Conditions | Yield |
---|---|
With chlorine; aluminum oxide; molybdenum(VI) oxide at 380 - 400℃; for 0.00277778h; other metal oxide catalysts; | A 98.2% B 96.3% |
Conditions | Yield |
---|---|
With 2,2'-azobis(isobutyronitrile); chlorine; aluminum oxide; molybdenum(VI) oxide at 380 - 400℃; for 0.00277778h; | A 95.15% B 98.06% |
Conditions | Yield |
---|---|
With chlorine fluorosulfate In 1,1,2-Trichloro-1,2,2-trifluoroethane at -25℃; | 90.2% |
toluene
A
tetrachloromethane
B
hexachlorobenzene
C
α,α,2,3,4,5,6-pentachlorotoluene
Conditions | Yield |
---|---|
With chlorine; KSK silica gel; magnesium chloride at 295 - 320℃; for 0.005h; other methal oxide and chloride catalysts; | A n/a B n/a C 84% |
RhCl(AsPh3)3
Dichloroethyne etherate
A
((C6H5)3As)3ClRhC4Cl4
B
hexachlorobenzene
Conditions | Yield |
---|---|
In diethyl ether under N2; the Rh-complex was suspensed in Et2O; dichloroethyne*Et2O added; stirred for 23 days; filtration; residue was washed with Et2O 2 times; dried; elem. anal., IR; | A 63% B 75% |
Conditions | Yield |
---|---|
With hydrogen sulfide at 550℃; Mechanism; | 62.5% |
2,3,4,5,6-pentanitroaniline 1,2-dichloroethane
hexachlorobenzene
Conditions | Yield |
---|---|
With hydrogenchloride at 80 - 90℃; for 4h; | 60% |
A
hexachlorobenzene
B
octachloroacenaphthylene
C
decachlorocorannulene
Conditions | Yield |
---|---|
With chlorine In toluene under 105.008 Torr; | A 60% B 9% C n/a |
2,3,4,5,6-pentachloroaniline
copper(I) cyanide
A
pentachlorobenzonitrile
B
pentachlorobenzene
C
hexachlorobenzene
D
Quintozene
Conditions | Yield |
---|---|
With tert.-butylnitrite In dimethyl sulfoxide at 60℃; for 1.5h; Title compound not separated from byproducts; | A 48% B 30% C 7% D 6% |
2,3,4,5,6-pentachloroaniline
A
pentachlorobenzonitrile
B
pentachlorobenzene
C
hexachlorobenzene
D
Quintozene
Conditions | Yield |
---|---|
With tert.-butylnitrite In dimethyl sulfoxide at 60℃; for 1.5h; Title compound not separated from byproducts; | A 48% B 30% C 7% D 6% |
hexachlorotropone
2,5-dihydro-2,2-dimethoxy-5,5-dimethyl-1,3,4-oxadiazole
A
hexachlorobenzene
B
Pentachlorbenzoesaeure-methylester
C
pentachlorobenzoyl chloride
D
methyl 2-pentachlorophenyl-2-oxo-ethanoate
Conditions | Yield |
---|---|
In benzene at 110℃; for 24h; | A 1% B 7 % Chromat. C 2 % Chromat. D 44% |
perchlorodiphenylmethyl radical
A
pentachlorobenzene
B
hexachlorobenzene
C
Perchlorobenzophenone
D
pentachloro-α,α-dichlorotoluene
E
pentachlorobenzoyl chloride
F
Perchloro-4-benzylidenecyclohexadienone
Conditions | Yield |
---|---|
With oxygen In tetrachloromethane for 2h; Mechanism; Product distribution; Quantum yield; Irradiation; also without O2; other solvent; other perchlorinated arylradical; | A 9 % Chromat. B 30% C 17% D 4 % Chromat. E 6 % Chromat. F 3% |
diphenyl(tetrachloro-2-pyridyl)methane
A
hexachlorobenzene
B
chloro(pentachlorophenyl)(tetrachloro-2-pyridyl)methane
C
perchloro-10-phenylpyrido<1,2-a>indole
D
αH-tetradecachlorodiphenyl(2-pyridyl)methane
Conditions | Yield |
---|---|
With disulfur dichloride; aluminium trichloride; sulfuryl dichloride for 7h; Heating; | A 4% B 17% C 4% D 30% |
Conditions | Yield |
---|---|
With antimonypentachloride; Nitryl chloride In dichloromethane at 20℃; for 1h; Product distribution; other reagent ratio, reaction time, temperature; other reageny; | A 2% B 22% |
Conditions | Yield |
---|---|
at 700℃; |
Conditions | Yield |
---|---|
With chlorine at 550℃; | |
at 400 - 700℃; Leiten durch Porzellanroehren; | |
With pyrographite at 400 - 700℃; Leiten durch Porzellanroehren; |
Conditions | Yield |
---|---|
With antimonypentachloride |
Conditions | Yield |
---|---|
With chlorine; iron(III) chloride at 170 - 265℃; |
Conditions | Yield |
---|---|
With antimonypentachloride |
Conditions | Yield |
---|---|
With chlorosulfonic acid; sodium chloride at 180 - 200℃; | |
With chlorosulfonic acid at 150 - 160℃; |
Conditions | Yield |
---|---|
at 300 - 350℃; | |
at 700℃; Leiten ueber Aktivkohle; |
Conditions | Yield |
---|---|
at 723 - 800℃; Kinetics; Pyrolysis; | |
Leiten durch gluehende Roehren; |
Conditions | Yield |
---|---|
With antimonypentachloride |
Conditions | Yield |
---|---|
With chlorine dann Chlorieren mit Chlorjod auf 300-350grad; |
Conditions | Yield |
---|---|
With disulfur dichloride; aluminium trichloride; thionyl chloride; sulfuryl dichloride at 40 - 80℃; | |
With disulfur dichloride; tetrachloromethane; aluminium trichloride; sulfuryl dichloride at 40 - 80℃; |
Conditions | Yield |
---|---|
With chlorosulfonic acid | |
With disulfur dichloride; aluminium trichloride; sulfuryl dichloride |
Conditions | Yield |
---|---|
With chlorosulfonic acid; sodium chloride at 210 - 220℃; |
Conditions | Yield |
---|---|
With iron at 140 - 150℃; durch Chlorieren; |
Conditions | Yield |
---|---|
unter Druck; |
hexachlorobenzene
(1-methylbenzimidazol-2-yl)acetonitrile
10-methyl-1,2,3,4-tetrachloro-11-cyanoindolo<1,2-a>benzimidazole
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide for 3h; | 98% |
pyridine-2-acetonitrile
hexachlorobenzene
1,2,3,4-tetrachloro-10-cyanopyrido<1,2-a>indole
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide for 3h; | 97% |
hexachlorobenzene
Conditions | Yield |
---|---|
With 1,3-dimethyl-2-imidazolidinone; caesium carbonate at 60℃; for 108h; Inert atmosphere; | 97% |
hexachlorobenzene
sodium 4-methoxyphenylthiolate
hexakis(4-methoxy-1-phenylthio)benzene
Conditions | Yield |
---|---|
In various solvent(s) for 5h; Heating; | 96% |
95% |
Conditions | Yield |
---|---|
In various solvent(s) at 25℃; for 72h; | 96% |
In various solvent(s) at 128℃; for 24h; | 23% |
hexachlorobenzene
sodium isopropanethiolate
hexakis(isopropylthio)benzene
Conditions | Yield |
---|---|
In N,N,N,N,N,N-hexamethylphosphoric triamide at 20℃; for 3.5h; | 95% |
In N,N-dimethyl-formamide at 100℃; for 0.25h; | 93% |
hexachlorobenzene
sodium dodecanethiolate
hexakis(n-dodecylthio)benzene
Conditions | Yield |
---|---|
In various solvent(s) at 128℃; for 24h; | 95% |
In N,N,N,N,N,N-hexamethylphosphoric triamide Yield given; |
Conditions | Yield |
---|---|
With dichloro bis(acetonitrile) palladium(II); copper(l) iodide; diisopropylamine; XPhos In 1,4-dioxane at 100℃; for 23h; Sonogashira Cross-Coupling; Inert atmosphere; | 95% |
hexachlorobenzene
A
1,4-dichloro-2,3,5,6-tetrafluorobenzene
B
1,3-dichloro-2,4,5,6-tetrafluorobenzene
C
1,2-dichloro-3,4,5,6-tetrafluorobenzene
Conditions | Yield |
---|---|
Title compound not separated from byproducts; | A 0.5% B 94.5% C 5% |
With potassium fluoride Title compound not separated from byproducts; | A 10 % Chromat. B 67 % Chromat. C 20 % Chromat. |
chloro-trimethyl-silane
hexachlorobenzene
1,1,3,3-tetrakis(trimethylsilyl)allene
Conditions | Yield |
---|---|
With lithium In tetrahydrofuran at 0℃; | 94% |
Conditions | Yield |
---|---|
With sodium hydride In various solvent(s) at 130℃; for 42h; | 93% |
Conditions | Yield |
---|---|
With dichloro bis(acetonitrile) palladium(II); copper(l) iodide; diisopropylamine; XPhos In 1,4-dioxane at 100℃; for 20h; Sonogashira coupling; Inert atmosphere; Sealed tube; | 93% |
Conditions | Yield |
---|---|
Stage #1: hexachlorobenzene With n-butyllithium In diethyl ether; hexane at -78 - -40℃; Inert atmosphere; Stage #2: (ferrocenyl)dibromoborane In diethyl ether; hexane at -78 - 20℃; for 14h; Inert atmosphere; | 93% |
hexachlorobenzene
o-methyl-thiophenolate
hexakis(2-methyl-1-phenylthio)benzene
Conditions | Yield |
---|---|
In various solvent(s) for 5h; Heating; | 92% |
3-methoxyphenylacetonitrile
hexachlorobenzene
Conditions | Yield |
---|---|
With n-butyllithium In diethyl ether 1.) -70 deg C, 2 h, 2.) -70 deg C to r.t.; r.t., overnight; | 92% |
hexachlorobenzene
4-[4-(4-Isopropoxy-phenylsulfanyl)-phenylsulfanyl]-benzenethiol
Conditions | Yield |
---|---|
With 1,3-dimethyl-2-imidazolidinone; sodium hydride 1.) 25 deg C, 30 min, 2.) 50-60 deg C, 2 d; | 92% |
hexachlorobenzene
sodium p-thiocresolate
hexakis(4-methyl-1-phenylthio)benzene
Conditions | Yield |
---|---|
With 1,3-dimethyl-2-imidazolidinone for 20h; Ambient temperature; | 91% |
hexachlorobenzene
Sodium; 4-hydroxy-benzenethiolate
hexakis(4-hydroxy-1-phenylthio)benzene
Conditions | Yield |
---|---|
In various solvent(s) for 5h; Heating; | 90% |
Conditions | Yield |
---|---|
With chlorobenzene; lithium chloride; magnesium chloride In N,N-dimethyl-formamide for 1h; Product distribution; electrolysis, Al cathode, graphite anode, current density 0.04 A/sm2; electrochemical reductive dehalogenation of halogenocyclopropane and halogenoaromatic compounds; | 90% |
With [1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene]palladium iodide; potassium tert-butylate In isopropyl alcohol for 24h; Catalytic behavior; Reagent/catalyst; Inert atmosphere; Reflux; | |
With (S,S)-(salen)cobalt(III)(OAc) In acetonitrile Kinetics; Reagent/catalyst; | |
With 3% Pd/C; sodium hydroxide In methanol at 180℃; for 1h; |
Conditions | Yield |
---|---|
With n-butyllithium In diethyl ether 1.) -70 deg C, 2 h, 2.) -70 deg C to r.t.; r.t., overnight; | 90% |
hexachlorobenzene
para-thiocresol
hexakis(4-methyl-1-phenylthio)benzene
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 60℃; for 40h; Inert atmosphere; | 90% |
With potassium carbonate In N,N-dimethyl-formamide at 60℃; for 40h; Inert atmosphere; | 90% |
1-ethynyl-4-fluorobenzene
hexachlorobenzene
hexakis(4-fluorophenylethynyl)benzene
Conditions | Yield |
---|---|
With dichloro bis(acetonitrile) palladium(II); copper(l) iodide; diisopropylamine; XPhos In 1,4-dioxane at 100℃; for 20h; Sonogashira coupling; Inert atmosphere; Sealed tube; | 89% |
4-Methoxybenzenethiol
hexachlorobenzene
hexakis(4-methoxy-1-phenylthio)benzene
Conditions | Yield |
---|---|
Stage #1: 4-Methoxybenzenethiol; hexachlorobenzene With sodium hydride at 20 - 80℃; for 5h; Inert atmosphere; Cooling with ice; Stage #2: With sodium hydroxide In water Inert atmosphere; | 88% |
With 1,3-dimethyl-2-imidazolidinone; sodium hydride for 48h; Ambient temperature; | 70.5% |
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 60℃; for 46h; Inert atmosphere; | 88% |
hexachlorobenzene
1-ethynyl-2-methylbenzene
hexakis(o-tolylethynyl)benzene
Conditions | Yield |
---|---|
With dichloro bis(acetonitrile) palladium(II); copper(l) iodide; diisopropylamine; XPhos In 1,4-dioxane at 100℃; for 20h; Sonogashira coupling; Inert atmosphere; Sealed tube; | 87% |
Conditions | Yield |
---|---|
In N,N,N,N,N,N-hexamethylphosphoric triamide at 100℃; for 2h; | 85% |
1. | dnd-esc 20 µmol/L | MUREAV Mutation Research. 89 (1981),95. | ||
2. | mmo-smc 100 ppm | RSTUDV Rivista di Scienza e Technologia degli Alimenti e di Nutrizione Umana. Review of Science and Technology of Food and Human Nutrition. 6 (1976),161. | ||
3. | orl-rat TDLo:2738 mg/kg/2Y-C:CAR | PAACA3 Proceedings of the American Association for Cancer Research. 24 (1983),59. | ||
4. | orl-mus TDLo:6972 mg/kg/83W-C:NEO | IJCNAW International Journal of Cancer. 23 (1979),47. | ||
5. | orl-ham TDLo:1000 mg/kg/18W-C:CAR | NATUAS Nature. 269 (1977),510. | ||
6. | unr-man LDLo:220 mg/kg | 85DCAI Poisoning; Toxicology, Symptoms, Treatments. 2 (1970),73. | ||
7. | orl-rat LD50:10,000 mg/kg | 85DPAN Wirksubstanzen der Pflanzenschutz und Schadlingsbekampfungsmittel Werner Perkow,Berlin, Germany.: Verlag Paul Parey,1971/76. | ||
8. | ihl-rat LC50:3600 mg/m3 | 85GMAT Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure Izmerov, N.F., et al.,Moscow, USSR.: Centre of International Projects, GKNT,1982,72. | ||
9. | orl-mus LD50:4 g/kg | 85GMAT Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure Izmerov, N.F., et al.,Moscow, USSR.: Centre of International Projects, |
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