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| CAS No.: | 6090-09-1 |
|---|---|
| Name: | 4-Acetyl-1-methyl-1-cyclohexene |
| Article Data: | 97 |
| Molecular Structure: | |
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|
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| Formula: | C9H14O |
| Molecular Weight: | 138.21 |
| Synonyms: | Ethanone, 1-(4-methyl-3-cyclohexen-1-yl)-; |
| Density: | 0.928 g/cm3 |
| Boiling Point: | 189.499 °C at 760 mmHg |
| Flash Point: | 76.667 °C |
| PSA: | 17.07000 |
| LogP: | 2.32180 |
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- 99170-93-1N-Methyl-2-oxazolamine
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- 894852-01-87-BROMO-2,2-DIMETHYL-2H-PYRIDO[3,2-B][1,4]OXAZIN-3(4H)-ONE
- 78-94-4
methyl vinyl ketone
- 78-79-5
isoprene
A
- 41723-53-9
5-acetyl-1-methylcyclohexene
B
- 6090-09-1
(+-)-4-acetyl-1-methylcyclohexene
| Conditions | Yield |
|---|---|
| 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% |
| Conditions | Yield |
|---|---|
| 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% |
- 55511-67-6
1-(4-methyl-3-cyclohexen-1-yl)ethanol
- 6090-09-1
(+-)-4-acetyl-1-methylcyclohexene
| Conditions | Yield |
|---|---|
| With pyridinium chlorochromate In dichloromethane at 0 - 20℃; for 2h; | 93% |
A
- 29837-07-8
(Z)-α-bisabolene
B
- 6090-09-1
(+-)-4-acetyl-1-methylcyclohexene
| Conditions | Yield |
|---|---|
| With sodium hydride In N,N-dimethyl-formamide at 70℃; for 1h; | A 90.7% B n/a |
A
- 25532-79-0
(E)‐α‐bisabolene
B
- 6090-09-1
(+-)-4-acetyl-1-methylcyclohexene
| Conditions | Yield |
|---|---|
| With potassium hydroxide In dimethyl sulfoxide at 50℃; for 1h; | A 83.3% B n/a |
- 61187-22-2
1-(c-4'-hydroxy-4'-methyl-r-1'-cyclohexyl)ethanone
- 6090-09-1
(+-)-4-acetyl-1-methylcyclohexene
| Conditions | Yield |
|---|---|
| With iodine In toluene for 0.25h; Heating; | 81% |
- 43103-57-7
C9H15O(1+)*F6Sb(1-)
A
- 22273-97-8
methyl-4 cyclohexenyl-1 methyle cetone
B
- 19876-42-7
1-(4-methyl-cyclohex-2-enyl)-ethanone
C
- 6090-09-1
(+-)-4-acetyl-1-methylcyclohexene
| Conditions | Yield |
|---|---|
| at 40℃; for 1h; Yields of byproduct given. Title compound not separated from byproducts; | A n/a B n/a C 70% |
- 78-94-4
methyl vinyl ketone
- 78-79-5
isoprene
A
- 60048-68-2
3-acetyl-1-methylcyclohexene
B
- 6090-09-1
(+-)-4-acetyl-1-methylcyclohexene
| Conditions | Yield |
|---|---|
| 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; |
- 74043-09-7
4-acetyl-1-trimethylsilylmethyl-1-cyclohexene
A
- 17023-58-4
1-(4-Methylenecyclohexyl)ethanone
B
- 6090-09-1
(+-)-4-acetyl-1-methylcyclohexene
| Conditions | Yield |
|---|---|
| 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.; |
- 131510-64-0
1-acetyl-2-methyl-2-vinylcyclobutane
- 6090-09-1
(+-)-4-acetyl-1-methylcyclohexene
| Conditions | Yield |
|---|---|
| ethylaluminum dichloride In dichloromethane at 0℃; for 0.5h; | 51% |
- Total:27 Page 1 of 1 1
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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 %.
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 %.
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