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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
Tris(tetrabutylammonium) hydrogen pyrophosphate Tris(tetrabutylammonium) hydrogen pyrophosphate 76947-02-9 C16H37NO7P2(-2)
TRIS(4-(1H,1H,2H,2H-PERFLUOROOCTYL)PHENYL)PHOSPHINE TRIS(4-(1H,1H,2H,2H-PERFLUOROOCTYL)PHENYL)PHOSPHINE 219985-31-6 C42H24F39P
Phosphorane,triphenyl(phenylmethylene)- Phosphorane,triphenyl(phenylmethylene)- 16721-45-2 C25H21P
Phosphine, (2,2-dimethyl-1,3-propanediyl)bis[diphenyl- Phosphine, (2,2-dimethyl-1,3-propanediyl)bis[diphenyl- 80326-98-3 C29H30P2
Phosphine oxide, diphenyl[2-(trifluoromethyl)phenyl]- Phosphine oxide, diphenyl[2-(trifluoromethyl)phenyl]- 185685-09-0 C19H14F3OP
DI-P-TOLYLPHOSPHINE DI-P-TOLYLPHOSPHINE 1017-60-3 C14H15P
BIS(4-METHYLPHENYL)CHLOROPHOSPHINE BIS(4-METHYLPHENYL)CHLOROPHOSPHINE 13685-23-9 C14H14ClP
1-Propanamine, 3-(diphenylphosphinothioyl)-N,N-dimethyl- 1-Propanamine, 3-(diphenylphosphinothioyl)-N,N-dimethyl- 962-96-9 C17H22NPS
(3-bromophenyl)diphenylphosphine oxide (3-bromophenyl)diphenylphosphine oxide 10212-04-1 C18H14BrOP
2-DICYCLOHEXYLPHOSPHINO-2',6'-DIMETHOXY-1,1'-BIPHENYL 2-DICYCLOHEXYLPHOSPHINO-2',6'-DIMETHOXY-1,1'-BIPHENYL C26H35O2P
di-m-tolylphenylphosphine sulfide di-m-tolylphenylphosphine sulfide 20676-76-0 C20H19PS
tris(m-anisyl)phosphine sulfide tris(m-anisyl)phosphine sulfide 54824-85-0 C21H21O3PS
DI-N-PROPYLPHENYLPHOSPHINE DI-N-PROPYLPHENYLPHOSPHINE 7650-83-1 C12H19P
4,4',4''-phosphinetriyltris(N,N-dimethylaniline) 4,4',4''-phosphinetriyltris(N,N-dimethylaniline) 80418-11-7 C8H6ClF3O
Phosphine, [[bis(1,1-dimethylethyl)phosphino]methyl]dicyclohexyl- Phosphine, [[bis(1,1-dimethylethyl)phosphino]methyl]dicyclohexyl- 185537-55-7 C21H42P2
Phosphine, tri-7-octenyl- Phosphine, tri-7-octenyl- 816420-00-5 C24H45P
BIS(2,4,6-TRIMETHYLPHENYL)PHOSPHINE BIS(2,4,6-TRIMETHYLPHENYL)PHOSPHINE 67950-05-4 C18H22ClP
Diethylenetriamine penta(methylene phosphonic acid) heptasaodium salt Diethylenetriamine penta(methylene phosphonic acid) heptasaodium salt 68155-78-2 C9H29N3NaO15P5
Butyldihexylphosphine oxide Butyldihexylphosphine oxide 73986-80-8 C16H35OP
Phosphine oxide, bis(3-Methylphenyl) Phosphine oxide, bis(3-Methylphenyl) 145290-34-2 C14H15OP
2-(2-Methylphenoxy)-4H-1,3,2-benzodioxaphosphorin 2-oxide 2-(2-Methylphenoxy)-4H-1,3,2-benzodioxaphosphorin 2-oxide 1222-87-3 C14H13O4P
(2-methoxyphenyl)bis(4-methoxyphenyl)phosphine (2-methoxyphenyl)bis(4-methoxyphenyl)phosphine 118936-79-1 C21H21O3P
(4-tert-Butylphenyl)diphenylphosphine (4-tert-Butylphenyl)diphenylphosphine 92568-86-0 C22H23P
bis(4-methoxyphenyl)(phenylethynyl)phosphine oxide bis(4-methoxyphenyl)(phenylethynyl)phosphine oxide 61123-79-3 C22H19O3P
(3-dimethylaminophenyl)diphenylphosphine sulfide (3-dimethylaminophenyl)diphenylphosphine sulfide 61564-32-7 C20H20NPS
methyldi-o-tolylphosphine sulfide methyldi-o-tolylphosphine sulfide 918962-31-9 C15H17PS
Cyclopentyldiisobutylphosphine oxide Cyclopentyldiisobutylphosphine oxide 73986-83-1 C13H27OP
1,3-Bis(dicyclohexylphosphino)propane bis(tetrafluoroborate) 1,3-Bis(dicyclohexylphosphino)propane bis(tetrafluoroborate) 1002345-50-7 C27H51BF4P2
Phosphine,bis[2-(methylthio)phenyl]phenyl- Phosphine,bis[2-(methylthio)phenyl]phenyl- 14791-95-8 C20H19PS2
DIMETHYLPHOSPHINE OXIDE DIMETHYLPHOSPHINE OXIDE 7211-39-4 C2H7OP
Dichlorobis[(di-tert-butyl)(n-butyl)phosphine]palladium(II) Dichlorobis[(di-tert-butyl)(n-butyl)phosphine]palladium(II) 1444507-24-7 C24H56Cl2P2Pd
(3-hydroxyphenylmethyl)diphenylphosphine oxide (3-hydroxyphenylmethyl)diphenylphosphine oxide 922721-34-4 C19H17O2P
chloro(disec-butyl)phosphine chloro(disec-butyl)phosphine 90222-02-9 C8H18ClP
Aluminium hydroxybis[2,2'-methylen-bis(4,6-di-tert-butylphenyl)phosphate] Aluminium hydroxybis[2,2'-methylen-bis(4,6-di-tert-butylphenyl)phosphate] 151841-65-5 C58H85AlO9P2
(4-bromophenyl)diphenylphosphine (4-bromophenyl)diphenylphosphine 734-59-8 C18H14BrP
Palladium, chloro[1,1'-(9,9-dimethyl-9H-xanthene-4,5-diyl)bis[1,1-diphenylphosphine-κP]](η3-2-propen-1-yl)- Palladium, chloro[1,1'-(9,9-dimethyl-9H-xanthene-4,5-diyl)bis[1,1-diphenylphosphine-κP]](η3-2-propen-1-yl)- 879689-28-8 C42H36ClOP2Pd
TRIS(TRIMETHYLSILYLMETHYL)PHOSPHINE TRIS(TRIMETHYLSILYLMETHYL)PHOSPHINE 18077-42-4 C12H33PSi3
Dibutylhexylphosphine oxide Dibutylhexylphosphine oxide 74038-17-8
Cyclohexyldipropylphosphine oxide Cyclohexyldipropylphosphine oxide 73986-82-0 C12H25OP
2-(Diphenylphosphino)-2'-methylbiphenyl 2-(Diphenylphosphino)-2'-methylbiphenyl 402822-72-4 C25H21P
Di-t-butyl(n-butyl)phosphine Di-t-butyl(n-butyl)phosphine 29949-72-2 C12H27P
CIS-DICHLOROBIS(TRIETHYLPHOSPHINE)PLATINUM(II) CIS-DICHLOROBIS(TRIETHYLPHOSPHINE)PLATINUM(II) 15692-07-6 C12H30Cl2P2Pt
Phosphine sulfide, diethyl(1-naphthalenylmethyl)- Phosphine sulfide, diethyl(1-naphthalenylmethyl)- 4519-81-7 C15H19PS
Phosphine, (4-octylphenyl)diphenyl- Phosphine, (4-octylphenyl)diphenyl- 65717-70-6 C26H31P
Phosphine, bis(2-methylphenyl)(4-methylphenyl)- Phosphine, bis(2-methylphenyl)(4-methylphenyl)- 66186-00-3 C21H21P
2PACz 2PACz 20999-38-6 C14H14NO3P
Neopentyldiphenylphosphine Neopentyldiphenylphosphine 7660-85-7 C17H21P
Nicotinic Acid Adenine Dinucleotide Nicotinic Acid Adenine Dinucleotide 6450-77-7 C21H26N6O15P2
Phenoxycycloposphazene Phenoxycycloposphazene 1184-10-7 C36H30N3O6P3
Tributyltetradecylphosphonium chloride Tributyltetradecylphosphonium chloride 81741-28-8 C26H56ClP
Chloro(crotyl)(tri-tert-butylphosphine)palladium(II) Chloro(crotyl)(tri-tert-butylphosphine)palladium(II) 1334497-00-5 C16H34ClPPd
Phosphine, (4-chlorophenyl)diphenyl- Phosphine, (4-chlorophenyl)diphenyl- 734-60-1 C18H14ClP
Phosphine oxide, butylphenyl- Phosphine oxide, butylphenyl- 20335-96-0 C10H15OP
Phosphine, di-9-anthracenylphenyl- Phosphine, di-9-anthracenylphenyl- 105643-86-5 C34H23P
1-PROPANEPHOSPHONIC DICHLORIDE 1-PROPANEPHOSPHONIC DICHLORIDE 4708-04-7 C3H7Cl2OP
Tetrabutylphosphonium chloride Tetrabutylphosphonium chloride 2304-30-5 C16H36ClP
METHYLDIPHENYLPHOSPHINE METHYLDIPHENYLPHOSPHINE 1486-28-8 C13H13P
1,2,3,4,5-PENTAPHENYL-1'-(DI-TERT-BUTYLPHOSPHINO)FERROCENE 1,2,3,4,5-PENTAPHENYL-1'-(DI-TERT-BUTYLPHOSPHINO)FERROCENE 312959-24-3 C48H43FeP
Ibandronate sodium monohydrate Ibandronate sodium monohydrate 138926-19-9 C9H24NNaO8P2
Dimethyl 2-hydroxyethylphosphonate Dimethyl 2-hydroxyethylphosphonate 54731-72-5 C4H11O4P
P-ANISYLDIPHENYLPHOSPHINE P-ANISYLDIPHENYLPHOSPHINE 53111-20-9 C19H17OP
DICHLOROTRIPHENYLPHOSPHORANE DICHLOROTRIPHENYLPHOSPHORANE 2526-64-9 C18H15Cl2P
(Aminomethyl)phosphonic acid (Aminomethyl)phosphonic acid 1066-51-9 CH6NO3P
DIETHYL(PHENYLOXOMETHYL)PHOSPHONATE DIETHYL(PHENYLOXOMETHYL)PHOSPHONATE 3277-27-8 C11H15O4P
BUTYLPHOSPHONIC DICHLORIDE BUTYLPHOSPHONIC DICHLORIDE 2302-80-9 C4H9Cl2OP
diethyl benzylphosphonate diethyl benzylphosphonate 1080-32-6 C11H17O3P
TRIETHYL 3-PHOSPHONOPROPIONATE TRIETHYL 3-PHOSPHONOPROPIONATE 3699-67-0 C9H19O5P
DIPHENYL(O-TOLYL)PHOSPHINE DIPHENYL(O-TOLYL)PHOSPHINE 5931-53-3 C19H17P
2-Chloro-1,3,2-dioxaphospholane 2-Chloro-1,3,2-dioxaphospholane 822-39-9 C2H4ClO2P
TETRAPHENYLPHOSPHONIUM IODIDE TETRAPHENYLPHOSPHONIUM IODIDE 2065-67-0 C24H20IP
O-Diphenylphosphinylhydroxylamine O-Diphenylphosphinylhydroxylamine 72804-96-7 C12H12NO2P
BORANE-TRIPHENYLPHOSPHINE COMPLEX BORANE-TRIPHENYLPHOSPHINE COMPLEX 2049-55-0 C18H18BP
BIS(DICHLOROPHOSPHINO)METHANE BIS(DICHLOROPHOSPHINO)METHANE 28240-68-8 CH2Cl4P2
CHLORO(DIMETHYL)PHOSPHINE CHLORO(DIMETHYL)PHOSPHINE 811-62-1 C2H6ClP
ETHYL PHOSPHORODICHLORIDITE ETHYL PHOSPHORODICHLORIDITE 1498-42-6 C2H5Cl2OP
ETHYLDIPHENYLPHOSPHINE ETHYLDIPHENYLPHOSPHINE 607-01-2 C14H15P
PHENYL N-PHENYLPHOSPHORAMIDOCHLORIDATE PHENYL N-PHENYLPHOSPHORAMIDOCHLORIDATE 51766-21-3 C12H11ClNO2P
Diethyl (trichloromethyl)phosphonate Diethyl (trichloromethyl)phosphonate 866-23-9 C5H10Cl3O3P
TRI-N-BUTYLPHOSPHONIUM TETRAFLUOROBORATE TRI-N-BUTYLPHOSPHONIUM TETRAFLUOROBORATE 113978-91-9 C12H28BF4P
TERT-BUTYLPHOSPHONIC ACID TERT-BUTYLPHOSPHONIC ACID 4923-84-6 C4H11O3P
DIMETHYL TRIMETHYLSILYL PHOSPHITE DIMETHYL TRIMETHYLSILYL PHOSPHITE 36198-87-5 C5H15O3PSi
BENZYLDI-1-ADAMANTYLPHOSPHINE BENZYLDI-1-ADAMANTYLPHOSPHINE 395116-70-8 C27H37P
Diethyl bromodifluoromethanephosphonate Diethyl bromodifluoromethanephosphonate 65094-22-6 C5H10BrF2O3P
1,3-BIS(DICYCLOHEXYLPHOSPHINO)PROPANE 1,3-BIS(DICYCLOHEXYLPHOSPHINO)PROPANE 103099-52-1 C27H50P2
BIS(2,2,2-TRIFLUOROETHYL) PHOSPHITE BIS(2,2,2-TRIFLUOROETHYL) PHOSPHITE 92466-70-1 C4H5F6O3P
Bis-(triphenylphosphino)-cuprous borohydride Bis-(triphenylphosphino)-cuprous borohydride 16903-61-0 2C18H15P.Cu.BH4
Phenylphosphonic acid Phenylphosphonic acid 1571-33-1 C6H7O3P
ETHYLDICHLOROPHOSPHINE ETHYLDICHLOROPHOSPHINE 1498-40-4 C2H5Cl2P
Allyl triphenylphosphonium chloride Allyl triphenylphosphonium chloride 18480-23-4 C21H20ClP
BIS(2-ETHYLHEXYL) PHOSPHITE BIS(2-ETHYLHEXYL) PHOSPHITE 3658-48-8 C16H35O3P
Triphenylphosphine hydrobromide Triphenylphosphine hydrobromide 6399-81-1 C18H16BrP
BIS(3,5-DI(TRIFLUOROMETHYL)PHENYL)CHLOROPHOSPHINE BIS(3,5-DI(TRIFLUOROMETHYL)PHENYL)CHLOROPHOSPHINE 142421-57-6 C16H6ClF12P
TETRAPHENYLBIPHOSPHINE TETRAPHENYLBIPHOSPHINE 1101-41-3 C24H20P2
ETHYLPHOSPHONIC ACID ETHYLPHOSPHONIC ACID 6779-09-5 C2H7O3P
DI-O-TOLYLCHLOROPHOSPHINE DI-O-TOLYLCHLOROPHOSPHINE 36042-94-1 C14H14ClP
1,2-BIS(PHOSPHINO)BENZENE 1,2-BIS(PHOSPHINO)BENZENE 80510-04-9 C6H8P2
Diphenylmethoxyphosphine Diphenylmethoxyphosphine 4020-99-9 C13H13OP
(4′-(9H-carbazol-9-yl)-2,2′-dimethyl-[1,1′-biphenyl]-4-yl)diphenylphosphine oxide (4′-(9H-carbazol-9-yl)-2,2′-dimethyl-[1,1′-biphenyl]-4-yl)diphenylphosphine oxide 1206906-21-9 C38H30NOP
(chloromethyl)bis(phenylmethyl)phosphine oxide (chloromethyl)bis(phenylmethyl)phosphine oxide 23138-75-2 C15H16ClOP
Di-p-tolyl(phenyl)phosphine sulfide Di-p-tolyl(phenyl)phosphine sulfide 16822-31-4 C20H19PS
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