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inquiryItems Standard Result Assay 98%min -----------------------------------------------------------------------------------------------
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inquiryProduct Name: 1,3-Cyclopentadiene Synonyms: Cyclopentadiene;pentole;pyropentylene;r-pentine;1,3-Cyclopentadiene;2,4-Cyclopentadiene CAS: 542-92-7 MF: C5H6 MW: 66.10114 EINECS: 208-835-4 Product Categories: Mol File: 542-92-7.mol 1,3-Cyclope
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Cyclopentadiene CAS NO.542-92-7 CAS NO.542-92-7 CAS NO.542-92-7 Application:Cyclopentadiene CAS NO.542-92-7 CAS NO.542-92-7 CAS NO.542-92-7
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inquiry1,3-CyclopentadieneAppearance:white crystalline powder Storage:Store in dry, dark and ventilated place Package:25KG drum Application:pharmaceutical intermediate Transportation:by air, by sea, by express
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inquiryConditions | Yield |
---|---|
With n-butyllithium; potassium 2-methylbutan-2-olate In hexane 1) r.t., 14 h, 2) reflux, 5 h; | 100% |
at 850℃; Erhitzen unter vermindertem Druck; | |
With chromium (III)-oxide-aluminium oxide contacts at 450 - 500℃; | |
With palladium at 180 - 200℃; |
Conditions | Yield |
---|---|
With trifluoroacetic acid at 60℃; for 3h; Heating; | 100% |
With potassium tert-butylate In N,N,N,N,N,N-hexamethylphosphoric triamide at 60℃; for 3h; | 100% |
manganocene
carbon dioxide
diethylamine
B
cyclopenta-1,3-diene
Conditions | Yield |
---|---|
In toluene under N2 or Ar;suspn. of Mn(cp)2 in toluene treated with stoicheiometric amt. of amine, clear soln, addn. of CO2, after 2 h no gas was uptaken; evapn.,; | A 99% B n/a |
1,3-dihydroxycyclopentane
cyclopenta-1,3-diene
Conditions | Yield |
---|---|
With Nafion In water at 140℃; Temperature; Solvent; Reagent/catalyst; | 99% |
With H-USY zeolite In tetrahydrofuran at 249.84℃; Inert atmosphere; | 93.8% |
(η-cyclopentadienyl)(η-cyclopentadiene)nickel tetrafluoroborate
triphenylantimony
A
[Ni(C5H5)(Sb(C6H5)3)2](1+)*BF4(1-)=[Ni(C5H5)(Sb(C6H5)3)2]BF4
B
cyclopenta-1,3-diene
Conditions | Yield |
---|---|
In diethyl ether under Ar, Ni complex in ether mixed with stibane ligand (molar ratio 1:2), stirred for 5 h at room temp.; filtered, washed with ether, dried in vac., elem. anal.; | A 98% B n/a |
Conditions | Yield |
---|---|
In toluene molar ratio Cp2V/Pb-compound 1/1, sealed ampoule, 20°C, 48 h; | A 97% B n/a C 36.6% |
cyclopenta-1,3-diene
Conditions | Yield |
---|---|
Heating; | 96% |
at 180℃; | |
In decalin at 180℃; Diels-Alder Cycloaddition; Inert atmosphere; |
bi(cyclopentadiene)
cyclopenta-1,3-diene
Conditions | Yield |
---|---|
at 160℃; | 95% |
at 350 - 400℃; | 91% |
at 210℃; | 84.5% |
endo-4a-acetyl-2,3-dichloro-4a,5,8,8a-tetrahydro-5,8-methano-1,4-naphthoquinone
A
cyclopenta-1,3-diene
4-acetyl-6,7,7',8'-tetrachloro-3'aR*,9'bR*-dihydro-5,6',9'-trihydroxy-spiro<3H-benzofuran-2S*,5'(1'H)-cyclopenta<2>benzopyran>
Conditions | Yield |
---|---|
In benzene-d6 at 80℃; for 6h; sealed n.m.r. sample tube; | A n/a B 95% |
Conditions | Yield |
---|---|
With tert-butylhydroquinone In diphenylether at 215℃; for 2.58333h; Product distribution / selectivity; | 94.19% |
dibutyltin dibenzoate
A
tin
C
(Benzoyloxy)tributylstannan
D
dibutyltin
E
cyclopenta-1,3-diene
Conditions | Yield |
---|---|
In toluene molar ratio Cp2V/Sn-compound 1/2, sealed ampoule, 20°C, 24 h; | A n/a B 94% C n/a D n/a E 84% |
(η-cyclopentadienyl)(η-cyclopentadiene)nickel tetrafluoroborate
1-diphenylarsino-2-diphenylphosphinoethane
A
cyclopentadienylnickel(diphenylphosphino(diphenylarsino)ethylidene)
B
cyclopenta-1,3-diene
Conditions | Yield |
---|---|
In chloroform under Ar, Ni complex and ligand stirred in CHCl3 for 5 min; filtered, filtrate dropped in ether, filtered, dried in vac., elem. anal.; | A 93% B n/a |
(S)-2-(2-Aza-bicyclo[2.2.1]hept-5-en-2-yl)-3-phenyl-propionic acid methyl ester
A
N-methyl-L-phenylalanine methyl ester
B
cyclopenta-1,3-diene
Conditions | Yield |
---|---|
With triethylsilane; trifluoroacetic acid In chloroform for 20h; Ambient temperature; | A 92% B n/a |
Conditions | Yield |
---|---|
In gas at 650℃; | A 92% B n/a |
(η-cyclopentadienyl)(η-cyclopentadiene)nickel tetrafluoroborate
2,4-dichloro-1,3-di-tert-butyl-1,3,2,4-diazadiphosphetidine
A
[(C5H5)Ni(P2Cl2(NC(CH3)3)2)2](1+)*BF4(1-)=[(C5H5)Ni(P2Cl2(NC(CH3)3)2)2]BF4
B
cyclopenta-1,3-diene
Conditions | Yield |
---|---|
In chloroform under Ar, nickel complex and CHCl3 soln. of ligand (molar ratio 1:2) stirred at 0°C for 1 h; filtered, filtrate mixed with ether, decanted, washed with ether until solidification, dried in vac., elem. anal.; | A 92% B n/a |
Tricyclo<5.2.1.02.6>deca-3,8-dien
cyclopenta-1,3-diene
Conditions | Yield |
---|---|
at 0 - 20℃; under 50 - 100 Torr; Temperature; Inert atmosphere; Large scale; | 91.7% |
at 158.5 - 220.7℃; Kinetics; Rate constant; Thermodynamic data; activation parameters: Ea, ΔH, ΔS; | |
at 160 - 170℃; |
C16H20O4
A
2,2-Dimethyl-cyclopenta-3,5-diene-1,3-dicarboxylic acid dimethyl ester
B
cyclopenta-1,3-diene
Conditions | Yield |
---|---|
In neat (no solvent) at 160℃; | A n/a B 91% |
In neat (no solvent) at 160℃; | A 91% B n/a |
1-((1S,3R,7R)-4,4-Dioxo-4λ6-thia-tricyclo[5.2.1.02,6]dec-8-en-3-yl)-pentan-1-one
A
cyclopenta-1,3-diene
B
trans-1,3-nonadien-5-one
Conditions | Yield |
---|---|
at 650℃; under 0.01 Torr; | A n/a B 91% |
(S)-2-(2-Aza-bicyclo[2.2.1]hept-5-en-2-yl)-4-methyl-pentanoic acid methyl ester
trifluoroacetic acid
A
cyclopenta-1,3-diene
B
dimethylleucine trifluoroacetate
Conditions | Yield |
---|---|
With triethylsilane In chloroform for 20h; Ambient temperature; | A n/a B 91% |
Conditions | Yield |
---|---|
In tetrahydrofuran Addn. of Yb-complex soln to soln. of 8-hydroxyquinoline under Ar, stirring 24 h at room temp.; Concg., addn. of n-hexane pptd. a solid, washing (n-hexane), crystn. (THF/n-hexane), elem. anal.; | A 91% B n/a |
(1S,3S,7R)-3-Pentyl-4-thia-tricyclo[5.2.1.02,6]dec-8-ene 4,4-dioxide
A
(E)-1,3-nonadiene
B
cyclopenta-1,3-diene
Conditions | Yield |
---|---|
at 650℃; under 0.01 Torr; | A 90% B n/a |
at 650℃; Yields of byproduct given; |
2-(5-Norbornen-2-yl)imidazol
A
2-vinyl imidazole
B
cyclopenta-1,3-diene
Conditions | Yield |
---|---|
With 4-methoxy-phenol In methanol at 500℃; | A 90% B n/a |
((1S,3R,7R)-4,4-Dioxo-4λ6-thia-tricyclo[5.2.1.02,6]dec-8-en-3-yl)-trimethyl-silane
A
(E)-1-(trimethylsilyl)buta-1,3-diene
B
cyclopenta-1,3-diene
Conditions | Yield |
---|---|
at 650℃; under 0.01 Torr; | A 89% B n/a |
Conditions | Yield |
---|---|
In neat (no solvent) molar ratio Cp2V/Sn-compound 1/2, sealed ampoule, 120°C, 16 h; elem. anal.; | A 89% B 10.07% C 58.5% |
(S)-(2-Aza-bicyclo[2.2.1]hept-5-en-2-yl)-phenyl-acetic acid methyl ester
A
cyclopenta-1,3-diene
B
methyl (2S)-(methylamino)(phenyl)acetate
Conditions | Yield |
---|---|
With triethylsilane; trifluoroacetic acid In chloroform for 20h; Ambient temperature; | A n/a B 88% |
3-benzoyl-2-oxa-3-azabicyclo<2.2.1>hept-5-ene
benzylamine
A
N-benzylbenzamide
B
cyclopenta-1,3-diene
Conditions | Yield |
---|---|
In toluene at 80℃; for 20h; Product distribution; Mechanism; var. amine; determination of formed N2O; retro-Diels Alder dissociation; | A 88% B n/a |
(η-cyclopentadienyl)(η-cyclopentadiene)nickel tetrafluoroborate
trimethylantimony
A
[Ni(C5H5)(Sb(CH3)3)2](1+)*BF4(1-)=[Ni(C5H5)(Sb(CH3)3)2]BF4
B
cyclopenta-1,3-diene
Conditions | Yield |
---|---|
In diethyl ether under Ar, Ni complex in ether mixed with stibane ligand (molar ratio 1:2), stirred for 5 h at room temp.; filtered, washed with ether, dried in vac., elem. anal.; | A 88% B n/a |
Conditions | Yield |
---|---|
In tetrahydrofuran Addn. of Yb-complex soln to soln. of o-aminophenol under Ar, stirring 24 h at room temp.; Concg., addn. of n-hexane pptd. a solid, washing (n-hexane), crystn. (THF/n-hexane), elem. anal.; | A 87% B n/a |
8-quinolinol
tris(cyclopentadienyl)neodymium(III)
B
cyclopenta-1,3-diene
Conditions | Yield |
---|---|
In tetrahydrofuran Addn. of Nd-complex soln to soln. of 8-hydroxyquinoline under Ar, stirring 24 h at room temp.; Concg., addn. of n-hexane pptd. a solid, washing (n-hexane), crystn. (THF/n-hexane), elem. anal.; | A 87% B n/a |
[Ni(C5H5)(Sb(C6H5)3)2](1+)*BF4(1-)=[Ni(C5H5)(Sb(C6H5)3)2]BF4
bis(diphenylstibino)methane
A
[Ni(C5H5)(Sb(C6H5)2CH2Sb(C6H5)2)2](1+)*BF4(1-)=[Ni(C5H5)(Sb(C6H5)2CH2Sb(C6H5)2)2]BF4
B
cyclopenta-1,3-diene
Conditions | Yield |
---|---|
In chloroform under Ar, Ni complex in CHCl3 mixed at 0°C with stibane ligand (molar ratio 1:2), stirred for 10 min; filtered, to filtrate added ether, solid washed with ether, dried in vac., elem. anal.; | A 87% B n/a |
cyclohexanone
cyclopenta-1,3-diene
cyclopenta-2,4-dien-1-ylidenecyclohexane
Conditions | Yield |
---|---|
Stage #1: cyclohexanone; cyclopenta-1,3-diene With pyrrolidine In methanol at 20℃; Inert atmosphere; Stage #2: With acetic acid In methanol for 0.15h; | 100% |
In methanol for 0.416667h; Ambient temperature; new method; | 96% |
With pyrrolidine In methanol for 0.416667h; Ambient temperature; | 96% |
fumaryl dichloride
cyclopenta-1,3-diene
endo,exo-bicyclo[2.2.1]hept-2-ene-5,6-dicarboxylic acid dichloride
Conditions | Yield |
---|---|
In toluene Heating; | 100% |
With diethyl ether | |
In diethyl ether |
cyclopenta-1,3-diene
acrylic acid methyl ester
(1S,2S,4S)-Bicyclo[2.2.1]hept-5-ene-2-carboxylic acid methyl ester
Conditions | Yield |
---|---|
In water Ambient temperature; | 100% |
With 3-phenyl-propenal; bromocatecholborane In dichloromethane at -78℃; for 3h; | 98% |
With [BCl2(1-methylimidazole)][Al2Cl7] In neat (no solvent) at 0℃; for 0.0833333h; Diels-Alder Cycloaddition; Inert atmosphere; | 93% |
cyclopenta-1,3-diene
(2E)-but-2-enedioic acid
norbornene-5,6-dicarboxylic acid
Conditions | Yield |
---|---|
In water; acetone at 50℃; for 24h; Diels-Alder Cycloaddition; | 100% |
In 1,4-dioxane at 60℃; for 1h; | 94% |
With N,N-dimethyl-formamide andere polare Loesungsmittel; |
Conditions | Yield |
---|---|
Stage #1: cyclopenta-1,3-diene; acetone With pyrrolidine In methanol at 20℃; Inert atmosphere; Stage #2: With acetic acid In methanol for 0.15h; | 100% |
With pyrrolidine In methanol at -10 - 20℃; for 1h; Inert atmosphere; | 100% |
With methylamine for 4.5h; | 92% |
Conditions | Yield |
---|---|
In hexane; ethyl acetate at 0℃; for 3.5h; Diels-Alder Cycloaddition; | 100% |
In methanol at -78 - 0℃; Inert atmosphere; optical yield given as %de; | 98% |
In hexane; ethyl acetate at 0℃; for 4h; Diels-Alder reaction; | 97% |
cyclopenta-1,3-diene
Acetylenedicarboxylic acid
bicyclo[2.2.1]hepta-2,5-diene-2,3-dicarboxylic acid
Conditions | Yield |
---|---|
In 1,4-dioxane at 20℃; for 12h; Diels-Alder cycloaddition; | 100% |
In diethyl ether Ambient temperature; | 85% |
Stage #1: Acetylenedicarboxylic acid With (2-bromophenyl)boronic acid In dichloromethane at 25℃; for 0.166667h; Inert atmosphere; Stage #2: cyclopenta-1,3-diene In dichloromethane at 25℃; for 48h; Diels-Alder cycloaddition; Inert atmosphere; | 84% |
cyclopenta-1,3-diene
diethylazodicarboxylate
diethyl 2,3-diazanorbornene-2,3-dicarboxylate
Conditions | Yield |
---|---|
In dichloromethane at 0℃; | 100% |
In diethyl ether at 0℃; for 12h; | 100% |
In diethyl ether; toluene at 20℃; for 21.5h; Reflux; | 55% |
With diethyl ether |
cyclopenta-1,3-diene
1,2-Dicyanoethylene
bicyclo<2.2.1>hept-5,6-ene-2α,3β-dicarbonitrile
Conditions | Yield |
---|---|
In methanol at 0 - 20℃; Diels-Alder reaction; | 100% |
In methanol at 0℃; for 1h; Diels-Alder Cycloaddition; | 99% |
In 1,4-dioxane for 6h; Ambient temperature; | 93% |
Conditions | Yield |
---|---|
In cyclohexane at 119.84℃; for 2h; Diels-Alder Cycloaddition; | 100% |
cyclopenta-1,3-diene
acrolein
(+/-)-endo-bicyclo[2.2.1]hept-5-ene-2-carbaldehyde
Conditions | Yield |
---|---|
With trityl tetrafluoroborate In dichloromethane at 20℃; for 16h; Diels-Alder Cycloaddition; | 100% |
With methyltrioxorhenium(VII) In chloroform for 1h; Ambient temperature; | 90% |
With 1-ethyl-3-methyl-1H-imidazol-3-ium chloride at 20℃; for 0.166667h; Diels-Alder reaction; | 88% |
maleic anhydride
cyclopenta-1,3-diene
3,6-endomethylene-1,2,3,6-tetrahydrophthalic anhydride
Conditions | Yield |
---|---|
With 3-(n-butoxycarbonyl)-1-methylpyridinium bis(trifluoromethanesulfonyl)imide at 20℃; for 0.166667h; Diels-Alder reaction; diastereoselective reaction; | 100% |
With 1-hexyl-3-methylimidazolium tetrafluoroborate; K-10 montmorillonite at 20℃; for 0.0833333h; Diels-Alder reaction; | 99% |
In dichloromethane at 0 - 20℃; for 10h; Diels-Alder Cycloaddition; Inert atmosphere; | 98% |
N-phenyl-maleimide
cyclopenta-1,3-diene
N-phenylbicyclo[2.2.1]hept-5-ene-2-endo,3-endo-dicarboximide
Conditions | Yield |
---|---|
In neat (no solvent) at 20℃; for 0.0166667h; Diels-Alder Cycloaddition; | 100% |
With 1-hexyl-3-methylimidazolium tetrafluoroborate; K-10 montmorillonite at 20℃; for 0.0833333h; Diels-Alder reaction; | 99% |
With 3-(n-butoxycarbonyl)-1-methylpyridinium bis(trifluoromethanesulfonyl)imide at 20℃; for 0.166667h; Diels-Alder reaction; diastereoselective reaction; | 97% |
1,3-diacetyl-2,3-dihydro-1H-imidazol-2-one
cyclopenta-1,3-diene
(3aα,4α,7α,7aα)-1,3-diacetyl-1,3,3a,4,7,7a-hexahydro-4,7-methano-2H-benzimidazol-2-one
Conditions | Yield |
---|---|
at 140℃; for 24h; Diels-Alder reaction; | 100% |
at 140℃; for 24h; Diels-Alder Cycloaddition; Sealed tube; | 98.6% |
In xylene at 180℃; selaed tube; | 69% |
formaldehyd
benzylamine hydrochloride
cyclopenta-1,3-diene
N-benzyl-2-azanorborn-5-ene
Conditions | Yield |
---|---|
In water | 100% |
In water at 20℃; for 3h; | 73% |
In water for 3h; Ambient temperature; Yield given; | |
In water for 16h; Ambient temperature; | 6.69 g |
In water at 20℃; for 3h; |
1-(chloromethyl)maleic anhydride
cyclopenta-1,3-diene
(1S,2S,6S,7R)-2-Chloromethyl-4-oxa-tricyclo[5.2.1.02,6]dec-8-ene-3,5-dione
Conditions | Yield |
---|---|
In diethyl ether 1) 0.5 h, reflux, 2) RT, 3 h; | 100% |
Conditions | Yield |
---|---|
In dichloromethane for 96h; Ambient temperature; | 100% |
4-oxopent-2-ynoic acid methyl ester
cyclopenta-1,3-diene
3-Acetyl-bicyclo[2.2.1]hepta-2,5-diene-2-carboxylic acid methyl ester
Conditions | Yield |
---|---|
In dichloromethane for 18h; | 100% |
trifluoromethyldiiodophosphine
cyclopenta-1,3-diene
2,3-Bis-trifluoromethyl-2,3-diphospha-bicyclo[2.2.1]hept-5-ene
Conditions | Yield |
---|---|
With tin(ll) chloride In tetrahydrofuran | 100% |
1,1-bis(trichlorosilyl)ethylene
cyclopenta-1,3-diene
5,5-Bis-trichlorosilanyl-bicyclo[2.2.1]hept-2-ene
Conditions | Yield |
---|---|
at 60 - 70℃; for 3h; | 100% |
5-hydroxynaphtho-1,4-quinone
cyclopenta-1,3-diene
(1R*,4S*,4aR*,9aS*)-1,4,4a,9a-tetrahydro-5-hydroxy-1,4-methano-9,10-anthracenedione
Conditions | Yield |
---|---|
In chloroform for 0.5h; Ambient temperature; | 100% |
In propan-1-ol at 25℃; Thermodynamic data; Rate constant; other solvents and their mixture with water; isobaric activation parameters; | |
In dichloromethane at 20℃; Reflux; |
di-tert-butyl-diazodicarboxylate
cyclopenta-1,3-diene
di-tert-butyl 2,3-diazabicyclo[2.2.1]hept-5-ene-2,3-dicarboxylate
Conditions | Yield |
---|---|
In dichloromethane at 0℃; | 100% |
In diethyl ether for 48h; Ambient temperature; | 94% |
In dichloromethane Inert atmosphere; | 89% |
In dichloromethane | 89% |
In diethyl ether at 0℃; for 12h; |
Conditions | Yield |
---|---|
In diethyl ether for 72h; Ambient temperature; | 100% |
In diethyl ether at 20℃; for 48h; | 91.5% |
2-benzylcyclohexa-2,5-diene-1,4-dione
cyclopenta-1,3-diene
rel-(1S,4R,4aS,8aR)-6-benzyl-1,4,4a,8a-tetrahydro-1,4-methanonaphthalene-5,8-dione
Conditions | Yield |
---|---|
for 0.416667h; Ambient temperature; | 100% |
In methanol at 25℃; Diels-Alder reaction; | 82% |
2,3-dichloro-1,4-benzoquinone
cyclopenta-1,3-diene
4,5-dichlorotricyclo<6.2.1.02,7>undeca-4,9-diene-3,6-dione
Conditions | Yield |
---|---|
In diethyl ether at 20℃; for 5h; Diels-Alder reaction; | 100% |
In benzene Yield given; | |
In benzene Diels-Alder Cycloaddition; |
1,2-dichloro-1,2-dicyanoethylene
cyclopenta-1,3-diene
2,3-Dichloro-bicyclo[2.2.1]hept-5-ene-2,3-dicarbonitrile
Conditions | Yield |
---|---|
In dichloromethane at 25℃; for 72h; | 100% |
2,3-Dichloro-5-methyl-2,5-cyclohexadiene-1,4-dione
cyclopenta-1,3-diene
Conditions | Yield |
---|---|
In methanol for 2h; | 100% |
Oxo-(4-phenylazo-phenylamino)-dithioacetic acid methyl ester
cyclopenta-1,3-diene
(1R,4S)-3-Methylsulfanyl-2-thia-bicyclo[2.2.1]hept-5-ene-3-carboxylic acid (4-phenylazo-phenyl)-amide
Conditions | Yield |
---|---|
In chloroform Heating; | 100% |
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