Product Name

  • Name

    4-Acetyl-1-methyl-1-cyclohexene

  • EINECS
  • CAS No. 6090-09-1
  • Article Data97
  • CAS DataBase
  • Density 0.928 g/cm3
  • Solubility
  • Melting Point
  • Formula C9H14O
  • Boiling Point 189.499 °C at 760 mmHg
  • Molecular Weight 138.21
  • Flash Point 76.667 °C
  • Transport Information
  • Appearance
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 6090-09-1 (4-Acetyl-1-methyl-1-cyclohexene)
  • Hazard Symbols
  • Synonyms Ethanone, 1-(4-methyl-3-cyclohexen-1-yl)-;
  • PSA 17.07000
  • LogP 2.32180

Synthetic route

methyl vinyl ketone
78-94-4

methyl vinyl ketone

isoprene
78-79-5

isoprene

A

5-acetyl-1-methylcyclohexene
41723-53-9

5-acetyl-1-methylcyclohexene

B

(+-)-4-acetyl-1-methylcyclohexene
6090-09-1

(+-)-4-acetyl-1-methylcyclohexene

Conditions
ConditionsYield
With zeolite ZSM-5 In dichloromethane Heating;A 2%
B 98%
scandium tris(trifluoromethanesulfonate) In dichloromethane at 0℃; for 13h;A 6.7%
B 91%
With tin (IV) chloride pentahydrate In benzene at 21℃; for 1h; Inert atmosphere;A n/a
B 10%
methyl vinyl ketone
78-94-4

methyl vinyl ketone

isoprene
78-79-5

isoprene

(+-)-4-acetyl-1-methylcyclohexene
6090-09-1

(+-)-4-acetyl-1-methylcyclohexene

Conditions
ConditionsYield
With C36H47AlClN2O(1+)*C24H12BCl8(1-) In dichloromethane at 20℃; for 12h; Reagent/catalyst; Schlenk technique;97%
With tris(pentafluoroethyl)difluorophosphorane In dichloromethane at 0 - 25℃; for 21h; Catalytic behavior; Kinetics; Mechanism; Temperature; Time; Diels-Alder Cycloaddition;93%
With methyltrioxorhenium(VII) In chloroform for 18h; Ambient temperature;90%
1-(4-methyl-3-cyclohexen-1-yl)ethanol
55511-67-6

1-(4-methyl-3-cyclohexen-1-yl)ethanol

(+-)-4-acetyl-1-methylcyclohexene
6090-09-1

(+-)-4-acetyl-1-methylcyclohexene

Conditions
ConditionsYield
With pyridinium chlorochromate In dichloromethane at 0 - 20℃; for 2h;93%
(2RS,3SR) 3-diphenylphosphinoyl-2-(4-methylcyclohex-3-enyl)-6-methylhept-5-en-2-ol

(2RS,3SR) 3-diphenylphosphinoyl-2-(4-methylcyclohex-3-enyl)-6-methylhept-5-en-2-ol

A

(Z)-α-bisabolene
29837-07-8

(Z)-α-bisabolene

B

(+-)-4-acetyl-1-methylcyclohexene
6090-09-1

(+-)-4-acetyl-1-methylcyclohexene

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide at 70℃; for 1h;A 90.7%
B n/a
threo-3-diphenylphosphinoyl-2-(4-methylcyclohex-3-enyl)-6-methylhept-5-en-2-ol

threo-3-diphenylphosphinoyl-2-(4-methylcyclohex-3-enyl)-6-methylhept-5-en-2-ol

A

(E)‐α‐bisabolene
25532-79-0

(E)‐α‐bisabolene

B

(+-)-4-acetyl-1-methylcyclohexene
6090-09-1

(+-)-4-acetyl-1-methylcyclohexene

Conditions
ConditionsYield
With potassium hydroxide In dimethyl sulfoxide at 50℃; for 1h;A 83.3%
B n/a
1-(c-4'-hydroxy-4'-methyl-r-1'-cyclohexyl)ethanone
61187-22-2

1-(c-4'-hydroxy-4'-methyl-r-1'-cyclohexyl)ethanone

(+-)-4-acetyl-1-methylcyclohexene
6090-09-1

(+-)-4-acetyl-1-methylcyclohexene

Conditions
ConditionsYield
With iodine In toluene for 0.25h; Heating;81%
C9H15O(1+)*F6Sb(1-)
43103-57-7

C9H15O(1+)*F6Sb(1-)

A

methyl-4 cyclohexenyl-1 methyle cetone
22273-97-8

methyl-4 cyclohexenyl-1 methyle cetone

B

1-(4-methyl-cyclohex-2-enyl)-ethanone
19876-42-7

1-(4-methyl-cyclohex-2-enyl)-ethanone

C

(+-)-4-acetyl-1-methylcyclohexene
6090-09-1

(+-)-4-acetyl-1-methylcyclohexene

Conditions
ConditionsYield
at 40℃; for 1h; Yields of byproduct given. Title compound not separated from byproducts;A n/a
B n/a
C 70%
methyl vinyl ketone
78-94-4

methyl vinyl ketone

isoprene
78-79-5

isoprene

A

3-acetyl-1-methylcyclohexene
60048-68-2

3-acetyl-1-methylcyclohexene

B

(+-)-4-acetyl-1-methylcyclohexene
6090-09-1

(+-)-4-acetyl-1-methylcyclohexene

Conditions
ConditionsYield
at 20℃; for 0.666667h; deposition of a mixture of the substrates on the silica gel; reaction with acroleine; acceleration of a Diels-Alder reaction under adsorption conditions;A n/a
B 70%
With tin(IV) chloride In benzene at 5 - 10℃; for 2h;
4-acetyl-1-trimethylsilylmethyl-1-cyclohexene
74043-09-7

4-acetyl-1-trimethylsilylmethyl-1-cyclohexene

A

1-(4-Methylenecyclohexyl)ethanone
17023-58-4

1-(4-Methylenecyclohexyl)ethanone

B

(+-)-4-acetyl-1-methylcyclohexene
6090-09-1

(+-)-4-acetyl-1-methylcyclohexene

Conditions
ConditionsYield
With potassium fluoride In dimethyl sulfoxide at 120℃; for 12h;A 10%
B 62%
With potassium fluoride In dimethyl sulfoxide at 120℃; for 12h; Yield given;
With potassium fluoride In dimethyl sulfoxide at 120℃; for 12h; Mechanism; Product distribution; Method for preparation of exo-methylenecyclohexanes and cyclohexenes.;
1-acetyl-2-methyl-2-vinylcyclobutane
131510-64-0

1-acetyl-2-methyl-2-vinylcyclobutane

(+-)-4-acetyl-1-methylcyclohexene
6090-09-1

(+-)-4-acetyl-1-methylcyclohexene

Conditions
ConditionsYield
ethylaluminum dichloride In dichloromethane at 0℃; for 0.5h;51%
α-4-dimethyl-3-cyclohexene-1-acetaldehyde
29548-14-9

α-4-dimethyl-3-cyclohexene-1-acetaldehyde

A

(+-)-4-acetyl-1-methylcyclohexene
6090-09-1

(+-)-4-acetyl-1-methylcyclohexene

B

1-(4-methyl-3-cyclohexen-1-yl)ethanol
55511-67-6

1-(4-methyl-3-cyclohexen-1-yl)ethanol

Conditions
ConditionsYield
With dihydrogen peroxide; potassium hydroxide In water; dimethyl sulfoxide; isopropyl alcohol at 20 - 80℃; for 3.5h;A 12%
B 46%
p-menthane-2,8,9-triol

p-menthane-2,8,9-triol

(+-)-4-acetyl-1-methylcyclohexene
6090-09-1

(+-)-4-acetyl-1-methylcyclohexene

Conditions
ConditionsYield
With chromium(VI) oxide; sulfuric acid 1-methyl-4-acetyl-cyclohexen-(1) of unknown optical behaviour;
p-menthane-1,8,9-triol
85734-09-4

p-menthane-1,8,9-triol

(+-)-4-acetyl-1-methylcyclohexene
6090-09-1

(+-)-4-acetyl-1-methylcyclohexene

Conditions
ConditionsYield
With chromium(VI) oxide; sulfuric acid optically inactive 1-methyl-4-acetyl-cyclohexene-(1);
p-menthane-1,8,9-triol
85734-09-4

p-menthane-1,8,9-triol

A

1-(4-hydroxy-4-methylcyclohexyl)ethan-1-one
5034-20-8

1-(4-hydroxy-4-methylcyclohexyl)ethan-1-one

B

(+-)-4-acetyl-1-methylcyclohexene
6090-09-1

(+-)-4-acetyl-1-methylcyclohexene

Conditions
ConditionsYield
With sulfate of CrO3
1-(4-hydroxy-4-methyl-cyclohexyl)-ethanone semicarbazone
103985-21-3

1-(4-hydroxy-4-methyl-cyclohexyl)-ethanone semicarbazone

(+-)-4-acetyl-1-methylcyclohexene
6090-09-1

(+-)-4-acetyl-1-methylcyclohexene

Conditions
ConditionsYield
With oxalic acid isomer(ic) mixture;
3-buten-1-yne
689-97-4

3-buten-1-yne

isoprene
78-79-5

isoprene

(+-)-4-acetyl-1-methylcyclohexene
6090-09-1

(+-)-4-acetyl-1-methylcyclohexene

Conditions
ConditionsYield
With sulfuric acid; mercury(II) oxide at 45℃; isomer(ic) mixture;
(R)-2-methyl-2-(4-methylcyclohex-3-en-1-yl)-1,3-dioxolane
6090-08-0

(R)-2-methyl-2-(4-methylcyclohex-3-en-1-yl)-1,3-dioxolane

(+-)-4-acetyl-1-methylcyclohexene
6090-09-1

(+-)-4-acetyl-1-methylcyclohexene

Conditions
ConditionsYield
With hydrogenchloride In acetone
limonene.
138-86-3

limonene.

(+-)-4-acetyl-1-methylcyclohexene
6090-09-1

(+-)-4-acetyl-1-methylcyclohexene

Conditions
ConditionsYield
With oxygen; uranyl acetate In pyridine Irradiation;
Stage #1: limonene. With cis-[Ru(2,9-Me2phen)2(OH2)2](PF6)2 In acetonitrile at 55℃; for 0.5h;
Stage #2: With dihydrogen peroxide In acetonitrile for 8h;
Multi-step reaction with 3 steps
1.1: 9-bora-bicyclo[3.3.1]nonane / tetrahydrofuran / 3 h / 0 - 20 °C / Inert atmosphere
1.2: 2 h / 0 °C / Inert atmosphere
2.1: pyridinium chlorochromate / dichloromethane / 2 h / 0 - 20 °C
3.1: dihydrogen peroxide; potassium hydroxide / dimethyl sulfoxide; isopropyl alcohol; water / 3.5 h / 20 - 80 °C
View Scheme
Multi-step reaction with 4 steps
1.1: 9-bora-bicyclo[3.3.1]nonane / tetrahydrofuran / 3 h / 0 - 20 °C / Inert atmosphere
1.2: 2 h / 0 °C / Inert atmosphere
2.1: pyridinium chlorochromate / dichloromethane / 2 h / 0 - 20 °C
3.1: dihydrogen peroxide; potassium hydroxide / dimethyl sulfoxide; isopropyl alcohol; water / 3.5 h / 20 - 80 °C
4.1: pyridinium chlorochromate / dichloromethane / 2 h / 0 - 20 °C
View Scheme
4-oxocyclohexanecarboxylic acid
874-61-3

4-oxocyclohexanecarboxylic acid

methyl iodide
74-88-4

methyl iodide

(+-)-4-acetyl-1-methylcyclohexene
6090-09-1

(+-)-4-acetyl-1-methylcyclohexene

Conditions
ConditionsYield
(i) Li, Et2O, (ii) /BRN= 1635956/; Multistep reaction;
2-phenylsulfinylmethyl-1,3-butadiene
95684-40-5

2-phenylsulfinylmethyl-1,3-butadiene

methyl vinyl ketone
78-94-4

methyl vinyl ketone

A

5-acetyl-1-methylcyclohexene
41723-53-9

5-acetyl-1-methylcyclohexene

B

(+-)-4-acetyl-1-methylcyclohexene
6090-09-1

(+-)-4-acetyl-1-methylcyclohexene

Conditions
ConditionsYield
Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts;
methyl vinyl ketone
78-94-4

methyl vinyl ketone

isoprene
78-79-5

isoprene

A

(+-)-4-acetyl-1-methylcyclohexene
6090-09-1

(+-)-4-acetyl-1-methylcyclohexene

B

1-(5-methylcyclohex-3-enyl)ethanone
55169-94-3

1-(5-methylcyclohex-3-enyl)ethanone

Conditions
ConditionsYield
In toluene at 120℃; for 15h; Yield given;
1-<4-hydroxy-4-methyl-cyclohexyl>-ethanone-(1)

1-<4-hydroxy-4-methyl-cyclohexyl>-ethanone-(1)

(+-)-4-acetyl-1-methylcyclohexene
6090-09-1

(+-)-4-acetyl-1-methylcyclohexene

Conditions
ConditionsYield
With naphthalene-2-sulfonate at 160 - 180℃; isomer(ic) mixture;
methylmagnesium bromide
75-16-1

methylmagnesium bromide

(+-)-4-methyl-cyclohexene-(3)-carbonitrile-(1)

(+-)-4-methyl-cyclohexene-(3)-carbonitrile-(1)

(+-)-4-acetyl-1-methylcyclohexene
6090-09-1

(+-)-4-acetyl-1-methylcyclohexene

Conditions
ConditionsYield
With diethyl ether isomer(ic) mixture;
optically active p-menthanetriol-(2.8.9)

optically active p-menthanetriol-(2.8.9)

(+-)-4-acetyl-1-methylcyclohexene
6090-09-1

(+-)-4-acetyl-1-methylcyclohexene

Conditions
ConditionsYield
With chromium(VI) oxide; sulfuric acid 1-methyl-4-acetyl-cyclohexen-(1) of unknown optical behaviour;
sulfuric acid
7664-93-9

sulfuric acid

p-menthane-1,8,9-triol
85734-09-4

p-menthane-1,8,9-triol

chromic acid

chromic acid

A

(+-)-4-acetyl-1-methylcyclohexene
6090-09-1

(+-)-4-acetyl-1-methylcyclohexene

B

1-methyl-4-acetyl-cyclohexanol-(1)

1-methyl-4-acetyl-cyclohexanol-(1)

(+-)-2-chloro-1-<4-methyl-cyclohex-3-enyl>-ethanone

(+-)-2-chloro-1-<4-methyl-cyclohex-3-enyl>-ethanone

(+-)-4-acetyl-1-methylcyclohexene
6090-09-1

(+-)-4-acetyl-1-methylcyclohexene

Conditions
ConditionsYield
With acetic acid; zinc
(4-Methyl-3-pentenyl) diphenylphosphine oxide
86105-38-6

(4-Methyl-3-pentenyl) diphenylphosphine oxide

(+-)-4-acetyl-1-methylcyclohexene
6090-09-1

(+-)-4-acetyl-1-methylcyclohexene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 1.) butyllithium / 1.) hexane, THF, 0 deg C, 30 min; 2.) hexane, THF, -78 deg C; 3.) allowed to warm to r.t. during 2 h
2: sodium hydride / dimethylformamide / 1 h / 70 °C
View Scheme
Multi-step reaction with 2 steps
1: 1.) butyllithium / 1.) hexane, THF, 0 deg C, 30 min; 2.) hexane, THF, -78 deg C; 3.) allowed to warm to r.t. during 2 h
2: 85 percent potassium hydroxide / dimethylsulfoxide / 1 h / 50 °C
View Scheme
trimethyl(2-methylenebut-3-enyl)silane
70901-64-3

trimethyl(2-methylenebut-3-enyl)silane

(+-)-4-acetyl-1-methylcyclohexene
6090-09-1

(+-)-4-acetyl-1-methylcyclohexene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 64 percent / aluminium chloride / benzene / 3.5 h / 15 - 20 °C / without cat. at 80 deg C, 36 h
2: KF / dimethylsulfoxide / 12 h / 120 °C
View Scheme
1-acetyl-2-methylcyclobutene
67223-99-8

1-acetyl-2-methylcyclobutene

(+-)-4-acetyl-1-methylcyclohexene
6090-09-1

(+-)-4-acetyl-1-methylcyclohexene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 1) CuBr*Me2S / 1) THF, 40 min, -40 deg C or 30 min, -20 deg C 2) 280 min, -40 deg C
2: 51 percent / EtAlCl2 / CH2Cl2 / 0.5 h / 0 °C
View Scheme
(+-)-4-acetyl-1-methylcyclohexene
6090-09-1

(+-)-4-acetyl-1-methylcyclohexene

ortho-anisaldehyde
135-02-4

ortho-anisaldehyde

(E)-3-(2-methoxyphenyl)-1-(4-methylcyclohex-3-en-1-yl)prop-2-en-1-one

(E)-3-(2-methoxyphenyl)-1-(4-methylcyclohex-3-en-1-yl)prop-2-en-1-one

Conditions
ConditionsYield
With sodium hydroxide In ethanol; water at 20℃; for 4h; Claisen-Schmidt Condensation;98%
(+-)-4-acetyl-1-methylcyclohexene
6090-09-1

(+-)-4-acetyl-1-methylcyclohexene

methylmagnesium bromide
75-16-1

methylmagnesium bromide

terpineol
98-55-5

terpineol

Conditions
ConditionsYield
In diethyl ether for 0.5h; Ambient temperature;97%
With hydrogenchloride 1.) Et2O, 35 deg C, 2 h, 2.) methanol, r.t., 20 min; Yield given. Multistep reaction;
(+-)-4-acetyl-1-methylcyclohexene
6090-09-1

(+-)-4-acetyl-1-methylcyclohexene

1-(4-methyl-3-cyclohexen-1-yl)ethanol
55511-67-6

1-(4-methyl-3-cyclohexen-1-yl)ethanol

Conditions
ConditionsYield
With aluminium trichloride; diphenylstibane In tetrahydrofuran for 2h; Ambient temperature;96%
With ethanol; sodium
With C46H45ClN3O2PRu; sodium hydroxide In isopropyl alcohol at 90℃; for 24h; Reagent/catalyst; Glovebox;
(+-)-4-acetyl-1-methylcyclohexene
6090-09-1

(+-)-4-acetyl-1-methylcyclohexene

benzaldehyde
100-52-7

benzaldehyde

(E)-1-(4-methylcyclohex-3-en-1-yl)-3-phenylprop-2-en-1-one

(E)-1-(4-methylcyclohex-3-en-1-yl)-3-phenylprop-2-en-1-one

Conditions
ConditionsYield
With sodium hydroxide In ethanol; water at 20℃; for 2h; Reagent/catalyst; Claisen-Schmidt Condensation;96%
(+-)-4-acetyl-1-methylcyclohexene
6090-09-1

(+-)-4-acetyl-1-methylcyclohexene

4-methyl-benzaldehyde
104-87-0

4-methyl-benzaldehyde

(E)-1-(4-methylcyclohex-3-en-1-yl)-3-(p-tolyl)prop-2-en-1-one

(E)-1-(4-methylcyclohex-3-en-1-yl)-3-(p-tolyl)prop-2-en-1-one

Conditions
ConditionsYield
With sodium hydroxide In ethanol; water at 20℃; for 3h; Claisen-Schmidt Condensation;95%
(+-)-4-acetyl-1-methylcyclohexene
6090-09-1

(+-)-4-acetyl-1-methylcyclohexene

4-bromo-benzaldehyde
1122-91-4

4-bromo-benzaldehyde

(E)-3-(4-bromophenyl)-1-(4-methylcyclohex-3-en-1-yl)prop-2-en-1-one

(E)-3-(4-bromophenyl)-1-(4-methylcyclohex-3-en-1-yl)prop-2-en-1-one

Conditions
ConditionsYield
With sodium hydroxide In ethanol; water at 20℃; for 2h; Claisen-Schmidt Condensation;93%
(+-)-4-acetyl-1-methylcyclohexene
6090-09-1

(+-)-4-acetyl-1-methylcyclohexene

4-fluorobenzaldehyde
459-57-4

4-fluorobenzaldehyde

(E)-3-(4-fluorophenyl)-1-(4-methylcyclohex-3-en-1-yl)prop-2-en-1-one

(E)-3-(4-fluorophenyl)-1-(4-methylcyclohex-3-en-1-yl)prop-2-en-1-one

Conditions
ConditionsYield
With sodium hydroxide In ethanol; water at 20℃; for 3h; Claisen-Schmidt Condensation;92%
(+-)-4-acetyl-1-methylcyclohexene
6090-09-1

(+-)-4-acetyl-1-methylcyclohexene

3-nitro-benzaldehyde
99-61-6

3-nitro-benzaldehyde

(E)-1-(4-methylcyclohex-3-en-1-yl)-3-(3-nitrophenyl)prop-2-en-1-one

(E)-1-(4-methylcyclohex-3-en-1-yl)-3-(3-nitrophenyl)prop-2-en-1-one

Conditions
ConditionsYield
With sodium hydroxide In ethanol; water at 20℃; for 4h; Claisen-Schmidt Condensation;92%
(+-)-4-acetyl-1-methylcyclohexene
6090-09-1

(+-)-4-acetyl-1-methylcyclohexene

4-acetyl-1,2-epoxy-1-methylcyclohexane
148154-91-0

4-acetyl-1,2-epoxy-1-methylcyclohexane

Conditions
ConditionsYield
With 3-chloro-benzenecarboperoxoic acid In dichloromethane Ambient temperature;86%
(+-)-4-acetyl-1-methylcyclohexene
6090-09-1

(+-)-4-acetyl-1-methylcyclohexene

1-(4-methyl-3-cyclohexen-1-yl)-1-ethanone oxime
479683-06-2

1-(4-methyl-3-cyclohexen-1-yl)-1-ethanone oxime

Conditions
ConditionsYield
With hydroxylamine hydrochloride; sodium acetate In water; acetonitrile at 20℃; for 3h;86%
methyl magnesium iodide
917-64-6

methyl magnesium iodide

(+-)-4-acetyl-1-methylcyclohexene
6090-09-1

(+-)-4-acetyl-1-methylcyclohexene

terpineol
98-55-5

terpineol

Conditions
ConditionsYield
In diethyl ether for 0.25h; Ambient temperature;85%
With diethyl ether dl-α-terpineol;
(+-)-4-acetyl-1-methylcyclohexene
6090-09-1

(+-)-4-acetyl-1-methylcyclohexene

O-benzylhydoxylamine hydrochloride
2687-43-6

O-benzylhydoxylamine hydrochloride

1-(4-methylcyclohex-3-en-1-yl)ethanone O-benzyloxime

1-(4-methylcyclohex-3-en-1-yl)ethanone O-benzyloxime

Conditions
ConditionsYield
With sodium acetate In water; acetonitrile at 20℃; for 8h;82%
(+-)-4-acetyl-1-methylcyclohexene
6090-09-1

(+-)-4-acetyl-1-methylcyclohexene

4-acetyl-1-methylcyclohexane-1,2-diol

4-acetyl-1-methylcyclohexane-1,2-diol

Conditions
ConditionsYield
With ruthenium trichloride; sodium periodate In ethyl acetate; acetonitrile for 0.05h;81%
(+-)-4-acetyl-1-methylcyclohexene
6090-09-1

(+-)-4-acetyl-1-methylcyclohexene

para-methylacetophenone
122-00-9

para-methylacetophenone

Conditions
ConditionsYield
With 5 weight% palladium(0) nanoparticles supported on mesoporous natural phosphate In neat (no solvent) for 24h; Reflux;80%
With sulfuric acid
Conditions
ConditionsYield
With tetrabutylammonium tetrafluoroborate In N,N-dimethyl-formamide electroreductive coupling;80%
(+-)-4-acetyl-1-methylcyclohexene
6090-09-1

(+-)-4-acetyl-1-methylcyclohexene

4-chlorobenzaldehyde
104-88-1

4-chlorobenzaldehyde

(E)-3-(4-chlorophenyl)-1-(4-methylcyclohex-3-en-1-yl)prop-2-en-1-one

(E)-3-(4-chlorophenyl)-1-(4-methylcyclohex-3-en-1-yl)prop-2-en-1-one

Conditions
ConditionsYield
With sodium hydroxide In ethanol; water at 20℃; for 4h; Claisen-Schmidt Condensation;80%
(+-)-4-acetyl-1-methylcyclohexene
6090-09-1

(+-)-4-acetyl-1-methylcyclohexene

C9H14Cl2O

C9H14Cl2O

Conditions
ConditionsYield
Stage #1: (+-)-4-acetyl-1-methylcyclohexene With iron(III) chloride In dichloromethane; water at 20℃;
Stage #2: With sodium hypochlorite In dichloromethane; water at 20℃; for 0.583333h;
80%
ethoxydimethylvinylsilane
5356-83-2

ethoxydimethylvinylsilane

(+-)-4-acetyl-1-methylcyclohexene
6090-09-1

(+-)-4-acetyl-1-methylcyclohexene

2,2,5-Trimethyl-5-(4-methyl-cyclohex-3-enyl)-[1,2]oxasilolane

2,2,5-Trimethyl-5-(4-methyl-cyclohex-3-enyl)-[1,2]oxasilolane

Conditions
ConditionsYield
With tetraethylammonium tosylate In N,N-dimethyl-formamide electrolytic coupling;79%
(+-)-4-acetyl-1-methylcyclohexene
6090-09-1

(+-)-4-acetyl-1-methylcyclohexene

(4-isopropylbenzaldehyde)
122-03-2

(4-isopropylbenzaldehyde)

(E)-3-(4-isopropylphenyl)-1-(4-methylcyclohex-3-en-1-yl)prop-2-en-1-one

(E)-3-(4-isopropylphenyl)-1-(4-methylcyclohex-3-en-1-yl)prop-2-en-1-one

Conditions
ConditionsYield
With sodium hydroxide In ethanol; water at 20℃; for 2h; Claisen-Schmidt Condensation;72%
(+-)-4-acetyl-1-methylcyclohexene
6090-09-1

(+-)-4-acetyl-1-methylcyclohexene

propargyl magnesium bromide
18295-60-8

propargyl magnesium bromide

2-(1-methylcyclohex-1-ene-4-yl)pent-4-yne-2-ol

2-(1-methylcyclohex-1-ene-4-yl)pent-4-yne-2-ol

Conditions
ConditionsYield
In diethyl ether for 2h; Ambient temperature;70%
4-methyleneoxetan-2-one
674-82-8

4-methyleneoxetan-2-one

(+-)-4-acetyl-1-methylcyclohexene
6090-09-1

(+-)-4-acetyl-1-methylcyclohexene

6-methyl-2-(4-methylcyclohex-3-en-1-yl)-1,3-dioxin-4-one
338453-61-5

6-methyl-2-(4-methylcyclohex-3-en-1-yl)-1,3-dioxin-4-one

Conditions
ConditionsYield
With toluene-4-sulfonic acid In benzene for 20h; Heating;70%
(+-)-4-acetyl-1-methylcyclohexene
6090-09-1

(+-)-4-acetyl-1-methylcyclohexene

4-dimethylamino-benzaldehyde
100-10-7

4-dimethylamino-benzaldehyde

(E)-3-(4-(dimethylamino)phenyl)-1-(4-methylcyclohex-3-en-1-yl)prop-2-en-1-one

(E)-3-(4-(dimethylamino)phenyl)-1-(4-methylcyclohex-3-en-1-yl)prop-2-en-1-one

Conditions
ConditionsYield
With sodium hydroxide In ethanol; water at 20℃; for 5h; Claisen-Schmidt Condensation;68%

4-Acetyl-1-methyl-1-cyclohexene Specification

The 4-Acetyl-1-methyl-1-cyclohexene, with the CAS registry number 6090-09-1, is also known as Ethanone, 1-(4-methyl-3-cyclohexen-1-yl)-. It belongs to the classification code of TSCA Flag P [A commenced PMN (Premanufacture Notice) substance]. This chemical's molecular formula is C9H14O and molecular weight is 138.21. What's more, both its IUPAC name and systematic name are the same which is called 1-(4-Methylcyclohex-3-en-1-yl)ethanone.

Physical properties about 4-Acetyl-1-methyl-1-cyclohexene are: (1)ACD/LogP: 2.177; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.18; (4)ACD/LogD (pH 7.4): 2.18; (5)ACD/BCF (pH 5.5): 26.58; (6)ACD/BCF (pH 7.4): 26.58; (7)ACD/KOC (pH 5.5): 364.18; (8)ACD/KOC (pH 7.4): 364.18; (9)#H bond acceptors: 1; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 17.07 Å2; (13)Index of Refraction: 1.465; (14)Molar Refractivity: 41.183 cm3; (15)Molar Volume: 148.982 cm3; (16)Polarizability: 16.326×10-24cm3; (17)Surface Tension: 29.736 dyne/cm; (18)Density: 0.928 g/cm3; (19)Flash Point: 76.667 °C; (20)Enthalpy of Vaporization: 42.571 kJ/mol; (21)Boiling Point: 189.499 °C at 760 mmHg; (22)Vapour Pressure: 0.568 mmHg at 25 °C.

Preparation of 4-Acetyl-1-methyl-1-cyclohexene: this chemical can be prepared by but-3-en-2-one with 2-methyl-buta-1,3-diene. This reaction needs reagent boron trifluoride etherate and solvent CH2Cl2 at temperature of -40 °C. The reaction time is 1 hour. The yield is 84 %.

4-Acetyl-1-methyl-1-cyclohexene can be prepared by but-3-en-2-one with 2-methyl-buta-1,3-diene.

Uses of 4-Acetyl-1-methyl-1-cyclohexene: it is used to produce other chemicals. For example, it can react with methylmagnesium iodide to get p-menth-1-en-8-ol. The reaction occurs with solvent diethyl ether at ambient temperature. The reaction time is 15 min. The yield is 85 %.

4-Acetyl-1-methyl-1-cyclohexene can react with methylmagnesium iodide to get p-menth-1-en-8-ol.

You can still convert the following datas into molecular structure:
(1) SMILES: O=C(C1C/C=C(/C)CC1)C
(2) InChI: InChI=1S/C9H14O/c1-7-3-5-9(6-4-7)8(2)10/h3,9H,4-6H2,1-2H3
(3) InChIKey: HOBBEYSRFFJETF-UHFFFAOYSA-N

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