2-Propanone,1-cyclohexyl- supplier

Name
CYCLOHEXYLACETONE
EINECS 203-143-9
CAS No. 103-78-6
Article Data58
CAS DataBase
Density 0.889 g/cm³
Solubility
Melting Point 116℃
Formula C₉H₁₆O
Boiling Point 188.1 °C at 760 mmHg
Molecular Weight 140.225
Flash Point 65.3 °C
Transport Information
Appearance Liquid
Safety 24/25
Risk Codes 25-36-52
Molecular Structure
Hazard Symbols T
Synonyms Cyclohexylacetone;NSC 15332;2-Propanone,cyclohexyl- (6CI,7CI);1-Cyclohexyl-2-propanone;Acetonylcyclohexane;Cyclohexyl-2-propanone;1-Cyclohexylpropan-2-one;
PSA 17.07000
LogP 2.54580

Synthetic route

: 104543-13-7
1-cyclohexyl-2-nitro-2(pyridine-2-thiyl)-propane

: 103-78-6
4-cyclohexyl-butan-2-one

Conditions

Conditions	Yield
With titanium(III) chloride In tetrahydrofuran; water Ambient temperature;	100%

: 17715-00-3
prop-2-ynylcyclohexane

: 103-78-6
4-cyclohexyl-butan-2-one

Conditions

Conditions	Yield
With hexafluoroantimonic acid; AuOH(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene); water at 120℃; for 24h;	94%

: 103-79-7
1-phenyl-acetone

: 103-78-6
4-cyclohexyl-butan-2-one

Conditions

Conditions	Yield
With hydrogen In tetrahydrofuran at 24.84℃; under 30003 Torr; chemoselective reaction;	92%
With hydrogen; K5PPdW11O39/C In various solvent(s) at 200℃; under 22502.3 Torr; for 4h;	100 % Chromat.

: 105763-14-2
2-((E)-2-Cyclohexyl-1-methyl-vinyl)-[1,3,2]dioxaborinane

: 103-78-6
4-cyclohexyl-butan-2-one

Conditions

Conditions	Yield
With sodium hydroxide; dihydrogen peroxide In tetrahydrofuran for 2h; Ambient temperature;	86%

: 2114-42-3
allylcyclohexane

: 103-78-6
4-cyclohexyl-butan-2-one

Conditions

Conditions	Yield
With tetrakis(acetonitrile)palladium(II) tetrafluoroborate; [bis(acetoxy)iodo]benzene; water; nitrobenzene; p-benzoquinone In dimethyl sulfoxide at 35℃; for 48h; Wacker Oxidation; Sealed tube; Darkness;	85%
With oxygen; copper(l) chloride; palladium dichloride In water; N,N-dimethyl-formamide at 55℃; under 760.051 Torr; for 24h; Wacker Oxidation; regioselective reaction;	68%

: 5292-21-7
Cyclohexylacetic acid

: 917-54-4
methyllithium

: 103-78-6
4-cyclohexyl-butan-2-one

Conditions

Conditions	Yield
Stage #1: methyllithium With copper(l) cyanide In diethyl ether at 0℃; for 0.0833333h; Inert atmosphere; Stage #2: Cyclohexylacetic acid In diethyl ether at 0 - 20℃; for 15h; Inert atmosphere;	81%
In diethyl ether

: 110-82-7
cyclohexane

: 65700-06-3
percarbonate de O,O-tert-butyle et O-isopropyle

: 103-78-6
4-cyclohexyl-butan-2-one

Conditions

Conditions	Yield
With tert-butyl peroxyacetate at 95℃; for 16h;	72%

: 2114-42-3
allylcyclohexane

A: 103-78-6
4-cyclohexyl-butan-2-one

B: 4361-28-8
3-cyclohexylpropanal

Conditions

Conditions	Yield
With bis(benzonitrile)palladium(II) dichloride; silver(I) nitrite; copper(II) choride dihydrate; nitromethane; oxygen; tert-butyl alcohol at 20℃; under 760.051 Torr; for 6h; Wacker Oxidation; Overall yield = 75 %;	A n/a B 60%
With ethanol; iodine; mercury(II) oxide Erwaermen mit alkoh. Kalilauge und verd. Schwefelsaeure;
With diethyl ether; iodine; mercury(II) oxide Behandeln mit Silbernitrat in Aether;
With methanol; iodine; mercury(II) oxide Erwaermen mit alkoh. Kalilauge und verd. Schwefelsaeure;

: 67-64-1
acetone

: 110-83-8
cyclohexene

: 103-78-6
4-cyclohexyl-butan-2-one

Conditions

Conditions	Yield
With potassium permanganate; potassium acetate; manganese(II) acetate; acetic acid at 70℃; addition of KMnO4, 4-10 h;	56%
With sodium persulfate; silver nitrate In water for 8h; Heating;	40%
In water at 40℃; for 6h; Photoirradiation; Inert atmosphere;	43 %Chromat.
With potassium acetate; manganese(II) acetate; acetic anhydride; lead dioxide; acetic acid at 70℃; for 6h;	5.9 g

: 110-82-7
cyclohexane

: 65700-06-3
percarbonate de O,O-tert-butyle et O-isopropyle

A: 103-78-6
4-cyclohexyl-butan-2-one

B: 92-51-3
cyclohexylcyclohexane

C: 110-13-4
2,5-hexanedione

Conditions

Conditions	Yield
at 130℃; for 2.5h;	A 55% B n/a C n/a

...Expand

: 110-82-7
cyclohexane

: 65700-06-3
percarbonate de O,O-tert-butyle et O-isopropyle

A: 103-78-6
4-cyclohexyl-butan-2-one

B: 92-51-3
cyclohexylcyclohexane

C: 110-13-4
2,5-hexanedione

D: 75-65-0
tert-butyl alcohol

Conditions

Conditions	Yield
at 130℃; for 2.5h; Further byproducts given;	A 55% B n/a C n/a D n/a

...Expand

: 1-(1-phenylethyl)-2-methyleneaziridine

c-C6H11MgX: c-C6H11MgX

: 103-78-6
4-cyclohexyl-butan-2-one

Conditions

Conditions	Yield
Stage #1: N-(1-Phenylethyl)-2-methyleneaziridine; c-C6H11MgX With copper(l) iodide; boron trifluoride diethyl etherate In tetrahydrofuran at -30 - 0℃; Ring cleavage; Stage #2: In tetrahydrofuran Hydrolysis; Further stages.;	50%

: 931-51-1
cyclohexylmagnesiumchloride

: 1-(1-phenylethyl)-2-methyleneaziridine

: 103-78-6
4-cyclohexyl-butan-2-one

Conditions

Conditions	Yield
With copper(l) iodide; boron trifluoride diethyl etherate In tetrahydrofuran at -30 - 0℃; for 1h;	49%

: 3-cyclohexyl-2-methyl-1-nitro-2-propanol

A: (R)-3-cyclohexyl-2-methyl-1-nitro-2-propanol

B: 103-78-6
4-cyclohexyl-butan-2-one

Conditions

Conditions	Yield
With (S)-La-Li3-(binaphthoxide)3; C42H36LaLi3O12 In tetrahydrofuran at -20℃; for 15h; Retro-nitroaldol reaction; optical yield given as %ee; enantioselective reaction;	A 40% B n/a

: 5664-17-5
cyclohexylallene

A: (E)-1,6-Dicyclohexyl-hex-5-en-2-one

B: 103-78-6
4-cyclohexyl-butan-2-one

Conditions

Conditions	Yield
With carbon monoxide; trifluoroacetic acid; dodecacarbonyl-triangulo-triruthenium In water; isopropyl alcohol at 120℃; under 760 Torr; for 12h;	A 17% B 8%

: 768-50-3
1-cyclohexenylacetone

: 103-78-6
4-cyclohexyl-butan-2-one

Conditions

Conditions	Yield
With hydrogen; palladium

: 626-62-0
1-iodocyclohexane

: 1007476-32-5
sodium ethyl acetylacetate enolate

: 103-78-6
4-cyclohexyl-butan-2-one

Conditions

Conditions	Yield
With ethanol

: 626-62-0
1-iodocyclohexane

: 1007476-32-5
sodium ethyl acetylacetate enolate

A: 103-78-6
4-cyclohexyl-butan-2-one

B: 10547-56-5
ethyl 2-cyclohexylacetoacetate

C: 110-83-8
cyclohexene

...Expand

: 4435-14-7
2-cyclohexylacetonitrile

: 103-78-6
4-cyclohexyl-butan-2-one

Conditions

Conditions	Yield
With methyl magnesium iodide

: 76019-86-8
1-cyclohexyl-2-propanol

: 103-78-6
4-cyclohexyl-butan-2-one

Conditions

Conditions	Yield
With chromic acid

: 108-94-1
cyclohexanone

: 67-63-0
isopropyl alcohol

: 103-78-6
4-cyclohexyl-butan-2-one

Conditions

Conditions	Yield
With aluminium oxide-zinc oxide-copper (II)-oxide contact at 350℃; under 15445.7 Torr;

: 917-64-6
methyl magnesium iodide

: 23860-35-7
cyclohexylacetic acid chloride

: 103-78-6
4-cyclohexyl-butan-2-one

Conditions

Conditions	Yield
at -10℃;

: 10547-56-5
ethyl 2-cyclohexylacetoacetate

: 103-78-6
4-cyclohexyl-butan-2-one

Conditions

Conditions	Yield
at 525℃;

: 26562-24-3
3-bromo-2-methoxypropene

: 626-62-0
1-iodocyclohexane

: 103-78-6
4-cyclohexyl-butan-2-one

Conditions

Conditions	Yield
(i) Ni(CO)4, (ii) /BRN= 1900797/; Multistep reaction;

: 18736-95-3
1-cyclohexylpropyne

: 103-78-6
4-cyclohexyl-butan-2-one

Conditions

Conditions	Yield
(i) dicyclohexylborane, THF, (ii) aq. H2O2, aq. NaOH; Multistep reaction;

: 67894-88-6
2-chloro-3-cyclohexylprop-1-ene

: 103-78-6
4-cyclohexyl-butan-2-one

Conditions

Conditions	Yield
With mercury(II) diacetate In trifluoroacetic acid

: 78-95-5
chloroacetone

: 110-83-8
cyclohexene

: 103-78-6
4-cyclohexyl-butan-2-one

Conditions

Conditions	Yield
Irradiation;

: 61668-34-6
((Z)-2-Bromo-1-methyl-vinyloxy)-trimethyl-silane

: 931-50-0
cyclohexylmagnesium bromide

: 103-78-6
4-cyclohexyl-butan-2-one

Conditions

Conditions	Yield
(i) Ni catalyst, (ii) aq. HCl; Multistep reaction;

: 110-82-7
cyclohexane

: 65700-06-3
percarbonate de O,O-tert-butyle et O-isopropyle

A: 103-78-6
4-cyclohexyl-butan-2-one

B: 92-51-3
cyclohexylcyclohexane

C: 110-13-4
2,5-hexanedione

D: 67-64-1
acetone

E: 75-65-0
tert-butyl alcohol

Conditions

Conditions	Yield
at 130℃; for 2.5h; Product distribution; Mechanism; variation of time and temperature;

...Expand

: 103-78-6
4-cyclohexyl-butan-2-one

: 152757-52-3
1-bromo-3-cyclohexyl-2-propanone

Conditions

Conditions	Yield
With bromine In methanol at 15℃;	98%
With water; bromine In methanol at 15 - 20℃;	78%
With bromine In methanol at 15℃; Cooling with ice;

: 103-78-6
4-cyclohexyl-butan-2-one

: 76019-86-8
1-cyclohexyl-2-propanol

Conditions

Conditions	Yield
Stage #1: 4-cyclohexyl-butan-2-one With n-butyllithium; 1-(2-hydroxyethyl)-3-methyl-1H-imidazol-3-ium trifluoromethanesulfonate; iron(II) acetate In tetrahydrofuran at 65℃; for 3h; Inert atmosphere; Stage #2: With water; sodium hydroxide In tetrahydrofuran; methanol at 20℃; for 2h; Inert atmosphere;	85%
With methanol; sodium tetrahydroborate at 0 - 20℃; for 2.25h;	79%
Stage #1: 4-cyclohexyl-butan-2-one With n-butyllithium; iron(II) acetate; 1,3-bis[2,6-diisopropylphenyl]imidazolium chloride In tetrahydrofuran; hexane at 65℃; Inert atmosphere; Stage #2: With sodium hydroxide In tetrahydrofuran; methanol; hexane; water at 20℃; for 3h; Inert atmosphere;	66%

: 103-78-6
4-cyclohexyl-butan-2-one

: 766-05-2
cyclohexane carbonitrile

Conditions

Conditions	Yield
With aluminum (III) chloride; sodium nitrite In N,N-dimethyl-formamide at 100℃; for 5h; Schlenk technique;	77%

: 103-78-6
4-cyclohexyl-butan-2-one

: 18107-18-1
diazomethyl-trimethyl-silane

: 1266614-73-6
C14H26Si

Conditions

Conditions	Yield
Stage #1: diazomethyl-trimethyl-silane With n-butyllithium In tetrahydrofuran; diethyl ether; hexane at -78℃; for 0.5h; Inert atmosphere; Stage #2: 4-cyclohexyl-butan-2-one In tetrahydrofuran; diethyl ether; hexane at -78 - 20℃; for 4h; Inert atmosphere; regioselective reaction;	61%

: 103-78-6
4-cyclohexyl-butan-2-one

: 95-92-1
oxalic acid diethyl ester

: 1561966-01-5
ethyl α,γ-dioxo-cyclohexanepentanoate

Conditions

Conditions	Yield
With sodium hydride In ethanol at 20℃; for 5.25h; Cooling with ice;	59%

: 103-78-6
4-cyclohexyl-butan-2-one

: 95-92-1
oxalic acid diethyl ester

: 64127-44-2
4-Cyclohexylacetessigsaeure-ethylester

Conditions

Conditions	Yield
With sodium ethanolate In ethanol at 0 - 20℃; Inert atmosphere;	57%

: 103-78-6
4-cyclohexyl-butan-2-one

: diethyl 2-acetamido-2-(2-(aminomethyl)benzyl)malonate

: diethyl 2-acetamido-2-(2-(((1-cyclohexylpropan-2-yl)amino)methyl)benzyl)malonate

Conditions

Conditions	Yield
Stage #1: 4-cyclohexyl-butan-2-one; diethyl 2-acetamido-2-(2-(aminomethyl)benzyl)malonate In methanol at 100℃; for 2h; Stage #2: With methanol; sodium tetrahydroborate at 60℃; for 6h;	57%

: 103-78-6
4-cyclohexyl-butan-2-one

: (2-(cyclohexyloxy)phenyl)methanamine

: 1-cyclohexyl-N-(2-(cyclohexyloxy)benzyl)propan-2-amine

Conditions

Conditions	Yield
Stage #1: 4-cyclohexyl-butan-2-one; (2-(cyclohexyloxy)phenyl)methanamine In methanol at 100℃; for 2h; Stage #2: With methanol; sodium tetrahydroborate at 60℃; for 6h;	51%

: 103-78-6
4-cyclohexyl-butan-2-one

: (2-(aminomethyl)phenyl)methanesulfonamide

: (2-(((1-cyclohexylpropan-2-yl)amino)methyl)phenyl)methanesulfonamide

Conditions

Conditions	Yield
Stage #1: 4-cyclohexyl-butan-2-one; (2-(aminomethyl)phenyl)methanesulfonamide In methanol at 100℃; for 2h; Stage #2: With methanol; sodium tetrahydroborate at 60℃; for 6h;	51%

: 103-78-6
4-cyclohexyl-butan-2-one

: (2-((methylsulfonyl)methyl)phenyl)methanamine

: 1-cyclohexyl-N-(2-((methylsulfonyl)methyl)benzyl)propan-2-amine

Conditions

Conditions	Yield
Stage #1: 4-cyclohexyl-butan-2-one; (2-((methylsulfonyl)methyl)phenyl)methanamine In methanol at 100℃; for 2h; Stage #2: With methanol; sodium tetrahydroborate at 60℃; for 6h;	49%

: 103-78-6
4-cyclohexyl-butan-2-one

: methyl (1r,3r)-3-(((2-(aminomethyl)phenyl)methyl)sulfonamido)cyclobutane-1-carboxylate

: methyl (1r,3r)-3-(((2-(((1-cyclohexylpropan-2-yl)amino)methyl)phenyl)methyl)sulfonamido)cyclobutane-1-carboxylate

Conditions

Conditions	Yield
Stage #1: 4-cyclohexyl-butan-2-one; methyl (1r,3r)-3-(((2-(aminomethyl)phenyl)methyl)sulfonamido)cyclobutane-1-carboxylate In methanol at 100℃; for 3h; Stage #2: With methanol; sodium tetrahydroborate at 60℃; for 7h;	44%

: 103-78-6
4-cyclohexyl-butan-2-one

: (2-((3-methoxybenzyl)oxy)phenyl)methanamine

: 1-cyclohexyl-N-(2-((3-methoxybenzyl)oxy)benzyl)propan-2-amine

Conditions

Conditions	Yield
Stage #1: 4-cyclohexyl-butan-2-one; (2-((3-methoxybenzyl)oxy)phenyl)methanamine In methanol at 100℃; for 2h; Stage #2: With methanol; sodium tetrahydroborate at 60℃; for 6h;	44%

: 103-78-6
4-cyclohexyl-butan-2-one

: 1-(2-(aminomethyl)phenyl)-N-(1-methylpiperidin-4-yl)methanesulfonamide

: 1-(2-(((1-cyclohexylpropan-2-yl)amino)methyl)phenyl)-N-(1-methylpiperidin-4-yl)methanesulfonamide

Conditions

Conditions	Yield
Stage #1: 4-cyclohexyl-butan-2-one; 1-(2-(aminomethyl)phenyl)-N-(1-methylpiperidin-4-yl)methanesulfonamide In methanol at 100℃; for 3h; Stage #2: With methanol; sodium tetrahydroborate at 60℃; for 7h;	42%

: 103-78-6
4-cyclohexyl-butan-2-one

: (2-((3-methylcyclohexyl)oxy)phenyl)methanamine

: 1-cyclohexyl-N-(2-((3-methylcyclohexyl)oxy)benzyl)propan-2-amine

Conditions

Conditions	Yield
Stage #1: 4-cyclohexyl-butan-2-one; (2-((3-methylcyclohexyl)oxy)phenyl)methanamine In methanol at 100℃; for 2h; Stage #2: With methanol; sodium tetrahydroborate at 60℃; for 6h;	41%

: 103-78-6
4-cyclohexyl-butan-2-one

: methyl (1s,3s)-3-(((2-(aminomethyl)phenyl)methyl)sulfonamido)cyclobutane-1-carboxylate

: methyl (1s,3s)-3-(((2-(((1-cyclohexylpropan-2-yl)amino)methyl)phenyl)methyl)sulfonamido)cyclobutane-1-carboxylate

Conditions

Conditions	Yield
Stage #1: 4-cyclohexyl-butan-2-one; methyl (1s,3s)-3-(((2-(aminomethyl)phenyl)methyl)sulfonamido)cyclobutane-1-carboxylate In methanol at 100℃; for 3h; Stage #2: With methanol; sodium tetrahydroborate at 60℃; for 7h;	41%

2-Propanone,1-cyclohexyl- Specification

The 2-Propanone,1-cyclohexyl-, with the CAS registry number 103-78-6, is also known as Cyclohexylacetone. Its EINECS number is 203-143-9. This chemical's molecular formula is C₉H₁₆O and molecular weight is 140.22. What's more, its systematic name is 1-Cyclohexylpropan-2-one. The product should be sealed and stored in containers which are placed in cool, ventilated and dry places. It should not be mixed stored with oxidizers. What's more, it should be protected from strong oxidizers, heat and fire. Besides, the workplace should be equipped with corresponding fire equipments. The storage areas shall be equipped with emergency treatment equipments and appropriate asylum materials. When using it, you need avoid contact with skin and eyes.

Physical properties of 2-Propanone,1-cyclohexyl- are: (1)ACD/LogP: 2.43; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.43; (4)ACD/LogD (pH 7.4): 2.43; (5)ACD/BCF (pH 5.5): 41.64; (6)ACD/BCF (pH 7.4): 41.64; (7)ACD/KOC (pH 5.5): 502.22; (8)ACD/KOC (pH 7.4): 502.22; (9)#H bond acceptors: 1; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 17.07 Å²; (13)Index of Refraction: 1.441; (14)Molar Refractivity: 41.65 cm³; (15)Molar Volume: 157.6 cm³; (16)Polarizability: 16.51×10^-24cm³; (17)Surface Tension: 30 dyne/cm; (18)Density: 0.889 g/cm³; (19)Flash Point: 65.3 °C; (20)Enthalpy of Vaporization: 42.43 kJ/mol; (21)Boiling Point: 188.1 °C at 760 mmHg; (22)Vapour Pressure: 0.609 mmHg at 25°C.

Preparation: this chemical can be prepared by 2-(2-cyclohexyl-1-methyl-1-nitro-ethylsulfanyl)-pyridine at the ambient temperature. This reaction will need reagent TiCl₃ and solvent tetrahydrofuran. The yield is about 100%.

2-Propanone,1-cyclohexyl- can be prepared by 2-(2-cyclohexyl-1-methyl-1-nitro-ethylsulfanyl)-pyridine at the ambient temperature

Uses of 2-Propanone,1-cyclohexyl-: it can be used to produce 1-bromo-3-cyclohexyl-propan-2-one at the temperature of 15-20 °C. It will need reagents Br₂, H₂O and solvent methanol. The yield is about 78%.

2-Propanone,1-cyclohexyl- can be used to produce 1-bromo-3-cyclohexyl-propan-2-one at the temperature of 15-20 °C

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: CC(=O)CC1CCCCC1
(2)InChI: InChI=1S/C9H16O/c1-8(10)7-9-5-3-2-4-6-9/h9H,2-7H2,1H3
(3)InChIKey: UHBZEAPZATVYKV-UHFFFAOYSA-N

Product Name

CYCLOHEXYLACETONE

Synthetic route

2-Propanone,1-cyclohexyl- Specification

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