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2-MethylideneadamantaneAppearance:Colorless or Light yellow liquid Storage:Keep away of light,cool place Package:25kg/drum;200kg/drum Application:Fine Chemical Transportation:Sea/air/courier
We are committed to providing our customers with the best products and services at the most competitive prices.Appearance:clear liquid Storage:Room temperature with sealed well Package:according to the clients requirement Application:Use as primary a
2-METHYLIDENEADAMANTANEAppearance:white crystalline powder Storage:Store in dry, dark and ventilated place Package:25KG drum Application:intermediate Transportation:by air, by sea, by express
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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% |
2-Adamantanone
1-methyl-2-(methylsulfonyl)-1H-benzo[d]imidazole
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; |
2-Trimethylsilanylmethyl-adamantan-2-ol
2-methylideneadamantane
Conditions | Yield |
---|---|
Nafion-H In dichloromethane for 1h; Ambient temperature; | 88% |
(i) nBuLi, THF, hexane, (ii) MeSO2Cl; Multistep reaction; |
2-Adamantanone
dichloromethane
A
2-methylideneadamantane
B
1-adamantanol
Conditions | Yield |
---|---|
With titanium tetrachloride; magnesium In tetrahydrofuran at 0 - 20℃; for 0.833333h; | A 86% B 6% |
4(e)-Chloro-2-methyleneadamantane
2-methylideneadamantane
Conditions | Yield |
---|---|
With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride In cyclohexane for 20h; Heating; | 79.1% |
2-bromo-2-methyladamantane
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; |
2',5'-dihydrospiro
A
2-methylideneadamantane
B
spiro
C
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. |
C11H16N2S
A
2-methylideneadamantane
B
homoadamantane-2-thione
C
C11H16S
Conditions | Yield |
---|---|
In xylene at 80℃; for 30h; | A 3% B 16% C 70% |
Conditions | Yield |
---|---|
With titanium tetrachloride; zinc In tetrahydrofuran; dichloromethane at -40℃; | 66% |
With titanium tetrachloride; zinc In tetrahydrofuran; dichloromethane Ambient temperature; |
2-Adamantanone
methyl-triphenylphosphonium iodide
2-methylideneadamantane
Conditions | Yield |
---|---|
Stage #1: methyl-triphenylphosphonium iodide With n-butyllithium In tetrahydrofuran at 20℃; for 0.25h; Stage #2: 2-Adamantanone In tetrahydrofuran at 20℃; for 2h; Inert atmosphere; | 66% |
Stage #1: methyl-triphenylphosphonium iodide With n-butyllithium In tetrahydrofuran at 20℃; Inert atmosphere; Stage #2: 2-Adamantanone In tetrahydrofuran at 20℃; for 2h; Inert atmosphere; | 66% |
1-(tert-butyl)-5-(methylsulfonyl)-1H-tetrazole
2-Adamantanone
2-methylideneadamantane
Conditions | Yield |
---|---|
With caesium carbonate In tetrahydrofuran; N,N-dimethyl-formamide at 70℃; for 16h; | 57% |
Conditions | Yield |
---|---|
In dimethyl sulfoxide at 56℃; for 2h; | 55% |
2-Adamantanone
Methyltriphenylphosphonium bromide
2-methylideneadamantane
Conditions | Yield |
---|---|
Stage #1: Methyltriphenylphosphonium bromide With n-butyllithium In tetrahydrofuran; hexane at 0 - 20℃; Inert atmosphere; Stage #2: 2-Adamantanone In tetrahydrofuran; hexane at 0 - 20℃; Inert atmosphere; | 50% |
With phenyllithium 1.) ether, 30 min, 2.) 2 h; Yield given. Multistep reaction; | |
With n-butyllithium In diethyl ether; hexane 1.) 30 min, 2.) room temperature, 30 min; reflux 17 h; | 80 % Spectr. |
ω-(Bromomethylene)adamantane
A
2-methylideneadamantane
B
1,2-diadamantylideneethane
Conditions | Yield |
---|---|
With lithium; copper(I) bromide In diethyl ether for 3h; Heating; | A n/a B 21% |
Conditions | Yield |
---|---|
(i) Ph3P, (ii) nBuLi, (iii) /BRN= 1210235/; Multistep reaction; |
methanol
2-bromo-2-methyladamantane
A
2-methylideneadamantane
B
2-methyl-2-methoxyadamantane
Conditions | Yield |
---|---|
at 25℃; Rate constant; Mechanism; other proton-donating and aprotic solvents; |
2-Adamantanone
Methyltriphenylphosphonium bromide
A
2-methylideneadamantane
B
1-adamantanol
Conditions | Yield |
---|---|
With n-butyllithium In hexane; toluene Product distribution; Mechanism; 1.) 30 min, 2.) room temperature, 30 min; reflux, 17 h; other solvents, other reagents, time; other ketones; |
Conditions | Yield |
---|---|
Wittig reaction conditions; | |
Multi-step reaction with 2 steps 1: diethyl ether / 18 h / Ambient temperature 2: 65 percent / p-toluenesulfonic acid / toluene / 1 h / Heating View Scheme | |
Multi-step reaction with 2 steps 1: diethyl ether; pentane / 0.17 h / 0 °C 2: 88 percent / Nafion-H / CH2Cl2 / 1 h / Ambient temperature View Scheme |
Conditions | Yield |
---|---|
at 25℃; Rate constant; |
Conditions | Yield |
---|---|
at 25℃; Rate constant; |
2-methyladamantan-2-ol
A
2-Adamantanone
B
2-methyl-1-adamantanol
C
2-methylideneadamantane
D
E,Z-4-methyl-1-adamantanol
Conditions | Yield |
---|---|
With potassium hydroxide; nitric acid; trifluoroacetic acid 1) 65 deg C, 3.5 h, 2) 95 deg C, 2.5 h; Yield given. Multistep reaction. Yields of byproduct given; |
2-bromo-2-methyladamantane
1,3,5-triphenylverdazyl
A
2-methylideneadamantane
B
2,4,6-triphenylverdazylium bromide
C
2,4,6-triphenylverdazyl
Conditions | Yield |
---|---|
In acetonitrile at 25℃; Kinetics; Thermodynamic data; oth. solvents, effect of addition of var. salts, oth. temperature, ΔH(activ.), ΔS(activ.); |
2-tert-butyl-2-adamantanol
A
2-methylideneadamantane
B
2-isobutylidene-adamantane
C
1-(2-adamantyl)-2-methylprop-1-ene
Conditions | Yield |
---|---|
With hydrogenchloride In chloroform at 200℃; Heating; Further byproducts given; | A 10 % Chromat. B n/a C n/a |
With hydrogenchloride In chloroform at 150℃; for 48h; Product distribution; other reagent (HBr), reaction time, temperature; |
Conditions | Yield |
---|---|
at 25℃; Rate constant; |
2-bromo-2-methyladamantane
iso-butanol
A
2-methylideneadamantane
Conditions | Yield |
---|---|
at 25℃; Rate constant; |
Conditions | Yield |
---|---|
at 25℃; Rate constant; |
Conditions | Yield |
---|---|
at 25℃; Rate constant; |
Conditions | Yield |
---|---|
at 25℃; Rate constant; |
2-methylideneadamantane
2-(Bromomethyl)-2-bromoadamantane
Conditions | Yield |
---|---|
With bromine In dichloromethane Ambient temperature; | 99% |
With bromine In tetrachloromethane Ambient temperature; overnight; | 82% |
With bromine In tetrachloromethane | |
With bromine In tetrachloromethane at -15℃; Yield given; | |
With pyridine; bromine In pentane 1.) 1 h, 0 deg C; 2.) 2 h room temperature; | 18.2 g |
trifluoromethyacrylic acid
2-methylideneadamantane
2-trifluoromethyl-acrylic acid 2-methyl-adamantan-2-yl ester
Conditions | Yield |
---|---|
With sodium hydroxide; sulfuric acid In toluene | 93% |
2-methylideneadamantane
Conditions | Yield |
---|---|
With tert.-butylhydroperoxide; sodium hypophosphite In methanol; water at 120℃; for 10h; Sealed tube; | 92% |
Conditions | Yield |
---|---|
With sodium hydroxide; sulfuric acid In toluene | 91.5% |
boron trifluoride diethyl etherate at 0℃; for 1h; Product distribution / selectivity; |
poly(methacrylic acid)
2-methylideneadamantane
2-methyl-2-adamantyl methacrylate
Conditions | Yield |
---|---|
With sodium hydroxide; p-toluenesulfonic acid monohydrate In toluene | 90.8% |
boron trifluoride diethyl etherate at 0℃; for 1h; Product distribution / selectivity; | |
boron trifluoride diethyl etherate In n-Undecane; toluene at 0℃; for 2h; Product distribution / selectivity; | |
boron trifluoride diethyl etherate In n-Undecane at 0℃; for 2h; Product distribution / selectivity; |
Conditions | Yield |
---|---|
dirhodium tetraacetate In dichloromethane at 20℃; for 0.166667h; | 89% |
2-methylideneadamantane
7-endo-carbomethoxybicyclo<3.3.1>nonan-3-one
Conditions | Yield |
---|---|
Stage #1: 2-methylideneadamantane With ferrous(II) sulfate heptahydrate; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; ozone In methanol; water at -78 - 20℃; for 0.0833333h; Stage #2: With magnesium bis(monoperoxyphthalate)hexahydrate In methanol; water at 0℃; for 2h; | 87% |
Conditions | Yield |
---|---|
dirhodium tetraacetate In dichloromethane at 20℃; for 0.25h; | 85% |
2-methylideneadamantane
Trichloroacetyl chloride
2’,2’-dichlorospiro[adamantane-2,3’-cyclobutane]-1‘-one
Conditions | Yield |
---|---|
With triethylamine In hexane for 5h; Heating; also in ether with POCl3 and Zn as reagents; | 84% |
With zinc In diethyl ether at 20 - 35℃; for 4h; Sonication; | |
With zinc In diethyl ether at 20 - 35℃; for 2h; Sonication; |
2-methylideneadamantane
phosphonic acid diethyl ester
diethyl (2-fluoroadamantan-2-yl)methylphosphonate
Conditions | Yield |
---|---|
With silver nitrate; acetic acid; Selectfluor In dichloromethane; water at 40℃; for 18h; Schlenk technique; Inert atmosphere; | 81% |
methanol
2-methylideneadamantane
3β-Methoxycarbonyl-1α(H),5α(H)-bicyclo[3.3.1]nonan
Conditions | Yield |
---|---|
Stage #1: methanol; 2-methylideneadamantane With ozone Stage #2: With ferrous(II) sulfate heptahydrate; thiophenol at -78 - 20℃; for 0.5h; | 81% |
Conditions | Yield |
---|---|
With tin(IV) chloride In dichloromethane at -78 - -30℃; | 74% |
Conditions | Yield |
---|---|
dirhodium tetraacetate In dichloromethane at 20℃; for 0.2h; | 72% |
2-methylideneadamantane
4-[4-methoxy-4-(triethylsilylperoxy)cyclohexyl]phenyl acetate
Conditions | Yield |
---|---|
With tin(IV) chloride In dichloromethane at -78 - -30℃; | 70% |
2-methylideneadamantane
Conditions | Yield |
---|---|
Stage #1: (PMePh2)2W(O)Cl2(CHCMe2Ph); sodium 1,1,1,3,3,3-hexafluoro-2-(trifluoromethyl)propan-2-olate In toluene at 20℃; for 0.5h; Inert atmosphere; Stage #2: 2-methylideneadamantane In toluene at 80℃; for 1h; Inert atmosphere; Sealed tube; | 70% |
Conditions | Yield |
---|---|
With ammonium cerium(IV) nitrate In methanol at 0℃; | 69% |
4-phenyl-1,1-bis[(triethylsilyl)dioxy]cyclohexane
2-methylideneadamantane
Conditions | Yield |
---|---|
With tin(IV) chloride In dichloromethane at -78 - -30℃; | 68% |
Conditions | Yield |
---|---|
With ammonium cerium(IV) nitrate In methanol at 0℃; | 67% |
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