| Identification | Back Directory | [Name]
SOBREROL | [CAS]
498-71-5 | [Synonyms]
SOBREROL
AURORA KA-476
Pinol hydrate
1-METHANE-6,8-DIOL
1-P-MENTHENE-6,8-DIOL
p-menth-6-ene-2,8-diol
p-Menth-1-ene-6,8-diol
α,α,4-Trimethyl-5-hydroxy-3-cyclohexene-1-methanol
5-Hydroxy-α,α,4-trimethyl-3-cyclohexene-1-methanol
5-(2-hydroxypropan-2-yl)-2-methylcyclohex-2-en-1-ol
5-(2-hydroxypropan-2-yl)-2-methyl-cyclohex-2-en-1-ol
2-Methyl-5-(1-methyl-1-hydroxyethyl)-2-cyclohexene-1-ol
5-(1-hydroxy-1-methyl-ethyl)-2-methyl-cyclohex-2-en-1-ol
5-hydroxy-alpha,alpha,4-trimethylcyclohex-3-ene-1-methanol | [EINECS(EC#)]
207-868-1 | [Molecular Formula]
C10H18O2 | [MDL Number]
MFCD00009965 | [MOL File]
498-71-5.mol | [Molecular Weight]
170.25 |
| Chemical Properties | Back Directory | [Melting point ]
130°C | [Boiling point ]
259.9°C (rough estimate) | [density ]
0.9581 (rough estimate) | [refractive index ]
1.5130 (estimate) | [pka]
14.69±0.60(Predicted) | [Water Solubility ]
32g/L(15 ºC) |
| Hazard Information | Back Directory | [Originator]
Sobrepin,Corvi,Italy,1970 | [Definition]
ChEBI: Sobrerol is a p-menthane monoterpenoid. | [Manufacturing Process]
To 19 l of well-agitated distilled water plus 18 g of ditertiary-butyl-p-cresol
was added 19.84 kg (130 mols) of pure α-pinene oxide that was about half
racemic, half d-form. The temperature was maintained at 30°C to 50°C, first
with ice bath cooling and then with tap water cooling. The addition of the
pinene oxide required 1,5 hours. After the addition was complete and the
exothermic reaction was about over, the mixture was stirred for 2,5 hours at
about 30°C, and then centrifuged to separate the crude sobrerol from the
liquid phase consisting of oil and water.
The crude sobrerol was washed with naphtha and then air dried to yield 14.81
kg (87.5 mols) of pure sobrerol, [α]D
25 -77.0°. It was found that 1 liter of the
aqueous phase from the reaction contained 22 g of sobrerol, so, therefore, the
entire aqueous phase contained 0.42 kg (2.5 mols) of sobrerol. | [Therapeutic Function]
Mucolytic |
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