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CAS No.: | 22972-51-6 |
---|---|
Name: | (+)-(1S,4R)-P-MENTHA-2,8-DIEN-1-OL |
Article Data: | 35 |
Molecular Structure: | |
Formula: | C10H16O |
Molecular Weight: | 152.236 |
Synonyms: | 2-Cyclohexen-1-ol,1-methyl-4-(1-methylethenyl)-, (1S-cis)-;(+)-(1S,4R)-p-Mentha-2,8-dien-1-ol;(+)-cis-p-Mentha-2,8-dien-1-ol;(+)-p-Mentha-2,8-dien-1-ol;(1S,4R)-p-Menth-2,8-dien-1-ol;cis-Isolimonenol;p-Mentha-2,8-dien-1-b-ol; |
Density: | 0.947 g/cm3 |
Boiling Point: | 216.873 °C at 760 mmHg |
Flash Point: | 86.957 °C |
Solubility: | 4.2g/L |
Appearance: | white solid |
PSA: | 20.23000 |
LogP: | 2.27970 |
(1S,4R)-p-mentha-2,8-dien-1-ol
Conditions | Yield |
---|---|
With piperidine In dimethyl sulfoxide at 170℃; for 4h; | 75% |
(1S,2S,5R)-2-hydroxy-N,N,2-trimethyl-5-(prop-1-en-2-yl)cyclohexanamineoxide
(1S,4R)-p-mentha-2,8-dien-1-ol
Conditions | Yield |
---|---|
at 180℃; under 1 Torr; Cope Elimination; Pyrolysis; | 74% |
With dihydrogen peroxide In ethanol; water at 150 - 162℃; Reflux; Schlenk technique; Glovebox; Inert atmosphere; | 38.2 g |
(1S,2S,4R)-2-phenylseleninyl-p-menth-8-en-1-ol
(1S,4R)-p-mentha-2,8-dien-1-ol
Conditions | Yield |
---|---|
In chloroform for 0.5h; Heating; | 53% |
In chloroform at 62℃; for 6h; Inert atmosphere; | 512 g |
(1S,2R,4R)-limonene-1,2-epoxide
(1S,4R)-p-mentha-2,8-dien-1-ol
Conditions | Yield |
---|---|
Stage #1: (1S,2R,4R)-limonene-1,2-epoxide With sodium tetrahydroborate; diphenyl diselenide for 2h; Heating; Stage #2: With dihydrogen peroxide for 7h; Heating; Further stages.; | 31.6% |
Multi-step reaction with 2 steps 1.1: H2O / 18 h / 150 °C 2.1: H2O2 / H2O / 18 h / 20 °C 2.2: 150 - 180 °C View Scheme | |
Multi-step reaction with 3 steps 1: H2O / 150 °C / sealed vessel 2: 30percent H2O2 / H2O 3: pyrolysis View Scheme |
D-limonene
A
(1R,4R)-p-mentha-2,8-dien-1-ol
B
(1S,4R)-p-mentha-2,8-dien-1-ol
Conditions | Yield |
---|---|
With oxygen; rose bengal In methanol at 0℃; for 8.5h; UV-irradiation; | A 5.3% B 13.4% |
With air Erwaermen des Reaktionsprodukts mit wss. Natriumsulfit-Loesung; | |
(i) O2, MeOH, (irradiation), (ii) LiAlH4, Et2O; Multistep reaction; | |
(i) O2, rose bengal, MeOH, (irradiation), (ii) LiAlH4, Et2O; Multistep reaction; | |
With air Erwaermen des Reaktionsprodukts mit wss. Natriumsulfit-Loesung; |
D-limonene
B
(-)-trans-carveol
C
(1R,4R)-p-mentha-2,8-dien-1-ol
D
(1S,4R)-p-mentha-2,8-dien-1-ol
E
p-Menthadiene-<1(7),8>-trans-ol-(2)
F
p-Menthadiene<1(7),8>-cis-ol-(2)
Conditions | Yield |
---|---|
With 1,4-diaza-bicyclo[2.2.2]octane; air; zinc 5,10,15,20-tetraphenylporphyrin; triphenylphosphine In benzene for 3h; Irradiation; multistep reaction: photosensitized oxygenation of olefines; | |
With sodium tetrahydroborate; tetraphenylporphyrine; oxygen Product distribution; 1.) acetonitrile, irradiation, 2.) methanol; other sensitizers; | A 5 % Chromat. B 7 % Chromat. C 9 % Chromat. D 40 % Chromat. E 16 % Chromat. F 23 % Chromat. |
With oxygen; fullerene-C60 In toluene at 0 - 10℃; for 4h; Product distribution; Irradiation; other sensitizer in other solvent; |
limonene.
(1S,4R)-p-mentha-2,8-dien-1-ol
Conditions | Yield |
---|---|
With oxygen Irradiation; |
D-limonene
(1S,4R)-p-mentha-2,8-dien-1-ol
Conditions | Yield |
---|---|
With oxygen Irradiation; | |
Multi-step reaction with 4 steps 1: 3-chloro-benzenecarboperoxoic acid / chloroform / 1.5 h / -5 - 20 °C 2: water / 18 h / 20 °C / Reflux 3: dihydrogen peroxide / water; acetonitrile / 2 h / 20 °C / Cooling with ice 4: 180 °C / 1 Torr / Pyrolysis View Scheme | |
Multi-step reaction with 4 steps 1.1: sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid / dichloromethane / 2 h / 0 - 5 °C 2.1: sodium tetrahydroborate / ethanol / 1 h / 8 °C / Inert atmosphere 2.2: 4 h / 8 - 80 °C / Inert atmosphere 3.1: dihydrogen peroxide / ethanol; tetrahydrofuran / 6 h / 6 - 20 °C / Inert atmosphere 4.1: chloroform / 6 h / 62 °C / Inert atmosphere View Scheme |
(1S,4R)-p-mentha-2,8-dien-1-ol
Conditions | Yield |
---|---|
at 140℃; |
(1S,4R)-p-mentha-2,8-dien-1-ol
Conditions | Yield |
---|---|
pyrolysis; Yield given; |
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The trans-Mentha-2,8-dien-1-ol is a chemical which the formula C10H16O. With the CAS registry number 22972-51-6, it is also named as (+)-(1S,4R)-p-Mentha-2,8-dien-1-ol ; (1S,4R)-1-methyl-4-(prop-1-en-2-yl)cyclohex-2-enol ; (1S,4R) 1-methyl-4-(1-methylethenyl)-2-cyclohexen-1-ol . It is white solid. This product should be stored on the place where the temperature is at 0-5°C. At this temperature, the product can be kept perfect.
The trans-Mentha-2,8-dien-1-ol has many suppliers, such as PharmaSci Shanghai Co., Ltd. and Ring Specialty Chemicals Inc. The price of this product changes with the market.