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| CAS No.: | 875-72-9 |
|---|---|
| Name: | 2-methylideneadamantane |
| Molecular Structure: | |
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|
|
| Formula: | C11H16 |
| Molecular Weight: | 148.248 |
| Synonyms: | Adamantane,2-methylene- (6CI,7CI,8CI);Tricyclo[3.3.1.13,7]decane, methylene- (9CI);2-Methyleneadamantane;Methyleneadamantane; |
| Density: | 0.97 g/cm3 |
| Boiling Point: | 203.4 °C at 760 mmHg |
| Flash Point: | 67.2 °C |
| PSA: | 0.00000 |
| LogP: | 2.99870 |
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- 926293-55-26-Bromo-2-methylpyridine-3-carboxaldehyde
- 911112-05-55-Iodo-3-(trifluoromethyl)-2-pyridinamine
- 886364-50-71-(5-Bromo-2-pyridinyl)-2,2,2-trifluoroethanone
- 875-72-9
2-methylideneadamantane
| Conditions | Yield |
|---|---|
| With ethanol; magnesium; mercury dichloride for 2h; Ambient temperature; | 99% |
| With ethanol; magnesium; mercury dichloride for 2h; Ambient temperature; other substrates; | 99% |
| Conditions | Yield |
|---|---|
| With potassium hydrogensulfate at 100℃; under 150 - 200 Torr; | 96% |
| With phosphoric acid | 85% |
| With toluene-4-sulfonic acid In toluene for 1h; Heating; | 65% |
- 700-58-3
2-Adamantanone
- 61078-14-6
1-methyl-2-(methylsulfonyl)-1H-benzo[d]imidazole
- 875-72-9
2-methylideneadamantane
| Conditions | Yield |
|---|---|
| With potassium tert-butylate In N,N-dimethyl-formamide at 20℃; for 1h; Reagent/catalyst; Temperature; Time; Inert atmosphere; | 96% |
| With sodium hexamethyldisilazane In N,N-dimethyl-formamide at -55 - 20℃; Reagent/catalyst; Temperature; Inert atmosphere; | 95% |
| Conditions | Yield |
|---|---|
| With thionyl chloride Product distribution; other alkyllithiums, other hindered ketones; | 94% |
| With thionyl chloride 1.) Et2O, -78 deg C, 30 min, 2.) a) -78 deg C, 5 min, b) RT, 30 min; Yield given. Multistep reaction; |
- 58540-98-0
2-Trimethylsilanylmethyl-adamantan-2-ol
- 875-72-9
2-methylideneadamantane
| Conditions | Yield |
|---|---|
| Nafion-H In dichloromethane for 1h; Ambient temperature; | 88% |
| (i) nBuLi, THF, hexane, (ii) MeSO2Cl; Multistep reaction; |
| Conditions | Yield |
|---|---|
| With titanium tetrachloride; magnesium In tetrahydrofuran at 0 - 20℃; for 0.833333h; | A 86% B 6% |
- 74381-15-0
4(e)-Chloro-2-methyleneadamantane
- 875-72-9
2-methylideneadamantane
| Conditions | Yield |
|---|---|
| With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride In cyclohexane for 20h; Heating; | 79.1% |
- 27852-61-5
2-bromo-2-methyladamantane
- 875-72-9
2-methylideneadamantane
| Conditions | Yield |
|---|---|
| With 2,4,6-triphenylverdazyl In acetonitrile for 48h; Ambient temperature; | 73% |
| In sulfolane at 30℃; Rate constant; Kinetics; Thermodynamic data; other temperatures; ΔH(excit.), ΔS(excit.); other aprotic solvents; | |
| With 1,3,5-triphenylverdazyl In cyclohexanone at 25℃; Thermodynamic data; Kinetics; Further Variations:; Solvents; |
- 31934-34-6
2',5'-dihydrospiro
A
- 875-72-9
2-methylideneadamantane
B
- 56169-89-2
spiro
C
- 97462-11-8
homoadamantane-2-thione
| Conditions | Yield |
|---|---|
| In xylene at 80℃; for 30h; | A 3% B 70% C 16% |
| In xylene | A 3 % Spectr. B 63 % Spectr. C 14 % Spectr. |
| In xylene at 80℃; for 30h; Product distribution; Rate constant; thermolysis in xylene, in benzyl alcohol or piperidine; kinetic of thermolysis in xylene; regiochemistry of cycloaddition of diazomethane to adamantanethione; kinetic of thermolysis of 2',5'-dihydrospiro; | A 3 % Spectr. B 64 % Spectr. C 14 % Spectr. |
- 31934-34-6
C11H16N2S
A
- 875-72-9
2-methylideneadamantane
B
- 97462-11-8
homoadamantane-2-thione
C
- 56169-89-2
C11H16S
| Conditions | Yield |
|---|---|
| In xylene at 80℃; for 30h; | A 3% B 16% C 70% |
- Total:26 Page 1 of 1 1
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Specification
The IUPAC name of 2-Methylideneadamantane is 2-methylideneadamantane. With the CAS registry number 875-72-9, it is also named as Tricyclo(3.3.1.13,7)decane, 2-methylene-. In addition, its molecular formula is C11H16 and molecular weight is 148.24.
The other characteristics of this product can be summarized as: (1)ACD/LogP: 4.32; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 4.32; (4)ACD/LogD (pH 7.4): 4.32; (5)ACD/BCF (pH 5.5): 1122.28; (6)ACD/BCF (pH 7.4): 1122.28; (7)ACD/KOC (pH 5.5): 5307.15; (8)ACD/KOC (pH 7.4): 5307.15; (9)H bond acceptors: 0; (10)H bond donors: 0; (11)Freely Rotating Bonds: 0; (12)Index of Refraction: 1.522; (13)Molar Refractivity: 46.29 cm3; (14)Molar Volume: 151.6 cm3; (15)Polarizability: 18.35×10-24cm3; (16)Surface Tension: 31.5 dyne/cm; (17)Density: 0.97 g/cm3; (18)Flash Point: 67.2 °C; (19)Enthalpy of Vaporization: 42.17 kJ/mol; (20)Boiling Point: 203.4 °C at 760 mmHg; (21)Vapour Pressure: 0.396 mmHg at 25 °C.
Preparation of 2-Methylideneadamantane: this chemical can be prepared by 2-Methyl-2-hydroxyadamantane.
This reaction needs I2 and Xylene by heating.
Uses of 2-Methylideneadamantane: it can be used for producing Bromomethylidene-adamantane.
This reaction needs NBS, (PhCO)2O2 and Benzene.
People can use the following data to convert to the molecule structure.
(1)SMILES:C=C1/C2CC3CC1CC(C2)C3
(2)InChI:InChI=1/C11H16/c1-7-10-3-8-2-9(5-10)6-11(7)4-8/h8-11H,1-6H2
(3)InChIKey:JTCQPLINQYIRDZ-UHFFFAOYAH
(4)Std. InChI:InChI=1S/C11H16/c1-7-10-3-8-2-9(5-10)6-11(7)4-8/h8-11H,1-6H2
(5)Std. InChIKey:JTCQPLINQYIRDZ-UHFFFAOYSA-N