Conditions | Yield |
---|---|
With trifluorormethanesulfonic acid; water at 25℃; Sealed tube; | 91% |
With phosphonic acid | |
With water |
Conditions | Yield |
---|---|
With trichlorophosphate In toluene at 70℃; for 1.8h; Temperature; | 71.3% |
With tetraethylammonium iodide; water In acetonitrile at 50℃; electrosynthesis; | 20% |
With tetraethyldiamidophosphite | |
With phosphorus trichloride | |
With trichlorophosphate In toluene at 50℃; for 1.7h; |
Conditions | Yield |
---|---|
With hypophosphorous acid In toluene for 72h; Reflux; Dean-Stark; Inert atmosphere; | A n/a B 63% |
With P4O6 In benzene for 1h; Title compound not separated from byproducts; | |
With P4O6 In benzene for 1h; |
Conditions | Yield |
---|---|
With pyridine; diethyl ether; water | |
Multi-step reaction with 2 steps 1: pyridine 2: hydrogen chloride / 0 °C View Scheme |
phosphoric acid diphenyl ester-propyl ester
diphenyl hydrogen phosphite
Conditions | Yield |
---|---|
With hydrogenchloride at 0℃; |
triphenyl phosphite
Diethyl phosphate
A
O,O-diethyl O-phenyl phosphate
B
diphenyl hydrogen phosphite
Conditions | Yield |
---|---|
In nitromethane at 30℃; |
Conditions | Yield |
---|---|
In nitromethane at 30℃; for 8h; Mechanism; Heating; other reactants, other products, other solvents, other temperatures; |
Conditions | Yield |
---|---|
With hydrogenchloride In ethanol at 25℃; Rate constant; effect of micelles (sodium lauryl sulfate, dodecylhydrogensulfuric acid, n-tetradecansulfonic acid, p-decyloxybenzenesulfonic acid, cetyltrimethylammonium chloride) and electrolytes; |
phenol
A
diphenyl hydrogen phosphite
B
phenyl H-phosphonate ammonium salt
Conditions | Yield |
---|---|
With P4O6; ammonia 1.) benzene, 1 h; 2.) benzene; Multistep reaction; |
triphenyl phosphite
A
phenyl hydrogen phosphonate
B
phosphoric acid triphenyl ester
C
diphenyl hydrogen phosphite
Conditions | Yield |
---|---|
With oxygen for 2880h; other time; |
hydrogenchloride
phosphoric acid diphenyl ester-propyl ester
diphenyl hydrogen phosphite
Conditions | Yield |
---|---|
at 0℃; |
phenyl H-phosphonate ammonium salt
diphenyl hydrogen phosphite
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 85 percent / pyridine / acetonitrile View Scheme |
Dibenzyl phosphite
phenol
A
diphenyl hydrogen phosphite
B
2-hydroxybenzenesulfonamide
Conditions | Yield |
---|---|
In pyridine |
Conditions | Yield |
---|---|
Stage #1: phenyl hydrogen phosphonate With phosphorus pentoxide In 1,4-dioxane at 50℃; for 3h; Inert atmosphere; Stage #2: phenol In 1,4-dioxane at 50℃; for 0.333333h; Solvent; Temperature; Inert atmosphere; | 61.4 %Spectr. |
triphenyl phosphite
A
phenyl hydrogen phosphonate
B
diphenyl hydrogen phosphite
Conditions | Yield |
---|---|
With [Pt(H2O)2(1,1'-bis(diphenylphosphanyl)octamethylferrocene)](trifluoromethylsulfonate)2; water In tetrahydrofuran at 20℃; for 8h; Catalytic behavior; Mechanism; Reagent/catalyst; Solvent; Inert atmosphere; Schlenk technique; Sealed tube; |
diphenyl hydrogen phosphite
benzaldehyde
aniline
diphenyl α-(phenylamino)benzylphosphonate
Conditions | Yield |
---|---|
With mesoporous silica-sulfonic acid produced from sugarcane bagasse ash In dichloromethane at 20℃; for 0.333333h; Solvent; Concentration; Reagent/catalyst; Kabachnik-Fields Reaction; Green chemistry; | 100% |
With ytterbium(III) chloride In acetonitrile at 20℃; for 24h; | 98% |
With zinc(II) L-prolinate complex In dichloromethane at 20℃; for 0.333333h; Catalytic behavior; Solvent; Kabachnik-Fields Reaction; | 98% |
Conditions | Yield |
---|---|
In pyridine at 20℃; for 0.5h; | 100% |
diphenyl hydrogen phosphite
Conditions | Yield |
---|---|
With dmap; N-ethyl-N,N-diisopropylamine In tetrachloromethane; acetonitrile at -20℃; | 100% |
diphenyl hydrogen phosphite
4-nitrobenzaldehdye
aniline
diphenyl 1-phenylamino-1-(4-nitrophenyl)methanephosphonate
Conditions | Yield |
---|---|
With C2O4(2-)*2Ce(3+)*2C5H9NO2*(x)H2O In toluene at 20℃; for 0.166667h; Kabachnik-Fields Reaction; | 99% |
With zinc(II) L-prolinate complex In dichloromethane at 20℃; for 0.75h; Kabachnik-Fields Reaction; | 95% |
at 20℃; for 0.0833333h; Kabachnik-Fields Reaction; Ionic liquid; | 69% |
(i) EtOH, (ii) /BRN= 2051909/; Multistep reaction; |
Conditions | Yield |
---|---|
With 1,3,4,6,7,8-hexahydro-2H-pyrimido[1,2-a]pyrimidine In toluene at 20℃; for 0.0833333h; | 99% |
(bicyclo[2.2.1]hepta-2,5-diene)tetracarbonylmolybdenum(0)
dichloro(2,4,6-tribromophenoxy)(1,2-diphenoxy)phosphorane
diphenyl hydrogen phosphite
cis-tetracarbonylbis(diphenylchlorophosphite)molybdenum(0)
Conditions | Yield |
---|---|
In benzene under N2; phosphite (1 equiv.) added to benzene soln. of phosphorane; reacted for 24 h; solid Mo complex (0.5 equiv.) added; 1 h; monitored by (31)P NMR spectra; | 99% |
N-[(4-methylphenyl)methylidene]-(6-methyl-2-pyridinesulfonamide)
diphenyl hydrogen phosphite
(S)-diphenyl [(6-methyl-2-pyridinesulfonyl)amino-(4-methylphenyl)methyl]phosphonate
Conditions | Yield |
---|---|
With dihydroquinine In toluene at -78℃; for 1h; optical yield given as %ee; | 99% |
N-[(4-methoxyphenyl)methylidene]-(6-methyl-2-pyridinesulfonamide)
diphenyl hydrogen phosphite
(S)-diphenyl [(6-methyl-2-pyridinesulfonyl)amino-(4-methylphenyl)methyl]phosphonate
Conditions | Yield |
---|---|
With dihydroquinine In toluene at -78℃; for 1h; optical yield given as %ee; | 99% |
N-(1-naphthylmethylidene)-(6-methyl-2-pyridinesulfonamide)
diphenyl hydrogen phosphite
(R)-diphenyl [(6-methyl-2-pyridinesulfonyl)amino-(1-naphthyl)methyl]phosphonate
Conditions | Yield |
---|---|
With hydroquinidine In toluene at -78℃; for 1h; optical yield given as %ee; | 99% |
N-(2-naphthylmethylidene)-(6-methyl-2-pyridinesulfonamide)
diphenyl hydrogen phosphite
(R)-diphenyl [(6-methyl-2-pyridinesulfonyl)amino-(2-naphthyl)methyl]phosphonate
Conditions | Yield |
---|---|
With hydroquinidine In toluene at -78℃; for 1h; optical yield given as %ee; | 99% |
N-benzylidene-(6-methyl-2-pyridine)sulfonamide
diphenyl hydrogen phosphite
(S)-diphenyl (6-methyl-2-pyridylsulfonylamino)phenylmethylphosphonate
Conditions | Yield |
---|---|
With dihydroquinine In toluene at -78℃; for 1h; optical yield given as %ee; | 99% |
N-benzylidene-(6-methyl-2-pyridine)sulfonamide
diphenyl hydrogen phosphite
(R)-diphenyl (6-methyl-2-pyridylsulfonylamino)phenylmethylphosphonate
Conditions | Yield |
---|---|
With hydroquinidine In toluene at -40℃; for 1h; optical yield given as %ee; | 99% |
Conditions | Yield |
---|---|
With 3-((1R,2R)-2-(piperidin-1-yl)cyclohexylamino)-4-(4-(trifluoromethyl)phenylamino)cyclobut-3-ene-1,2-dione In dichloromethane at 0℃; Michael condensation; Inert atmosphere; optical yield given as %ee; enantioselective reaction; | 99% |
3-[(E)-2-nitroeth-1-enyl]-1H-indole
diphenyl hydrogen phosphite
(R)-diphenyl 1-(1H-indol-3-yl)-2-nitroethylphosphonate
Conditions | Yield |
---|---|
With 3-((1R,2R)-2-(piperidin-1-yl)cyclohexylamino)-4-(4-(trifluoromethyl)phenylamino)cyclobut-3-ene-1,2-dione In dichloromethane at 0℃; for 0.25h; Michael condensation; Inert atmosphere; optical yield given as %ee; enantioselective reaction; | 99% |
5-((E)-2-nitroethenyl)-1,3-benzodioxole
diphenyl hydrogen phosphite
Conditions | Yield |
---|---|
With 3-((1R,2R)-2-(piperidin-1-yl)cyclohexylamino)-4-(4-(trifluoromethyl)phenylamino)cyclobut-3-ene-1,2-dione In dichloromethane at 0℃; Michael condensation; Inert atmosphere; optical yield given as %ee; enantioselective reaction; | 99% |
diphenyl hydrogen phosphite
(E)-2-(2-nitrovinyl)naphthalene
(R)-diphenyl 1-(2-naphthyl)-2-nitroethylphosphonate
Conditions | Yield |
---|---|
With 3-((1R,2R)-2-(piperidin-1-yl)cyclohexylamino)-4-(4-(trifluoromethyl)phenylamino)cyclobut-3-ene-1,2-dione In dichloromethane at 0℃; Michael condensation; Inert atmosphere; optical yield given as %ee; enantioselective reaction; | 99% |
N-{1-(4-methoxyphenyl)ethylidene}-2,4,6-trimethylphenylsulfonamide
diphenyl hydrogen phosphite
diphenyl 1-(2,4,6-trimethylphenylsulfonylamino)-1-(p-methoxyphenyl)ethylphosphonate
Conditions | Yield |
---|---|
With sodium carbonate; dihydroquinine In toluene at -20℃; for 140h; Pudovik reaction; Inert atmosphere; optical yield given as %ee; enantioselective reaction; | 99% |
N-{1-(4-chlorophenyl)ethylidene}-2,4,6-trimethylphenylsulfonamide
diphenyl hydrogen phosphite
diphenyl 1-(2,4,6-trimethylphenylsulfonylamino)-1-(p-chlorophenyl)ethylphosphonate
Conditions | Yield |
---|---|
With sodium carbonate; dihydroquinine In toluene at -20℃; for 51h; Pudovik reaction; Inert atmosphere; optical yield given as %ee; enantioselective reaction; | 99% |
N-{1-(4-chlorophenyl)ethylidene}-2,4,6-trimethylphenylsulfonamide
diphenyl hydrogen phosphite
diphenyl 1-(2,4,6-trimethylphenylsulfonylamino)-1-(p-chlorophenyl)ethylphosphonate
Conditions | Yield |
---|---|
With sodium carbonate; hydroquinidine In toluene at -20℃; for 51h; Pudovik reaction; Inert atmosphere; optical yield given as %ee; enantioselective reaction; | 99% |
N-{1-(4-bromophenyl)ethylidene}-2,4,6-trimethylphenylsulfonamide
diphenyl hydrogen phosphite
diphenyl 1-(2,4,6-trimethylphenylsulfonylamino)-1-(p-bromophenyl)ethylphosphonate
Conditions | Yield |
---|---|
With sodium carbonate; hydroquinidine In toluene at -20℃; for 86h; Pudovik reaction; Inert atmosphere; optical yield given as %ee; enantioselective reaction; | 99% |
N-{1-(4-fluorophenyl)ethylidene}-2,4,6-trimethylphenylsulfonamide
diphenyl hydrogen phosphite
diphenyl 1-(2,4,6-trimethylphenylsulfonylamino)-1-(p-fluorophenyl)ethylphosphonate
Conditions | Yield |
---|---|
With sodium carbonate; dihydroquinine In toluene at -20℃; for 72h; Pudovik reaction; Inert atmosphere; optical yield given as %ee; enantioselective reaction; | 99% |
N-{1-(3-chlorophenyl)ethylidene}-2,4,6-trimethylphenylsulfonamide
diphenyl hydrogen phosphite
diphenyl 1-(2,4,6-trimethylphenylsulfonylamino)-1-(m-chlorophenyl)ethylphosphonate
Conditions | Yield |
---|---|
With sodium carbonate; dihydroquinine In toluene at -20℃; for 67h; Pudovik reaction; Inert atmosphere; optical yield given as %ee; enantioselective reaction; | 99% |
N-{1-(3-chlorophenyl)ethylidene}-2,4,6-trimethylphenylsulfonamide
diphenyl hydrogen phosphite
diphenyl 1-(2,4,6-trimethylphenylsulfonylamino)-1-(m-chlorophenyl)ethylphosphonate
Conditions | Yield |
---|---|
With sodium carbonate; hydroquinidine In toluene at -20℃; for 67h; Pudovik reaction; Inert atmosphere; optical yield given as %ee; enantioselective reaction; | 99% |
N-{1-(3-bromophenyl)ethylidene}-2,4,6-trimethylphenylsulfonamide
diphenyl hydrogen phosphite
diphenyl 1-(2,4,6-trimethylphenylsulfonylamino)-1-(m-bromophenyl)ethylphosphonate
Conditions | Yield |
---|---|
With sodium carbonate; dihydroquinine In toluene at -20℃; for 85h; Pudovik reaction; Inert atmosphere; optical yield given as %ee; enantioselective reaction; | 99% |
N-{1-(2-naphthyl)ethylidene}-2,4,6-trimethylphenylsulfonamide
diphenyl hydrogen phosphite
diphenyl 1-(2,4,6-trimethylphenylsulfonylamino)-1-(2-naphthyl)ethylphosphonate
Conditions | Yield |
---|---|
With sodium carbonate; dihydroquinine In toluene at -20℃; for 84h; Pudovik reaction; Inert atmosphere; optical yield given as %ee; enantioselective reaction; | 99% |
N-(1-phenylethylidene)-2,4,6-trimethylphenylsulfonamide
diphenyl hydrogen phosphite
diphenyl 1-(2,4,6-trimethylphenylsulfonylamino)-1-phenylethylphosphonate
Conditions | Yield |
---|---|
With sodium carbonate; dihydroquinine In toluene at -20℃; for 60h; Pudovik reaction; Inert atmosphere; optical yield given as %ee; enantioselective reaction; | 99% |
N-(1-phenylethylidene)-2,4,6-trimethylphenylsulfonamide
diphenyl hydrogen phosphite
diphenyl 1-(2,4,6-trimethylphenylsulfonylamino)-1-phenylethylphosphonate
Conditions | Yield |
---|---|
With sodium carbonate; hydroquinidine In toluene at -20℃; for 60h; Pudovik reaction; Inert atmosphere; optical yield given as %ee; enantioselective reaction; | 99% |
isoquinoline
diphenyl hydrogen phosphite
2-chloro-4-isocyanato-1-methylbenzene
diphenyl {2-{[(3-chloro-4-methylphenyl)amino]carbonyl}-1,2-dihydroisoquinolin-1-yl}phosphonate
Conditions | Yield |
---|---|
at 20℃; for 0.0666667h; | 99% |
diphenyl hydrogen phosphite
diphenyl (2-furyl)(2-methylphenylamino)methylphosphonate
Conditions | Yield |
---|---|
With trifluoroacetic acid In acetonitrile at 20 - 80℃; for 72h; | 99% |
furfurylidene-p-toluidine
diphenyl hydrogen phosphite
diphenyl (2-furyl)(4-methylphenylamino)methylphosphonate
Conditions | Yield |
---|---|
With trifluoroacetic acid In acetonitrile at 20 - 80℃; for 72h; | 99% |
This chemical is called Phosphonic acid, diphenyl ester, and it can also be named as Diphenyl phosphonate. With the molecular formula of C12H11O3P, its molecular weight is 234.19. The CAS registry number of this chemical is 4712-55-4. Additionally, its product categories are Organic Building Blocks; Organic Phosphates/Phosphites; Phosphorus Compounds.
Other characteristics of the Phosphonic acid, diphenyl ester can be summarised as followings: (1)ACD/LogP: 0.91; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2; (4)ACD/LogD (pH 7.4): 2; (5)ACD/BCF (pH 5.5): 28; (6)ACD/BCF (pH 7.4): 28; (7)ACD/KOC (pH 5.5): 373; (8)ACD/KOC (pH 7.4): 373; (9)#H bond acceptors: 3; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 59 Å2; (13)Flash Point: 178.834 °C; (14)Enthalpy of Vaporization: 56.918 kJ/mol; (15)Boiling Point: 348.233 °C at 760 mmHg; (16)Vapour Pressure: 0 mmHg at 25°C.
Production method of this chemical: The Phosphonic acid, diphenyl ester could be obtained by the reactant of phenol. This reaction needs the reagent of (Et2N)2P(O)H.
Uses of this chemical: The phenyl H-phosphonate ammonium salt could be obtained by the reactant of Phosphonic acid, diphenyl ester. This reaction needs the reagent of pyridine, aq. NH3, and the solvent of H2O. The yield is 89 %.
When you are using this chemical, please be cautious about it as the following: This chemical is irritating to respiratory system and skin. It's harmful if swallowed. It has risk of serious damage to the eyes.Wear eye / face protection if you use it. In case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.
You can still convert the following datas into molecular structure:
1.InChI:InChI=1/C12H11O3P/c13-16(14-11-7-3-1-4-8-11)15-12-9-5-2-6-10-12/h1-10,16H
2.Smiles: P(Oc1ccccc1)(=O)Oc1ccccc1
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