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Basic Information
CAS No.: 103-78-6
Name: CYCLOHEXYLACETONE
Article Data: 58
Molecular Structure:
Molecular Structure of 103-78-6 (CYCLOHEXYLACETONE)
Formula: C9H16O
Molecular Weight: 140.225
Synonyms: Cyclohexylacetone;NSC 15332;2-Propanone,cyclohexyl- (6CI,7CI);1-Cyclohexyl-2-propanone;Acetonylcyclohexane;Cyclohexyl-2-propanone;1-Cyclohexylpropan-2-one;
EINECS: 203-143-9
Density: 0.889 g/cm3
Melting Point: 116℃
Boiling Point: 188.1 °C at 760 mmHg
Flash Point: 65.3 °C
Appearance: Liquid
Hazard Symbols: T
Risk Codes: 25-36-52
Safety: 24/25
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
at 130℃; for 2.5h;A 55%
B n/a
C n/a
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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: 16.51×10-24 cm3; (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