554-70-1

Basic information

• Product Name: Triethylphosphine
• Synonyms: AURORA KA-1111;CYTOP(R) 320;TRIETHYLPHOSPHINE;(C2H5)3P;Phosphorus triethyl;tl409;triethylphosphane;Triethyl-phosphane
• CAS NO: 554-70-1
• Molecular Formula: C₆H₁₅P
• Molecular Weight: 118.16
• EINECS: 209-068-8
• Product Categories: Tertiary Phosphines;Organics;Phosphine Ligands;Catalysis and Inorganic Chemistry;Phosphorus Compounds;organophosphine ligand;organophosphorus ligand
• Mol File: 554-70-1.mol
• Article Data: 30

Chemical Properties

• Melting Point: -88°C
• Boiling Point: 127-128 °C(lit.)
• Flash Point: 1 °F
• Appearance: colorless/liquid
• Density: 0.88 g/mL at 20 °C
• Vapor Pressure: 14.1mmHg at 25°C
• Refractive Index: n20/D 1.456(lit.)
• Water Solubility: Insoluble in water.
• Sensitive: Air & Moisture Sensitive
• Merck: 14,9675
• BRN: 969170
• CAS DataBase Reference: Triethylphosphine(CAS DataBase Reference)
• NIST Chemistry Reference: Triethylphosphine(554-70-1)
• EPA Substance Registry System: Triethylphosphine(554-70-1)

Safety Data

• Hazard Codes: F,C
• Statements: 11-34-67-17-40-37-19
• Safety Statements: 26-36/37/39-45-7/9-33-16
• RIDADR: UN 2924 3/PG 2
• WGK Germany: 3
• RTECS: SZ3400000
• F: 10-13-23
• TSCA: Yes
• HazardClass: 4.2
• PackingGroup: I
• Hazardous Substances Data: 554-70-1(Hazardous Substances Data)

Usage

Chemical Properties

Colorless Transparent Liquid

Uses

Different sources of media describe the Uses of 554-70-1 differently. You can refer to the following data:
1. suzuki reaction
2. Triethylphosphine is used as a ligand for arylation. It is used in organic synthesis.

Safety Profile

Highly flammable liquid. Reactswith oxygen at low temperatures to form an explosiveproduct. When heated to decomposition it emits toxicfumes of POx.

Purification Methods

All operations should be carried out in an efficient fume cupboard because it is flammable, toxic and has a foul odour. Purify the phosphine by fractional distillation at atmospheric pressure in a stream of dry N2, as it is oxidised by air to the oxide. In 300% excess of CS2 it forms Et3PCS2 (m 118-120o crystallising from MeOH) which decomposes in CCl4 to give Et3PS as a white solid m 94o when recrystallised from EtOH. [Sorettas & Isbell J Org Chem 27 273 1962, Henderson & Streuli J Am Chem Soc 82 5791 1960, pK: Henderson & Streuli J Am Chem Soc 82 5791 1960, see also trimethylphosphine.] Store it in sealed vials under N2. Alternatively, dissolve it in Et2O and shake it with a solution of AgI and KI to form the insoluble complex. Filter off the complex, dry it over P2O5 and the Et3P is regenerated by heating the complex in a tube attached to a vacuum system. [Hewitt & Holliday J Chem Soc 530 1953, Schettas & Isbell J Org Chem 27 2573 1962, Kosolapoff Organophosphorus Compounds, Wiley p 31 1950, Beilstein 4 IV 3431.]

InChI:InChI=1/C6H15P/c1-4-7(5-2)6-3/h4-6H2,1-3H3

Synthetic route

{Cp(PEt3)2molybdenum(III) dichloride} + trimethylphosphane (594-09-2) → cyclopentadienylmolybdenum(III)(PMe3)2Cl2 + triethylphosphine (554-70-1)

Conditions	Yield
In dichloromethane mixing of the Mo compd. with the free phosphine (molar ratio 4.5:1) in CH2Cl2;;	A 100% B n/a
In toluene mixing of the Mo compd. with the free phosphine (molar ratio 2.1:1) in toluene;;	A 100% B n/a

ethene (74-85-1) → triethylphosphine (554-70-1)

Conditions	Yield
With phosphan; zinc(II) oxide In acetone at 0℃; for 12h; Solvent; Reagent/catalyst; Temperature; Irradiation;	96%

triethylphosphine oxide (597-50-2) → triethylphosphine (554-70-1)

Conditions	Yield
With phenylsilane; C28H16F24O8S2Si In (2)H8-toluene at 100℃; for 48h; Inert atmosphere;	91%
With aluminium hydride In 1,2-dimethoxyethane at 0 - 65℃; for 12h; Inert atmosphere; Schlenk technique;	70%
With chromium

ethylmagnesium bromide (925-90-6) + cis-2,10-dimethyl-<1,2,3>benzothiadiphospholo<2,3-b><1,2,3>benzothiadiphosphole (119841-34-8, 127780-84-1) → triethylphosphine (554-70-1) + 4-methyl-2-[(5-methyl-2-sulfanylphenyl)phosphanyl]benzenethiol (736137-64-7)

Conditions	Yield
In tetrahydrofuran	A n/a B 90%

sodium tetrahydroborate (16940-66-2) + Mn(P(C2H5)3)2(CO)2S2CP(C2H5)3(1+)*ClO4(1-)=Mn(P(C2H5)3)2(CO)2S2CP(C2H5)3ClO4 → cis,trans-dicarbonylbis(triethylphosphine)(dithioformate-κ2-S)manganese (121846-72-8) + triethylphosphine (554-70-1)

Conditions	Yield
In ethanol; dichloromethane Addn. of a NaBH4 soln. (EtOH) to a stirred soln. of Mn-complex in CH2Cl2 under N2, stirring (1.5 h), colour turns from deep blue to bright red.; Evapn. of solvent in vac., pumping for 1 h to eleminate the free phosphine, extg. of red solid (hexane), filtn., addn. of EtOH, slow evapn. in vac., elem. anal.;	A 90% B n/a

chloroethane (75-00-3) → triethylphosphine (554-70-1)

Conditions	Yield
Stage #1: chloroethane With magnesium; methyl iodide In tetrahydrofuran; 5,5-dimethyl-1,3-cyclohexadiene; ethyl acetate at 40 - 50℃; for 2.5h; Inert atmosphere; Stage #2: With phosphorus trichloride In tetrahydrofuran; 5,5-dimethyl-1,3-cyclohexadiene; ethyl acetate at 5℃; for 4h; Concentration; Temperature; Inert atmosphere;	89.9%

trans-platinum(triethylphosphine)2(chloro)2 (14177-93-6, 15692-07-6, 13965-02-1) + lithium bis(trimethylsilyl)phosphide *1.8THF → {(C2H5)3PPtP(Si(CH3)3)2}2 + (Et3P)2Pt{η2-(PSiMe3)2} (116553-43-6) + Tris(trimethylsilyl)phosphane (15573-38-3) + triethylphosphine (554-70-1)

Conditions	Yield
In toluene under protective gas; 8.8 mmol of the Li salt in toluene added to 4 mmol of the Pt complex in toluene at -20°C; mixt. warmed to 20°C and stirred for 2 d; filtration; filtrate evapd. in vac.; fractionated crystn.;	A 12% B 7% C n/a D n/a

diethyl ether (60-29-7) + triphenylmethyl sodium (4303-71-3) + tetraethylphosphonium iodide (4317-06-0) → triphenylmethane (519-73-3) + triethylphosphine (554-70-1)

diethyl ether (60-29-7) → tetraethylphosphonium iodide (4317-06-0) + triethylphosphine (554-70-1)

Conditions	Yield
With phosphonium iodide at 160℃; entsteht das Hydrojodid;

ethanol (64-17-5) + sodium ethanolate (141-52-6) + triethyl-phenethyl-phosphonium; bromide → styrene (292638-84-7) + triethylphosphine oxide (597-50-2) + 1-butylbenzene (104-51-8) + triethylphosphine (554-70-1)

Conditions	Yield
beim anschliessenden Erhitzen unter Stickstoff;

ethanol (64-17-5) + sodium ethanolate (141-52-6) + triethyl-(2,2-diphenyl-ethyl)-phosphonium; chloride → 1,1-Diphenylethylene (530-48-3) + triethylphosphine oxide (597-50-2) + 1,1-diphenylbutane (719-79-9) + triethylphosphine (554-70-1)

Conditions	Yield
beim anschliessenden Erhitzen in einer Stickstoff-Atmosphaere unter vermindertem Druck;

ethanol (64-17-5) → tetraethylphosphonium iodide (4317-06-0) + triethylphosphine (554-70-1)

Conditions	Yield
With phosphonium iodide at 180℃; entsteht das Hydrojodid;

dichlorotriethylphosphorane (16616-89-0) → triethylphosphine (554-70-1)

Conditions	Yield
With sodium amalgam; ethanol

fluoren-9-ylidene-triethylphosphoranylidene-hydrazine (861373-39-9) → di-fluoren-9-ylidene-hydrazine (2071-44-5) + triethylphosphine (554-70-1)

Conditions	Yield
at 200 - 210℃; im Vakuum;

triphenylmethyl sodium (4303-71-3) + tetraethylphosphonium iodide (4317-06-0) → triethylphosphine (554-70-1)

Conditions	Yield
With diethyl ether

ethylmagnesium bromide (925-90-6) → triethylphosphine (554-70-1)

Conditions	Yield
With diethyl ether; phosphorus tribromide das Reaktionsprodukt wird im Kohlendioxydstrom destilliert;
With phosphorus trichloride at -20℃;

ethylmagnesium bromide (925-90-6) → Diethylphosphine (627-49-6) + triethylphosphine (554-70-1)

Conditions	Yield
With tetraphosphorus trisulfide; diethyl ether

diethylzinc (557-20-0) → triethylphosphine (554-70-1)

Conditions	Yield
With diethyl ether; phosphorus trichloride entsteht eine Verbindung mit Zinkchlorid;

triethylaluminum (97-93-8) → triethylphosphine (554-70-1)

Conditions	Yield
With phosphorus trichloride und Behandeln des Reaktionsprodukts mit wss.NaOH;

ethylmagnesium chloride (2386-64-3) → triethylphosphine (554-70-1)

Conditions	Yield
With phosphorus trichloride

triethyl-phenylthiocarbamoyl-phosphonium betaine (61223-96-9) → phenyl isothiocyanate (103-72-0) + triethylphosphine (554-70-1)

Conditions	Yield
beim Erhitzen;

triethyl-diphenylacetyl-phosphonium betaine (82540-63-4) → diphenyl ketene (525-06-4) + triethylphosphine (554-70-1)

Conditions	Yield
at 100℃;

tetraethylphosphonium; tetraethylphosphonium acetate (27063-22-5) → methane (34557-54-5) + triethylphosphine oxide (597-50-2) + butanone (78-93-3) + triethylphosphine (554-70-1)

Conditions	Yield
beim Erhitzen; Produkt 5: Aethylen, Produkt 6: CO2;

triethylbenzyl phosphonium chloride (23666-92-4) → benzyl chloride (100-44-7) + triethylphosphine (554-70-1)

Conditions	Yield
at 340℃;

triethyl-phenethyl-phosphonium; chloride → ethane (74-84-0) + triethylphosphine oxide (597-50-2) + ethylbenzene (100-41-4) + triethylphosphine (554-70-1)

Conditions	Yield
bei der Destillation; Produkt 5: Styrol;

tetraethylphosphonium; tetraethylphosphonium oxalate → ethene (74-85-1) + triethylphosphine oxide (597-50-2) + pentan-3-one (96-22-0) + triethylphosphine (554-70-1)

Conditions	Yield
at 200 - 230℃; Produkt 5: CO2, Produkt 6: CO;

triethyl-phenethyl-phosphonium; picrate → ethane (74-84-0) + triethylphosphine oxide (597-50-2) + ethylbenzene (100-41-4) + triethylphosphine (554-70-1)

Conditions	Yield
bei der Destillation; Produkt 5: Styrol;

tetraethyl-phosphonium chloride (7368-65-2) → chloroethane (75-00-3) + triethylphosphine (554-70-1)

Conditions	Yield
at 350 - 380℃;

ethyl iodide (75-03-6) → triethylphosphine (554-70-1)

Conditions	Yield
With sodium phosphide

ethene (74-85-1) + methyl iodide (74-88-4) → tetraethylphosphonium iodide (4317-06-0) + triethylphosphine (554-70-1)

Conditions	Yield
With phosphorous; cyclohexane at 250℃; under 661957 Torr; unter Einleiten von Wasserstoff;

triethylphosphine (554-70-1) → (C2H5)3PI(1+)*I3(1-)=(C2H5)3PI4

Conditions	Yield
With iodine In diethyl ether at 20℃; for 48h; Addition;	100%

C16H31PSi + triethylphosphine (554-70-1) → C22H46P2Si

Conditions	Yield
In pentane at 0℃; Addition;	100%

C37H8F15N4(3-)*C9H11MnN(3+) + triethylphosphine (554-70-1) → C37H8F15N4(3-)*C15H26NP*Mn(3+)

Conditions	Yield
With pyridine In toluene at 85℃; for 21h;	100%

C37H8F15N4(3-)*C6H2Cl3MnN(3+) + triethylphosphine (554-70-1) → C37H8F15N4(3-)*C12H17Cl3NP*Mn(3+)

Conditions	Yield
In toluene at 20℃;	100%

1,1,2,2-tetrachloro-1,2-bis(t-butylamido)1,2-bis(t-butylamine)ditungsten(III)(3W-W) (105218-70-0) + triethylphosphine (554-70-1) → 1,1,2,2-tetrachloro-1,2-bis(t-butylamido)1,2-bis(triethylphsphine)-ditungsten(III)(3W-W) (123214-94-8, 157477-92-4)

Conditions	Yield
In pentane under dry N2; addn. of phosphine to W-complex in n-pentane, stirring (10 min); solvent removal (vac.);	100%

(bicyclo[2.2.1]hepta-2,5-diene)tetracarbonylmolybdenum(0) (12146-37-1, 124717-04-0) + triethylphosphine (554-70-1) → cis-{molybdenum(0)(carbonyl)4(P(ethyl)3)2} (19217-80-2, 19217-81-3, 22614-45-5) + bicyclo[2.2.1]hepta-2,5-diene (121-46-0)

Conditions	Yield
In tetrahydrofuran under argon; reaction in a calorimeter;	A 100% B n/a

bis(ethenyldimethylsilylmethyl)(cod)Pt(II) + triethylphosphine (554-70-1) → cis-bis(sila-neohexenyl)-bis-(triethylphosphine)platinum(II)

Conditions	Yield
In benzene (under N2 or Ar) addn. of P-compd. to Pt-complex in benzene at room temp., standing overnight (ambient temp.); solvent removal (vac.); elem. anal.;	100%

{(Rh(η5-pentamethylcyclopentadienyl)Br2)2} + triethylphosphine (554-70-1) → (η5-C5Me5)Rh{PEt3}Br2

Conditions	Yield
In dichloromethane The soln. of reagents in CH2Cl2 was stirred for 10 min at 25°C (N2 atm.);; hexane was added, concd., filtered, washed with Et2O-hexane, recrystd. from CH2Cl2-hexane;;	100%

(C5H5)MoCl2(P(C6H5)3)2 + triethylphosphine (554-70-1) → {Cp(PEt3)2molybdenum(III) dichloride}

Conditions	Yield
In dichloromethane byproducts: P(C6H5)3; mixing of the Mo compd. with the free phosphine (molar ratio 2.5:1) in CH2Cl2;;	100%

(μ-H)2Fe3(CO)9{μ3-PAuPPh3} + triethylphosphine (554-70-1) → C9H2Fe3O9P(1-)

Conditions	Yield
In dichloromethane-d2 PEt3 is added to Fe-Au-compd. in CD2Cl2 in a NMR-tube; monitored by (31)P-NMR-spectroscopy;	100%

{Cp(PMePh2)2molybdenum(III) dichloride} + triethylphosphine (554-70-1) → {Cp(PEt3)2molybdenum(III) dichloride} + diphenyl(methyl)phosphine (1486-28-8)

Conditions	Yield
In toluene mixing of the Mo compd. with the free phosphine (molar ratio 2.0:1) in toluene;;	A 100% B n/a

(Cu(OSiPh3))4*toluene + triethylphosphine (554-70-1) → (Cu(OSiPh3)(PEt3))2

Conditions	Yield
In toluene PEt3 was added to a soln. of (Cu(OSiPh3))4*toluene in toluene (molar ratio 1.38:0.17) under Argon and the mixt. stirred for 16 h;; the solvent was evapd. in vac. and the resulting oil kept in a dynamic vac. at ca. 60°C for 4 h for slow solidification; elem. anal.;;	100%

(PEt3)2Pt(2,2'-biphenyl) (204003-48-5) + hydrogen (1333-74-0) + triethylphosphine (554-70-1) → trans-(PEt3)2Pt(α-biphenyl)H (217080-23-4)

Conditions	Yield
In benzene-d6 H2-atmosphere (1 atm); stirring (80°C, 12 h); evapn.;	100%

5,10,15-tris(pentafluorophenyl)corrole manganese(V) (N-mesityl) (488090-77-3) + triethylphosphine (554-70-1) → manganeser(III) 5,10,15-tris(pentafluorophenyl)corrole NPEt3(mesityl) (488090-81-9)

Conditions	Yield
In toluene Irradiation (UV/VIS); (Ar), at 85°C for 21 h;	100%

5,10,15-tris(pentafluorophenyl)corrole manganese(V) (N-2,4,6-trichlorophenyl) (488090-78-4) + triethylphosphine (554-70-1) → manganese(III) 5,10,15-tris(pentafluorophenyl)corrple NPEt3(2,4,6-trichlorophenyl) (488090-83-1)

Conditions	Yield
In toluene Irradiation (UV/VIS); (Ar), at 20°C for < 1 min;	100%

furan (110-00-9) + [Ru(1,5-cyclooctadiene)(1,3,5-cyclooctatriene)] + triethylphosphine (554-70-1) → [Ru(1-5-η5-C8H11)(2-furyl)(PEt3)2] (656260-97-8)

Conditions	Yield
In hexane (N2); standard Schlenk technique; hexane and PEt3 were added via syringeto mixt. of Ru complex and ligand; mixt. was stirred at room temp. for 20 h; volatiles evapd. with oil diffusion pump; crystd. from hexane at -30°C; recrystd. (pentane);	100%

(η(3)-pentadienyl)Ir(PEt3)2 (164355-65-1, 164355-51-5) + triethylphosphine (554-70-1) → ((1,4,5-η)pentadienyl)Ir(PEt3)3 (134967-62-7)

Conditions	Yield
In benzene-d6 N2-atmosphere, NMR tube; detd. by NMR spectroscopy;	100%

exo-nido-[Rh(PhS(CH3)C2B9H10)(PPh3)2] + triethylphosphine (554-70-1) → Rh(P(C2H5)3)4(1+)*CH3(SC6H5)C2B9H10(1-)=[Rh(P(C2H5)3)4][CH3(SC6H5)C2B9H10]

Conditions	Yield
In not given	100%

triethylphosphine (554-70-1) → triethylphosphane hydrobromide (15647-86-6)

Conditions	Yield
With hydrogen bromide In water at 0 - 20℃; Inert atmosphere;	100%
With hydrogen bromide In water at 0 - 20℃; Inert atmosphere;	97%
With hydrogen bromide

tris(2,3,4,5-tetrafluorophenyl)borane + triethylphosphine (554-70-1) → C24H18BF12P (1416345-30-6)

Conditions	Yield
In hexane for 0.166667h; Inert atmosphere; Glovebox;	100%

C42H48Cl2Ir2 + triethylphosphine (554-70-1) → C27H39ClIrP

Conditions	Yield
In benzene-d6 at 20℃; for 0.0833333h; Inert atmosphere; Schlenk technique;	100%

bis(1,5-cyclooctadiene)nickel (0) (1295-35-8) + 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)naphthalen-2-yl trifluoromethanesulfonate (1437769-76-0) + lithium bromide (7550-35-8) + triethylphosphine (554-70-1) → trans-bromo[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)naphthalen-2-yl][bis(triethylphosphine)]nickel(II)

Conditions	Yield
In tetrahydrofuran; hexane at 20℃; for 1h; Inert atmosphere;	100%

gold(III) tetrachloride trihydrate + triethylphosphine (554-70-1) → (triethylphosphine)chlorogold(I) (15529-90-5)

Conditions	Yield
Stage #1: gold(III) tetrachloride trihydrate With 2,2'-thiobis-ethanol In water Stage #2: triethylphosphine In ethanol; water at 0 - 20℃; for 2h;	100%

triethylphosphine (554-70-1) → triethyldifluorophosphorane (677-11-2, 54082-58-5)

Conditions	Yield
With xenon fluoride In dichloromethane at 20℃; for 1h; Inert atmosphere;	99%
With 1-pentanamine hydrofluoride; N,N,N,N-tetraethylammonium tetrafluoroborate In acetonitrile anodic oxidation;	80%
(i) sulfur, benzene, (ii) SbF3; Multistep reaction;

toluene-4-sulfonic acid (104-15-4) + acetone (67-64-1) + triethylphosphine (554-70-1) → Toluene-4-sulfonatetriethyl-(1-hydroxy-1-methyl-ethyl)-phosphonium; (126580-26-5)

Conditions	Yield
1) -78 deg C, 4h, 2) RT;	99%

allyl bromide (106-95-6) + triethylphosphine (554-70-1) → allyl-triethylphosphonium-bromide (91788-88-4)

Conditions	Yield
In dichloromethane at 20℃; for 0.833333h; Inert atmosphere;	99%
In dichloromethane at 25℃; for 24h; Inert atmosphere;	98.4%
In diethyl ether Ambient temperature;

[Co2Rh2(CO)12] (12560-37-1) + bis(triphenylphosphine)iminium chloride (21050-13-5) + triethylphosphine (554-70-1) → [bis(triphenylphospine)nitrogen(1+)][Co(CO)4] (53433-12-8) + trans-ClRh(CO)(PEt3)2 (14871-47-7, 15631-52-4)

Conditions	Yield
In dichloromethane N2-atmosphere; addn. of (PPN)Cl to Co/Rh complex, then addn. of 2 equivs. PEt3; solvent removal (vac.), hexane addn., filtration, washing (hexane);	A 98.3% B 99%

[Mo6S8(4-tert-butylpyridine)6] + triethylphosphine (554-70-1) → oktakis(μ3-sulfido)hexakis(triethylphosphine)hexamolybdenum

Conditions	Yield
In further solvent(s) Schlenk flask; in aniline, flask was sealed and heated at 50°C with stirring for 2 d; mixt. was filtered, layered with MeCN, ppt. was filtered off, washed with Et2O; NMR;	99%

2N(C2H5)4(1+)*{NiFe3S4(P(C6H5)3)(SC2H5)3}(2-)={N(C2H5)4}2{NiFe3S4(P(C6H5)3)(SC2H5)3} + triethylphosphine (554-70-1) → {NiFe3S4(SC2H5)3(P(C2H5)3)}(2-)

Conditions	Yield
In acetonitrile byproducts: P(C6H5)3; under N2; monitored by (1)H-NMR;	99%

Upstream product

• 64-17-5 ethanol 
• 141-52-6 sodium ethanolate 
• 75-03-6 ethyl iodide 
• 594-09-2 trimethylphosphane 
• 16616-89-0 dichlorotriethylphosphorane 
• 597-50-2 triethylphosphine oxide 
• 7789-60-8 phosphorus tribromide 
• 60-29-7 diethyl ether 
• 7732-18-5 water 
• 82540-63-4 triethyl-diphenylacetyl-phosphonium betaine 
• 61223-96-9 triethyl-phenylthiocarbamoyl-phosphonium betaine 
• 7664-41-7 ammonia 
• 14177-93-6 trans-platinum(triethylphosphine)₂(chloro)₂ 
• 672-66-2 Dimethyl(phenyl)phosphine 

Downstream Products

• 71888-54-5 triethyl-propyl-phosphonium; iodide 
• 82540-63-4 triethyl-diphenylacetyl-phosphonium betaine 
• 117961-64-5 triethyl-(2-bromo-ethyl)-phosphonium; triethyl-(β-bromo-ethyl)-phosphonium bromide 
• 597-50-2 triethylphosphine oxide 
• 597-51-3 triethylphosphine sulfide 
• 90-96-0 bis(p-methoxyphenyl)methanone 
• 3040-69-5 triethylphenylphosphonium iodide 
• 105-58-8 Diethyl carbonate 
• 108-80-5 isocyanuric acid 
• 624-79-3 ethyl isocyanide 
• 790-41-0 4-chlorobenzoic anhydride 
• 111240-62-1 triethyl-[2,2-dicyano-1-(3-nitro-phenyl)-ethyl]-phosphonium betaine 
• 109815-31-8 triethyl-[2,2-dicyano-1-(4-cyano-phenyl)-ethyl]-phosphonium betaine 

Relevant articles and documents

The Trityl-Cation Mediated Phosphine Oxides Reduction

Reduction of phosphine oxides into the corresponding phosphines using PhSiH3 as a reducing agent and Ph3C+[B(C6F5)4]? as an initiator is described. The process is highly efficient, reducing a broad range of secondary and tertiary alkyl and arylphosphines, bearing various functional groups in generally good yields. The reaction is believed to proceed through the generation of a silyl cation, which reaction with the phosphine oxide provides a phosphonium salt, further reduced by the silane to afford the desired phosphine along with siloxanes. (Figure presented.).

Method for producing alkyl phosphine

The invention provides a method for producing alkyl phosphine, and specifically relates to a method for producing triethyl phosphine. The method comprises the following steps: mixing hydrogen phosphide with ethylene in a solvent, adding a photocatalyst, and carrying out a reaction for 1-12 h under illumination of 20-50 W to obtain triethyl phosphine, wherein the reaction temperature being 0-50 DEGC. According to the invention, under an illumination condition, the photocatalyst easily induces a radical reaction to enhance the reaction activity of hydrogen phosphide and olefin so as to substantially improve the reaction efficiency, the rapid reaction can be performed at the room temperature and the normal pressure, the reaction time is short, the pollution and the toxicity of the catalyst are low, the toxicity of the used solvent is low compared to the toxicity of toluene and the like commonly used in the prior art, the post-treatment is relatively simple, and the yield and the purity of the product are high.