| Identification | Back Directory | [Name]
3-(Hydroxymethyl)-1-adamantol | [CAS]
38584-37-1 | [Synonyms]
3-hydroxyadamantylmethanol
3-(Hydroxymethyl)-1-adamantol
1-Hydroxy-3-adamantylmethanol
3-Hydroxy-1-Adamantanemethanol
3-Hydroxy-1-hydroxyMethyladMantane
3-Hydroxy-1-adamantanemethanol 98%
3-(Hydroxymethyl)-1-adamantanol>
3-hydroxy-1-hydroxyMethyladaMantane
3-(HYDROXYMETHYL)-1-ADAMANTANOL, 97%
1-Hydroxy-3-(hydroxymethyl)adamantane
3-(Hydroxymethyl)-1-adamantanol, 98.5%
3-(Hydroxymethyl)-1-adamantol 38584-37-1
3-Hydroxy-1-hydroxymethyladmantane 38584-37-1
3-Hydroxytricyclo[3.3.1.13,7]decane-1-methanol
Tricyclo[3.3.1.13,7]decane-1-methanol, 3-hydroxy-
1-Hydroxy-3-adamantylmethanol, 3-Hydroxytricyclo[3.3.1.13,7]decane-1-methanol | [EINECS(EC#)]
622-732-5 | [Molecular Formula]
C11H18O2 | [MDL Number]
MFCD03105096 | [MOL File]
38584-37-1.mol | [Molecular Weight]
182.26 |
| Chemical Properties | Back Directory | [Melting point ]
158-162 °C | [Boiling point ]
322.6±10.0 °C(Predicted) | [density ]
1.261±0.06 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,Room Temperature | [form ]
Powder | [pka]
15.04±0.10(Predicted) | [color ]
White to pale brown | [InChI]
InChI=1S/C11H18O2/c12-7-10-2-8-1-9(3-10)5-11(13,4-8)6-10/h8-9,12-13H,1-7H2 | [InChIKey]
FORAJDRXEYKDFJ-UHFFFAOYSA-N | [SMILES]
C12(CO)CC3CC(CC(O)(C3)C1)C2 |
| Hazard Information | Back Directory | [Chemical Properties]
White solid | [Synthesis]
General procedure for the synthesis of 3-hydroxy-1-adamantanemethanol and 3-hydroxyadamantane from 1-adamantanemethanol: Under vigorous stirring, adamantan-1-ylmethanol (1a-1d) was added in batches over a period of 5-10 minutes to 15-20°C fuming nitric acid. The resulting solution was stirred vigorously for 1 h at 20°C and poured into 500 g of crushed ice. The product was extracted with butan-1-ol (6 mL), the organic layer was separated, 20 mL of hydrazine hydrate was added and the mixture was refluxed for 3 hours. After cooling, the mixture was diluted with 10 mL of butan-1-ol and washed sequentially with water (2 x 20 mL), 5% aqueous potassium hydroxide (3 x 15 mL) and water (2 x 10 mL). The organic phase was dried and evaporated under reduced pressure and the residue was recrystallized from toluene. The basic washings were acidified with aqueous HCl and the precipitated 3-hydroxyadamantane-1-carboxylic acid (5a-5d) was filtered. (3-Hydroxyadamantan-1-yl)methanol (4a) was synthesized from 2 g (0.012 mol) of 1a and 20 mL of fuming nitric acid in a yield of 1.6 g (75%) with a melting point of 140-142°C; literature value [50]: melting point 139-141°C. 3-Hydroxyadamantane-1-carboxylic acid (5a) was synthesized in a yield of 0.18 g (8%) with a melting point 203-205°C; literature value [64]: melting point 202-203 °C. | [References]
[1] Russian Journal of Organic Chemistry, 2018, vol. 54, # 9, p. 1294 - 1300
[2] Zh. Org. Khim., 2018, vol. 54, # 9, p. 1283 - 1289,8 |
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