2-Phenylphen-1-oxydichlorphosphan
p-chlorodibenzo[c.e][1,2]oxaphosphorine
Conditions | Yield |
---|---|
With zinc(II) chloride at 150℃; for 2h; | 100% |
With zinc(II) chloride at 194℃; for 1.25h; | 79% |
With aluminium trichloride In n-heptane | |
With zinc(II) chloride at 250℃; for 2h; | |
With zinc at 180℃; for 3h; Inert atmosphere; |
2-Phenylphenol
p-chlorodibenzo[c.e][1,2]oxaphosphorine
Conditions | Yield |
---|---|
With zinc(II) chloride; phosphorus trichloride at 20 - 180℃; for 7h; | 100% |
With anhydrous phosphorus trichloride; phosphorus trichloride; Zinc chloride In 5,5-dimethyl-1,3-cyclohexadiene | 95% |
Stage #1: 2-Phenylphenol With phosphorus trichloride at 140℃; for 5h; Inert atmosphere; Neat (no solvent); Stage #2: With zinc(II) chloride at 210℃; for 3h; Inert atmosphere; Neat (no solvent); | 90% |
2-Phenylphenol
p-chlorodibenzo[c.e][1,2]oxaphosphorine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: phosphorus trichloride / 5 h / 148 °C 2: 79 percent / ZnCl2 / 1.25 h / 194 °C View Scheme |
2-Phenylphenol
phosphorus trichloride
p-chlorodibenzo[c.e][1,2]oxaphosphorine
Conditions | Yield |
---|---|
Zinc chloride In toluene |
9,10-dihydro-9-oxa-10-phosphaphenanthrene-10-oxide
p-chlorodibenzo[c.e][1,2]oxaphosphorine
Conditions | Yield |
---|---|
With phosphorus trichloride In chloroform for 3h; Inert atmosphere; Reflux; | |
With phosphorus trichloride In chloroform for 4h; Inert atmosphere; Reflux; |
9,10-dihydro-9-oxa-10-phosphaphenanthrene
p-chlorodibenzo[c.e][1,2]oxaphosphorine
Conditions | Yield |
---|---|
With phosphorus trichloride In chloroform for 3h; Inert atmosphere; Reflux; |
tris(2-phenylphenyl)phosphite
p-chlorodibenzo[c.e][1,2]oxaphosphorine
Conditions | Yield |
---|---|
With zinc(II) chloride; phosphorus trichloride at 200℃; for 4h; Temperature; | 35 g |
2,2'-dihydroxybiphenyl
p-chlorodibenzo[c.e][1,2]oxaphosphorine
Conditions | Yield |
---|---|
With phosphorus trichloride In toluene at 140℃; for 8h; Cooling with ice; |
p-chlorodibenzo[c.e][1,2]oxaphosphorine
2,4,6-triamino-s-triazine
Conditions | Yield |
---|---|
With 1-methyl-1H-imidazole at 100℃; for 16h; Inert atmosphere; | 100% |
p-chlorodibenzo[c.e][1,2]oxaphosphorine
6H-dibenz[c,e][1,2]oxaphosphorin,6'6-(1,2-phenethyl)bis-,6'6-dioxide
Conditions | Yield |
---|---|
Stage #1: p-chlorodibenzo[c.e][1,2]oxaphosphorine; C20H17O3P With triethylamine at 10℃; for 2h; Stage #2: With Methyl benzenesulfonate at 100 - 150℃; for 5h; | 99.3% |
p-chlorodibenzo[c.e][1,2]oxaphosphorine
recorcinol
Conditions | Yield |
---|---|
Stage #1: p-chlorodibenzo[c.e][1,2]oxaphosphorine; recorcinol In toluene at 20 - 120℃; for 6h; Heating / reflux; Stage #2: With ammonia In toluene at 20℃; for 0.0833333h; Stage #3: With water; ozone more than 3 stages; | 98.9% |
p-chlorodibenzo[c.e][1,2]oxaphosphorine
9,10-dihydro-9-oxa-10-phosphaphenanthrene-10-oxide
Conditions | Yield |
---|---|
With water; hydrogenchloride at 80℃; for 1h; Product distribution / selectivity; | 98% |
With water In toluene for 4h; Heating / reflux; | 95% |
In ethanol | |
With water | |
With water | 10.1 g |
p-chlorodibenzo[c.e][1,2]oxaphosphorine
(-)-menthol
Conditions | Yield |
---|---|
With triethylamine In toluene at 26℃; for 3h; | 97% |
p-chlorodibenzo[c.e][1,2]oxaphosphorine
6-chloro-6H-dibenzo[c,e]-[1,2]oxaphosphinine 6-sulfide
Conditions | Yield |
---|---|
With sulfur at 130 - 160℃; for 5h; Inert atmosphere; | 95% |
With sulfur | |
Multi-step reaction with 2 steps 1: hydrogen sulfide; sodium hydroxide / water; toluene / 20 °C 2: chloroform; triethylamine / tetrachloromethane / 0 °C View Scheme | |
Multi-step reaction with 3 steps 1: water 2: tetraphosphorus decasulfide / toluene / 17 h / 40 - 55 °C / Inert atmosphere 3: chloroform; triethylamine / tetrachloromethane / 0 °C View Scheme | |
With sulfur; triethylamine In toluene at 20℃; for 6h; Inert atmosphere; Reflux; |
p-chlorodibenzo[c.e][1,2]oxaphosphorine
(S)-1-phenyl-ethylamine
Conditions | Yield |
---|---|
With triethylamine In toluene at 26℃; for 3h; | 95% |
p-chlorodibenzo[c.e][1,2]oxaphosphorine
chloro-trimethyl-silane
2-bromoanisole
2'-[di-o-anisylphosphanyl]-2-(trimethylsilyloxy)-1,1'-biphenyl
Conditions | Yield |
---|---|
Stage #1: 2-bromoanisole With tert.-butyl lithium In diethyl ether; pentane at 20℃; for 2h; Inert atmosphere; Stage #2: p-chlorodibenzo[c.e][1,2]oxaphosphorine In tetrahydrofuran; diethyl ether; pentane at -90 - 20℃; Inert atmosphere; Stage #3: chloro-trimethyl-silane In tetrahydrofuran; diethyl ether; pentane at 20℃; for 2h; Inert atmosphere; | 95% |
p-chlorodibenzo[c.e][1,2]oxaphosphorine
phenol
Conditions | Yield |
---|---|
With triethylamine at 210℃; for 4h; | 94% |
p-chlorodibenzo[c.e][1,2]oxaphosphorine
diethylamine
Conditions | Yield |
---|---|
In toluene at 26℃; for 3h; | 94% |
In toluene at 26℃; for 3h; | |
In toluene at 26℃; for 4h; Inert atmosphere; | |
In toluene at 20℃; for 3h; Inert atmosphere; |
p-chlorodibenzo[c.e][1,2]oxaphosphorine
Conditions | Yield |
---|---|
at 40℃; for 18h; Inert atmosphere; | 94% |
p-chlorodibenzo[c.e][1,2]oxaphosphorine
methanol
10-methoxy-10H-9-oxa-10-phosphaphenanthrene
Conditions | Yield |
---|---|
With triethylamine In toluene at 50℃; for 2h; | 92% |
With pyridine In diethyl ether; benzene |
p-chlorodibenzo[c.e][1,2]oxaphosphorine
2-methyl-but-3-yn-2-ol
Conditions | Yield |
---|---|
With pyridine In diethyl ether at 0 - 28℃; for 8h; | 92% |
p-chlorodibenzo[c.e][1,2]oxaphosphorine
1-Ethynyl-1-cyclohexanol
Conditions | Yield |
---|---|
With pyridine In diethyl ether at 0 - 28℃; | 91% |
p-chlorodibenzo[c.e][1,2]oxaphosphorine
2'-hydroxy-2-diphenylphosphinobiphenyl
Conditions | Yield |
---|---|
In tetrahydrofuran at 26℃; for 20h; | 90% |
p-chlorodibenzo[c.e][1,2]oxaphosphorine
acetophenone
6H-dibenz[c,e][1,2]oxaphosphorin,6'6-(1,2-phenethyl)bis-,6'6-dioxide
Conditions | Yield |
---|---|
With phosphoric acid In 5,5-dimethyl-1,3-cyclohexadiene; water at 160℃; for 4.5h; Concentration; Temperature; Reagent/catalyst; Inert atmosphere; | 90% |
p-chlorodibenzo[c.e][1,2]oxaphosphorine
9,10-dihydro-9-oxa-10-phosphaphenanthrene-10-sulfide
Conditions | Yield |
---|---|
With hydrogen sulfide; sodium hydroxide In water; toluene at 20℃; | 89% |
p-chlorodibenzo[c.e][1,2]oxaphosphorine
3-ethyl-1-pentyn-3-ol
Conditions | Yield |
---|---|
With pyridine In diethyl ether at 0 - 28℃; | 89% |
p-chlorodibenzo[c.e][1,2]oxaphosphorine
triethylamine
triethylammonium 6H-dibenzo[c,e][1,2]oxaphosphinine-6-thiolate 6-sulfide
Conditions | Yield |
---|---|
With sulfur In toluene at 20℃; for 8h; Inert atmosphere; Reflux; | 87% |
Conditions | Yield |
---|---|
With N-ethylmorpholine; In dichloromethane at 0 - 20℃; | 86% |
p-chlorodibenzo[c.e][1,2]oxaphosphorine
meparfynol
Conditions | Yield |
---|---|
With pyridine In diethyl ether at 0 - 28℃; diastereoselective reaction; | 86% |
p-chlorodibenzo[c.e][1,2]oxaphosphorine
2-Phenyl-3-butyn-2-ol
Conditions | Yield |
---|---|
With pyridine In diethyl ether at 0 - 28℃; | 86% |
p-chlorodibenzo[c.e][1,2]oxaphosphorine
1-ethynylcyclopentanol
Conditions | Yield |
---|---|
With pyridine In diethyl ether at 0 - 28℃; | 85% |
p-chlorodibenzo[c.e][1,2]oxaphosphorine
3,5-dimethyl-1-hexyn-3-ol
Conditions | Yield |
---|---|
With pyridine In diethyl ether at 0 - 28℃; diastereoselective reaction; | 84% |
p-chlorodibenzo[c.e][1,2]oxaphosphorine
Conditions | Yield |
---|---|
With trimethylsilylazide In toluene at 50℃; for 24h; Inert atmosphere; | 83.4% |
p-chlorodibenzo[c.e][1,2]oxaphosphorine
(2,4,6-triisopropylphenyl)magnesium bromide
10-(2,4,6-triisopropyl-phenyl)-10H-9-oxa-10-phospha-phenanthrene
Conditions | Yield |
---|---|
In tetrahydrofuran at 26℃; | 82% |
In tetrahydrofuran at 0 - 26℃; |
p-chlorodibenzo[c.e][1,2]oxaphosphorine
ethylmagnesium bromide
(2'-hydroxy-biphenyl-2-yl)-diethylphosphane
Conditions | Yield |
---|---|
In tetrahydrofuran at 20 - 65℃; Inert atmosphere; | 82% |
p-chlorodibenzo[c.e][1,2]oxaphosphorine
2-(pyridine-2-yl)propan-2-ol
2-ethyl(1'-methyl-1'-hydroxy)pyridine-6H-dibenz[c,e][1,2]oxaphosphorin
Conditions | Yield |
---|---|
Stage #1: 2-(pyridine-2-yl)propan-2-ol With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1h; Stage #2: p-chlorodibenzo[c.e][1,2]oxaphosphorine In tetrahydrofuran; hexane at 20℃; for 12h; Further stages.; | 80% |
Molecular Formula: C12H8ClOP
Molecular Weight: 234.62
Flash Point: 180.3 °C
Melting Point: 87°C
CAS Registry Number: 22749-43-5
Enthalpy of Vaporization: 59.76 kJ/mol
Vapour Pressure: 1.78E-05 mmHg at 25°C
IUPAC Name: 6-chlorobenzo[c][1,2]benzoxaphosphinine
Boiling Point of 6-Chloro-6H-dibenzo[c,e][1,2]oxaphosphinine (CAS NO.22749-43-5): 374.6 °C at 760 mmHg
Synonyms: 6-Chlorodibenz[c,e][1,2]oxaphosphorin (CAS NO.22749-43-5) ; 6-Chloro-6H-dibenzo[c,e][1,2]oxaphosphinine ; 6-chlorobenzo[C][1,2]benzoxaphosphinine ; 10-Chloro-9,10-Dihydro-9-oxa-10-phosphaphenanthrene ; 6-Chloro-6H-dibenz[c,e][1,2]oxaphosphorin
Following is the molecular structure of 6-Chloro-6H-dibenzo[c,e][1,2]oxaphosphinine (CAS NO.22749-43-5):
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