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Cas Database |
| Name |
d-Pulegone |
EINECS | 201-943-2 |
| CAS No. | 89-82-7 | Density | 0.937g/mLat 25°C(lit.) |
| PSA | 17.07000 | LogP | 2.71190 |
| Solubility | N/A | Melting Point |
<=25°C |
| Formula | C10H16 O | Boiling Point | 224°C(lit.) |
| Molecular Weight | 152.236 | Flash Point | 185°F |
| Transport Information | N/A | Appearance | clear colorless to yellow liquid |
| Safety | Poison by intravenous route. When heated to decomposition it emits acrid smoke and irritating vapors. | Risk Codes | 22 |
| Molecular Structure |
|
Hazard Symbols |
|
| Synonyms |
Cyclohexanone,5-methyl-2-(1-methylethylidene)-, (R)-;p-Menth-4(8)-en-3-one, (R)-(+)- (8CI);(+)-(R)-Pulegone;(+)-Pulegone;(1R)-(+)-p-Menth-4(8)-en-3-one;(1R)-Pulegone;(R)-(+)-Pulegone;(R)-(+)-p-Menth-4(8)-en-3-one;(R)-Pulegone;NSC 15334;Pulegon;Pulegone;d-Pulegone;90449-51-7; |
Article Data | 60 |
d-Pulegone Synthetic route
- 89-82-7
pulegone
| Conditions | Yield |
|---|---|
| With sodium hydroxide In methanol; water | 100% |
- 308358-04-5
(6R)-2,2,6-trimethyl-1-oxaspiro[2.5]octan-4-one
- 89-82-7
pulegone
| Conditions | Yield |
|---|---|
| With molybdenum hexacarbonyl In benzene for 1h; Heating; | 93% |
- 89-82-7
pulegone
| Conditions | Yield |
|---|---|
| With hydrogen; (R)-((4,4’-bi-1,3-benzodioxole)-5,5’-diyl)bis(bis(3,5-di-t-butyl-4-methoxyphenyl))phosphine; [Rh(cyclooctadiene)2](PF6); [1,1'-(butane-1,4-diyl)bis(triphenylphosphonium)] dibromide In ethyl acetate at 50℃; under 22502.3 Torr; for 20h; Product distribution / selectivity; | 90% |
| copper-zinc-aluminum catalyst at 150℃; for 8h; Product distribution / selectivity; | 87% |
| Conditions | Yield |
|---|---|
| [Rh(cod)2]PF6 In ethyl acetate | 90% |
- 23733-71-3
(R)-(+)-pulegone semicarbazone
- 89-82-7
pulegone
| Conditions | Yield |
|---|---|
| With hydrogenchloride In 1,4-dioxane for 8h; Ambient temperature; | 64% |
- 594-19-4
tert.-butyl lithium
- 66448-75-7, 125225-97-0, 125226-00-8
(5R)-2-(1-Chloro-1-methylethyl)-5-methylcyclohexanone
A
- 125137-92-0
(R)-2,2,5,9-Tetramethyldec-8-en-3-one
B
- 89-82-7
pulegone
| Conditions | Yield |
|---|---|
| In tetrahydrofuran; pentane at -78℃; for 1h; | A 63% B 36% |
| Conditions | Yield |
|---|---|
| With (R)-((4,4’-bi-1,3-benzodioxole)-5,5’-diyl)bis(bis(3,5-di-t-butyl-4-methoxyphenyl))phosphine; bis(triphenylphosphane)copper(I) nitrate; hydrogen; sodium t-butanolate In isopropyl alcohol at 50℃; under 37503.8 Torr; for 18h; optical yield given as %ee; enantioselective reaction; | A n/a B 52% |
- 594-19-4
tert.-butyl lithium
- 86613-13-0, 125225-99-2, 125353-54-0
(5R)-2-(1-Bromo-1-methylethyl)-5-methylcyclohexanone
A
- 125137-92-0
(R)-2,2,5,9-Tetramethyldec-8-en-3-one
B
- 89-82-7
pulegone
| Conditions | Yield |
|---|---|
| In tetrahydrofuran; pentane at -78℃; | A 31% B n/a |
| Conditions | Yield |
|---|---|
| With sulfuric acid Edukt 1 ist partiell racem.; |
- 77732-35-5
(+)-citronelloyl chloride
- 89-82-7
pulegone
| Conditions | Yield |
|---|---|
| With boron trifluoride diethyl etherate; potassium carbonate Yield given. Multistep reaction; |
d-Pulegone Chemical Properties
Chemical Name: (+)-Pulegone
IUPAC NAME: 5-Methyl-2-propan-2-ylidenecyclohexan-1-one
CAS No.: 89-82-7
EINECS: 201-943-2
Molecular Formula: C10H16O
Molecular Weight: 152.23 g/mol
Density: 0.923 g/cm3
Flash Point: 92.5 °C
Boiling Point: 224 °C at 760 mmHg
Storage temp.: 2-8°C
Following is the structure of d-Pulegone (89-82-7):
Product Categories about d-Pulegone (89-82-7) are Aromatic Ketones (substituted) ; Biochemistry ; Monocyclic Monoterpenes ; Terpenes
The chemical synonymous of d-Pulegone (89-82-7) are (R)-(+)-P-Menth-4(8)-EN-3-one ; (R)-P-Menth-4(8)-EN-3-one ; (R)-(+)-Pulegone ; (R)-Pulegone ; (R)-(+)-5-Methyl-2-isopropylidencyclohexanone ; (R)-2-Isopropylidene-5-methylcyclohexanone ; R-(+)-2-Isopropylidene-5-methylcyclohexanone ; Pulegon
d-Pulegone Toxicity Data With Reference
| 1. | ivn-dog LDLo:330 mg/kg | COREAF Comptes Rendus Hebdomadaires des Seances de lAcademie des Sciences. 236 (1953),633. |
d-Pulegone Consensus Reports
Reported in EPA TSCA Inventory.
d-Pulegone Safety Profile
Poison by intravenous route. When heated to decomposition it emits acrid smoke and irritating vapors.
Hazard Codes:
Xn: Harmful .gif){kind=small}
Risk Statements about d-Pulegone (89-82-7):
R22 Harmful if swallowed.
Safety Statements about d-Pulegone (89-82-7):
S23 Do not breathe vapour.
S24/25: Avoid contact with skin and eyes.
Attention:
1. Storage: Store in a cool, dry place. Keep container closed when not in use.
2. Handling: Avoid contact with eyes, skin, and clothing. Avoid ingestion and inhalation. Wash thoroughly after handling. Remove contaminated clothing and wash before reuse.
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