Ethanone,2-bromo-1-cyclohexyl- supplier

Name
Ethanone, 2-bromo-1-cyclohexyl- (9CI)
EINECS
CAS No. 56077-28-2
Article Data47
CAS DataBase
Density 1.359g/cm³
Solubility
Melting Point -3.5-2 °C
Formula C₈H₁₃BrO
Boiling Point 252.9 °C at 760mmHg
Molecular Weight 205.095
Flash Point 68.7 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms Ketone,bromomethyl cyclohexyl (6CI,7CI);(Bromoacetyl)cyclohexane;1-Bromo-2-cyclohexylethan-2-one;2-Bromo-1-cyclohexylethanone;Bromomethylcyclohexyl ketone;Cyclohexyl bromomethyl ketone;
PSA 17.07000
LogP 2.53070

Synthetic route

: 823-76-7
Cyclohexyl methyl ketone

: 56077-28-2
Bromomethyl cyclohexyl ketone

Conditions

Conditions	Yield
With bromine	100%
With bromine In methanol for 2h; Cooling with ice;	100%
With PhCH2N(CH3)3Br3 In dichloromethane at 5 - 20℃; for 4h;	98%

: 75-77-4
chloro-trimethyl-silane

: 823-76-7
Cyclohexyl methyl ketone

: 56077-28-2
Bromomethyl cyclohexyl ketone

Conditions

Conditions	Yield
Stage #1: Cyclohexyl methyl ketone With lithium diisopropyl amide In tetrahydrofuran; n-heptane; ethylbenzene at -78℃; for 1h; Stage #2: chloro-trimethyl-silane In tetrahydrofuran; n-heptane; ethylbenzene at -78℃; for 3.5h; Stage #3: With N-Bromosuccinimide; sodium hydrogencarbonate In tetrahydrofuran at 0 - 20℃; for 1.17h;	100%

: 1271-66-5
dimethyltitanocene

: 17566-51-7
N,N-dimethylcyclohexanecarboxamide

: 56077-28-2
Bromomethyl cyclohexyl ketone

Conditions

Conditions	Yield
Stage #1: dimethyltitanocene; N,N-dimethylcyclohexanecarboxamide In toluene at 65℃; Schlenk technique; Inert atmosphere; Stage #2: With bromine In toluene at -78℃; for 0.0333333h; Schlenk technique; Inert atmosphere; Stage #3: With water In toluene at 20℃; for 1h; Schlenk technique; Inert atmosphere; regioselective reaction;	94%

: 66684-39-7
(bromoethynyl)cyclohexane

: 56077-28-2
Bromomethyl cyclohexyl ketone

Conditions

Conditions	Yield
With water; copper(II) acetate monohydrate; trifluoroacetic acid at 70℃; for 6h; chemoselective reaction;	90%
With cerium(IV) sulphate; sulfuric acid; water In dichloromethane at 80℃; for 12h; Sealed tube; regioselective reaction;	88%
With 2-(dicyclohexylphosphino)-2',4',6'-triisopropylbiphenyl Au bis(trifluoromethylsulfonyl)imide; water In 1,2-dichloro-ethane at 20℃; for 14h;	87%
With water In 1,2-dichloro-ethane at 20℃; for 14h;	85%
With indium(III) triflate; water In acetic acid at 100℃; Sealed tube;	84%

: 931-48-6
2-cyclohexylacetylene

: 56077-28-2
Bromomethyl cyclohexyl ketone

Conditions

Conditions	Yield
With N,N'-ethylenethiourea; 1,3-dibromo-5,5-dimethylhydantoin; water In acetone at 45℃;	80%
Multi-step reaction with 2 steps 1: N-Bromosuccinimide; silver nitrate / acetone / 20 °C 2: water; 2-(dicyclohexylphosphino)-2',4',6'-triisopropylbiphenyl Au bis(trifluoromethylsulfonyl)imide / 1,2-dichloro-ethane / 14 h / 20 °C View Scheme

: 31151-40-3
2-cyclohexyl-1-diazo-2-ethanone

: 56077-28-2
Bromomethyl cyclohexyl ketone

Conditions

Conditions	Yield
With hydrogen bromide In hexane; water at 20℃; for 2h;	78%
With ferric(III) bromide; silica gel In dichloromethane at 20℃; for 0.166667h;	63%
With water; hydrogen bromide

: 186581-53-3, 908094-01-9
diazomethane

: 2719-27-9
cyclohexanylcarbonyl chloride

: 56077-28-2
Bromomethyl cyclohexyl ketone

Conditions

Conditions	Yield
(i) Et2O, (ii) HBr; Multistep reaction;

cyclohexylbromoacetylene: cyclohexylbromoacetylene

: 56077-28-2
Bromomethyl cyclohexyl ketone

Conditions

Conditions	Yield
With sulfuric acid; mercury(II) sulfate

: 7664-93-9
sulfuric acid

: 66684-39-7
(bromoethynyl)cyclohexane

: mercury(II) sulfate

: 56077-28-2
Bromomethyl cyclohexyl ketone

...Expand

: 98-89-5
Cyclohexanecarboxylic acid

: 56077-28-2
Bromomethyl cyclohexyl ketone

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: tetrahydrofuran; cyclohexane / 2 h / 0 °C 1.2: 50 percent / TMSCl; aq. HCl / tetrahydrofuran; cyclohexane / 0.5 h 2.1: 70 percent / Br2 / methanol / 3 h / 0 - 15 °C View Scheme
Multi-step reaction with 2 steps 1.1: tetrahydrofuran / 2 h / 0 °C 1.2: 50 percent / TMSCl; aq. HCl / tetrahydrofuran / 0.5 h 2.1: Br2 / methanol / 3 h / below 15 deg C 2.2: 70 percent / H2O / methanol / 15 h / 20 °C View Scheme
Multi-step reaction with 3 steps 1.1: thionyl chloride; N,N-dimethyl-formamide / dichloromethane / 2.33 h / 0 - 20 °C 2.1: dichloromethane; tetrahydrofuran / 20 °C / Cooling with ice 3.1: toluene / 65 °C / Schlenk technique; Inert atmosphere 3.2: 0.03 h / -78 °C / Schlenk technique; Inert atmosphere 3.3: 1 h / 20 °C / Schlenk technique; Inert atmosphere View Scheme

: 10500-30-8
cyclohexanoyl bromide

: 56077-28-2
Bromomethyl cyclohexyl ketone

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 2: water; HBr View Scheme

: 2719-27-9
cyclohexanylcarbonyl chloride

: 56077-28-2
Bromomethyl cyclohexyl ketone

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: tetrahydrofuran; diethyl ether; acetonitrile / 0 - 20 °C / Inert atmosphere 2: hydrogen bromide / hexane; water / 2 h / 20 °C View Scheme
Multi-step reaction with 2 steps 1.1: dichloromethane; tetrahydrofuran / 20 °C / Cooling with ice 2.1: toluene / 65 °C / Schlenk technique; Inert atmosphere 2.2: 0.03 h / -78 °C / Schlenk technique; Inert atmosphere 2.3: 1 h / 20 °C / Schlenk technique; Inert atmosphere View Scheme

: 2719-27-9
cyclohexanylcarbonyl chloride

: 18107-18-1
diazomethyl-trimethyl-silane

: 56077-28-2
Bromomethyl cyclohexyl ketone

Conditions

Conditions	Yield
Stage #1: cyclohexanylcarbonyl chloride; diazomethyl-trimethyl-silane Stage #2: With hydrogen bromide

: 92729-26-5
(1-Cyclohexyl-aethyl)-benzyl-aether

A: 56077-28-2
Bromomethyl cyclohexyl ketone

B: 56077-27-1
1-(1-bromocyclohexyl)ethan-1-one

Conditions

Conditions	Yield
With hydrogen bromide; oxygen; sodium nitrite In water; acetonitrile at 0 - 60℃; under 760.051 Torr; for 24.5h; Overall yield = 89%;

: 695-12-5
vinylcyclohexane

: 56077-28-2
Bromomethyl cyclohexyl ketone

Conditions

Conditions	Yield
With 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; water at 60℃; for 2h;

: 56077-28-2
Bromomethyl cyclohexyl ketone

: 41253-21-8
sodium triazole

: 111229-33-5
C10H15N3O

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 5℃;	91%

: 56077-28-2
Bromomethyl cyclohexyl ketone

: 62-55-5
thioacetamide

: 100133-05-9
4-cyclohexyl-2-methyl-thiazole

Conditions

Conditions	Yield
at 130℃; for 2.5h; Neat (no solvent);	89%

: 56077-28-2
Bromomethyl cyclohexyl ketone

: 169808-00-8
4-(R,S)-(4-cyanophenyl)-4-methyl-2,5-dioxoimidazolidine

: 4-(1-(2-cyclohexyl-2-oxoethyl)-4-methyl-2,5-dioxoimidazolidin-4-yl)benzonitrile

Conditions

Conditions	Yield
Stage #1: 4-(R,S)-(4-cyanophenyl)-4-methyl-2,5-dioxoimidazolidine With potassium carbonate Stage #2: Bromomethyl cyclohexyl ketone at 20℃;	89%

: 56077-28-2
Bromomethyl cyclohexyl ketone

: 113258-86-9
1-(2-iodophenyl)-N-methylmethanamine

: 140420-20-8
1-Cyclohexyl-2-[(2-iodo-benzyl)-methyl-amino]-ethanone

Conditions

Conditions	Yield
In 1,4-dioxane for 4h; Ambient temperature;	88%

: 1201187-44-1
N-(5-(p-toluenesulfonyl)pyrrolo[2,3-b]pyrazin-2-yl)carbamic acid tert-butyl ester

: 56077-28-2
Bromomethyl cyclohexyl ketone

: 1201187-50-9
tert-butyl 2-cyclohexyl-2-oxoethyl-(5-tosyl-5H-pyrrolo[2,3-b]pyrazin-2-yl)carbamate

Conditions

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide at 0℃; for 1h;	83%

: 56077-28-2
Bromomethyl cyclohexyl ketone

: 4-amino-5-(2,4,5,6-tetrahydrocyclopenta[c]pyrazol-3-yl)-4H-1,2,4-triazole-3-thiol

: 6-cyclohexyl-3-(2,4,5,6-tetrahydrocyclopenta[c]pyrazol-3-yl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine

Conditions

Conditions	Yield
In ethanol at 95℃; for 1.5h; Inert atmosphere; Microwave irradiation; Sealed tube;	83%

: 56077-28-2
Bromomethyl cyclohexyl ketone

: 72824-04-5
2-Allyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

: (S)-1-bromo-2-cyclohexylpent-4-en-2-ol

Conditions

Conditions	Yield
With methanol; (S)-2-((2-hydroxy-3-(triphenylsilyl)benzyl)amino)-3-methyl-1-(pyrrolidin-1-yl)butan-1-one; zinc dimethoxide In toluene at 22℃; for 4h; Inert atmosphere; enantioselective reaction;	81%

: 56077-28-2
Bromomethyl cyclohexyl ketone

: 205993-40-4
(3RS)-3-benzyloxycarbonylamino-2,3-dihydro-5,9-dimethyl-1H-1,4-benzodiazepin-2-one

: 205992-81-0
N-(3RS)-3-benzyloxycarbonylamino-1-cyclohexylcarbonylmethyl-2,3-dihydro-5,9-dimethyl-1H-1,4-benzodiazepin-2-one

Conditions

Conditions	Yield
Stage #1: (3RS)-3-benzyloxycarbonylamino-2,3-dihydro-5,9-dimethyl-1H-1,4-benzodiazepin-2-one With sodium hydride In N,N-dimethyl-formamide at 0 - 20℃; for 4h; deprotonation; Stage #2: Bromomethyl cyclohexyl ketone In N,N-dimethyl-formamide at 20℃; for 5.5h; Alkylation;	80.4%

: 56077-28-2
Bromomethyl cyclohexyl ketone

: 366007-57-0
4-amino-5-(5-phenyl-2H-pyrazol-3-yl)-4H-[1,2,4]triazole-3-thiol

: 6-cyclohexyl-3-(3-phenyl-1H-pyrazol-5-yl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine

Conditions

Conditions	Yield
In ethanol at 95℃; for 1.5h; Inert atmosphere; Microwave irradiation; Sealed tube;	79%

: 5469-69-2
6-chloro-pyridazin-3-ylamine

: 56077-28-2
Bromomethyl cyclohexyl ketone

: 144449-20-7
6-chloro-2-cyclohexylimidazo<1,2-b>pyridazine

Conditions

Conditions	Yield
With sodium hydrogencarbonate In ethanol Heating;	78%

: 56077-28-2
Bromomethyl cyclohexyl ketone

: 768-04-7
1-cyclohexyl-2-fluoroethan-1-one

Conditions

Conditions	Yield
With potassium fluoride; 18-crown-6 ether In benzene at 80℃; for 24h;	78%

: 504-29-0
2-aminopyridine

: 56077-28-2
Bromomethyl cyclohexyl ketone

: 1557840-36-4
2-cyclohexylimidazo[1,2-a]pyridine

Conditions

Conditions	Yield
In water at 20℃; for 8h; Green chemistry;	78%

: ethyl 7-hydroxy-4-methyl-2-oxo-2H-chromene-3-carboxylate

: 56077-28-2
Bromomethyl cyclohexyl ketone

: ethyl 7-(2-cyclohexyl-2-oxoethoxy)-4-methyl-2-oxo-2H-chromene-3-carboxylate

Conditions

Conditions	Yield
Stage #1: ethyl 7-hydroxy-4-methyl-2-oxo-2H-chromene-3-carboxylate With potassium carbonate; potassium iodide In 1,4-dioxane for 0.0833333h; Stage #2: Bromomethyl cyclohexyl ketone In 1,4-dioxane at 100℃; for 24h;	78%

: 56077-28-2
Bromomethyl cyclohexyl ketone

: 205996-00-5
(3RS)-3-benzyloxycarbonylamino-2,3-dihydro-5-isobutyl-9-methyl-1H-1,4-benzodiazepin-2-one

: 205998-75-0
(3RS)-3-benzyloxycarbonylamino-1-cyclohexyl-carbonylmethyl-2,3-dihydro-5-isobutyl-9-methyl-1H-1,4-benzodiazepin-2-one

Conditions

Conditions	Yield
Stage #1: (3RS)-3-benzyloxycarbonylamino-2,3-dihydro-5-isobutyl-9-methyl-1H-1,4-benzodiazepin-2-one With sodium hydride In N,N-dimethyl-formamide at 0 - 20℃; for 4h; deprotonation; Stage #2: Bromomethyl cyclohexyl ketone In N,N-dimethyl-formamide at 20℃; for 5.5h; Alkylation;	77.8%

: 56077-28-2
Bromomethyl cyclohexyl ketone

: 1826-67-1
vinyl magnesium bromide

: 1418143-59-5
1-bromo-2-cyclohexyl-3-buten-2-ol

Conditions

Conditions	Yield
In tetrahydrofuran at -78℃; for 2.5h; Inert atmosphere;	76%

: 56077-28-2
Bromomethyl cyclohexyl ketone

: 2835-77-0
(2-aminophenyl)(phenyl)methanone

: 1312213-28-7
3-bromo-2-cyclohexyl-4-phenylquinoline

Conditions

Conditions	Yield
Stage #1: Bromomethyl cyclohexyl ketone; (2-aminophenyl)(phenyl)methanone With trimethylsilyl bromide In N,N-dimethyl-formamide at 0℃; Fridlaender reaction; Heating; Sealed; Stage #2: With water In N,N-dimethyl-formamide at 20℃; for 1h; Fridlaender reaction; Sonication;	73%

: 56077-28-2
Bromomethyl cyclohexyl ketone

: 603-35-0
triphenylphosphine

: 17615-02-0
1-cyclohexyl-2-(triphenyl-λ5-phosphanylidene)ethan-1-one

Conditions

Conditions	Yield
In toluene at 23℃; for 17h; Inert atmosphere;	73%

: 56077-28-2
Bromomethyl cyclohexyl ketone

: 133804-17-8
5-tosyloxyphenyl 2-methylpyridyl sulfone

: 114432-29-0
2-Cyclohexyl-1-(4-tosyloxybenzenesulphonyl)indolizine

Conditions

Conditions	Yield
With potassium carbonate In butanone for 2h; Heating;	71%

: 56077-28-2
Bromomethyl cyclohexyl ketone

: 205995-94-4
(3RS)-3-benzyloxycarbonylamino-5-cyclopropyl-2,3-dihydro-9-methyl-1H-1,4-benzodiazepin-2-one

: 205997-11-1
(3RS)-3-benzyloxycarbonylamino-1-cyclohexyl-carbonylmethyl-2,3-dihydro-5-cyclopropyl-9-methyl-1H-1,4-benzodiazepin-2-one

Conditions

Conditions	Yield
Stage #1: (3RS)-3-benzyloxycarbonylamino-5-cyclopropyl-2,3-dihydro-9-methyl-1H-1,4-benzodiazepin-2-one With sodium hydride In N,N-dimethyl-formamide at 0 - 20℃; for 4h; deprotonation; Stage #2: Bromomethyl cyclohexyl ketone In N,N-dimethyl-formamide at 20℃; for 5.5h; Alkylation;	70.8%

: 56077-28-2
Bromomethyl cyclohexyl ketone

: 4-(4-methyl-2,5-dioxoimidazolidin-4-yl)benzenesulfonamide

: 4-(1-(2-cyclohexyl-2-oxoethyl)-4-methyl-2,5-dioxoimidazolidin-4-yl)benzenesulfonamide

Conditions

Conditions	Yield
Stage #1: 4-(4-methyl-2,5-dioxoimidazolidin-4-yl)benzenesulfonamide With potassium carbonate Stage #2: Bromomethyl cyclohexyl ketone at 20℃;	69%

: 56077-28-2
Bromomethyl cyclohexyl ketone

: 3483-39-4, 97859-93-3, 61393-19-9
(S)-2-cyclohexyloxirane

Conditions

Conditions	Yield
With dimethylsulfide borane complex; (3a'S)-3',3'-diphenylhexahydrospiro[[1,3,2]dioxaborolane-2,1'-pyrrolo[1,2-c][1,3,2]oxazaborol]-7'-ium-6-uide In tetrahydrofuran at 0℃; for 80h; Inert atmosphere;	68%
Multi-step reaction with 2 steps 1: 2-[(1,3,2-dioxaborolan-2-yloxy)diphenylmethyl]pyrrolidine; dimethylsulfide borane complex / tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere 2: sodium hydroxide / tetrahydrofuran; water / 2 h View Scheme

: 695-34-1
2-Amino-4-methylpyridine

: 56077-28-2
Bromomethyl cyclohexyl ketone

: 2-cyclohexyl-7-methylimidazo[1,2-a]pyridine

Conditions

Conditions	Yield
In water at 20℃; for 8h; Green chemistry;	67%

: 56077-28-2
Bromomethyl cyclohexyl ketone

: 205993-09-5
(3RS)-3-benzyloxycarbonylamino-2,3-dihydro-5-isopropyl-9-methyl-1H-1,4-benzodiazepin-2-one

: 205996-62-9
(3RS)-3-benzyloxycarbonylamino-1-cyclohexyl-carbonylmethyl-2,3-dihydro-5-isopropyl-9-methyl-1H-1,4-benzodiazepin-2-one

Conditions

Conditions	Yield
Stage #1: (3RS)-3-benzyloxycarbonylamino-2,3-dihydro-5-isopropyl-9-methyl-1H-1,4-benzodiazepin-2-one With sodium hydride In N,N-dimethyl-formamide at 0 - 20℃; for 4h; deprotonation; Stage #2: Bromomethyl cyclohexyl ketone In N,N-dimethyl-formamide at 20℃; for 5.5h; Alkylation;	66.4%

Ethanone,2-bromo-1-cyclohexyl- Specification

The Ethanone,2-bromo-1-cyclohexyl-, with the CAS registry number 56077-28-2, has the IUPAC name of 2-bromo-1-cyclohexylethanone. It is a kind of organics, and should be stored in the dry and cool environment. And the molecular formula of the chemical is C₈H₁₃BrO.

The characteristics of Ethanone,2-bromo-1-cyclohexyl- are as followings: (1)XLogP3-AA 2.8 ; (2)H-Bond Donor 0 ; (3)H-Bond Acceptor 1 ; (4)Rotatable Bond Count 2 ; (5)Tautomer Count 3; (6)Exact Mass 204.014978; (7)MonoIsotopic Mass 204.014978; (8)Topological Polar Surface Area 17.1; (9)Heavy Atom Count 10; (10)Formal Charge 0; (11)Complexity 116; (12)Isotope Atom Count 0; (13)Defined Atom StereoCenter Count 0; (14)Undefined Atom StereoCenter Count 0; (15)Defined Bond StereoCenter Count 0; (16)Undefined Bond StereoCenter Count 0; (17)Covalently-Bonded Unit Count 1; (18)Feature 3D Acceptor Count 1; (19)Feature 3D Hydrophobe Count 1; (20)Feature 3D Ring Count 1.

Addtionally, the following datas could be converted into the molecular structure:
(1)SMILES: C1CCC(CC1)C(=O)CBr
(2)InChI: InChI=1S/C8H13BrO/c9-6-8(10)7-4-2-1-3-5-7/h7H,1-6H2
(3)InChIKey: ADLIDZNESKOPIP-UHFFFAOYSA-N

Product Name

Ethanone, 2-bromo-1-cyclohexyl- (9CI)

Synthetic route

Ethanone,2-bromo-1-cyclohexyl- Specification

Related Products

Hot Products