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
Dimethyl acetylmethylphosphonate Dimethyl acetylmethylphosphonate 4202-14-6 C5H11O4P
1.1'-Binaphthyl-2.2'-diphemyl phosphine 1.1'-Binaphthyl-2.2'-diphemyl phosphine 98327-87-8 C44H32P2
TRIS(TRIMETHYLSILYL)PHOSPHINE TRIS(TRIMETHYLSILYL)PHOSPHINE 15573-38-3 C9H27PSi3
Tri(o-tolyl)phosphine Tri(o-tolyl)phosphine 6163-58-2 C21H21P
PHOSPHOENOLPYRUVIC ACID MONOPOTASSIUM SALT PHOSPHOENOLPYRUVIC ACID MONOPOTASSIUM SALT 4265-07-0 C3H4KO6P
Diethyl cyanomethylphosphonate Diethyl cyanomethylphosphonate 2537-48-6 C6H12NO3P
Trioctylphosphine Trioctylphosphine 4731-53-7 C24H51P
1,5-Bis(diphenylphosphino)pentane 1,5-Bis(diphenylphosphino)pentane 27721-02-4 C29H30P2
(3-CARBOXYPROPYL)TRIPHENYLPHOSPHONIUM BROMIDE (3-CARBOXYPROPYL)TRIPHENYLPHOSPHONIUM BROMIDE 17857-14-6 C22H22BrO2P
Triethyl 2-fluoro-2-phosphonoacetate Triethyl 2-fluoro-2-phosphonoacetate 2356-16-3 C8H16FO5P
Tri-tert-butylphosphine Tri-tert-butylphosphine 13716-12-6 C12H27P
Diphenylphosphinic Chloride Diphenylphosphinic Chloride 1499-21-4 C12H10ClOP
Cyclohexyldiphenylphosphine Cyclohexyldiphenylphosphine 6372-42-5 C18H21P
ALLYLDIPHENYLPHOSPHINE ALLYLDIPHENYLPHOSPHINE 2741-38-0 C15H15P
DIETHYLPHOSPHORAMIDOUS DICHLORIDE DIETHYLPHOSPHORAMIDOUS DICHLORIDE 1069-08-5 C4H10Cl2NP
tert-Butyl diethylphosphonoacetate tert-Butyl diethylphosphonoacetate 27784-76-5 C10H21O5P
(FORMYLMETHYLENE)TRIPHENYLPHOSPHORANE (FORMYLMETHYLENE)TRIPHENYLPHOSPHORANE 2136-75-6 C20H17OP
Benzyltriphenylphosphonium chloride Benzyltriphenylphosphonium chloride 1100-88-5 C25H22ClP
Chlorodiphenylphosphine Chlorodiphenylphosphine 1079-66-9 C12H10ClP
Di-tert-butylchlorophosphane Di-tert-butylchlorophosphane 13716-10-4 C8H18ClP
2-Phosphonobutane-1,2,4-tricarboxylic acid 2-Phosphonobutane-1,2,4-tricarboxylic acid 37971-36-1 C7H11O9P
Bis(triphenylphosphine)iminium chloride Bis(triphenylphosphine)iminium chloride 21050-13-5 C36H30ClNP2
Ethyltriphenylphosphonium bromide Ethyltriphenylphosphonium bromide 1530-32-1 C20H20BrP
DIETHYL CHLOROPHOSPHITE DIETHYL CHLOROPHOSPHITE 589-57-1 C4H10ClO2P
Triphenylphosphine oxide Triphenylphosphine oxide 791-28-6 C18H15OP
TRI(2-FURYL)PHOSPHINE TRI(2-FURYL)PHOSPHINE 5518-52-5 C12H9O3P
2-Dicyclohexylphosphino-2'-(N,N-dimethylamino)biphenyl 2-Dicyclohexylphosphino-2'-(N,N-dimethylamino)biphenyl 213697-53-1 C26H36NP
Methyl (triphenylphosphoranylidene)acetate Methyl (triphenylphosphoranylidene)acetate 2605-67-6 C21H19O2P
Tetraphenylphosphonium bromide Tetraphenylphosphonium bromide 2751-90-8 C24H20BrP
(+)-DIOP (+)-DIOP 37002-48-5 C31H32O2P2
Tricyclohexyl phosphine Tricyclohexyl phosphine 2622-14-2 C18H33P
2-Diphenylphosphinobenzaldehyde 2-Diphenylphosphinobenzaldehyde 50777-76-9 C19H15OP
2-(Di-tert-butylphosphino)biphenyl 2-(Di-tert-butylphosphino)biphenyl 224311-51-7 C20H27P
DIPHENYL(P-TOLYL)PHOSPHINE DIPHENYL(P-TOLYL)PHOSPHINE 1031-93-2 C19H17P
(ACETYLMETHYLENE)TRIPHENYLPHOSPHORANE (ACETYLMETHYLENE)TRIPHENYLPHOSPHORANE 1439-36-7 C21H19OP
Diethyl (tosyloxy)methylphosphonate Diethyl (tosyloxy)methylphosphonate 31618-90-3 C12H19O6PS
Methyl diethylphosphonoacetate Methyl diethylphosphonoacetate 1067-74-9 C7H15O5P
2-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl 2-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl 657408-07-6 C26H35O2P
Diethyl (hydroxymethyl)phosphonate Diethyl (hydroxymethyl)phosphonate 3084-40-0 C5H13O4P
3-Methyl-1-phenyl-2-phospholene 1-oxide 3-Methyl-1-phenyl-2-phospholene 1-oxide 707-61-9 C11H13OP
4,5-Bis(diphenylphosphino)-9,9-dimethylxanthene 4,5-Bis(diphenylphosphino)-9,9-dimethylxanthene 161265-03-8 C39H32OP2
2-Diphenylphosphino-2'-(N,N-dimethylamino)biphenyl 2-Diphenylphosphino-2'-(N,N-dimethylamino)biphenyl 240417-00-9 C26H24NP
TRI-N-BUTYLPHOSPHINE OXIDE TRI-N-BUTYLPHOSPHINE OXIDE 814-29-9 C12H27OP
Ethyl (triphenylphosphoranylidene)acetate Ethyl (triphenylphosphoranylidene)acetate 1099-45-2 C22H21O2P
DIETHYLPHENYLPHOSPHINE DIETHYLPHENYLPHOSPHINE 1605-53-4 C10H15P
2-Cyanoethyl N,N,N',N'-tetraisopropylphosphorodiamidite 2-Cyanoethyl N,N,N',N'-tetraisopropylphosphorodiamidite 102691-36-1 C15H32N3OP
Vinylphosphonic acid Vinylphosphonic acid 1746-03-8 C2H5O3P
(Triphenylphosphoranylidene)acetonitrile (Triphenylphosphoranylidene)acetonitrile 16640-68-9 C20H16NP
1,2-BIS(DICYCLOHEXYLPHOSPHINO)ETHANE 1,2-BIS(DICYCLOHEXYLPHOSPHINO)ETHANE 23743-26-2 C26H48P2
Phenylphosphonic dichloride Phenylphosphonic dichloride 824-72-6 C6H5Cl2OP
Butyldi-1-adamantylphosphine Butyldi-1-adamantylphosphine 321921-71-5 C24H39P
TRI-P-TOLYLPHOSPHINE TRI-P-TOLYLPHOSPHINE 1038-95-5 C21H21P
Tetraisopropyl methylenediphosphonate Tetraisopropyl methylenediphosphonate 1660-95-3 C13H30O6P2
Benzyldiphenylphosphine Benzyldiphenylphosphine 7650-91-1 C19H17P
Trimethyl phosphonoacetate Trimethyl phosphonoacetate 5927-18-4 C5H11O5P
Ethyl diethoxyphosphinylformate Ethyl diethoxyphosphinylformate 1474-78-8 C7H15O5P
Bis(diphenylphosphino)methane Bis(diphenylphosphino)methane 2071-20-7 C25H22P2
1-NAPHTHYL PHOSPHATE 1-NAPHTHYL PHOSPHATE 1136-89-6 C10H9O4P
Dicyclohexylphenylphosphine Dicyclohexylphenylphosphine 6476-37-5 C18H27P
Tributylphosphine Tributylphosphine 998-40-3 C12H27P
Diphenylphosphinic acid Diphenylphosphinic acid 1707-03-5 C12H11O2P
1,3-Bis(diphenylphosphino)propane 1,3-Bis(diphenylphosphino)propane 6737-42-4 C27H26P2
Diphenyl-2-pyridylphosphine Diphenyl-2-pyridylphosphine 37943-90-1 C17H14NP
Tris(4-methoxyphenyl)phosphine Tris(4-methoxyphenyl)phosphine 855-38-9 C21H21O3P
1,2-BIS(DIPENTAFLUOROPHENYLPHOSPHINO)ETHANE 1,2-BIS(DIPENTAFLUOROPHENYLPHOSPHINO)ETHANE 76858-94-1 C26H4F20P2
2-Di-t-butylphosphino-2'-(N,N-dimethylamino)biphenyl 2-Di-t-butylphosphino-2'-(N,N-dimethylamino)biphenyl 224311-49-3 C22H32NP
Triisopropyl phosphite Triisopropyl phosphite 116-17-6 C9H21O3P
TRI-M-TOLYLPHOSPHINE TRI-M-TOLYLPHOSPHINE 6224-63-1 C21H21P
Phenyl phosphine Phenyl phosphine 638-21-1 C6H7P
Tris(2-carboxyethyl)phosphine hydrochloride Tris(2-carboxyethyl)phosphine hydrochloride 51805-45-9 C9H15O6P.ClH
Phosphoenolpyruvic acid cyclohexylammonium salt Phosphoenolpyruvic acid cyclohexylammonium salt 10526-80-4 C6H13N.C3H5O6P
Ethyl 2-(triphenylphosphoranylidene)propionate Ethyl 2-(triphenylphosphoranylidene)propionate 5717-37-3 C23H23O2P
TRIPHENYLPHOSPHINE SULFIDE TRIPHENYLPHOSPHINE SULFIDE 3878-45-3 C18H15PS
Tris(4-fluorophenyl)phosphine Tris(4-fluorophenyl)phosphine 18437-78-0 C18H12F3P
Phosphonoformic acid trisodium salt hexahydrate Phosphonoformic acid trisodium salt hexahydrate 34156-56-4 CH6NaO6P
N-(Carboxymethyl)-N-(phosphonomethyl)-glycine N-(Carboxymethyl)-N-(phosphonomethyl)-glycine 5994-61-6 C5H10NO7P
Trimethylphosphine Trimethylphosphine 594-09-2 C3H9P
Butyltriphenylphosphonium bromide Butyltriphenylphosphonium bromide 1779-51-7 C22H24BrP
2-(Dicyclohexylphosphino)biphenyl 2-(Dicyclohexylphosphino)biphenyl 247940-06-3 C24H31P
TRIS[3,5-BIS(TRIFLUOROMETHYL)PHENYL]PHOSPHINE TRIS[3,5-BIS(TRIFLUOROMETHYL)PHENYL]PHOSPHINE 175136-62-6 C24H9F18P
1,2-Bis(diphenylphosphino)ethane 1,2-Bis(diphenylphosphino)ethane 1663-45-2 C26H24P2
1,6-Bis(diphenylphosphino)hexane 1,6-Bis(diphenylphosphino)hexane 19845-69-3 C30H32P2
Triethylphosphine Triethylphosphine 554-70-1 C6H15P
TRIS(PENTAFLUOROPHENYL)PHOSPHINE TRIS(PENTAFLUOROPHENYL)PHOSPHINE 1259-35-4 C18F15P
Chlorodiisopropylphosphine Chlorodiisopropylphosphine 40244-90-4 C6H14ClP
TRIPROPYLPHOSPHINE TRIPROPYLPHOSPHINE 2234-97-1 C9H21P
(1-Hydroxyethylidene)bis-phosphonic acid tetrasodium salt (1-Hydroxyethylidene)bis-phosphonic acid tetrasodium salt 3794-83-0 C2H9NaO7P2
2-CHLOROPHENYL PHOSPHORODICHLORIDATE 2-CHLOROPHENYL PHOSPHORODICHLORIDATE 15074-54-1 C6H4Cl3O2P
TRIBUTYL PHOSPHITE TRIBUTYL PHOSPHITE 102-85-2 C12H27O3P
Hexamethylphosphorous triamide Hexamethylphosphorous triamide 1608-26-0 C6H18N3P
1,1'-Bis(di-tert-butylphosphino)ferrocene 1,1'-Bis(di-tert-butylphosphino)ferrocene 84680-95-5 C26H44FeP210*
1,2-BIS(DIPHENYLPHOSPHINO)BENZENE 1,2-BIS(DIPHENYLPHOSPHINO)BENZENE 13991-08-7 C30H24P2
TRANS-1,2-BIS(DIPHENYLPHOSPHINO)ETHYLENE TRANS-1,2-BIS(DIPHENYLPHOSPHINO)ETHYLENE 983-81-3 C26H22P2
Diphenylphosphine Diphenylphosphine 829-85-6 C12H11P
Phenylphosphinic acid Phenylphosphinic acid 1779-48-2 C6H7O2P
1,4-Bis(diphenylphosphino)butane 1,4-Bis(diphenylphosphino)butane 7688-25-7 C28H28P2
ISOPROPYLTRIPHENYLPHOSPHONIUM IODIDE ISOPROPYLTRIPHENYLPHOSPHONIUM IODIDE 24470-78-8 C21H22IP
Dichlorophenylphosphine Dichlorophenylphosphine 644-97-3 C6H5Cl2P
(OXYDI-2,1-PHENYLENE)BIS(DIPHENYLPHOSPHINE) (OXYDI-2,1-PHENYLENE)BIS(DIPHENYLPHOSPHINE) 166330-10-5 C36H28OP2
2-(Diphenylphosphino)benzoic acid 2-(Diphenylphosphino)benzoic acid 17261-28-8 C19H15O2P
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