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| CAS No.: | 491-07-6 |
|---|---|
| Name: | ISOMENTHONE |
| Article Data: | 74 |
| Molecular Structure: | |
|
|
|
| Formula: | C10H18 O |
| Molecular Weight: | 372.244 |
| Synonyms: | Cyclohexanone,5-methyl-2-(1-methylethyl)-, cis-; p-Menthan-3-one, cis- (8CI); (?à)-Isomenthone; Isomenthone;cis-Menthone; cis-p-Menthan-3-one; cis-p-Menthone; dl-Isomenthone; a-Isomenthone |
| EINECS: | 207-727-4 |
| Density: | 0.881g/cm3 |
| Melting Point: | -35 °C |
| Boiling Point: | 205°Cat760mmHg |
| Flash Point: | 72.8°C |
| Safety: | A skin irritant. When heated to decomposition it emits acrid smoke and fumes. |
| PSA: | 17.07000 |
| LogP: | 2.64770 |
- 5156-58-1N-(1-Benzyl-4-pipperidinyl)-N-phenylpropanamide HCl
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- 115033-76-6
Se-phenyl 3,7-dimethyloct-6-eneselenoate
A
- 106-23-0, 26489-02-1
3,7-dimethyl-oct-6-enal
- 491-07-6
isomenthone
| Conditions | Yield |
|---|---|
| With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride In toluene at 110℃; for 0.333333h; | A 12% B n/a C n/a |
| With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride In toluene at 110℃; for 0.333333h; Product distribution; mode of addition of TBTH/AIBN or hydroquinone; | A 12% B n/a C n/a |
| With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride In toluene at 110℃; for 0.333333h; Yield given. Yields of byproduct given; | |
| With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride In toluene at 110℃; for 1.5h; Yield given. Yields of byproduct given; |
- 36392-06-0
3,7-dimethyl-6-octenoyl chloride
A
- 106-23-0, 26489-02-1
3,7-dimethyl-oct-6-enal
- 491-07-6
isomenthone
| Conditions | Yield |
|---|---|
| With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride In toluene at 110℃; for 0.333333h; Product distribution; mode of addition of TBTH/AIBN or Galvinoxyl; | A 10% B n/a C n/a |
- 56-23-5
tetrachloromethane
- 15775-51-6
5-hydroxy-3,6-diisopropyl-9-methyl-2,3,5,6,7,8,9,10-octahydro-1H-5,9-methano-benzocycloocten-4-one
- 491-07-6
isomenthone
| Conditions | Yield |
|---|---|
| unter vermindertem Druck; substance of mp: 110 degree (α-dipiperitone); | |
| unter vermindertem Druck; substance of mp: 94 degree; |
| Conditions | Yield |
|---|---|
| With hydrogen; nickel at 160℃; dl-menthone; |
| Conditions | Yield |
|---|---|
| With chromium(VI) oxide; sulfuric acid; water |
- 491-07-6
isomenthone
| Conditions | Yield |
|---|---|
| With sodium In methanol for 2h; Ambient temperature; |
- 491-07-6
isomenthone
| Conditions | Yield |
|---|---|
| With diphenylsilane; zinc(II) chloride; tetrakis(triphenylphosphine) palladium(0) In chloroform for 3h; Ambient temperature; Yield given. Yields of byproduct given; | |
| With hydrogen; silica gel; copper In toluene at 140℃; under 7600 Torr; for 4h; Yield given. Yields of byproduct given. Title compound not separated from byproducts; | |
| With hydrogen; tetra-(n-butyl)ammonium iodide In water at 110℃; under 15001.5 Torr; for 24h; Overall yield = 71 %; chemoselective reaction; | A n/a B n/a |
A
- 3239-03-0
(Z)-p-menthan-4-ol
B
- 3901-93-7
(Z)-4-isopropyl-1-methylcyclohexan-1-ol
C
- 3901-95-9
cis p-menthanol
- 491-07-6
isomenthone
| Conditions | Yield |
|---|---|
| Yield given. Multistep reaction. Further byproducts given. Yields of byproduct given; |
| Conditions | Yield |
|---|---|
| Yield given. Multistep reaction. Further byproducts given. Yields of byproduct given; |
A
- 3239-03-0
(Z)-p-menthan-4-ol
B
- 3901-93-7
(Z)-4-isopropyl-1-methylcyclohexan-1-ol
- 491-07-6
isomenthone
- 499-70-7, 3901-91-5, 5206-83-7, 7065-48-7, 13163-73-0, 13163-74-1, 59471-80-6, 116562-19-7, 127911-15-3
methyl-2 isopropyl-5 cyclohexanone
| Conditions | Yield |
|---|---|
| Yield given. Multistep reaction. Further byproducts given. Yields of byproduct given; |
- Total:29 Page 1 of 1 1
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Chemistry
IUPAC Name: (2R,5R)-2-Isopropyl-5-methyl-cyclohexan-1-one
CAS: 491-07-6
EINECS: 207-727-4
Following is the Molecular Structure of Isomenthone (491-07-6):
SMILES: O=C1C[C@H](C)CC[C@@H]1C(C)C
InChI: InChI=1/C10H18O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-9H,4-6H2,1-3H3/t8-,9-/m1/s1
InChIKey: NFLGAXVYCFJBMK-RKDXNWHRBG
Std.InChI: InChI=1S/C10H18O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-9H,4-6H2,1-3H3/t8-,9-/m1/s1
Std.InChIKey: NFLGAXVYCFJBMK-RKDXNWHRSA-N
Molecular Formula: C10H18O
Molecular Weight: 154.25
Boiling Point: 205℃ at 760 mmHg
Flash Point: 72.8℃
Molar Volume: 175cm3
Density: 0.881g/cm3
Index of Refraction: 1.442
Molar Refractivity: 46.37cm3
Surface Tension: 27.2dyne/cm
Polarizability: 18.38 10-24cm3
Enthalpy of Vaporization: 44.12kJ/mol
Vapour Pressure: 0.256mmHg at 25℃
Uses
Isomenthone (491-07-6) can be used as a food spice by GB 2760--1996.
Toxicity Data With Reference
| 1. | skn-rbt 500 mg/24H MLD | FCTXAV Food and Cosmetics Toxicology. 14 (1976),315. |
Consensus Reports
Reported in EPA TSCA Inventory.
Safety Profile
This chemical is a skin irritant.
Specification
Isomenthone (491-07-6),which also can be called for (±)-cis-p-Menthan-3-one ; (z)-Cyclohexanon ; (z)-p-Menthan-3-on ; 5-Methyl-2-(1-methylethyl)-,cis-Cyclohexanone ; 5-Methyl-2-(1-methylethyl)cyclohexanone ; cis-Cyclohexanon ; cis-Menthone ; cis-p-Menthan-3-one . Isomenthone (491-07-6) is a colorless slightly like oily liquid and it's insoluble in water, soluble in Ethanol and oil.When heated to decomposition it emits acrid smoke and fumes.