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Difluorochloromethane Chemical Properties Melting point -146°C Boiling point -40.8°C density 1,18 g/cm3 Water Solubility Slightly soluble Stability: Stable. CAS DataBase Refere
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INDG 2618 Product: Chlorodifluoromethane R22 Molecularformula CHCLF2 Property of chloride :
Chlorodifluoromethane
Conditions | Yield |
---|---|
With 2,2,2-trifluoroethanol In N,N,N,N,N,N-hexamethylphosphoric triamide decompn. in the presence of CF3CH2OH at reflux temp., 12 h; | 100% |
In N,N,N,N,N,N-hexamethylphosphoric triamide |
dichloromethane
ammonia
A
hydrogen cyanide
B
Chlorodifluoromethane
Conditions | Yield |
---|---|
nickel In neat (no solvent) steady-state flow reaction over Ni catalyst at 723 K; | A 98.3% B 0.6% |
nickel In neat (no solvent) steady-state flow reaction over Ni catalyst at 673 K; | A 75.4% B 1.7% |
chloropentafluoroacetone
A
Chlorodifluoromethane
B
trifluoroacetyl fluoride
C
2,2-difluoroacetyl fluoride
D
C3HClF6O
Conditions | Yield |
---|---|
With chlorine monofluoride; cesium fluoride 1.) -140 degC to -75 degC over 6 h, 2.) -75 degC, 2 h; Further byproducts given; | A n/a B n/a C n/a D 90% |
dichloromethane
ammonia
A
hydrogen cyanide
B
Difluoromethane
C
Chlorodifluoromethane
D
carbon dioxide
E
carbon monoxide
Conditions | Yield |
---|---|
nickel titanate In neat (no solvent) steady-state flow reaction over NiTO3*6H2O catalyst at 773 K, further by-product is CFH3 (yield 0.3 %); | A 81.8% B 0.1% C 0.6% D 10.4% E 6.8% |
nickel titanate In neat (no solvent) steady-state flow reaction over NiTO3*6H2O catalyst at 823 K, further by-product is CFH3 (yield 0.4 %); | A 66.2% B 0.2% C 1.4% D 12.9% E 18.8% |
With catalyst: Pt/C In neat (no solvent) steady-state flow reaction over Pt/C catalyst at 821 K, a further by-product is CFH3 (yield 0.2 %); | A 64.6% B 0.3% C 0.2% D 0.6% E 0.8% |
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide at 100℃; | 68% |
dichloromethane
ammonia
A
hydrogen cyanide
B
Methyl fluoride
C
Difluoromethane
D
Chlorodifluoromethane
E
carbon dioxide
Conditions | Yield |
---|---|
With catalyst: Pt/C In neat (no solvent) steady-state flow reaction over Pt/C catalyst at 769 K; | A 53.4% B 0.3% C 0.5% D 7.6% E 0.5% |
2,2-difluoro-2-(fluorosulfonyl)acetic acid
sodium 4-iodo-benzoate
A
Chlorodifluoromethane
B
4-Iodo-benzoic acid difluoromethyl ester
Conditions | Yield |
---|---|
With potassium chloride In acetonitrile at 50℃; for 2.5h; | A n/a B 45% |
Chlorotrifluoroethylene
C3HClF6O
A
Chlorodifluoromethane
B
trifluoroacetyl fluoride
C
2,2-difluoroacetyl fluoride
Conditions | Yield |
---|---|
In trichlorofluoromethane for 18h; -135 degC to 25 degC; Further byproducts given; | A n/a B n/a C n/a D 40% |
Conditions | Yield |
---|---|
In ethanol decompn. with alc. KOH at 35°C in 48h;; | A 24% B n/a |
In ethanol |
Dichlorofluoromethane
Triethylgerman
A
Difluoromethane
B
dichloromethane
C
trifluoromethan
D
Chlorodifluoromethane
E
triethylchlorogermane
Conditions | Yield |
---|---|
With ACF. Et3GeH at 25℃; for 72h; Schlenk technique; Inert atmosphere; | A n/a B n/a C 22% D 16% E n/a |
methane
Chlorodifluoromethane
Conditions | Yield |
---|---|
With chromium fluoride; hydrogen fluoride; chlorine at 275 - 300℃; |
Conditions | Yield |
---|---|
With chlorine |
Conditions | Yield |
---|---|
With hydrogen fluoride; lithium fluoride Electrolysis; |
Conditions | Yield |
---|---|
With aluminium trichloride Siedetemperatur; |
Conditions | Yield |
---|---|
With hydrogen fluoride; antimonypentachloride at 80℃; | |
With calcium fluoride; silver fluoride at 250℃; | |
With antimony(III) fluoride |
Conditions | Yield |
---|---|
With hydrogen; platinum at 685℃; | |
With ammonium persulfate; ammonium formate In N,N-dimethyl-formamide at 30 - 40℃; | |
With hydrogen Heating; |
perfluoropropylene
A
polytetrafluoroethylene
B
Chlorodifluoromethane
C
Hexafluoroethane
Conditions | Yield |
---|---|
Ambient temperature; Irradiation; also CF2HCl; |
dichloromethane
A
Difluoromethane
B
R32
C
Chlorodifluoromethane
D
Dichlorofluoromethane
E
Dichlorodifluoromethane
F
trichlorofluoromethane
Conditions | Yield |
---|---|
With xenon difluoride for 48h; Ambient temperature; other halogenocarbons; var. reaction time; |
Dichlorofluoromethane
A
dichloromethane
B
Chlorodifluoromethane
C
chloroform
Conditions | Yield |
---|---|
With silica gel at 149.9℃; for 6h; Product distribution; |
Conditions | Yield |
---|---|
With antimony tetrachloride fluoride at 100℃; Kinetics; kinetic batch run; |
Dichlorofluoromethane
A
trifluoromethan
B
Chlorodifluoromethane
C
chloroform
Conditions | Yield |
---|---|
zinc aluminate at 250℃; Product distribution; other temperature; |
chloroform
A
trifluoromethan
B
Chlorodifluoromethane
C
Dichlorofluoromethane
Conditions | Yield |
---|---|
With antimony tetrachloride fluoride at 100℃; Kinetics; Product distribution; kinetic behaviour of different fluorinated antimony compound in fluorination (SbCl4F, SbCl5 + SbF3Cl2, SbCl5 + SbF5, SbCl5 + SbF3) at different reaction times; | |
With antimony tetrachloride fluoride at 100℃; under 7600 Torr; Kinetics; Product distribution; Equilibrium constant; kinetic at three different temperatures (85, 100, 115 deg C) and at different pressures ( 7.3, 8.0, 10.0, 10.5, 13.0, 13.8 atm); | |
With hydrogen fluoride; antimonypentachloride at 70 - 90℃; under 10746.4 - 10953.3 Torr; Product distribution / selectivity; Heating / reflux; |
Dichlorodifluoromethane
A
hydrogen cyanide
B
Methyl fluoride
C
Difluoromethane
D
Chlorodifluoromethane
E
carbon dioxide
F
carbon monoxide
Conditions | Yield |
---|---|
With O3Ti(2-)*Ni(2+); ammonia at 499.9℃; Product distribution; other catalysts; |
Conditions | Yield |
---|---|
With ammonium persulfate; ammonium formate In N,N-dimethyl-formamide at 30 - 40℃; | |
With bromine at 349.9℃; Equilibrium constant; different reagent and reactant concentrations and reaction temperatures; |
halon-1211
A
bromodifluoromethane
B
Difluoromethane
C
bromofluoromethane
D
dichloromethane
E
Chlorodifluoromethane
F
1,2-dibromomethane
Conditions | Yield |
---|---|
With hydrogen In gas at 400 - 900℃; under 760 Torr; Rate constant; Product distribution; Mechanism; other reagents; Ea; |
Vinylidene fluoride
C3HClF6O
A
Chlorodifluoromethane
B
trifluoroacetyl fluoride
Conditions | Yield |
---|---|
In trichlorofluoromethane for 24h; -141 degC to 25 degC; Yield given. Further byproducts given. Yields of byproduct given. Title compound not separated from byproducts; |
polytetrafluoroethylene
A
Chlorodifluoromethane
B
2-chloro-1,1,2,2-tetrafluoroethane
C
1,1,1,2-tetrafluoro-2-chloroethane
D
Octafluorocyclobutane
Conditions | Yield |
---|---|
With hydrogenchloride at 660℃; under 760 Torr; Mechanism; Ar-diluted mixtures, flow conditions; other temperatures; |
Chlorotrifluoroethylene
C3HCl2F5O
A
Chlorodifluoromethane
B
chlorodifluoroacetyl fluoride
Conditions | Yield |
---|---|
In trichlorofluoromethane for 18h; -136 degC to 20 degC; Yield given. Further byproducts given. Yields of byproduct given. Title compound not separated from byproducts; |
dichloromethane
A
Difluoromethane
B
R32
C
Chlorodifluoromethane
D
Dichlorofluoromethane
E
Dichlorodifluoromethane
Conditions | Yield |
---|---|
With osmium pentafluoride oxide Product distribution; other transition-metal oxide fluorides; |
Dichlorodifluoromethane
1,1,1,2,2-pentamethyldisilane
A
chloro-trimethyl-silane
B
trimethylsilan
C
Chlorodifluoromethane
D
pentamethylchlorodisilane
E
dimethylsilicon dichloride
Conditions | Yield |
---|---|
at 436.9 - 492.9℃; under 1.5 - 3 Torr; Product distribution; Thermodynamic data; other temp.; |
Chlorodifluoromethane
Conditions | Yield |
---|---|
With potassium hydroxide In isopropyl alcohol at 20 - 65℃; for 1.1h; | 100% |
Chlorodifluoromethane
4-bromo-2-vinyloxy-1-methoxybenzene
4-bromo-2-cyclopropoxy-1-methoxybenzene
Conditions | Yield |
---|---|
With dimethyl zinc(II) In toluene at -40 - 20℃; for 28.25h; | 100% |
Chlorodifluoromethane
2-Fluoro-6-hydroxybenzonitrile
2-(difluoromethoxy)-6-fluorobenzonitrile
Conditions | Yield |
---|---|
With sodium hydroxide In diethylene glycol dimethyl ether; water at 20 - 65℃; | 99% |
Stage #1: 2-Fluoro-6-hydroxybenzonitrile With sodium hydroxide In 1,2-dimethoxyethane; water at 65℃; Stage #2: Chlorodifluoromethane In 1,2-dimethoxyethane; water at 20 - 65℃; | |
With sodium hydroxide In 1,4-dioxane; water at 65℃; |
Chlorodifluoromethane
Conditions | Yield |
---|---|
With n-butyllithium In tetrahydrofuran 1.) -78 deg C, 30 min, 2.) -78 deg C, 1 h; | 98% |
Conditions | Yield |
---|---|
With tetrakis(acetonitrile)copper(I)tetrafluoroborate; 1,8-diazabicyclo[5.4.0]undec-7-ene In N,N-dimethyl-formamide at 120℃; for 5h; Mechanism; Sealed tube; Inert atmosphere; | 98% |
Chlorodifluoromethane
N-ethyl-N-methylbutan-1-amine
Conditions | Yield |
---|---|
With sodium hydroxide; sodium nitrate In tetrahydrofuran; water at 20℃; | 97% |
Chlorodifluoromethane
4-biphenylboronic acid 1,2-ethanediol ester
Conditions | Yield |
---|---|
With tris-(dibenzylideneacetone)dipalladium(0); potassium carbonate; hydroquinone In 1,4-dioxane at 110℃; for 48h; Schlenk technique; Inert atmosphere; | 97% |
With tris-(dibenzylideneacetone)dipalladium(0); potassium carbonate; hydroquinone; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In 1,4-dioxane at 110℃; for 48h; Inert atmosphere; Sealed tube; | 95% |
Chlorodifluoromethane
Conditions | Yield |
---|---|
Stage #1: 5-methyl-2-phenyl-1,2,4-triazolidin-3-one With chlorine In water; 1,2-dichloro-ethane at 20 - 80℃; for 5.36h; Molecular sieve; Stage #2: With potassium carbonate In 5,5-dimethyl-1,3-cyclohexadiene; Triethylene glycol dimethyl ether at 140℃; for 4h; Stage #3: Chlorodifluoromethane In 5,5-dimethyl-1,3-cyclohexadiene; Triethylene glycol dimethyl ether at 185℃; for 0.5h; | 96.1% |
Conditions | Yield |
---|---|
With sodium hydroxide In 1,4-dioxane; water at 45℃; for 3h; | 96% |
1-decylpiperidine
Chlorodifluoromethane
Conditions | Yield |
---|---|
With sodium hydroxide In tetrahydrofuran; water at 20℃; for 3.5h; | 96% |
Conditions | Yield |
---|---|
Stage #1: tributyl-amine With sodium hydroxide In tetrahydrofuran; water at 20℃; for 0.0333333h; Stage #2: Chlorodifluoromethane In tetrahydrofuran; water | 96% |
With sodium hydroxide In tetrahydrofuran; water at 20℃; for 3h; | 92% |
Conditions | Yield |
---|---|
With tris-(dibenzylideneacetone)dipalladium(0); potassium carbonate; hydroquinone In 1,4-dioxane at 110℃; for 48h; Schlenk technique; Inert atmosphere; | 96% |
Conditions | Yield |
---|---|
With high nickel alloy at 420 - 955℃; for 6.94444E-05h; Temperature; | 95.2% |
In gas Product distribution; Irradiation; dependence on pressure and light intensity; | |
Pyrolysis; |
4-ethoxycarbonylpyrazole
Chlorodifluoromethane
ethyl 1-(difluoromethyl)-1H-pyrazole-4-carboxylate
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 90℃; for 2h; | 95% |
With potassium carbonate In DMF (N,N-dimethyl-formamide) at 130 - 140℃; for 3h; | 41% |
With potassium carbonate In DMF (N,N-dimethyl-formamide) at 130 - 140℃; for 3h; | 41% |
Chlorodifluoromethane
4-hydroxy-benzaldehyde
4-difluoromethoxybenzaldehyde
Conditions | Yield |
---|---|
Stage #1: 4-hydroxy-benzaldehyde With sodium hydroxide; 18-crown-6 ether In water; isopropyl alcohol for 0.5h; Stage #2: Chlorodifluoromethane In water; isopropyl alcohol at 65℃; for 5 - 6h; | 95% |
With sodium hydroxide; sodium dithionite In 1,4-dioxane; water at 65 - 70℃; for 5h; | 76% |
With sodium hydroxide; Tris(3,6-dioxaheptyl)amine In toluene at 105℃; for 1.17h; | 24% |
Conditions | Yield |
---|---|
With potassium hydroxide In N,N-dimethyl-formamide at 60 - 70℃; | 95% |
Chlorodifluoromethane
Conditions | Yield |
---|---|
With sodium hydroxide In tetrahydrofuran; water at 20℃; for 2h; | 95% |
2-(p-tolyl)-1H-benzimidazole
Chlorodifluoromethane
1-(difluoromethyl)-2-(4-methylphenyl)-1H-benzimidazole
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 90℃; | 95% |
Conditions | Yield |
---|---|
With tetrakis(acetonitrile)copper(I)tetrafluoroborate; 1,8-diazabicyclo[5.4.0]undec-7-ene In N,N-dimethyl-formamide at 120℃; for 5h; Mechanism; Sealed tube; Inert atmosphere; | 95% |
Chlorodifluoromethane
1-Naphthylboronic acid
1-(difluoromethyl)naphthalene
Conditions | Yield |
---|---|
With tris-(dibenzylideneacetone)dipalladium(0); potassium carbonate; hydroquinone; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In 1,4-dioxane at 110℃; for 48h; Inert atmosphere; Sealed tube; | 95% |
Chlorodifluoromethane
3-(tert-butyldimethylsilyloxy)oct-1-yne
tert-Butyl-[1-(3,3-difluoro-prop-1-ynyl)-hexyloxy]-dimethyl-silane
Conditions | Yield |
---|---|
With n-butyllithium In tetrahydrofuran 1.) -78 deg C, 30 min, 2.) -78 deg C, 1 h; | 94% |
4-(5-hydroxy-3-trifluoromethyl-pyrazol-1-yl)-benzoic acid ethyl ester
Chlorodifluoromethane
4-(5-difluoromethoxy-3-trifluoromethyl-pyrazol-1-yl)-benzoic acid ethyl ester
Conditions | Yield |
---|---|
With potassium carbonate In DMF (N,N-dimethyl-formamide) at -78 - 100℃; for 12h; | 94% |
Chlorodifluoromethane
β-naphthaldehyde
1,1-difluoro-2-(2-naphthyl)ethene
Conditions | Yield |
---|---|
With tetrabutyl-ammonium chloride; triphenylphosphine; methyloxirane In N,N-dimethyl-formamide at 110℃; for 6h; Wittig Olefination; Sealed tube; Molecular sieve; Inert atmosphere; | 94% |
Conditions | Yield |
---|---|
With tetrakis(acetonitrile)copper(I)tetrafluoroborate; 1,8-diazabicyclo[5.4.0]undec-7-ene In N,N-dimethyl-formamide at 120℃; for 5h; Mechanism; Sealed tube; Inert atmosphere; | 94% |
Conditions | Yield |
---|---|
With tris-(dibenzylideneacetone)dipalladium(0); potassium carbonate; hydroquinone In 1,4-dioxane at 110℃; for 48h; Schlenk technique; Inert atmosphere; | 94% |
Chlorodifluoromethane
Conditions | Yield |
---|---|
Stage #1: Chlorodifluoromethane; tetrabutylammonium 7-acetylspiro[1,3-benzodioxole-2,4'-tetrahydrothiopyran]-4-olate In N,N-dimethyl-formamide at 50 - 55℃; Large scale; Stage #2: With water; sodium hydroxide In N,N-dimethyl-formamide at 45 - 55℃; Large scale; | 94% |
Conditions | Yield |
---|---|
With dmap; 4,4'-diamino-2,2'-bipyridyl; magnesium chloride; nickel dichloride; zinc In N,N-dimethyl acetamide at 60℃; for 12h; Molecular sieve; | 94% |
Chlorodifluoromethane
Conditions | Yield |
---|---|
With selenium; water; potassium carbonate In N,N-dimethyl-formamide at 120℃; for 10h; Schlenk technique; Inert atmosphere; regioselective reaction; | 94% |
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