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| CAS No.: | 770-71-8 |
|---|---|
| Name: | 1-Adamantanemethanol |
| Article Data: | 104 |
| Molecular Structure: | |
|
|
|
| Formula: | C11H18O |
| Molecular Weight: | 166.263 |
| Synonyms: | Tricyclo(3.3.1.13,7)dec-1-ylmethanol;1-Hydroxymethyl-adamantane;1-Adamantane Methanol; |
| EINECS: | 212-225-3 |
| Density: | 1.088 g/cm3 |
| Melting Point: | 115- 118 °C |
| Boiling Point: | 263.1 °C at 760 mmHg |
| Flash Point: | 123.4 °C |
| Solubility: | Soluble in organic solvents,insoluble in water |
| Appearance: | white crystalline powder |
| Hazard Symbols: |
 Xi
|
| Risk Codes: | 36/37/38 |
| Safety: | 22-24/25 |
| PSA: | 20.23000 |
| LogP: | 2.19510 |
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| Conditions | Yield |
|---|---|
| Stage #1: carbon monoxide; 1-iodoadamantane With diethoxymethylane; [CuCl(IPrMe)]; lithium methanolate In tetrahydrofuran at 60℃; under 2280.15 Torr; for 16h; Sealed tube; Stage #2: With tetrabutyl ammonium fluoride In tetrahydrofuran; diethyl ether at 20℃; for 2h; | 99% |
| With 2,2'-azobis(isobutyronitrile); tetrabutylammonium borohydride In acetonitrile at 80℃; under 64604.3 Torr; for 3h; Autoclave; | 88% |
| With 2,2'-azobis(isobutyronitrile); (C6F13CH2CH2)3SnH; sodium cyanoborohydride In tert-butyl alcohol at 90℃; under 60800 Torr; for 3h; | 85% |
| With (1,3-dimethylimidazol-2-ylidene)borane In benzene at 20℃; for 6h; UV-irradiation; | 76% |
| With 2,2'-azobis(isobutyronitrile); triphenylgermane; sodium cyanoborohydride In tetrahydrofuran; benzene at 105℃; under 724007 Torr; | 75% |
| Conditions | Yield |
|---|---|
| With Li(1+)*C12H28AlO3(1-) In tetrahydrofuran; hexane for 0.5h; Ambient temperature; | 99% |
| With isopropyl alcohol In hexane at 0 - 20℃; for 0.333333h; Reagent/catalyst; Solvent; Bouveault-Blanc Reduction; Inert atmosphere; | 98% |
| With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 20℃; for 1.5h; | 96% |
| Conditions | Yield |
|---|---|
| With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; Reflux; | 98% |
| With lithium aluminium tetrahydride In tetrahydrofuran; diethyl ether at 0 - 25℃; for 15h; Inert atmosphere; | 95% |
| With samarium diiodide; water; triethylamine In tetrahydrofuran at 20℃; for 3h; Inert atmosphere; | 94% |
| Conditions | Yield |
|---|---|
| With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 20℃; for 1.5h; Inert atmosphere; | 97% |
| With lithium borohydride In diethyl ether; toluene at 100℃; for 5h; | 96% |
| With lithium borohydride; Trimethyl borate In diethyl ether for 1h; Heating; | 90% |
| Conditions | Yield |
|---|---|
| With bis(tri-n-butyltin)oxide In acetonitrile at 90℃; for 96h; | 97% |
| With 18-crown-6 ether; tert-butylamine In diethyl ether | 78% |
- 23074-42-2
1-adamantanecarbonitrile
- 770-71-8
1-adamantanemethanol
| Conditions | Yield |
|---|---|
| With (carbonyl)(chloro)(hydrido)tris(triphenylphosphine)ruthenium(II); water; hydrogen In 1,4-dioxane at 140℃; under 7500.75 Torr; for 18h; Autoclave; | 97% |
| With formaldehyd; [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2 In water; toluene at 90℃; | 90% |
| Conditions | Yield |
|---|---|
| With sodium hydride; sodium iodide; zinc(II) iodide In tetrahydrofuran; mineral oil at 40℃; for 12h; Sealed tube; | 97% |
- 73532-35-1
5α-cholestan-3β-yl adamantane-1-carboxylate
A
- 770-71-8
1-adamantanemethanol
B
- 828-51-3
1-Adamantanecarboxylic acid
C
- 481-21-0
cholestane
D
- 80-97-7
Cholestanol
| Conditions | Yield |
|---|---|
| With 18-crown-6 ether; tert-butylamine In tetrahydrofuran at 46℃; further reagent; | A 2% B 96% C 43% D 57% |
| With lithium; ethylamine at 17℃; further reagent; | A 65% B 4% C 4% D 94% |
- 770-71-8
1-adamantanemethanol
| Conditions | Yield |
|---|---|
| With trisodium tris(3-sulfophenyl)phosphine; water; diethylamine; palladium diacetate; heptakis(2,6-di-O-methyl)cyclomaltoheptaose In n-heptane at 20℃; for 1h; Substitution; | 95% |
- 73532-35-1
5α-cholestan-3β-yl adamantane-1-carboxylate
A
- 770-71-8
1-adamantanemethanol
B
- 1501-94-6
N-ethyl-1-adamantanecarboxamide
C
- 481-21-0
cholestane
D
- 80-97-7
Cholestanol
| Conditions | Yield |
|---|---|
| With lithium; ethylamine In tetrahydrofuran at -73℃; further reagent; | A 69% B 0.5% C 1% D 93% |
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Chemistry
Molecular Structure of 1-Adamantanemethanol (CAS NO.770-71-8):
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IUPAC Name: 1-adamantylmethanol
Empirical Formula: C11H18O
Molecular Weight: 166.26
H bond acceptors: 1
H bond donors: 1
Freely Rotating Bonds: 2
Polar Surface Area: 9.23Å2
Index of Refraction: 1.545
Molar Refractivity: 48.35 cm3
Molar Volume: 152.7 cm3
Surface Tension: 47.9 dyne/cm
Flash Point: 123.4 °C
Enthalpy of Vaporization: 58.17 kJ/mol
Boiling Point: 263.1 °C at 760 mmHg
Vapour Pressure: 0.00148 mmHg at 25°C
Melting point: 115- 118 °C(lit.)
Density: 1.088 g/cm3
Vapour Pressure: 0.00148 mmHg at 25°C
EINECS: 212-225-3
Product Categories: Adamantane derivatives; Alkohols; Adamantanes
InChI
InChI=1/C11H18O/c12-7-11-4-8-1-9(5-11)3-10(2-8)6-11/h8-10,12H,1-7H2
Smiles
C12(CC3CC(CC(C3)C2)C1)CO
Safety Profile
Hazard Codes: 
Xi
Risk Statements: 36/37/38 (Irritating to eyes, respiratory system and skin)
Safety Statements: 22-24/25-36-26 (Do not breathe dust; Avoid contact with skin and eyes; Wear suitable protective clothing; In case of contact with eyes, rinse immediately with plenty of water and seek medical advice)
WGK Germany: 3
Hazard Note: Irritant
HS Code: 29061900
Standards and Recommendations
ASSAY (G.C): 99.0% min
Specification
1-Adamantanemethanol , with CAS number of 770-71-8, can be called Tricyclo(3.3.1.13,7)dec-1-ylmethanol ; 1-Hydroxymethyl-adamantane ; 1-Adamantane Methanol . It is a white crystalline powder. 1-Adamantanemethanol (CAS NO.770-71-8) should be stored in a cool, dry, well-ventilated area away from incompatible substances.