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Ethanone,2-bromo-1-cyclohexyl-

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Name

Ethanone,2-bromo-1-cyclohexyl-

EINECS N/A
CAS No. 56077-28-2 Density 1.359g/cm3
PSA 17.07000 LogP 2.53070
Solubility N/A 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 N/A Appearance N/A
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 56077-28-2 (Ethanone, 2-bromo-1-cyclohexyl- (9CI)) Hazard Symbols N/A
Synonyms

Ketone,bromomethyl cyclohexyl (6CI,7CI);(Bromoacetyl)cyclohexane;1-Bromo-2-cyclohexylethan-2-one;2-Bromo-1-cyclohexylethanone;Bromomethylcyclohexyl ketone;Cyclohexyl bromomethyl ketone;

Article Data 47

Ethanone,2-bromo-1-cyclohexyl- Synthetic route

823-76-7

Cyclohexyl methyl ketone

56077-28-2

Bromomethyl cyclohexyl ketone

Conditions
ConditionsYield
With bromine100%
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
2719-27-9

cyclohexanylcarbonyl chloride

56077-28-2

Bromomethyl cyclohexyl ketone

Conditions
ConditionsYield
(i) Et2O, (ii) HBr; Multistep reaction;
cyclohexylbromoacetylene

cyclohexylbromoacetylene

56077-28-2

Bromomethyl cyclohexyl ketone

Conditions
ConditionsYield
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

98-89-5

Cyclohexanecarboxylic acid

56077-28-2

Bromomethyl cyclohexyl ketone

Conditions
ConditionsYield
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

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

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