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bis(trifluoromethyl)arsane
(CH3)3SnPH2
A
phosphan
B
trimethylstannylbis(trifluoromethyl)arsane
Conditions | Yield |
---|---|
20°C, 6 d; | A n/a B 100% |
20°C, 6 d; | A n/a B 100% |
bis(trifluoromethyl)arsane
Trimethylphosphinogerman
A
phosphan
B
Trimethylgermanyl-bis-(trifluormethyl)-arsin
Conditions | Yield |
---|---|
20°C, 5 wk; | A n/a B 100% |
20°C, 5 wk; | A n/a B 100% |
Conditions | Yield |
---|---|
In neat (no solvent) byproducts: Ca(OH)2; vac. (20-23 torr, 1.5 h, 0°C; 20°C, 10 torr); condensation (-78°C); (31)P NMR; | A 90% B n/a |
Conditions | Yield |
---|---|
With n-CH3C6H4SO3H In further solvent(s) Electrolysis; CH3OC2H4OH soln., cathode Pb, anode graphite, 20-25 °C, 0.01 A/cm**2, 5-8 V, 2.0 M CH3C6H4SO3H; | 89.3% |
With HCl In further solvent(s) Electrolysis; CH3OC2H4OH soln., cathode Pb, anode graphite, 20-25 °C, 0.01 A/cm**2, 4.3-4.5 V, 2.0 M HCl; | 54.6% |
With HCl In further solvent(s) Electrolysis; CH3OC2H4OH soln., cathode Pb, anode graphite, 20-25 °C, 0.05 A/cm**2, 9-12 V, 2.0 M HCl; | 45% |
Conditions | Yield |
---|---|
With n-CH3C6H4SO3H In ethanol Electrolysis; cathode Pb, anode graphite, 20-25 °C, 0.01 A/cm**2, 4.5-6.0 V, 1.7-2 M n-CH3C6H4SO3H; | 80.7% |
With n-CH3C6H4SO3H In ethanol Electrolysis; cathode Pb, anode graphite, 20-25 °C, 0.05 A/cm**2, 12-26 V, 1.7-2 M n-CH3C6H4SO3H; | 74.4% |
With HCl In ethanol Electrolysis; cathode Pb, anode graphite, 20-25 °C, 0.05 A/cm**2, 6.5-6.7 V, 1.7-2 M HCl; | 60.5% |
lithium aluminium tetrahydride
phosphorus trichloride
B
phosphan
Conditions | Yield |
---|---|
In diethyl ether reduction of PBr3 with LiAlH4 in ether at -115 °C;; | A n/a B 80% |
In diethyl ether reduction of PBr3 with LiAlH4 in ether at -115 °C;; | A n/a B 80% |
3-diethylgerma 1,2-diphenyl 1,2-diphospholane
Ge(C2H5)2C2H4P(C6H5)P(Ge(C2H5)2C6H5)
A
phenyldiethylgermane
B
2-(diethylgermyl)-1-(phenylphosphino)ethane
C
phosphan
D
phenylphosphane
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride In diethyl ether LiAlH4 (2-fold excess) added in portions to educts mixt. in Et2O, refluxed for 6 h; hydrolyzed, extd. (Et2O), dried (Na2SO4), distd.; elem. anal.; | A 79% B 73% C n/a D 68% |
trans-3,3-dimethyl-1,2-diphenyl-1,2,3-diphosphagermolane
3,3-dimethyl-2-(dimethylphenylgermyl)-1-phenyl-1,2,3-diphosphagermolane
A
2-(dimethylgermyl)-1-(phenylphosphino)ethane
B
phosphan
C
dimethylphenylgermane
D
phenylphosphane
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride In diethyl ether LiAlH4 (2-fold excess) added in portions to educts mixt. in Et2O, refluxed for 6 h; hydrolyzed, extd. (Et2O), dried (Na2SO4), distd.; elem. anal.; | A 78% B n/a C 52% D 56% |
Conditions | Yield |
---|---|
With HCl In benzyl alcohol Electrolysis; cathode Pb, anode graphite, 20-25 °C, 0.05 A/cm**2, 30-60 V, 3.5 M HCl; | 72.4% |
phosphorus trichloride
phosphan
Conditions | Yield |
---|---|
With sodium In toluene reduction of PCl3 with Na in toluene;; heating, addn. of H2O;; | 70% |
With Na In toluene reduction of PCl3 with Na in toluene;; heating, addn. of H2O;; | 70% |
In water hydrolysis of PCl3;; |
trimethylphosphinosilane
bis(trifluoromethyl)arsane
A
Trimethylsilyl-bis-(trifluormethyl)-arsin
B
phosphan
Conditions | Yield |
---|---|
30 d at 20°C; | A 65% B n/a |
30 d at 20°C; | A 65% B n/a |
Conditions | Yield |
---|---|
With n-CH3C6H4SO3H In methanol Electrolysis; cathode Pb, anode graphite, 20-25 °C, 0.01 A/cm**2, 2.7-3.2 V, 1.8-2 M n-CH3C6H4SO3H; | 64.9% |
With n-CH3C6H4SO3H In methanol Electrolysis; cathode Pb, anode graphite, 20-25 °C, 0.05 A/cm**2, 8.5-25 V, 1.8-2 M n-CH3C6H4SO3H; | 45.8% |
[(1,2-bis(dicyclohexylphosphino)ethane)dichloronickel(II)]
bis(trimethylsilyl)phosphine
A
chloro-trimethyl-silane
B
Ni(1,2-bis(dicyclohexylphosphino)ethane)2
D
trimethylphosphinosilane
E
phosphan
Conditions | Yield |
---|---|
In tetrahydrofuran under Ar, stirred for 3 h at 20°C; removal of the volatiles, recrystn. from toluene at -78°C, dried in vac. (20°C, 1 h); detn. of intermediates by NMR-spectroscopy; | A n/a B n/a C 64% D n/a E n/a |
ethoxyethoxyethanol
Trimethylsilyl-dideuterophosphin
A
PD3
B
H2(2)HP
C
H(2)H2P
D
phosphan
Conditions | Yield |
---|---|
In neat (no solvent) react. of Me3SiPD2 with 1.0 equiv. of Et(OC2H4)2OH; | A 10% B 25% C 60% D 5% |
dichloro[1,2-bis(diethylphosphino)ethane]nickel(II)
bis(trimethylsilyl)phosphine
A
chloro-trimethyl-silane
B
bis{1,2-bis(diethylphosphino)ethane}nickel(0)
C
(((C2H5)2PCH2CH2P(C2H5)2)Ni)2P2
D
trimethylphosphinosilane
E
phosphan
Conditions | Yield |
---|---|
In tetrahydrofuran under Ar, stirred at 20°C for 2 h; removal of the volatiles (20°C, vac.), recrystn. from n-pentane at -20°C; elem. anal.; | A n/a B n/a C 59% D n/a E n/a |
silyl bromide
A
trisilylphosphine
B
phosphan
C
potassium bromide
Conditions | Yield |
---|---|
In Dimethyl ether reaction starts at -120°C and finishes at -40°C;; distillation in high vacuum;; | A 55% B n/a C n/a |
In Dimethyl ether reaction starts at -120°C and finishes at -40°C;; distillation in high vacuum;; | A 55% B n/a C n/a |
trimethylphosphinosilane
tert-butyl alcohol-d
A
PD3
B
H2(2)HP
C
H(2)H2P
D
phosphan
Conditions | Yield |
---|---|
In neat (no solvent) react. of Me3SiPH2 with 1.0 equiv. of t-BuOD; | A 5% B 55% C 10% D 30% |
(Cy2P(CH2)2PCy2)Ni(η-(PSiMe3)2)
A
((C6H11)2PCH2CH2P(C6H11)2Ni)2P2
B
Methoxytrimethylsilane
C
phosphan
Conditions | Yield |
---|---|
With methanol In Cyclopentane under Ar, temp. > 50°C; observed by NMR-spectroscopy; | A 50% B n/a C n/a |
With methanol In toluene under Ar, excess CH3OH, 24 h at room temp.; observed by NMR-spectroscopy; | A 50% B n/a C n/a |
phosphorus trichloride
A
hexachlorocyclohexaphosphane
B
phosphan
Conditions | Yield |
---|---|
In tetrahydrofuran byproducts: LiCl, H2; Ar atmosphere, addn. of soln. of PCl3 (-78°C) to suspn. of LiH (-40°C, over 45 min, stirring); filtn., removal of PH3 (-60°C, vacuum), filtn.; not isolated, soln. contg. ca. 10% impurities; | A 42% B n/a |
[(1,2-bis(dicyclohexylphosphino)ethane)dichloronickel(II)]
trimethylphosphinosilane
A
chloro-trimethyl-silane
C
phosphan
Conditions | Yield |
---|---|
In tetrahydrofuran under Ar, THF soln. of (DCPE)NiCl2 frozen by liquid N2, addn. of (CH3)3SiPH2, mixt. warmed to -20°C and stirred for 12 h; volume reduced in vac. at -20°C, cooled for 24 h at -78°C, pptn., filtration at -20°C, dried in vac. at -20°C; | A n/a B 39% C n/a |
1,2-bis(diphenylphosphino)ethane nickel(II) chloride
bis(trimethylsilyl)phosphine
A
Ni(0)(1,2-bis(diphenylphosphino)ethane)2
C
trimethylphosphinosilane
D
phosphan
Conditions | Yield |
---|---|
In tetrahydrofuran under Ar, stirred for 2 h at 20°C; volume reduced, cooled to -78°C for 2 d, pptn. of (DPPE)2Ni, evapn. of mother liquor, recrystn. from toluene at -20°C, dried in vac. (20°C, 1 h); elem. anal.; | A n/a B 31% C n/a D n/a |
tetrachlorosilane
LAP
A
tetraphosphanylsilane
B
HSi(PH2)3
C
phosphan
Conditions | Yield |
---|---|
In further solvent(s) addn. of SiCl4 to soln. of Li-salt (in tetraethylene glycol dimethylether, -30°C, stirring); volatile compds. removal (1E-3 Torr, 20.degrree.C), collection in trap (-196°C), fractional condensation, collection from trap at -10°C; | A 18% B n/a C n/a |
Conditions | Yield |
---|---|
In diethyl ether 20°C; | A 8% B n/a |
In dibutyl ether 70°C; | A 6% B n/a |
Conditions | Yield |
---|---|
With Sn(C4H9)3H In toluene under N2, P4S3I2 in toluene stirred at 60°C, cooled to 20°C, dropwise addn. of Sn(n-Bu)3H in toluene over 45 min, stirred for 15 min; not isolated, several unidentified byproducts; | A <1 B 3% C n/a |
Conditions | Yield |
---|---|
In water Electrolysis; Pb cathode; temp. 19-20°C, 11.3 M H3PO2, current density 0.15 A/cm**2 in H2O; | A n/a B 1% |
In sulfuric acid aq. H2SO4; Electrolysis; Pb or Cu or Hg cathode; temp. 21-61°C, H3PO2 concn. from 8.06 to 15.5 mol/l, current density from 0.05 to 0.3 A/cm**2; | |
In water; ethylene glycol Electrolysis; Pb cathode; temp. 60°C, 5.7 M H3PO2, current density 0.30 A/cm**2in 2:1 mixt. of C2H4(OH)2 and H2O; | |
In ethylene glycol Electrolysis; Pb cathode; temp. 55°C, 5.7 M H3PO2, current density 0.15 A/cm**2in C2H4(OH)2; |
lithium aluminium tetrahydride
phosphorus trichloride
A
aluminium trichloride
B
phosphan
Conditions | Yield |
---|---|
In diethyl ether reduction of PCl3 with LiAlH4 in ether at 0 °C;; | |
In diethyl ether reduction of PCl3 with LiAlH4 in ether at 75 °C;; | A n/a B 0.25% C n/a |
In diethyl ether reduction of PCl3 with LiAlH4 in ether at 75 °C;; | A n/a B 0.25% C n/a |
In diethyl ether reduction of PCl3 with LiAlH4 in ether at 0 °C;; |
diphosphorus tetraiodide
phosphan
Conditions | Yield |
---|---|
In water hydrolysis of P2I4;; | |
With alkali lye In not given reaction of concd. alkali lye with P2I4;; | |
In water hydrolysis of P2I4;; | |
With alkali lye In not given reaction of concd. alkali lye with P2I4;; |
Conditions | Yield |
---|---|
In ammonia react. of Na4P2 with NH4Br in liquid NH3;; |
Conditions | Yield |
---|---|
In ammonia react. of NaPH2 with NH4Br in liquid NH3;; |
monogermylphosphane
hydrogen sulfide
A
digermane
B
phosphan
Conditions | Yield |
---|---|
molar ratio of monogermylphosphane and H2S = 2 : 1, in closed tube, room temp.; |
phosphan
(η5-pentamethyl-2,3-dihydro-1,3-diborolyl)(η5-pentamethylcyclopentadienyl)ruthenium phosphine
Conditions | Yield |
---|---|
In hexane gas. PH3 was bubbled through a hexane soln. of Ru-complex for 5 min at aflow rate of 10 ml/min; evapd. in vacuo; | 100% |
chloro(cyclopentadienyl)bis(triphenylphosphine)ruthenium (II)
phosphan
[CpRu(PPh3)2(PH3)]PF6
Conditions | Yield |
---|---|
In tetrahydrofuran; dichloromethane byproducts: TlCl; PH3 was bubbled for 5 min through soln. Ru complex in CH2Cl2-THF and stirred at room temp. for 1 h; soln. was filtered and evapd. in vacuo, recrystn. from CH2Cl2-hexane; | 98% |
SeCl3(1+)*AlCl4(1-)=(SeCl3)(AlCl4)
phosphan
SeP(1+)*AlCl4(1-)=(SeP)(AlCl4)
Conditions | Yield |
---|---|
In further solvent(s) byproducts: HCl; a reactor filled with (SeCl3)(AlCl4) under N2 is cooled to -196°C, after evacuation PH3 is condensed on the Se-compd.; reaction mixt. warmed to room temp., reaction at 21°C for 24 h; removal of volatile compds. and PH3 by condensation at room temp., residue is dried for 15 min in dynamic vacuum; elem. anal.; | 98% |
phosphan
trans-[RuCl2(PH3)4]
Conditions | Yield |
---|---|
In methanol inert atmosphere or vac.; RuCl3*3H2O (2.91 mmol) dissolved in degassed meOH; stirred (room temp.); excess PH3 (20 psi) added; heated (70°C, 4 h, stirring); cooled to room temp.; PH3 removed (vac.); volatile removed (vac.); elem.anal.; | 98% |
Conditions | Yield |
---|---|
In benzene RuCl(Ph)(CO)(PPh3)2 was suspended in benzene under N2 and PH3 introduced into the mixt.; evapn.; recrystn. from CH2Cl2/ethanol; elem. anal.; | 97% |
phosphan
chlorobis(pentafluorophenyl)phosphane
bis(pentafluorophenyl)phosphane
Conditions | Yield |
---|---|
in bomb tube from -196 to 20°C,; extn. (ether); evapn., sublimation in vac.(50-60°C); | 96.3% |
in bomb tube from -196 to 20°C,; extn. (ether); evapn., sublimation in vac.(50-60°C); | 96.3% |
IrHCl2(PPh3)3
phosphan
IrHCl2(PH3)(PPh3)2
Conditions | Yield |
---|---|
In benzene Into a suspension of IrHCl2(PPh3)3 in benzene was introduced an excess of PH3, then refluxed; evapn.; recrystn. from CH2Cl2/ethanol; elem. anal.; | 96% |
hydridocarbonylchlorotris(triphenylphosphine)osmium(II)
phosphan
Conditions | Yield |
---|---|
In benzene In suspension of OsHCl(CO)(PPh3)3 in oxygen-free benzene was introduced an excess of PH3, stirred 10 min, then refluxed; evapn.; recrystn. from CH2Cl2/ethanol; elem. anal.; | 95% |
undecacarbonyl(acetonitrile)triosmium
phosphan
{Os3(CO)11(PH3)}
Conditions | Yield |
---|---|
In toluene 40°C; | 95% |
In toluene a suspn. of the Os compound in toluene is heated to 40°C under PH3 until the reagent cluster has dissolved; reaction mixt. cooled to room temp. and purged of excess of PH3; solvent removed in vac.; recrystn. from toluene/hexane at -80°C; elem. anal.; | 75% |
Conditions | Yield |
---|---|
With methanol In dichloromethane 3 equiv of MeOH; | 95% |
pentacarbonyl(tetrafluoroborato)rhenium
phosphan
Conditions | Yield |
---|---|
In dichloromethane under N2, PH3 bubbled through soln. of (OC)5ReFBF3 in CH2Cl2 for 1h; ppt. isolated, washed with CH2Cl2, dried in vac.; elem. anal.; | 95% |
methylene chloride
phosphan
A
methylphosphine
B
dimethylphosphane
C
chloro-tetramethyl-phosphorane
D
trimethylphosphane
Conditions | Yield |
---|---|
With potassium hydroxide; PTK In toluene at 15℃; for 18h; | A 4% B 92% C 4 g D 2% |
methylene chloride
phosphan
A
methylphosphine
B
dimethylphosphane
Conditions | Yield |
---|---|
With potassium hydroxide; PTK In toluene at 15 - 30℃; for 2h; | A 90% B 5% |
With potassium hydroxide In dimethyl sulfoxide at 15 - 25℃; for 5h; | A 77% B 9% |
With potassium hydroxide In water; dimethyl sulfoxide at 15 - 25℃; for 5h; | A 77% B 9% |
(carbonyl)(chloro)(hydrido)tris(triphenylphosphine)ruthenium(II)
phosphan
Conditions | Yield |
---|---|
In benzene Into a suspension of RuHCl(CO)(PPh3)3 in oxygen-free benzene was introduced an excess of PH3, stirred 10 min, then refluxed; Column chromy. (Florisil, CH2Cl2), recrystn. from CH2Cl2/ethanol; elem. anal.; | 90% |
Conditions | Yield |
---|---|
In benzene Into a suspension of IrH2Cl(PPh3)3 in oxygen-free benzene was introduced an excess of PH3, stirred 10 min, then refluxed for 5 min.; evapn.; recrystn. from CH2Cl2/ethanol; elem. anal.; | 90% |
Conditions | Yield |
---|---|
With potassium hydroxide In Petroleum ether at 20℃; for 1h; | 89% |
Conditions | Yield |
---|---|
With potassium hydroxide In pentane at 20℃; for 1h; | 88% |
With potassium hydroxide In dimethyl sulfoxide at 20℃; for 2h; | 85% |
Conditions | Yield |
---|---|
88% | |
240°C, 4 h; | 13% |
repeated distn.; |
tricarbonyl chromium (0) hexamethylborazine
phosphan
fac-[Cr(CO)3(PH3)3]
Conditions | Yield |
---|---|
In cyclohexane at room temp.;; | 88% |
In cyclohexane at room temp.;; | 88% |
Conditions | Yield |
---|---|
With potassium hydroxide In dimethyl sulfoxide at 20℃; for 1h; | 87% |
(η5-cyclopentadienyl)bis(triphenylphosphane)chloridoosmium(II)
silver trifluoromethanesulfonate
phosphan
(η5-cyclopentadienyl)bis(triphenylphosphane)(phosphine)osmium(II) triflate
Conditions | Yield |
---|---|
In tetrahydrofuran; dichloromethane byproducts: AgCl; gas PH3 gentlu bubbled for 5 min through soln. of Os complex and AgOTf in CH2Cl2/THF 1:1 v/v, stirred at room temp. for 1 h; filtered, evapd.(vac.), recrystd.(CH2Cl2/n-hexane), elem. anal.; | 85% |
Conditions | Yield |
---|---|
With potassium hydroxide In toluene for 3h; | 84% |
polytetrafluoroethylene
phosphan
A
Tetrafluor-1,2-diphosphanyl-aethan
B
(1,1,2,2-tetrafluoro-ethyl)-phosphine
C
bis-(1,1,2,2-tetrafluoro-ethyl)-phosphine
Conditions | Yield |
---|---|
Irradiation (UV/VIS); 20°C, 700 Torr, 16+19 h; UV; | A 9% B 84% C 2% |
Irradiation (UV/VIS); 20°C, 700 Torr, 16+19 h; UV; | A 9% B 84% C 2% |
Conditions | Yield |
---|---|
In benzene Into a suspension of OsCl(C6H4CH3)(CO)(PPh3)23 in benzene under N2 was introduced an excess of PH3, then heated for 5 min.; Column chromy. (silica, CH2Cl2), recrystn. from CH2Cl2/ethanol; elem. anal.; | 83% |
phosphan
1,4-dibromopentane
A
1,4-Bis-phosphanyl-pentane
B
methyl-2 phospholanne
Conditions | Yield |
---|---|
With potassium hydroxide In dimethyl sulfoxide at 20℃; for 3h; | A 5% B 80% |
With potassium hydroxide In dimethyl sulfoxide at 30℃; for 3h; | A 5% B 80% |
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