Tetrakis(triphenylphosphine)palladium supplier

Name
Tetrakis(triphenylphosphine)palladium
EINECS 238-086-9
CAS No. 14221-01-3
Article Data90
CAS DataBase
Density
Solubility insoluble in water
Melting Point 103-107 ºC
Formula C₇₂H₆₀P₄Pd
Boiling Point 360oC at 760 mmHg
Molecular Weight 1155.58
Flash Point 181.7oC
Transport Information
Appearance yellow crystals
Safety 22-24/25-36/37
Risk Codes 20/22-40
Molecular Structure
Hazard Symbols Xn,Xi
Synonyms Palladium, tetrakis(triphenylphosphine)-, (T-4)-;Tetra(triphenylphosphine)palladium;Tetrakis(triphenylphosphine)palladium(o);Tetrakis(triphenylphosphine);Tetrakis(tripheny1phosphine)palladium (Pd(PPh3)4);
PSA 54.36000
LogP 13.77920

Synthetic route

: palladium tetraammine di(hydrogen carbonate)

: 603-35-0
triphenylphosphine

: 14221-01-3
tetrakis(triphenylphosphine) palladium(0)

Conditions

Conditions	Yield
In methanol for 1.5h; Heating / reflux;	98%

: 603-35-0
triphenylphosphine

: palladium dichloride

: 14221-01-3
tetrakis(triphenylphosphine) palladium(0)

Conditions

Conditions	Yield
With sodium hydrogencarbonate; ascorbic acid In dimethyl sulfoxide at 20 - 60℃; for 2.33333h; Reagent/catalyst;	97.6%
Stage #1: triphenylphosphine; palladium dichloride In N,N-dimethyl-formamide at 140℃; for 0.5h; Stage #2: With hydrazine hydrate In N,N-dimethyl-formamide at 80℃;	95%
Stage #1: triphenylphosphine; palladium dichloride In dimethyl sulfoxide at 20 - 145℃; Inert atmosphere; Schlenk technique; Stage #2: With hydrazine hydrate In dimethyl sulfoxide at 23℃;	94%

: palladium dichloride

: 14221-01-3
tetrakis(triphenylphosphine) palladium(0)

Conditions

Conditions	Yield
With triphenylphosphine; hydrazine In water; N,N-dimethyl-formamide N2; refluxing PdCl2 and PPh3 (30 min), addn. of aq. N2H4 (80°C); pptn., filtration, washing (MeOH, ether), drying;	95%

: (1S),(2R),(3R)-acetylacetonato(1-methyl-3-phenyl-π-allyl)palladium(II)

A: 14221-01-3
tetrakis(triphenylphosphine) palladium(0)

B: 118578-64-6
(R)-<1-((E)-styryl)ethyl>acetylacetone

Conditions

Conditions	Yield
With triphenylphosphine In tetrahydrofuran excess PPh3, stirring (room temp., 50 min), pptn.; filtration, org. product isolated by preparative TLC (silica, hexane/ethyl acetate);	A n/a B 94%

: [(P((C6H5)3))Pd((C6H4)2NH)]2

A: 14221-01-3
tetrakis(triphenylphosphine) palladium(0)

B: 86-74-8
9H-carbazole

Conditions

Conditions	Yield
1 h, room temp.;	A n/a B 92%

: HPd2(1+)*4P(C6H5)3*CO*ClO4(1-)={HPd2(P(C6H5)3)4(CO)(ClO4)}

: 14221-01-3
tetrakis(triphenylphosphine) palladium(0)

Conditions

Conditions	Yield
With triphenylphosphine In benzene dissolving freshly prepd. (HPd2(P(C6H5)3)4(CO)(ClO4))(n) and P(C6H5)3 in benzene, stirring for 1 h at 20°C; evapn. of benzene under vac. to dryness, treating residue successively with several portions of 50% alc., washing with C6H6 and drying under vac.; elem. anal.;	91%

: 2Pd(2+)*4CH3COO(1-)*2P(C6H5)3=[Pd(P(C6H5)3)(CH3COO)2]2

: 14221-01-3
tetrakis(triphenylphosphine) palladium(0)

Conditions

Conditions	Yield
With hydrogen; triphenylphosphine In toluene High Pressure; at 50°C under 40 atm of H2 for 3 h; mixed with pentane (Ar), ppt. washed with ether and pentane, dried (vac.); elem. anal.;	90%

: palladium(II) acetylacetonate

: 14221-01-3
tetrakis(triphenylphosphine) palladium(0)

Conditions

Conditions	Yield
With anthracene; magnesium; triphenylphosphine In tetrahydrofuran byproducts: magnesium acetylacetonate; Sonication; addn. of anthracene and EtBr to Mg in THF under Ar, ultrasonic bath (35 kH), addn. of the phosphine at 65°C, then of the Pd-salt during 20 min; the mixt. is cooled to 23°C, filtn., washed (pentane), dried (vac.);	89.5%

: Pd8(CO)10(P(C6H5)3)4

: 14221-01-3
tetrakis(triphenylphosphine) palladium(0)

Conditions

Conditions	Yield
With triphenylphosphine In acetone excess of P(C6H5)3 under inert gas atmosphere;;	86%

: 13965-03-2
bis-triphenylphosphine-palladium(II) chloride

: 14221-01-3
tetrakis(triphenylphosphine) palladium(0)

Conditions

Conditions	Yield
With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate; triphenylphosphine In tetrahydrofuran byproducts: NaCl, HCl, (C6H5)3PO; stirred at 25°C for 24 h; aq. layer removed, org. layer evaporated at 40°C in vacuo, residue treated with abs. C2H5OH, stirred at 60°C for 20 min, filtered, kept at -15°C for 30 min, filtered (Ar), washed (cold abs. C2H5OH), dried in vacuo; IR, NMR;	84%
With sodium borohydride; triphenylphosphine In ethanol the soln. was cooled in cold water, ppt. was filtered, washed with water, EtOH, heptane;	83%
With hydrazine Inorg. Synth. 13 (1972) 121;

: 98991-62-9
(P(C6H5)3)2BrPdCH2COC4H9*CH2Cl2

A: 14221-01-3
tetrakis(triphenylphosphine) palladium(0)

B: 288390-74-9
3,3-dimethyl-1-(triphenylphosphanylidene)butan-2-one

Conditions

Conditions	Yield
With potassium tert-butylate; triphenylphosphine In tetrahydrofuran Kinetics; -78°C, slow warming to room temp. over 4 h; solvent removal, extn. with Et2O, then THF, residue is Pd compd., extracts are concd., recrystn. of ppt. give phosphorane, kinetics is followedby (1)H NMR;	A 84% B 82%

: 3375-31-3
palladium diacetate

: 603-35-0
triphenylphosphine

: 14221-01-3
tetrakis(triphenylphosphine) palladium(0)

Conditions

Conditions	Yield
With ascorbic acid In dimethyl sulfoxide at 150℃; for 0.25h; Inert atmosphere;	83%
With sodium carbonate In N,N-dimethyl-formamide
In 1,2-dimethoxyethane for 0.5h;

: bis(acetylacetonato)palladiumtriphenylphosphine

: 603-35-0
triphenylphosphine

: 14221-01-3
tetrakis(triphenylphosphine) palladium(0)

Conditions

Conditions	Yield
With water In benzene byproducts: acetylacetonate, triphenylphoshine oxide; under Ar, react. of PPh3 and Pd-complex in benzene, addn. of water (H2O:Pd mole ratio=20), lemon-yellow ppt.;	81.8%
In benzene under Ar, react. of PPh3 and Pd-complex in anhydrous benzene over the course of 48 h; PMR;	0%

: Pd10(CO)12(P(C4H9)3)6

: 603-35-0
triphenylphosphine

: 14221-01-3
tetrakis(triphenylphosphine) palladium(0)

Conditions

Conditions	Yield
In acetone react. of Pd10(CO)14(P(C4H9)3)4 with P(C6H5)3 (molar ratio 1:50);; elem. anal.;;	81%

: palladium dichloride

A: 14221-01-3
tetrakis(triphenylphosphine) palladium(0)

B: (phenyl)(bis-triphenylphosphine)palladium(II) chloride

Conditions

Conditions	Yield
With PPh3; n-Bu4NF3H2O In dimethyl sulfoxide byproducts: Ph3PO, {Ph4P}Cl; heating a mixt. of PdCl2 and PPh3 in DMSO under Ar (140°C) yielding a yellow soln., addn. of a soln. of n-Bu4NF3H2O in DMSO yielding a dark orange-red soln., which rapidly turned bright yellow, cooling (room temp.), stirring, pptn.; addn. of ethanol, complete pptn., further stirring (30 min), filtration, rinsing (ethanol, 2 times; Et2O), drying (vac.);	A 80% B n/a
With PPh3; KF In dimethyl sulfoxide byproducts: Ph3PO, {Ph4P}Cl, Pd(Ph3)4; heating a mixt. of PdCl2 and PPh3 in DMSO under Ar (140°C), addn. of anhyd. KF, heating the yellow soln. (120°C, 10 min), cooling (room temp.); filtration, washing (Et2O), drying (vac.); detn. of other compds. in the filtrate by 1H-NMR; isolation of trans-(Ph3P)2Pd(Ph)Cl from the filtrate after standing several d;	A 54% B n/a

Yield

With PPh3; n-Bu4NF*3H2O In dimethyl sulfoxide byproducts: Ph3PO, {Ph4P}Cl; heating a mixt. of PdCl2 and PPh3 in DMSO under Ar (140°C) yielding a yellow soln., addn. of a soln. of n-Bu4NF*3H2O in DMSO yielding a dark orange-red soln., which rapidly turned bright yellow, cooling (room temp.), stirring, pptn.; addn. of ethanol, complete pptn., further stirring (30 min), filtration, rinsing (ethanol, 2 times; Et2O), drying (vac.);

A 80%
B n/a

With PPh3; KF In dimethyl sulfoxide byproducts: Ph3PO, {Ph4P}Cl, Pd(Ph3)4; heating a mixt. of PdCl2 and PPh3 in DMSO under Ar (140°C), addn. of anhyd. KF, heating the yellow soln. (120°C, 10 min), cooling (room temp.); filtration, washing (Et2O), drying (vac.); detn. of other compds. in the filtrate by 1H-NMR; isolation of trans-(Ph3P)2Pd(Ph)Cl from the filtrate after standing several d;

A 54%
B n/a

: bis(acetylacetonato)palladiumtriphenylphosphine

: 14221-01-3
tetrakis(triphenylphosphine) palladium(0)

Conditions

Conditions	Yield
With water; triphenylphosphine In water; benzene Kinetics; byproducts: acetylacetone, triphenylphosphine oxide; monitoring by UV and (31)P-NMR spectroscopy; gravimetric determination;	77%
With triphenylphosphine In benzene Kinetics; dry benzene (<0.004 M H2O); monitoring by (1)H-NMR spectroscopy;	0%

: bis(η3-allyl-μ-chloropalladium(II))

: 82456-28-8
Na(1+)*C6H13COFe(CO)3P(C6H5)3(1-)

A: 14221-01-3
tetrakis(triphenylphosphine) palladium(0)

B: 63024-86-2
2-decen-4-one

C: 65807-57-0
dec-1-en-4-one

Conditions

Conditions	Yield
With triphenylphosphine In tetrahydrofuran The mixt. of reagents in THF was stirred for 45 min at -78°C, allowed to warm to room temp. (CO atm.);;; ether was added, complex was filtered, filtrate was washed with water, dried over MgSO4, distilled;;	A 75% B n/a C n/a

...Expand

: 15617-18-2, 39958-10-6, 14220-64-5
bis(benzonitrile)palladium(II) dichloride

: 14221-01-3
tetrakis(triphenylphosphine) palladium(0)

Conditions

Conditions	Yield
With buta-1,3-diene; diethylamine; triphenylphosphine In acetone to soln. of Pd-complex in acetone under N2 at 0°C was added butadiene, cooled, mixt. was stirred at room temp. for 2 h, mixt. was cooled to 0°C, diethylamine was added, PPh3 was added, mixt. was stirred at 0°C for 1 h; filtered off under N2, washed under N2 with ice-cold solvents: acetone, acetone/H2O and acetone, dried in vac.;	69%

: Pd(2+)*2P(C6H5)3*SO4(2-) = Pd(P(C6H5)3)2SO4

A: 14221-01-3
tetrakis(triphenylphosphine) palladium(0)

B: 2Pd*4P(C6H5)3*CO=Pd2(P(C6H5)3)4(CO)

Conditions

Conditions	Yield
With sodium hydroxide; carbon monoxide; triphenylphosphine In sulfuric acid; butan-1-ol byproducts: CO2, H2SO4; 40°C, 1 h, filtering off ppt. (Pd(PPh3)4), sepg. org. phase, washing with H2O, addn. of 1 N aq. NaOH; Pd(PPh3)4: washing with EtOH, Et2O, drying in vac.; elem. anal.; carbonyl complex: filtering, washing with EtOH and hexane, drying in vac.; elem. anal.;	A 17.3% B 62.1%

: bis(η3-allyl-μ-chloropalladium(II))

: 82456-27-7
Na(1+)*C5H11COFe(CO)4(1-)

A: 14221-01-3
tetrakis(triphenylphosphine) palladium(0)

B: 32064-72-5
non-2-en-4-one

Conditions

Conditions	Yield
With triphenylphosphine In tetrahydrofuran The mixt. of reagents in THF was stirred for 45 min at -78°C, allowed to warm to room temp. (Ar atm.);; ether was added, complex was filtered, filtrate was washed with water, dried over MgSO4, distilled;;	A 56% B 50%

...Expand

: (CH2CHCH2CH2OCO)Pd(P(C6H5)3)2Cl

: 14221-01-3
tetrakis(triphenylphosphine) palladium(0)

Conditions

Conditions	Yield
With triphenylphosphine In diethylene glycol Kinetics; byproducts: α-methylene-γ-butyrolactone; a high-vac. bulb was charged with Pd-complex (solvate with 0.3 CH2Cl2) PPh3, and diglyme and sealed, soln. was heated at 130°C for 5 h; in a sep. run reaction was monitored by IR spectroscopy, rate consts. are given; soln. was cooled, concd. in vacuo, the resulting slurry was heated until homogeneous, cooled, filtered, ppt. was rinsed with Et2O, dried in vacuo; Pd(PPh3)4 was identified by comparison with authentic sample (IR, (1)H NMR) and by (31)P NMR;	52%

Yield

With triphenylphosphine In diethylene glycol Kinetics; byproducts: α-methylene-γ-butyrolactone; a high-vac. bulb was charged with Pd-complex (solvate with 0.3 CH2Cl2) PPh3, and diglyme and sealed, soln. was heated at 130°C for 5 h; in a sep. run reaction was monitored by IR spectroscopy, rate consts. are given; soln. was cooled, concd. in vacuo, the resulting slurry was heated until homogeneous, cooled, filtered, ppt. was rinsed with Et2O, dried in vacuo; Pd(PPh3)4 was identified by comparison with authentic sample (IR, (1)H NMR) and by (31)P NMR;

52%

: 13965-03-2
bis-triphenylphosphine-palladium(II) chloride

: 360788-73-4
[(Me3SiN=PPh2)2C=Ge→Ge=C(PPh2=NSiMe3)2]

A: 14221-01-3
tetrakis(triphenylphosphine) palladium(0)

B: 868528-45-4
[Me3SiN=PPh2)2C=GeCl2]

Conditions

Conditions	Yield
In tetrahydrofuran (N2); dropwise addn. of a soln. of germanium compd. in THF to a soln. ofpalladium complex in THF at 0°C, stirring at room temp. for 18 h; evapn., extn. with Et2O, filtration, concn.;	A 47% B n/a

...Expand

: 700834-72-6
[(Et3P)2Pd(μ-S)(μ-CH2O)Ge(N(SiMe3)2)2]

: 201230-82-2
carbon monoxide

A: 14221-01-3
tetrakis(triphenylphosphine) palladium(0)

B: 700834-74-8
[Ge(N(Si(CH3)3)2)2SC(O)CH2O]

Conditions

Conditions	Yield
With PPh3 In toluene air-free technique; toluene was distd. to Pd-Ge complex and PPh3; CO (1 atm) added; soln. stirred for 8 d; volatiles evapd.; toluene distd.; CO (1 atm) added; soln. stirred for 12 d; volatiles removed; C5H12 added; filtered; volatiles from filtrate removed ; redissolved in C6H6; CuCl added; stirred for 15 min; volatiles removed; suspnd. in C5H12; filtered; volatiles removed; dissolved in C6H6; passed through silica gel; elem. anal.;	A n/a B 43%

Yield

With PPh3 In toluene air-free technique; toluene was distd. to Pd-Ge complex and PPh3; CO (1 atm) added; soln. stirred for 8 d; volatiles evapd.; toluene distd.; CO (1 atm) added; soln. stirred for 12 d; volatiles removed; C5H12 added; filtered; volatiles from filtrate removed ; redissolved in C6H6; CuCl added; stirred for 15 min; volatiles removed; suspnd. in C5H12; filtered; volatiles removed; dissolved in C6H6; passed through silica gel; elem. anal.;

A n/a
B 43%

...Expand

: 37342-98-6
bis(cyclopentadienyl)dihydrozirconium

: bis(μ-1,2-ethanedithiolato-S,S':S)bis[(triphenylphosphine)palladium(II)]

A: 14221-01-3
tetrakis(triphenylphosphine) palladium(0)

B: (C5H5)2Zr(SCH2CH2S)Pd(SCH2CH2S)Zr(C5H5)2*C6H6

Conditions

Conditions	Yield
With benzene In benzene byproducts: hydrogen; react. of zirconocene dihydride and the palladium complex in benzene at 21°C for 20 h under dry nitrogen; identification by NMR and X-ray diffraction;	A n/a B 30%

...Expand

: 14221-01-3
tetrakis(triphenylphosphine) palladium(0)

: 98-88-4
benzoyl chloride

: PdCl(COPh)(PPh3)2

Conditions

Conditions	Yield
In benzene 35°C, 10 min;	100%
In benzene-d6 15 min at room temp. or heating to 140°C;	99%
mixt. of compds. stirred for 13 h at 21 °C, under N2; evapd., washed with Et2O, dried; elem. anal.;	95%
With iodobenzene In benzene 35°C, 10 min;	91%
In toluene N2 or Ar-atmosphere;	90%

: 14221-01-3
tetrakis(triphenylphosphine) palladium(0)

: 2935-45-7
triethylphosphane telluride

: palladium (II) telluride

Conditions

Conditions	Yield
In toluene under inert atm., using standard drybox or Schlenk techniques, soln. of Pd- and Te-compounds heated to reflux for 40 min, pptn.; collected, washed, dried in vac., single phase (XRD); elem. anal.;	100%

: 101-02-0
triphenyl phosphite

: 14221-01-3
tetrakis(triphenylphosphine) palladium(0)

: 22372-54-9
tetrakis(triphenyl phosphite)palladium(0)

Conditions

Conditions	Yield
In benzene excess of P(OPh)3 was added to a soln. of the Pd complex in benzene;	100%

: 14221-01-3
tetrakis(triphenylphosphine) palladium(0)

: 341-02-6
trityl tetrafluoroborate

: 105-45-3
acetoacetic acid methyl ester

: 80583-72-8
bis(triphenylphosphine)(methyl acetylacetato)palladium(II) tetrafluoroborate

Conditions

Conditions	Yield
In acetone; benzene (N2); a soln. of CPh3BF4 and methyl acetoacetate in acetone was added to a soln. of the Pd complex in benzene, the soln. was agitated for 48 h; recrystn. from acetone-ether; elem. anal.;	100%

...Expand

: 14221-01-3
tetrakis(triphenylphosphine) palladium(0)

: 305348-16-7
2,5-dimethoxy-7,7,8,8-tetramethyl-7,8-disila-bicyclo[4.2.0]octa-1,3,5-triene-3,4-dicarboxylic acid dimethyl ester

: (Ph3P)2Pd(η2-1,2(SiMe2)2C6(COOMe)2(OMe)2)

Conditions

Conditions	Yield
In not given not isolated;	100%

: 14221-01-3
tetrakis(triphenylphosphine) palladium(0)

: 106-51-4
p-benzoquinone

: 490039-51-5, 57036-58-5
[palladium(0)(triphenylphosphine)2(p-benzoquinone)]

Conditions

Conditions	Yield
In benzene under N2 atm. to suspn. Pd(PPh3)4 in benzene was added soln. benzoquinone in benzene and stirred for 30 min; soln. was concd., ether-hexane was added;	100%

: 14221-01-3
tetrakis(triphenylphosphine) palladium(0)

: 58485-11-3
bis(2-[2-(phenylsulfanyl)phenylsulfanyl]phenyl) disulfide

: 943309-06-6
bis(2-[2-(phenylthio)phenylsulfanyl]benzenethiolato)palladium

Conditions

Conditions	Yield
In benzene (Ar); Pd complex (1 equiv.) was added to soln. of thioether in C6H6 at room temp.; mixt. was stirred for 12 h; solvent removed (vac.); recrystd. (CHCl3/CH3CN); elem. anal.;	100%

: 14221-01-3
tetrakis(triphenylphosphine) palladium(0)

: 4-(iodobutadiynyl)benzonitrile

: iodo((4-cyanophenyl)butadiynyl)bis(triphenylphosphine)palladium

Conditions

Conditions	Yield
In dichloromethane at 20℃; for 1h; Inert atmosphere; Schlenk technique;	100%

: 14221-01-3
tetrakis(triphenylphosphine) palladium(0)

: 13602-13-6
1,2-dichloro-2-butene

: 28966-81-6
trans-bis(triphenylphosphine)palladium dichloride

Conditions

Conditions	Yield
With diethylamine In tetrahydrofuran byproducts: P(C6H5)3, 1,3-butadiene; Ar, stirred for 24 h at room temp.; volatiles removed, ppt. washed (acetone), solvent removed; NMR;	99%

: 14221-01-3
tetrakis(triphenylphosphine) palladium(0)

: 127-21-9
1,3-dichloro-1,1,3,3-tetrafluoro-propan-2-one

: 28966-81-6
trans-bis(triphenylphosphine)palladium dichloride

Conditions

Conditions	Yield
In Petroleum ether condensing excess ketone onto suspn. of Pt-complex (-196°C), sealing, warming to room temp., shaking for 24 h; removal of volatiles, filtration, washing (Et2O), drying (vac.);	99%

: 14221-01-3
tetrakis(triphenylphosphine) palladium(0)

: 764-41-0
1,4-dichloro-2-butene

: 28966-81-6
trans-bis(triphenylphosphine)palladium dichloride

Conditions

Conditions	Yield
With diethylamine In tetrahydrofuran byproducts: P(C6H5)3, 1,3-butadiene; Ar, stirred for 24 h at room temp.; volatiles removed, ppt. washed (acetone), solvent removed; NMR;	99%

: 14221-01-3
tetrakis(triphenylphosphine) palladium(0)

: 79-53-8
chloropentafluoroacetone

: 28966-81-6
trans-bis(triphenylphosphine)palladium dichloride

Conditions

Conditions	Yield
In diethyl ether condensing excess ketone onto suspn. of Pt-complex (-196°C), sealing, warming to room temp., shaking for 24 h; removal of volatiles, filtration, washing (Et2O), drying (vac.);	99%

: 14221-01-3
tetrakis(triphenylphosphine) palladium(0)

: 38275-48-8
5-bromo-2-(methylsulfonyl)pyrimidine

: 5-{bromobis(triphenylphosphine)palladio}-2-methylsulfonylpyrimidine

Conditions

Conditions	Yield
In 1,2-dichloro-ethane 70°C (N2-atmosphere); evapn., washing (Et2O); elem. anal.;	99%

: 14221-01-3
tetrakis(triphenylphosphine) palladium(0)

: 506-80-9
carbon diselenide

: (P(C6H5)3)2PdC2Se4

Conditions

Conditions	Yield
In hexane byproducts: PPh3; (N2); to a solution of the Pd-complex was added an excess of CSe2; at room temp.; stirred for 2 h; decanted; washed (hexane); dried (high vac.); elem. anal.;	99%

: 14221-01-3
tetrakis(triphenylphosphine) palladium(0)

: 166543-63-1
[tricarbonyl(η(6)-4-chloroanisole)manganese]BF4

: 166543-69-7
cis-[(Pd(PPh3)2Cl)(4-MeOC6H4)(Mn(CO)3)]BF4

Conditions

Conditions	Yield
In toluene nitrogen atmosphere; equimolar amts.; stirring (35°C, dark; pptn.); filtration, washing (OEt2), drying (vac.); elem. anal.;	99%

: 14221-01-3
tetrakis(triphenylphosphine) palladium(0)

: 57812-91-6
tricarbonyl(η(6)-chlorobenzene)manganese hexafluorophosphate

: 166543-65-3
cis-[(Pd(PPh3)2Cl)(C6H5)(Mn(CO)3)]PF6

Conditions

Conditions	Yield
In toluene nitrogen atmosphere; equimolar amts.; stirring (room temp., 18 h, dark; pptn.); filtration, washing (OEt2), drying (vac.); elem. anal.;	99%

: 14221-01-3
tetrakis(triphenylphosphine) palladium(0)

: 677027-04-2
N-benzyl-2-iodo-N-methylaniline

: 677027-15-5
trans-[Pd(C6H4N(Me)CH2Ph-2)I(PPh3)2]

Conditions

Conditions	Yield
In benzene (Ar); addn. of palladium complex to a soln. of ligand in benzene, stirring at room temp. for 24 h; evapn., pptn. with Et2O;	99%

: 14221-01-3
tetrakis(triphenylphosphine) palladium(0)

: 113170-76-6
1,3-dialkyl-5-fluoro-6-iodouracil

: iodo(1,2,3,4-tetrahydro-1,3-dialkyl-2,4-dioxo-5-fluoro-6-pyrimidinyl)bis(triphenylphosphine)palladium

Conditions

Conditions	Yield
In benzene reaction at room temp.;	99%

: 14221-01-3
tetrakis(triphenylphosphine) palladium(0)

: 1207740-88-2
N-methylated-4-chloropyridinium triflate

: trans-chloro(4-hydro-1-methyl-4-pyridylidene)bis(triphenylphosphine)palladium(II) triflate

Conditions

Conditions	Yield
In toluene byproducts: PPh3; (Ar); std. Schlenk technique; suspn. of triflate salt and Pd compd. (1.01 equiv.) in toluene was stirred at 60°C for 17 h; cooled to room temp.; filtered through Celite; residue dissolved in CH2Cl2; filtered; evapd. (vac.); elem. anal.;	99%

: 14221-01-3
tetrakis(triphenylphosphine) palladium(0)

: bromo(-)-menthylpropiolate

: trans-bromo(bis(triphenylphosphine))(3-(-)-menthyloxy-3-oxy-1-propinyl)palladium(II)

Conditions

Conditions	Yield
In dichloromethane inert atmosphere, Schlenk technique; soln. of Pd-complex treated with menthyl propiolate at ambient temp., mixt. stirred for 30 min; solvent removed (vac.), column chromy. (petroleum ether/CH2Cl2 as eluant), solvent removed; elem. anal.;	99%

: 14221-01-3
tetrakis(triphenylphosphine) palladium(0)

: 1346267-01-3
1-bromo-(-)-menthyl propiolate

: trans-bromo(3-((-)-menthoxy)-3-oxy-1-propynyl)bis(triphenylphosphine)palladium(II)

Conditions

Conditions	Yield
In dichloromethane byproducts: PPh3; under inert atmosphere; suspn. of Pd(PPh3)4 in CH2Cl2 treated with ligand at ambient temp.; stirred for 30 min; solvent removed in vac.; purified by column chromy. (silica gel, petroleum ether-CH2Cl2); solvent removed; elem. anal.;	99%

: 14221-01-3
tetrakis(triphenylphosphine) palladium(0)

: 134481-27-9
N-(4-methoxyphenyl)-2,2,2-trifluoroacetimidoyl iodide

: 1352411-00-7
trans-Pd(η1-C(CF3)N(p-methoxyphenyl))(triphenylphosphine)2

Conditions

Conditions	Yield
In benzene treatment of trifluoroacetimidoyl deriv. with palladium compd. in benzene at room temp. for 24 h;	99%

: 14221-01-3
tetrakis(triphenylphosphine) palladium(0)

: 143681-38-3
ClC(CF3)N(n-C6H13)

: 1352411-02-9
PdCl(η1-C(CF3)N(n-C6H13))(triphenylphosphine)2

Conditions

Conditions	Yield
In benzene treatment of trifluoroacetimidoyl deriv. with palladium compd. in benzene at room temp. for 24 h;	99%

: 14221-01-3
tetrakis(triphenylphosphine) palladium(0)

: 862672-29-5
trans-NC5H4CHCHC6F4Br

: 1346687-91-9
[PdBr(C6F4CHCHC5H4N)(PPh3)2]

Conditions

Conditions	Yield
In not given reaction of palladium compd. with aryl bromide at room temp., heating at45°C for 4 h;	99%
In water reaction of palladium compd. with aryl bromide at room temp. in THF/H2O (6:1), heating at 45°C for 4 h;	99%

: 14221-01-3
tetrakis(triphenylphosphine) palladium(0)

: 4-(bromohexatriynyl)benzonitrile

: bromo((4-cyanophenyl)hexatriynyl)bis(triphenylphosphine)palladium

Conditions

Conditions	Yield
In dichloromethane at 20℃; for 1h; Inert atmosphere; Schlenk technique;	99%

: 14221-01-3
tetrakis(triphenylphosphine) palladium(0)

: C31H26ClPSSi

: C49H40P2PdSSi

Conditions

Conditions	Yield
Stage #1: C31H26ClPSSi With sodium hexamethyldisilazane In tetrahydrofuran at -40℃; Stage #2: tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran at 20℃; Reagent/catalyst;	99%

: 14221-01-3
tetrakis(triphenylphosphine) palladium(0)

: 10-bromo-5,15-diphenylporphyrin

: 603-32-7
triphenyl-arsane

: H2(C4H2NC)4H(C6H5)2PdBr(As(C6H5)3)2

Conditions

Conditions	Yield
In toluene at 105°C (Ar); evapn., trituration (ether);	99%

...Expand

: 14221-01-3
tetrakis(triphenylphosphine) palladium(0)

: 10-bromo-5,15-diphenylporphyrin

: 603-35-0
triphenylphosphine

: H2(C4H2NC)4H(C6H5)2PdBr(P(C6H5)3)2

Conditions

Conditions	Yield
In toluene at 105°C (Ar); evapn., trituration (ether);	99%

...Expand

: 14221-01-3
tetrakis(triphenylphosphine) palladium(0)

: 193265-35-9
[10-bromo-5,15-diphenylporphyrinato]-magnesium(II)

: 603-35-0
triphenylphosphine

: 219134-12-0
Ni(C4H2NC)4H(C6H5)2PdBr(P(C6H5)3)2

Conditions

Conditions	Yield
In toluene at 105°C (Ar); evapn., trituration (ether);	99%

...Expand

: 14221-01-3
tetrakis(triphenylphosphine) palladium(0)

: C9H11IO2

: [(2-hydroxymethyl-4-methoxy-5-(methyl))phenyl]iodobis(triphenyl-phosphine)palladium

Conditions

Conditions	Yield
In toluene at 20℃; for 16h; Sealed tube; Sonication;	99%

Tetrakis(triphenylphosphine)palladium Specification

The Tetrakis(triphenylphosphine)palladium, with the cas registry number 14221-01-3, has the IUPAC name of palladium; triphenylphosphane. This is a kind of yellow crystals and is insoluble in water, ether and alcohol while soluble in benzene, toluene. Besides, it is sensitive to light and air. Besides, its product categories are various, including Straight chain compounds; Metal Compounds; blocks; pharmacetical; Catalysts-Ligands; Catalysts for Organic Synthesis; Classes of Metal Compounds; Homogeneous Catalysts; Metal Complexes; Pd (Palladium) Compounds; Synthetic Organic Chemistry; Transition Metal Compounds; Fine Chemical Catalysts.

The characteristics of this chemical are as follows: (1)ACD/LogP: 5.69; (2)# of Rule of 5 Violations: 1 ; (3)#H bond acceptors: 0 ; (4)#Freely Rotating Bonds: 3 ; (5)Polar Surface Area: 13.59 ; (6)Flash Point: 181.7 °C ; (7)Enthalpy of Vaporization: 58.18 kJ/mol ; (8)Boiling Point: 360 °C at 760 mmHg ; (9)Vapour Pressure: 4.74E-05 mmHg at 25°C ; (10)Exact Mass: 1154.268031; (11)MonoIsotopic Mass: 1154.268031; (12)Topological Polar Surface Area: 0; (13)Heavy Atom Count: 77; (14)Formal Charge: 0; (15)Complexity: 202.

Preparation of Tetrakis(triphenylphosphine)palladium:Tetrakis(triphenylphosphine)palladium was first prepared by Lamberto Malatesta and his group in Milan in the 1960s by reduction of sodium chloropalladate with hydrazine in the presence of the phosphine. It is commercially available, but can be prepared in two steps from Pd(II) precursors:
PdCl₂ + 2 PPh₃ → cis-PdCl₂(PPh₃)₂cis-PdCl₂(PPh₃)₂+ 2 PPh₃ + 2.5 N₂H₄→ Pd(PPh₃)₄ + 0.5 N₂ + 2 N₂H₅+Cl-

Use of Tetrakis(triphenylphosphine)palladium: As to its usage, it is widely applied in many ways. It could be used in synthetize the catalytic agent in pharmaceutic and pesticide, such as being used in coupling reaction of Suzuki, Kumada and Negishi; It could also be used widely in important isomerization reaction.

When deal with this chemical, you should be very cautious. Firstly, being irritating to eyes, respiratory system and skin, it may may cause inflammation to the skin or other mucous membranes. Seconldy, it is harmful and may cause damage to health. If by inhalation and if swallowed, it will be very dangerous. And it also has limited evidence of a carcinogenic effect. Therefore, you should take the following instructions to protect yourself. Wear suitable protective clothing, gloves and eye/face protection, and if in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice. Then remember to avoid contacting with skin and eyes and do not breathe dust.

In addition, you could obtain the molecular structure by converting the following datas:
(1)Canonical SMILES: C1=CC=C(C=C1)P(C2=CC=CC=C2)C3=CC=CC=C3.C1=CC=C(C=C1)P(C2=CC=CC=C2)C3=CC=
CC=C3.C1=CC=C(C=C1)P(C2=CC=CC=C2)C3=CC=CC=C3.C1=CC=C(C=C1)P(C2=CC=CC=C2)C3=CC=CC=C3.[Pd]
(2)InChI: InChI=1S/4C18H15P.Pd/c4*1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18;/h4*1-15H; (3)InChIKey: NFHFRUOZVGFOOS-UHFFFAOYSA-N

Product Name

Tetrakis(triphenylphosphine)palladium

Synthetic route

Tetrakis(triphenylphosphine)palladium Specification

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