ol

Conditions
ConditionsYield
Stage #1: 1-bromocyclohex-1-ene With tert.-butyl lithium In diethyl ether; pentane at -78 - 20℃; for 1.25h;
Stage #2: (E)-3-(4-methylphenyl)-2-methylacrylaldehyde In diethyl ether; pentane at -78 - 0℃; for 1h;
88%
1-bromocyclohex-1-ene
2044-08-8

1-bromocyclohex-1-ene

3-ethoxy-6-methylcyclohex-2-en-1-one
62952-33-4

3-ethoxy-6-methylcyclohex-2-en-1-one

4-ethoxy-1-methyl-[1,1'-bi(cyclohexane)]-1',3-dien-2-one

4-ethoxy-1-methyl-[1,1'-bi(cyclohexane)]-1',3-dien-2-one

Conditions
ConditionsYield
Stage #1: 3-ethoxy-6-methylcyclohex-2-en-1-one With lithium hexamethyldisilazane In toluene at -20℃; for 0.5h; Inert atmosphere;
Stage #2: 1-bromocyclohex-1-ene With chloro[(tri-tert-butylphosphine)-2-(2-aminobiphenyl)]palladium (II) In toluene at -20 - 20℃; for 4.16667h; Inert atmosphere; Schlenk technique;
88%
1-bromocyclohex-1-ene
2044-08-8

1-bromocyclohex-1-ene

2-(4-(4-methoxyphenyl)butan-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
1338073-35-0

2-(4-(4-methoxyphenyl)butan-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

1-(3-(cyclohex-1-en-1-yl)butyl)-4-methoxybenzene

1-(3-(cyclohex-1-en-1-yl)butyl)-4-methoxybenzene

Conditions
ConditionsYield
Stage #1: 1-bromocyclohex-1-ene With tert.-butyl lithium In tetrahydrofuran; pentane at -78℃; for 0.5h; Inert atmosphere;
Stage #2: 2-(4-(4-methoxyphenyl)butan-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane In tetrahydrofuran; pentane at -78 - 0℃; for 0.5h; Inert atmosphere;
Stage #3: With iodine; sodium methylate In tetrahydrofuran; methanol; pentane at -78 - 0℃; for 0.5h; Inert atmosphere;
87%
1-bromocyclohex-1-ene
2044-08-8

1-bromocyclohex-1-ene

bis(pinacol)diborane
73183-34-3

bis(pinacol)diborane

2-(cyclohex-2-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
167773-14-0

2-(cyclohex-2-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Conditions
ConditionsYield
With chlorotris(triphenylphosphine)cobalt(I); sodium ethanolate; 1,3-dicyclohexylimidazol-2-ylidene In tert-butyl methyl ether at 50℃; for 16h; Inert atmosphere;87%
1-bromocyclohex-1-ene
2044-08-8

1-bromocyclohex-1-ene

N'-(4-methoxyphenyl)-N'-methylacetohydrazide
1450812-53-9

N'-(4-methoxyphenyl)-N'-methylacetohydrazide

6-methoxy-9-methyl-2,3,4,9-tetrahydro-1H-carbazole
3382-44-3

6-methoxy-9-methyl-2,3,4,9-tetrahydro-1H-carbazole

Conditions
ConditionsYield
Stage #1: 1-bromocyclohex-1-ene; N'-(4-methoxyphenyl)-N'-methylacetohydrazide With copper(l) iodide; potassium carbonate; N,N-dimethylethylenediamine In toluene at 110℃; for 24h; Fischer Indole Synthesis; Schlenk technique; Inert atmosphere;
Stage #2: With zinc(II) chloride In toluene at 90℃; for 1h; Fischer Indole Synthesis;
86%
1-bromocyclohex-1-ene
2044-08-8

1-bromocyclohex-1-ene

methyloxirane
75-56-9, 16033-71-9

methyloxirane

1-(cyclohex-1-en-1-yl)propan-2-ol
24826-68-4

1-(cyclohex-1-en-1-yl)propan-2-ol

Conditions
ConditionsYield
With pyridine; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; 4,4'-bipyridine; NiI2*3.9H2O; triethylamine hydrochloride; sodium iodide; zinc at 20℃; for 12h;86%
1-bromocyclohex-1-ene
2044-08-8

1-bromocyclohex-1-ene

potassium 2-nitro-3-methylbenzoate
80841-44-7

potassium 2-nitro-3-methylbenzoate

1-cyclohexenyl-3-methyl-2-nitrobenzene
1609102-34-2

1-cyclohexenyl-3-methyl-2-nitrobenzene

Conditions
ConditionsYield
With 1,10-Phenanthroline; palladium(II) hexafluoroacetylacetonate; tri-1-napthylphosphine; copper(l) chloride In 1-methyl-pyrrolidin-2-one; 1,3,5-trimethyl-benzene at 130℃; for 16h; Inert atmosphere; regiospecific reaction;86%

1-Bromo-1-cyclohexene Specification

The 1-Bromo-1-cyclohexene, with the CAS registry number 2044-08-8.It belongs to the product Organic matters. This chemical's molecular formula is C6H9Br and molecular weight is 161.03. What's more, Its systematic name is 1-Bromocyclohexene.

Physical properties about 1-Bromo-1-cyclohexene are: (1)ACD/LogP: 3.076; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.08; (4)ACD/LogD (pH 7.4): 3.08; (5)ACD/BCF (pH 5.5): 128.19; (6)ACD/BCF (pH 7.4): 128.19; (7)ACD/KOC (pH 5.5): 1123.05; (8)ACD/KOC (pH 7.4): 1123.05; (9)#H bond acceptors: 0; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 0; (12)Index of Refraction: 1.538; (13)Molar Refractivity: 35.056 cm3; (14)Molar Volume: 112.101 cm3; (15)Surface Tension: 37.5029983520508 dyne/cm; (16)Density: 1.437 g/cm3; (17)Flash Point: 58.157 °C; (18)Enthalpy of Vaporization: 38.52 kJ/mol; (19)Boiling Point: 165.211 °C at 760 mmHg; (20)Vapour Pressure: 2.48900008201599 mmHg at 25°C;

You can still convert the following datas into molecular structure:
(1)SMILES:Br\C1=C\CCCC1;
(2)Std. InChI:InChI=1S/C6H9Br/c7-6-4-2-1-3-5-6/h4H,1-3,5H2;
(3)Std. InChIKey:QBUMXSSCYUMVAW-UHFFFAOYSA-N.

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