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high purity Application:Drug intermediates Materials intermediates and active molecules
thiophene
acetylene
Conditions | Yield |
---|---|
under 1 Torr; Product distribution; plasma desulfurization: 10-100 W; | 100% |
Conditions | Yield |
---|---|
With water Hydrolysis; | 100% |
With water In water decompn.;; | |
With hydrogen In neat (no solvent) byproducts: Ca; at 2275°C pressure of H2 1 atm;; |
Conditions | Yield |
---|---|
In neat (no solvent) hydrolysis in water vapor (11.0E2 Nm**2); | A 0.1% B 1.13% C 2.2% D 96.5% |
In neat (no solvent) hydrolysis of the annealed sample in water vapor (11.0E2 Nm**2); | A 0.11% B 5.2% C 2.5% D 92.2% |
cyclohexa-1,4-diene
acetylene
Conditions | Yield |
---|---|
With hydrogen; silica gel; Pt/Al2O3 at 170℃; for 48h; examination of hydrogenation var. time and reag;; | 95% |
Conditions | Yield |
---|---|
potassium hydroxide In water at 80 - 84℃; for 12 - 45h; Product distribution / selectivity; | A 93.8% B 95% |
With [Mg0751Al0.249(OH)2](C(01)O3)25*0.71H2O at 149.84℃; under 3000.3 Torr; Kinetics; Reagent/catalyst; Inert atmosphere; |
Conditions | Yield |
---|---|
In neat (no solvent) hydrolysis in water vapor (11.0E2 Nm**2); | A 0.03% B 2.7% C 2.7% D 94.6% |
Conditions | Yield |
---|---|
In neat (no solvent) hydrolysis in water vapor (11.0E2 Nm**2); | A 0.12% B 4.6% C 2.8% D 92.4% |
Conditions | Yield |
---|---|
In neat (no solvent) hydrolysis in water vapor (11.0E2 Nm**-2); | A 0.9% B 1.8% C 5.21% D 92.1% |
Conditions | Yield |
---|---|
In gas Quantum yield; Mechanism; Irradiation; | A n/a B 90% C n/a |
Conditions | Yield |
---|---|
potassium fluoride on basic alumina at 100℃; for 2h; Product distribution / selectivity; Neat (no solvent); | A 90% B n/a |
With potassium hydroxide at 100℃; for 2h; Neat (no solvent); | A 89% B n/a |
water
A
methane
B
ethane
C
propane
D
ethene
E
acetylene
Conditions | Yield |
---|---|
In neat (no solvent) hydrolysis in water vapor (11.0E2 Nm**2); | A 0.24% B 6.77% C 0.14% D 2.54% E 89.5% |
N-propargylbenzylamine
hex-1-yne
A
N-benzylhept-2-yn-1-amine
B
acetylene
Conditions | Yield |
---|---|
With Lu(N(SiMe3)2)3 In toluene at 130℃; for 12h; Inert atmosphere; Glovebox; Schlenk technique; Sealed tube; | A 87% B n/a |
methanesulfonic acid
triphenylphosphine
trimethylsilylacetylene
acetylene
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran for 2h; Addition; Heating; | 86% |
Conditions | Yield |
---|---|
In neat (no solvent) hydrolysis in water vapor (11.0E2 Nm**2); | A 0.11% B 7.27% C 7.85% D 85% |
Conditions | Yield |
---|---|
In tetrahydrofuran | A 84% B n/a |
cis+trans-dibromoethylene
lithium diphenylphosphide
acetylene
Conditions | Yield |
---|---|
In tetrahydrofuran for 1h; Product distribution; Heating; reagent for metal-halogen exchange (reactions with other aliphatic dihalides); | 80% |
cis+trans-dibromoethylene
A
(E)-1,2-bis(diphenylphosphoryl)ethene
B
acetylene
Conditions | Yield |
---|---|
With lithium diphenylarsenide In tetrahydrofuran for 1h; Heating; | A n/a B 80% |
Trichloroethylene
A
cis-1,2-Dichloroethylene
B
chloroethylene
C
acetylene
Conditions | Yield |
---|---|
With iron sulfide In water for 2922h; pH=8.3; Kinetics; Product distribution; Dehydrochlorination; | A 6% B 1% C 65% |
methane
acetylene
Conditions | Yield |
---|---|
With Ba0.5Sr0.5Co0.78W0.02Fe0.2O3 at 1200℃; | 60% |
With chlorine durch Vercracken; | |
im Wechselstrombogen (620-2100 V) bei 68-760 Torr und verschiedener Durchflussgeschwindigkeit, auch bei Verduennung mit Wasserstoff; |
3-Azido-4-chloro-buta-1,2-diene
A
3-Chloromethyl-2-methylene-2H-azirine
B
chloroacetonitrile
C
acetylene
Conditions | Yield |
---|---|
Irradiation; | A 60% B n/a C n/a |
Conditions | Yield |
---|---|
at 450℃; under 0.0001 Torr; for 4h; Title compound not separated from byproducts; | A n/a B 60% C n/a |
3-Azido-4-methoxy-buta-1,2-diene
A
2-methoxyacetonitrile
B
3-Methoxymethyl-2-methylene-2H-azirine
C
acetylene
Conditions | Yield |
---|---|
Irradiation; | A n/a B 59% C n/a |
azidopropadiene
A
3-Methyl-2H-azirine-2-carbonitrile
B
acrylonitrile
C
acetylene
Conditions | Yield |
---|---|
at -70℃; Irradiation; | A 57% B 30% C n/a |
1,1,2,2-tetrachloroethylene
A
cis-1,2-Dichloroethylene
B
Trichloroethylene
C
acetylene
Conditions | Yield |
---|---|
With iron sulfide In water for 2922h; pH=8.3; Kinetics; Product distribution; Dehydrochlorination; | A 1% B 1% C 56% |
With iron sulfide; rac-cysteine In water for 2922h; pH=8.3; Kinetics; Product distribution; Dehydrochlorination; | A 1% B 2% C 19% |
bicyclo(4,2,0)oct-7-ene
A
1,3-cyclooctadiene
B
(1E,3Z)-1,3-cyclooctadiene
C
acetylene
D
cyclohexene
Conditions | Yield |
---|---|
In pentane for 0.25h; Ambient temperature; Irradiation; | A 15% B 6.6% C n/a D 52% |
In pentane for 0.166667h; Product distribution; Quantum yield; Ambient temperature; Irradiation; variation of irradiation time; | A 15% B 6.6% C n/a D 52% |
In pentane for 0.166667h; Ambient temperature; Irradiation; | A 18% B 6.6% C n/a D 51% |
chloro-trimethyl-silane
sodium acetylide
A
acetylene
B
trimethylsilylacetylene
C
Bis(trimethylsilyl)ethyne
Conditions | Yield |
---|---|
In various solvent(s) at 100℃; | A 0.232 mol B 29% C 50% |
Conditions | Yield |
---|---|
With lithium diphenylarsenide In tetrahydrofuran for 1h; Product distribution; Heating; various amounts of Ph2AsLi (2 equiv or 1 equiv), other reagent (lithium diphenylphosphide); | 46% |
With lithium diphenylphosphide In tetrahydrofuran Heating; | |
In various solvent(s) Product distribution; Further Variations:; laser light polarization; UV-irradiation; |
trans-bicyclo<5.2.0>non-8-ene
A
Cycloheptene
B
(Z,Z)-1,3-cyclononadiene
C
cis,trans-cyclonona-1,3-diene
D
ο-methylenebicyclo<5.1.0>octane
E
acetylene
Conditions | Yield |
---|---|
In pentane at 23℃; Product distribution; Quantum yield; Mechanism; Irradiation; variation of wave lengths; | A 15% B 15% C 46% D 18% E n/a |
Conditions | Yield |
---|---|
In neat (no solvent) plasma beams (from vaporized graphite cathode) with H2 as plasma gas yield C2H2 in the quenched gases;; | 46% |
cycloheptane
A
formaldehyd
B
formic acid
C
Cycloheptyl Nitrate
D
acetylene
E
cycloheptanone
Conditions | Yield |
---|---|
With water; nitrogen(II) oxide for 5.15h; Product distribution; Irradiation; further reaction times, initial conc.,; | A 0.6% B 1.3% C 3.2% D 7.4% E 45% |
Conditions | Yield |
---|---|
With potassium tert-butylate In tetrahydrofuran at 0℃; | 100% |
With tetra(n-butyl)ammonium hydroxide In water; dimethyl sulfoxide at 5℃; for 1h; Favorskii-Babayan Synthesis; | 90% |
With diethyl ether; potassium 2-methylbutan-2-olate |
Conditions | Yield |
---|---|
With potassium tert-butylate In tetrahydrofuran at 0℃; | 100% |
With potassium hydroxide; diethyl ether at 0℃; under 7355.08 Torr; | |
With diethyl ether; potassium 2-methylbutan-2-olate |
Conditions | Yield |
---|---|
With potassium tert-butylate In tetrahydrofuran at 0℃; | 100% |
With tetra(n-butyl)ammonium hydroxide In water; dimethyl sulfoxide at 5℃; for 1h; Favorskii-Babayan Synthesis; | 78% |
With sodium amide |
Conditions | Yield |
---|---|
Stage #1: estra-4-ene-3,17-dione With potassium hydroxide In toluene; tert-butyl alcohol under 760.051 Torr; for 0.166667h; Reflux; Industrial scale; Stage #2: acetylene In tert-butyl methyl ether; toluene for 6h; Industrial scale; | 100% |
With potassium tert-butylate; acetone |
Conditions | Yield |
---|---|
With hydrogenchloride; oxygen at 199.84℃; under 750.075 Torr; for 12h; Reagent/catalyst; Flow reactor; Inert atmosphere; | 100% |
With hydrogenchloride at 180℃; Reagent/catalyst; | 99.9% |
With hydrogenchloride In water at 250℃; under 825.083 - 900.09 Torr; Temperature; Reagent/catalyst; | 68% |
2-(5-bromopentyloxy)tetrahydropyran
acetylene
tetrahydro-2-(6-heptynyloxy)-2H-pyran
Conditions | Yield |
---|---|
Stage #1: acetylene With n-butyllithium In tetrahydrofuran; hexane at -10℃; for 0.5h; Stage #2: 2-(5-bromopentyloxy)tetrahydropyran In tetrahydrofuran; hexane; dimethyl sulfoxide at 20℃; | 100% |
With lithium; dimethyl sulfoxide In ammonia at -33℃; for 2h; | 90% |
With ammonia; iron(III) chloride; lithium 1.) -35 deg C, 15 min, 2.) THF, DMSO; Yield given. Multistep reaction; | |
With ammonia; iron(III) chloride; lithium 1.) -35 deg C, 75 min, 2.) THF, DMSO, -35 deg C, 4 h; Yield given. Multistep reaction; |
(Z)-1,1-dimesityl-2-neopentylidenesilirane
acetylene
1,1-dimesityl-4-E-neopentylidene-1-silacyclopent-2-ene
Conditions | Yield |
---|---|
tetrakis(triphenylphosphine) palladium(0) In toluene at 80℃; for 4h; | 100% |
tetrakis(triphenylphosphine) palladium(0) at 80℃; Yield given; |
Conditions | Yield |
---|---|
at 460℃; | 100% |
In methanol at 440℃; for 1.28333h; | 89.5% |
With Diethyl disulfide at 510℃; | |
With methanol thermolysis; | |
With methanol Thermolysis; |
Conditions | Yield |
---|---|
In 1,4-dioxane; water at 160 - 165℃; under 12160 Torr; for 3h; | 100% |
Conditions | Yield |
---|---|
With potassium tert-butylate In tetrahydrofuran at 0℃; | 100% |
Conditions | Yield |
---|---|
With benzo[1,3,2]dioxaborole In tetrahydrofuran Heating; | 100% |
Conditions | Yield |
---|---|
With In(OSO2CF3)3; 3 A molecular sieve; 1,8-diazabicyclo[5.4.0]undec-7-ene In toluene at 100℃; under 760 Torr; for 30h; | 100% |
With indium(III) triflate; 1,8-diazabicyclo[5.4.0]undec-7-ene In toluene at 100℃; Molecular sieve; | 100% |
n-butyllithium
carbon dioxide
acetylene
(Z)-hept-2-enoic acid
Conditions | Yield |
---|---|
Stage #1: n-butyllithium; acetylene With copper(l) iodide In diethyl ether; hexane at -50℃; for 0.5h; Stage #2: carbon dioxide In diethyl ether; hexane at -50℃; for 2h; Further stages.; | 100% |
Conditions | Yield |
---|---|
bis(triphenylphosphine)carbonyliridium(I) chloride In neat (no solvent) tube was charged with Ir-complex, evacuated, alkyne and borane were condensed into tube, mixt. was warmed to room temp., heated at 75°C for 4 h; purified by GLC on the TCP column (80°C); elem. anal.; | 100% |
(carbonyl)(chloro)(hydrido)tris(triphenylphosphine)ruthenium(II)
acetylene
Conditions | Yield |
---|---|
In dichloromethane C2H2-atmosphere; stirring (15 min); crystn. on EtOH addn. and crystn., filtering, washing (EtOH, petroleum ether), drying; elem. anal.; | 100% |
In dichloromethane Inert atmosphere; | 68% |
In dichloromethane acetylene was bubbled through a soln. of Ru-complex in CH2Cl2 for 30 min with stirring and mild heating; unidentified mixt. of products of polyinsertion of acetylene was also formed; soln. was chromd. on a Florisil column (eluent CH2Cl2), alkenyl complexwas isolated from the eluate by concn. and pptn. with petroleum ether; elem. anal.; | 55% |
(5,10,15,20-tetramesitylporphyrinato)ruthenium(II)
acetylene
Conditions | Yield |
---|---|
In benzene Exposure of starting soln. to C2H2 (1 atm) and shaking. Upon leaving under room light for 16 h, the soln. turns from dark brown to greenish-black.; Removal of solvent by evacuation, drying of resulting solid (vac., 24 h, 25°C), elem. anal.; | 100% |
1,3-bis-(2,6-diisopropyl-phenyl)-6-methyl-4-methylene-1,2,3,4-tetrahydro-[1,3,2]diazasiline
acetylene
C5H6(NC6H3(CH(CH3)2)2)2SiC2H2
Conditions | Yield |
---|---|
In hexane at 20℃; for 3h; | 100% |
acetylene
Conditions | Yield |
---|---|
In dichloromethane-d2 at -60℃; | 100% |
[(η5-C5Me5)Co-(η5-1-phenylpentadienyl)]+ BF4-
acetylene
Conditions | Yield |
---|---|
In dichloromethane at 20 - 60℃; for 96h; | 100% |
Conditions | Yield |
---|---|
for 0.5h; | 100% |
Conditions | Yield |
---|---|
In hexane at 20℃; under 760.051 Torr; for 0.166667h; Inert atmosphere; regioselective reaction; | 100% |
Conditions | Yield |
---|---|
In hexane at 20℃; under 760.051 Torr; for 0.25h; Inert atmosphere; | 100% |
Conditions | Yield |
---|---|
Stage #1: acetylene With potassium tert-butylate In tetrahydrofuran at 0℃; for 1h; Stage #2: cyclopentanone In tetrahydrofuran at 0 - 20℃; | 99.9% |
With potassium tert-butylate In tetrahydrofuran at 10 - 15℃; for 0.333333h; | 90% |
With potassium hydroxide In dimethyl sulfoxide at 15 - 17℃; for 1h; | 84% |
Conditions | Yield |
---|---|
Stage #1: acetylene With potassium tert-butylate In tetrahydrofuran at 0℃; for 1h; Stage #2: cyclohexanone In tetrahydrofuran at 0 - 20℃; | 99.3% |
With potassium hydroxide In dimethyl sulfoxide at 15 - 17℃; for 2h; | 98% |
Stage #1: acetylene With ammonia; sodium at -78℃; Stage #2: cyclohexanone In diethyl ether at -78℃; for 12h; | 97% |
Conditions | Yield |
---|---|
With sodium In methanol at 0 - 5℃; for 1h; Solvent; Reagent/catalyst; Autoclave; Inert atmosphere; Large scale; | 99.2% |
Stage #1: acetylene With sodium amide In ammonia at -50℃; for 0.5h; Stage #2: acetone at -50 - 25℃; | 87.9% |
Stage #1: acetylene With potassium hydroxide monohydrate In dimethyl sulfoxide at 10 - 15℃; for 7h; Stage #2: acetone In dimethyl sulfoxide at 10 - 15℃; for 9h; Temperature; | 82% |
Conditions | Yield |
---|---|
With sodium ethanolate In ethanol at 0 - 5℃; for 0.5h; Inert atmosphere; Large scale; | 99.2% |
Stage #1: acetylene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1h; Stage #2: benzophenone In tetrahydrofuran; hexane at -78 - 20℃; | 96% |
With sodium hydroxide; tetrabutylammomium bromide In toluene for 2h; Ambient temperature; | 90% |
Conditions | Yield |
---|---|
With sodium methylate In methanol at 0 - 5℃; for 0.5h; Inert atmosphere; | 99.1% |
86% | |
With diethyl ether unter Zusatz von Kaliumhydroxid; |
Conditions | Yield |
---|---|
With potassium tert-butylate In tert-butyl alcohol at 0 - 5℃; for 0.5h; Inert atmosphere; | 99.1% |
Addition; | 74% |
With lithium amide In ammonia | |
With ammonia; lithium; ferric nitrate In diethyl ether |
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