| Identification | More | [Name]
2-Methyl-2-adamantanol | [CAS]
702-98-7 | [Synonyms]
2-HYDROXY-2-METHYLADAMANTANE
2-METHYL-2-ADAMANTANOL
2-METHYL-2-ADAMANTOL
AKOS BC-0511
RARECHEM AQ TC 1054
2-Adamantanol, 2-methyl-
Tricyclo(3.3.1.1(3,7))decan-2-ol, 2-methyl-
2-METHYL-2-ADAMANTANOL 97%
2-Methyl-2-Adamantanol98%
2-METHYL-ADAMANTAN-2-OL | [EINECS(EC#)]
999-999-2 | [Molecular Formula]
C11H18O | [MDL Number]
MFCD00074811 | [Molecular Weight]
166.26 | [MOL File]
702-98-7.mol |
| Chemical Properties | Back Directory | [Appearance]
white crystalline powder | [Melting point ]
214-218 °C
| [Boiling point ]
234.5°C (rough estimate) | [density ]
0.8802 (rough estimate) | [refractive index ]
1.5000 (estimate) | [storage temp. ]
Sealed in dry,Room Temperature | [form ]
Crystalline Powder | [pka]
14.99±0.20(Predicted) | [color ]
White | [Water Solubility ]
insoluble | [Detection Methods]
GC,NMR,MS | [InChI]
InChI=1S/C11H18O/c1-11(12)9-3-7-2-8(5-9)6-10(11)4-7/h7-10,12H,2-6H2,1H3 | [InChIKey]
JKOZWMQUOWYZAB-UHFFFAOYSA-N | [SMILES]
C12CC3CC(CC(C3)C1(C)O)C2 | [CAS DataBase Reference]
702-98-7(CAS DataBase Reference) | [NIST Chemistry Reference]
2-Methyl-2-adamantanol(702-98-7) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S24/25:Avoid contact with skin and eyes .
S36:Wear suitable protective clothing .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [WGK Germany ]
3 | [HazardClass ]
IRRITANT | [HS Code ]
29029090 |
| Hazard Information | Back Directory | [Chemical Properties]
white crystalline powder | [Uses]
2-Methyl-2-adamantanol is a chemical used in various research applications for the preparation of photoresist compositions. | [Synthesis]
Dissolve 2-adamantanone (1.50 g, 10 mmol) in ether under nitrogen protection and cool to 0°C. Methyl lithium solution (7.5 mL, 1.6 M in ether, 12 mmol) was added slowly and dropwise. The reaction mixture was continued to be stirred at 0 °C for 1 h, then brought to room temperature and stirred overnight. Upon completion of the reaction, the reaction was quenched by the addition of saturated ammonium chloride solution and extracted three times with ether. The organic phases were combined, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The crude product was purified by fast column chromatography (eluent: dichloromethane to 5% methanol/dichloromethane) to afford 2-methyl-2-adamantanol (56) as a white solid (1.58 g, 95% yield).1H-NMR (360 MHz, CDCl3) δ 2.20-2.16 (m, 2H), 1.89-1.75 (m, 6H), 1.68 ( br s, 4H), 1.57-1.54 (m, 2H), 1.48 (br s, 1H), 1.35 (s, 3H); 13C-NMR (90 MHz, CDCl3) δ 74.06, 39.30, 38.49, 35.33, 33.16, 27.73, 27.60, 27.22; ESI-MS: C11H18O(M+H)+ calculated value 167.3, measured value 167.3. | [References]
[1] Patent: WO2011/22191, 2011, A1. Location in patent: Page/Page column 34
[2] J. Gen. Chem. USSR (Engl. Transl.), 1987, vol. 57, p. 147 - 150
[3] Zhurnal Obshchei Khimii, 1987, vol. 57, # 1, p. 171 - 174
[4] Journal of the American Chemical Society, 1968, vol. 90, # 18, p. 4929 - 4939
[5] Spectrochimica Acta, Part A: Molecular and Biomolecular Spectroscopy, 1981, vol. 37, p. 129 - 134 |
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