Phosphines

Asymmetric phosphine compounds and their applications as well as the emergence of a variety of novel compounds have greatly enriched the subjects of organic phosphorus chemistry. Phosphorus-containing antioxidants, stabilizers and the extractant, complexing agent of rare elements can be widely applied to the chemical industry. Organic phosphine compound in vivo is an important kind of energy and an important component for the formation of the biopolymer DNA and RNA backbone.

The organic phosphorus compound has a wide application in nucleic acids, coenzymes, organophosphorus nerve gases, organophosphorus insecticides, organophosphorus fungicides, organophosphorus herbicides, chemotherapeutic agents, plasticizers, antioxidants, surfactants, complexing agents, extraction agent of organic phosphorus, flotation agent and a flame retardant and so on.

The chemical structure of the organic phosphorus compound can be roughly divided into the following categories:
1. Phosphonate. Phosphoric acid is a tribasic acid, i.e., three of which may be replaced by hydrogen atoms with these hydrogen atoms being replaced by an organic group, known as phosphonate. These three groups, when being not exactly the same, are known as mixed esters. In organophosphorous pesticides, there are a lot of mixed phosphate esters, such as dichlorvos that is a mixture of phosphoric acid esters.
2. Mono-, di- and tri-phosphonothiolate. The oxygen atom of the phosphate molecule can be replaced by a sulfur atom, known as thiosulfate phosphonate, such as parathion, dimethoate, kitazine that all belonging to such structures.
3. Phosphoramidites and Thioxophosphamide. When the hydroxyl group in the phosphoric acid is replaced by an amino group, it is called phosphoramidites. The remaining oxygen atom in the phosphoramidites molecule may be replaced by a sulfur atom, and become thioxophosphamide such as methamidophos and crufomate.
4. Pyrophosphate, thiopyrophosphoric acid and pyrophosphate amide. Two phosphate molecules get rid of one molecule of water to form pyrophosphate with the hydrogen, oxygen and hydroxyl groups being able to be respectively, replaced by sulfur atom and amino group such as sulfotep.
5. Thio-phosphonate and phosphonate. One hydroxyl group is replaced by organic group which formed P-C bond inside the molecule, namely phosphonate. There have been some kinds of phosphonate and corresponding sulfur-substituted compounds as pesticides promotion, such as benzene parathion.
6. Phosphorous acid derivative. Some pesticides are derivatives of phosphorous acid. In the molecule of phosphorous acid, the phosphorus is trivalent such as deleaf defolian.
7. Phosphine. When the hydrogen inside the phosphine molecules is replaced by organic group, it is called phosphine. The structure of these compounds is similar with that of nitrogen compounds such as ammonia, amines and ammonium salts, known as orthopedic phosphine and phosphine.
8. Phosphoric acid or the hydroxy group inside phosphoric acid is replaced by a halogen.

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Structure Chemical Name CAS MF
[1,1'-Bis(diphenylphosphino)ferrocene]dichloropalladium(II) [1,1'-Bis(diphenylphosphino)ferrocene]dichloropalladium(II) 72287-26-4 C34H28Cl2FeP2Pd 10*
(+/-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl (+/-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl 98327-87-8 C44H32P2
Methyl (triphenylphosphoranylidene)acetate Methyl (triphenylphosphoranylidene)acetate 2605-67-6 C21H19O2P
(4-Carboxybutyl)triphenylphosphonium bromide (4-Carboxybutyl)triphenylphosphonium bromide 17814-85-6 C23H24BrO2P
Tetrabutylphosphonium bromide Tetrabutylphosphonium bromide 3115-68-2 C16H36BrP
2-Diphenylphosphinobenzaldehyde 2-Diphenylphosphinobenzaldehyde 50777-76-9 C19H15OP
Triethylphosphine Triethylphosphine 554-70-1 C6H15P
Dicyclohexylchlorophosphine Dicyclohexylchlorophosphine 16523-54-9 C12H22ClP
TRIS(4-CHLOROPHENYL)PHOSPHINE TRIS(4-CHLOROPHENYL)PHOSPHINE 1159-54-2 C18H12Cl3P
Amino tris(methylene phosphonic acid) Amino tris(methylene phosphonic acid) 6419-19-8 C3H12NO9P3
(OXYDI-2,1-PHENYLENE)BIS(DIPHENYLPHOSPHINE) (OXYDI-2,1-PHENYLENE)BIS(DIPHENYLPHOSPHINE) 166330-10-5 C36H28OP2
1,1'-BIS(DI-TERT-BUTYLPHOSPHINO)FERROCENE 1,1'-BIS(DI-TERT-BUTYLPHOSPHINO)FERROCENE 84680-95-5 C26H44FeP2 10*
BENZYLDIPHENYLPHOSPHINE BENZYLDIPHENYLPHOSPHINE 7650-91-1 C19H17P
Phosphonoformic acid trisodium salt hexahydrate Phosphonoformic acid trisodium salt hexahydrate 34156-56-4 CH12Na3O11P
tert-Butyldichlorophosphine tert-Butyldichlorophosphine 25979-07-1 C4H9Cl2P
METHYLDIPHENYLPHOSPHINE OXIDE METHYLDIPHENYLPHOSPHINE OXIDE 2129-89-7 C13H13OP
TRI-P-TOLYLPHOSPHINE TRI-P-TOLYLPHOSPHINE 1038-95-5 C21H21P
1,3-Bis(diphenylphosphino)propane 1,3-Bis(diphenylphosphino)propane 6737-42-4 C27H26P2
Phenyl phosphine Phenyl phosphine 638-21-1 C6H7P
4,5-Bis(diphenylphosphino)-9,9-dimethylxanthene 4,5-Bis(diphenylphosphino)-9,9-dimethylxanthene 161265-03-8 C39H32OP2
Butyldi-1-adamantylphosphine Butyldi-1-adamantylphosphine 321921-71-5 C24H39P
1,2-BIS(DICYCLOHEXYLPHOSPHINO)ETHANE 1,2-BIS(DICYCLOHEXYLPHOSPHINO)ETHANE 23743-26-2 C26H48P2
DIETHYL CHLOROPHOSPHITE DIETHYL CHLOROPHOSPHITE 589-57-1 C4H10ClO2P
2-Diphenylphosphino-2'-(N,N-dimethylamino)biphenyl 2-Diphenylphosphino-2'-(N,N-dimethylamino)biphenyl 240417-00-9 C26H24NP
DIPHENYL(P-TOLYL)PHOSPHINE DIPHENYL(P-TOLYL)PHOSPHINE 1031-93-2 C19H17P
Diethyl cyanomethylphosphonate Diethyl cyanomethylphosphonate 2537-48-6 C6H12NO3P
Diphenylphosphine Diphenylphosphine 829-85-6 C12H11P
Tetraisopropyl methylenediphosphonate Tetraisopropyl methylenediphosphonate 1660-95-3 C13H30O6P2
Diphenyl-2-pyridylphosphine Diphenyl-2-pyridylphosphine 37943-90-1 C17H14NP
2-(Di-tert-butylphosphino)biphenyl 2-(Di-tert-butylphosphino)biphenyl 224311-51-7 C20H27P
TRIS(PENTAFLUOROPHENYL)PHOSPHINE TRIS(PENTAFLUOROPHENYL)PHOSPHINE 1259-35-4 C18F15P
Diphenylphosphinic acid Diphenylphosphinic acid 1707-03-5 C12H11O2P
2-Cyanoethyl N,N,N',N'-tetraisopropylphosphorodiamidite 2-Cyanoethyl N,N,N',N'-tetraisopropylphosphorodiamidite 102691-36-1 C15H32N3OP
Tributylphosphine Tributylphosphine 998-40-3 C12H27P
(+)-DIOP (+)-DIOP 37002-48-5 C31H32O2P2
Trimethylphosphine Trimethylphosphine 594-09-2 C3H9P
2-Phosphonobutane-1,2,4-tricarboxylic acid 2-Phosphonobutane-1,2,4-tricarboxylic acid 37971-36-1 C7H11O9P
(1-Hydroxyethylidene)bis-phosphonic acid tetrasodium salt (1-Hydroxyethylidene)bis-phosphonic acid tetrasodium salt 3794-83-0 C2H4Na4O7P2
TRIPHENYLPHOSPHINE SULFIDE TRIPHENYLPHOSPHINE SULFIDE 3878-45-3 C18H15PS
Bis(diphenylphosphino)methane Bis(diphenylphosphino)methane 2071-20-7 C25H22P2
(3-CARBOXYPROPYL)TRIPHENYLPHOSPHONIUM BROMIDE (3-CARBOXYPROPYL)TRIPHENYLPHOSPHONIUM BROMIDE 17857-14-6 C22H22BrO2P
1,4-Bis(diphenylphosphino)butane 1,4-Bis(diphenylphosphino)butane 7688-25-7 C28H28P2
Di-tert-butylchlorophosphane Di-tert-butylchlorophosphane 13716-10-4 C8H18ClP
CHLORO(DIETHYL)PHOSPHINE CHLORO(DIETHYL)PHOSPHINE 686-69-1 C4H10ClP
Tri-tert-butylphosphine tetrafluoroborate Tri-tert-butylphosphine tetrafluoroborate 131274-22-1 C12H28P.BF4
TRANS-1,2-BIS(DIPHENYLPHOSPHINO)ETHYLENE TRANS-1,2-BIS(DIPHENYLPHOSPHINO)ETHYLENE 983-81-3 C26H22P2
2-DI-T-BUTYLPHOSPHINO-2'-(N,N-DIMETHYLAMINO)BIPHENYL 2-DI-T-BUTYLPHOSPHINO-2'-(N,N-DIMETHYLAMINO)BIPHENYL 224311-49-3 C22H32NP
Tetraphenylphosphonium bromide Tetraphenylphosphonium bromide 2751-90-8 C24H20BrP
DIETHYLPHOSPHORAMIDOUS DICHLORIDE DIETHYLPHOSPHORAMIDOUS DICHLORIDE 1069-08-5 C4H10Cl2NP
TRICYCLOHEXYLPHOSPHONIUM TETRAFLUOROBORATE TRICYCLOHEXYLPHOSPHONIUM TETRAFLUOROBORATE 58656-04-5 C18H34BF4P
(TRIPHENYLPHOSPHORANYLIDENE)ACETONITRILE (TRIPHENYLPHOSPHORANYLIDENE)ACETONITRILE 16640-68-9 C20H16NP
TRI(2-FURYL)PHOSPHINE TRI(2-FURYL)PHOSPHINE 5518-52-5 C12H9O3P
TRIS[3,5-BIS(TRIFLUOROMETHYL)PHENYL]PHOSPHINE TRIS[3,5-BIS(TRIFLUOROMETHYL)PHENYL]PHOSPHINE 175136-62-6 C24H9F18P
Dicyclohexylphenylphosphine Dicyclohexylphenylphosphine 6476-37-5 C18H27P
TRIISOPROPYLPHOSPHINE TRIISOPROPYLPHOSPHINE 6476-36-4 C9H21P
TRIS(3-METHOXYPHENYL)PHOSPHINE TRIS(3-METHOXYPHENYL)PHOSPHINE 29949-84-6 C21H21O3P
Ethyl (triphenylphosphoranylidene)acetate Ethyl (triphenylphosphoranylidene)acetate 1099-45-2 C22H21O2P
TRI-M-TOLYLPHOSPHINE TRI-M-TOLYLPHOSPHINE 6224-63-1 C21H21P
3-METHYL-1-PHENYL-2-PHOSPHOLENE 1-OXIDE 3-METHYL-1-PHENYL-2-PHOSPHOLENE 1-OXIDE 707-61-9 C11H13OP
Phenylphosphonic dichloride Phenylphosphonic dichloride 824-72-6 C6H5Cl2OP
tert-Butyl diethylphosphonoacetate tert-Butyl diethylphosphonoacetate 27784-76-5 C10H21O5P
Benzyltriphenylphosphonium chloride Benzyltriphenylphosphonium chloride 1100-88-5 C25H22ClP
PHOSPHOENOLPYRUVIC ACID MONOPOTASSIUM SALT PHOSPHOENOLPYRUVIC ACID MONOPOTASSIUM SALT 4265-07-0 C3H4KO6P
1,2-BIS(DIPENTAFLUOROPHENYLPHOSPHINO)ETHANE 1,2-BIS(DIPENTAFLUOROPHENYLPHOSPHINO)ETHANE 76858-94-1 C26H4F20P2
Hexamethylphosphorous triamide Hexamethylphosphorous triamide 1608-26-0 C6H18N3P
Diethyl (hydroxymethyl)phosphonate Diethyl (hydroxymethyl)phosphonate 3084-40-0 C5H13O4P
TRIS(4-FLUOROPHENYL)PHOSPHINE TRIS(4-FLUOROPHENYL)PHOSPHINE 18437-78-0 C18H12F3P
Dimethyl acetylmethylphosphonate Dimethyl acetylmethylphosphonate 4202-14-6 C5H11O4P
2-Dicyclohexylphosphino-2'-(N,N-dimethylamino)biphenyl 2-Dicyclohexylphosphino-2'-(N,N-dimethylamino)biphenyl 213697-53-1 C26H36NP
ALLYLDIPHENYLPHOSPHINE ALLYLDIPHENYLPHOSPHINE 2741-38-0 C15H15P
(FORMYLMETHYLENE)TRIPHENYLPHOSPHORANE (FORMYLMETHYLENE)TRIPHENYLPHOSPHORANE 2136-75-6 C20H17OP
Chlorodiphenylphosphine Chlorodiphenylphosphine 1079-66-9 C12H10ClP
Ethyl 2-(triphenylphosphoranylidene)propionate Ethyl 2-(triphenylphosphoranylidene)propionate 5717-37-3 C23H23O2P
Ethyl diethoxyphosphinylformate Ethyl diethoxyphosphinylformate 1474-78-8 C7H15O5P
1,5-Bis(diphenylphosphino)pentane 1,5-Bis(diphenylphosphino)pentane 27721-02-4 C29H30P2
Phenylphosphinic acid Phenylphosphinic acid 1779-48-2 C6H7O2P
Triisopropyl phosphite Triisopropyl phosphite 116-17-6 C9H21O3P
2-(Diphenylphosphino)benzoic acid 2-(Diphenylphosphino)benzoic acid 17261-28-8 C19H15O2P
1,2-BIS(DIPHENYLPHOSPHINO)BENZENE 1,2-BIS(DIPHENYLPHOSPHINO)BENZENE 13991-08-7 C30H24P2
Trimethyl phosphonoacetate Trimethyl phosphonoacetate 5927-18-4 C5H11O5P
N-(Carboxymethyl)-N-(phosphonomethyl)-glycine N-(Carboxymethyl)-N-(phosphonomethyl)-glycine 5994-61-6 C5H10NO7P
TRIS(TRIMETHYLSILYL)PHOSPHINE TRIS(TRIMETHYLSILYL)PHOSPHINE 15573-38-3 C9H27PSi3
1,2-Bis(diphenylphosphino)ethane 1,2-Bis(diphenylphosphino)ethane 1663-45-2 C26H24P2
CHLORODIISOPROPYLPHOSPHINE CHLORODIISOPROPYLPHOSPHINE 40244-90-4 C6H14ClP
Dichlorophenylphosphine Dichlorophenylphosphine 644-97-3 C6H5Cl2P
(ACETYLMETHYLENE)TRIPHENYLPHOSPHORANE (ACETYLMETHYLENE)TRIPHENYLPHOSPHORANE 1439-36-7 C21H19OP
TRI-N-OCTYLPHOSPHINE TRI-N-OCTYLPHOSPHINE 4731-53-7 C24H51P
Ethyltriphenylphosphonium bromide Ethyltriphenylphosphonium bromide 1530-32-1 C20H20BrP
TRI-O-TOLYLPHOSPHINE TRI-O-TOLYLPHOSPHINE 6163-58-2 C21H21P
TRIS(4-METHOXYPHENYL)PHOSPHINE TRIS(4-METHOXYPHENYL)PHOSPHINE 855-38-9 C21H21O3P
TRIBUTYL PHOSPHITE TRIBUTYL PHOSPHITE 102-85-2 C12H27O3P
TRIS(2-CARBOXYETHYL)PHOSPHINE HYDROCHLORIDE TRIS(2-CARBOXYETHYL)PHOSPHINE HYDROCHLORIDE 51805-45-9 C9H16ClO6P
Diphenylphosphinyl chloride Diphenylphosphinyl chloride 1499-21-4 C12H10ClOP
Triphenylphosphine oxide Triphenylphosphine oxide 791-28-6 C18H15OP
2-(Dicyclohexylphosphino)biphenyl 2-(Dicyclohexylphosphino)biphenyl 247940-06-3 C24H31P
1-NAPHTHYL PHOSPHATE 1-NAPHTHYL PHOSPHATE 1136-89-6 C10H9O4P
ISOPROPYLTRIPHENYLPHOSPHONIUM IODIDE ISOPROPYLTRIPHENYLPHOSPHONIUM IODIDE 24470-78-8 C21H22IP
2-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl 2-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl 657408-07-6 C26H35O2P
Diethyl (tosyloxy)methylphosphonate Diethyl (tosyloxy)methylphosphonate 31618-90-3 C12H19O6PS
Triethyl 2-fluoro-2-phosphonoacetate Triethyl 2-fluoro-2-phosphonoacetate 2356-16-3 C8H16FO5P
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