Phosphonium

Phosphonium

13 Phosphonium 1701-31: tetramethylphosphonium bis((trifluoromethyl)sulfonyl)imide Abbreviation: Molecular Formula: Molar Mass: Structure: 1702-31: ...

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13 Phosphonium

1701-31: tetramethylphosphonium bis((trifluoromethyl)sulfonyl)imide Abbreviation: Molecular Formula: Molar Mass: Structure:

1702-31: Tetraethylphosphonium bis((trifluoromethyl)sulfonyl)imide

[P1111][TFSI] C6H12F6NO4PS2 371.26 P+

O F3C

S O

Abbreviation: Molecular Formula: Molar Mass: Structure: N−

O S O

P+

CF3

O F3C

Character: Application:

S O

N−

O S O

CF3

Character: Application:

Tm (K)

Td (K)

Tm (K)

422.45-423.45 [228]

693.15 [228]

391.15 [43]

1702-74: Tetraethylphosphonium diethyldithiocarbamate

1702-35: Tetraethylphosphonium 2,2,2-trifluoro-N-(trifluoromethylsulfonyl)acetamide Abbreviation: Molecular Formula: Molar Mass: Structure:

[P2222][TFSI] C10H20F6NO4PS2 427.37

Abbreviation: Molecular Formula: Molar Mass: Structure:

[P2222][TSAC] C11H20F6NO3PS 391.31 P+

N−

[P2222][dtc] C13H30NPS2 295.49 P+

COCF3

N

C− S

SO2CF3

Character: Application:

Character: Application: Tm (K) 292.15 [43]

406

[268]

S

Phosphonium

1703-11: Tridecylmethylphosphonium chloride Abbreviation: Molecular Formula: Molar Mass: Structure:

[P1,103]Cl C31H66ClP 505.29

P+

C10H21

1703-12: Tridecylmethylphosphonium bromide Abbreviation: Molecular Formula: Molar Mass: Structure:

C10H21 H21C10

407

Cl−

Character: Application:

[P1,103]Br C31H66BrP 549.74 C10H21 H21C10

P+

C10H21

Br−

Character: Application:

Tm (K)

Tf (K)

Tm (K)

Tf (K)

372.05 [119]

374.15 [119]

368.35 [119]

369.85 [119]

374.95 [119] Fusion Entropy (kJmol 1)

Crystallization Enthalpy (kJmol 1)

Fusion Entropy (kJmol 1)

Crystallization Enthalpy (kJmol 1)

2.5 [119]

1.0 [119]

5.8 [119]

2.1 [119]

9.7 [119]

8.2 [119]

10.5 [119]

9.9 [119]

9.4 [119]

1.5 [119]

1704-11: Trihexyl-tetradecylphosphonium chloride

1703-39: Tridecylmethylphosphonium nitrate Abbreviation: Molecular Formula: Molar Mass: Structure:

Abbreviation: Molecular Formula: Molar Mass: Structure:

[P1,103][NO3] C31H66NO3P 531.84 C10H21 H21C10

P+

C10H21

NO3−

[P666,14]Cl C32H68PCl 519.31 C6H13 H13C6

P+

C6H13

Cl−

C14H29

Character: Application:

Character: Application:

Tm (K)

Tf (K)

Tm (K)

332.85 [119]

335.25 [119]

Liquid [270]

Anti-microbial, anti-electrostatic

356.95 [119] r (g/cm3)

T (K)

D (cp)

T (K)

n

T (K)

2077.91 [271]

303.15

1.4841 [271]

295.15

Fusion Entropy (kJmol 1)

Crystallization Enthalpy (kJmol 1)

0.895 [271]

292.15

2.9 [119]

2.7 [119]

0.8801 [48]

303.15

1.7 [119]

1.5 [119]

Physicochemical Properties and Applications

408

1704-21: Trihexyl-tetradecylphosphonium tetrafluoroborate Abbreviation: Molecular Formula: Molar Mass: Structure:

1704-31: Trihexyl-tetradecylphosphonium bis((trifluoromethyl)sulfonyl)imide

[P666,14][BF4] C32H68PBF4 570.66 C6H13 H13C6

P

+

C6H13

[P666,14][TFSI]

Abbreviation: Molecular Formula: Molar Mass: Structure:

BF4−

C34H68F6NO4PS2 764.01 C6H13 P+

H13C6

C14H29

O C6H13

F3C

C14H29

Character: Application:

Anti-microbial, anti-electrostatic

N−

O

S

S

O

O

CF3

Character: Application:

Tm (K) 311.65 [270] r (g/cm3)

T (K)

D (cp)

T (K)

n

T (K)

0.941 [271]

295.15

1021.30 [271]

303.15

1.4564 [271]

295.15

1704-34: Trihexyl-tetradecylphosphonium dicyanoamide Abbreviation: Molecular Formula: Molar Mass: Structure:

[P666,14][dca] C34H68N3P 549.9 C6H13 H13C6

+

P

CN

C6H13

N−

C14H29

CN

Character: Application: Tm (K)

Tg (K)

Td (K)

Liquid [270]

206.15 [268]

668.15 [268]

r (g/cm3)

T (K)

D (cp)

T (K)

n

T (K)

0.904 [268]

293.15

490 [268]

293.15

1.4840 [271]

295.15

0.903 [271]

295.15

268.63 [271]

303.15

0.9173 [48]

303.15

Tm (K)

Tg (K)

Td (K)

Liquid [270]

197.15 [268]

673.15 [268]

r (g/cm3)

T (K)

D (cp)

T (K)

n

T (K)

1.08 [268]

293.15

165 [130]

293.15

1.4507 [271]

295.15

1.065 [271]

295.15

450 [268]

293.15

1.0483 [48]

303.15

218.60 [271]

303.15

14.1 [130]

353.15

Electrochemical window (V)

Anodic limit (V)

6.5 [36]

3.1

Cathode limit (V) 3.4

Phosphonium

1704-39: Trihexyl-tetradecylphosphonium nitrate Abbreviation: Molecular Formula: Molar Mass: Structure:

1704-312: Trihexyl-tetradecylphosphonium saccharinate

[P666,14][NO3] C32H68PNO3 545.86 +

P

C6H13

[P666,14][SAC]

Abbreviation: Molecular Formula: Molar Mass: Structure:

C6H13 H13C6

409

NO3−

C39H72NO3PS 666.03 O

C6H13 H13C6

C14H29

P+

N−

C6H13

O

C14H29

Character: Application:

S O

Anti-microbial, anti-electrostatic Character: Application:

Tm (K) Liquid [270]

[P666,14][TfO] C33H68F3PO3S 632.93 C6H13 H13C6

+

P

O−

D (cp)

T (K)

n

T (K)

0.980

295.15

585.32

303.15

1.5047

295.15

S

CF3

[P666,14][NfO] C36H68F9PO3S 782.95 C6H13 H13C6

O

C14H29

Character: Application:

T (K)

Abbreviation: Molecular Formula: Molar Mass: Structure:

O

C6H13

r (g/cm3)

1704-45: Trihexyl-tetradecylphosphonium perfluorobutylsulfonate

1704-43: Trihexyl-tetradecylphosphonium trifluoromethanesulfonate Abbreviation: Molecular Formula: Molar Mass: Structure:

[271]

P+

C6H13

C14H29

Anti-microbial, anti-electrostatic

Character: Application:

Tm (K)

Tg (K)

Td (K)

Liquid [270]

205.15 [268]

663.15 [268]

r (g/cm3)

T (K)

D (cp)

T (K)

n

T (K)

r (g/cm3)

T (K)

D (cp)

T (K)

0.994 [271]

295.15

561.85 [271]

303.15

1.4585 [271]

295.15

1.079 [268]

293.15

805 [268]

293.15

O O−

S O

C4F9

Physicochemical Properties and Applications

410

1704-415: di[trihexyl-tetradecylphosphonium] thiazolium yellow G Abbreviation: Molecular Formula: Molar Mass: Structure:

[P666,14]2[ThY] C92H155N5O6P2S4 1617.46 N

C6H13

N N

P+

H13C6

S

S

C6H13

C14H29

N NH O3−S

SO3−

2

Character: Application: Tg (K)

Td (K)

338.15 [268]

668.15 [268]

1704-416: tetra[trihexyl-tetradecylphosphonium] copper phthalocyaninetetrasulfonate Abbreviation: Molecular Formula: Molar Mass: Structure:

[P666,14]4[CuPc] C160H284N8P4O12S4Cu 2827.71 O3−S SO3−

N

C6H13 P+

H13C6

C14H29

N SO3−

Character: Application: Tg (K)

Td (K)

228.15 [268]

673.15 [268]

1704-423: Trihexyl-tetradecylphosphonium dodecylbenzene sulfonate [P666,14][DBS] C50H97O3PS 809.34 C6H13 H13C6

+

P

C6H13

C14H29

Character: Application:

N

N

4

N

Cu

N

O3−S

Abbreviation: Molecular Formula: Molar Mass: Structure:

N

N

C6H13

[273]

SO3−

Phosphonium

1704-51: Trihexyl-tetradecylphosphonium hexafluorophosphate

1704-57: Trihexyl-tetradecylphosphonium diisobutyldithiophosphinate

[P666,14][PF6] C32H68P2F6 628.82

Abbreviation: Molecular Formula: Molar Mass: Structure:

P+

[P666,14][(i-Bu)2PS2] C40H86P2S2 693.19

Abbreviation: Molecular Formula: Molar Mass: Structure:

C6H13 H13C6

411

C6H13

PF6−

C6H13

H13C6

C14H29

Character: Application:

P+

C6H13

C14H29

Anti-microbial, anti-electrostatic

Character: Application:

P− S

S

Anti-microbial, anti-electrostatic

Tm (K) Tm (K)

312.65 [270]

Liquid [270]

1704-59: Trihexyl-tetradecylphosphonium bis(2,4,4-trimethylpentyl)phosphinate

1704-58: Trihexyl-tetradecylphosphonium dicyclohexylphosphinate

Abbreviation: Molecular Formula: Molar Mass: Structure:

[P666,14][(Cyc-C6)2PO2] C44H90P2O2 713.13

Abbreviation: Molecular Formula: Molar Mass: Structure:

C6H13 H13C6

P+

C6H13

C6H13

H13C6 P−

C14H29 O

Character: Application:

[P666,14][(i-C8)2PO2] C48H102P2O2 773.27

P+

C6H13

P− O

Character: Application:

O

Anti-microbial, anti-electrostatic

Anti-microbial, anti-electrostatic Tm (K)

Tm (K)

Liquid [270]

Liquid [270]

1704-64: Trihexyl-tetradecylphosphonium benzoate Abbreviation: [P666,14][ba] Molecular Formula: C39H73PO2 Molar Mass: 604.97 Structure: C6H13 H13C6

P+

C6H13

C14H29

Character: Application: Tg (K)

Td (K)

197.7 [121]

490.65 [121]

O

C14H29

O O−

r (g/cm3)

T (K)

D (cp)

T (K)

0.8857 [272]

298.15

707 [272]

298.15

Physicochemical Properties and Applications

412

1704-72: Trihexyl-tetradecylphosphonium tricyanomethanide

1704-66: Trihexyl-tetradecylphosphonium decanoate Abbreviation: Molecular Formula: Molar Mass: Structure:

[P666,14][C8CO2] C42H87PO2 655.11 C6H13 H13C6

P+

C6H13

O

H19C9

Abbreviation: Molecular Formula: Molar Mass: Structure:

O−

[P666,14][C(CN)3] C36H68N3P 573.92 C6H13 H13C6

C14H29

P+

C6H13

CN NC

C− CN

C14H29

Character: Application:

Anti-microbial, anti-electrostatic

Character: Application:

Tm (K) Liquid [270]

[P666,14][Xan] C34H71POS2 591.03 C6H13 H13C6

P+

O C6H13

C14H29

Td (K)

208.15 [268]

688.15 [268]

r (g/cm3)

T (K)

D (cp)

T (K)

0.901 [268]

293.15

320 [268]

293.15

1704-1501: Di[trihexyl-tetradecylphosphonium] nitrodithioacetate

1704-73: Trihexyl-tetradecylphosphonium methylxanthate Abbreviation: Molecular Formula: Molar Mass: Structure:

Tg (K)

C−

S

[P666,14]2[K-salt]

Abbreviation: Molecular Formula: Molar Mass: Structure:

C66H137NP2O2S2 1102.88 C6H13 H13C6

S

+

P

C6H13

C14H29

Character: Application:

Character: Application:

Td (K) 563.15 [268] r (g/cm3)

T (K)

D (cp)

T (K)

0.92 [268]

293.15

1480 [268]

293.15

Tg (K)

Td (K)

194.15 [268]

623.15 [268]

r (g/cm3)

T (K)

D (cp)

T (K)

0.96 [268]

293.15

560 [268]

293.15

S−

H

S−

O N

2

O

Phosphonium

1704-1502: Di[trihexyl-tetradecylphosphonium] dithiomaleonitrile Abbreviation: Molecular Formula: Molar Mass: Structure:

H13C6

+

P

S−

2

NC

Character: Application: Tg (K)

Td (K)

202.15 [268]

633.15 [268]

S−

C6H13

C14H29

r (g/cm3)

T (K)

D (cp)

T (K)

0.942 [268]

293.15

4780 [268]

293.15

1704-1602: Di[trihexyl-tetradecylphosphonium] bis-dithiomaleonitrile nickel(II) Abbreviation: Molecular Formula: Molar Mass: Structure: Character: Application:

1704-1601: Di[trihexyl-tetradecylphosphonium] bis-dithiomaleonitrile cobalt(II)

[P666,14]2[dtmn] C68H136N2P2S2 1107.9 C6H13

[P666,14]2[Ni(dtmn)2] C72H136N4P2S4Ni 1306.78

413

Abbreviation: Molecular Formula: Molar Mass: Structure: Character: Application:

[P666,14]2[Co(dtmn)2] C72H136N4P2S4Co 1307.02

CN

Tg (K)

Td (K)

208.15 [268]

643.15 [268]

1704-1603: Di[trihexyl-tetradecylphosphonium] tetra-dicyanoamide cobalt(II) Abbreviation: Molecular Formula: Molar Mass: Structure: Character: Application:

[P666,14]2[Co(N(CN)2)4] C72H136N12P2Co 1290.81

Tg (K)

Td (K)

Tg (K)

Td (K)

203.15 [268]

653.15 [268]

203.15 [268]

648.15 [268]

r (g/cm3)

T (K)

D (cp)

T (K)

r (g/cm3)

T (K)

D (cp)

T (K)

0.994 [268]

293.15

6480 [268]

293.15

0.907 [268]

293.15

310 [268]

293.15

Physicochemical Properties and Applications

414

1704-1604: Di[trihexyl-tetradecylphosphonium] tetra-thiocynate cobalt(II) [P666,14]2[Co(NCS)4] C68H136N4P2S4Co 1258.98

Abbreviation: Molecular Formula: Molar Mass: Structure: Character: Application:

1704-1605: Di[trihexyl-tetradecylphosphonium] tetra-selenocyno cobalt(II) Abbreviation: Molecular Formula: Molar Mass: Structure: Character: Application:

Tg (K)

Td (K)

Tg (K)

201.15 [268]

678.15 [268]

203.15 [268]

[P666,14]2[Co(NCSe)4] C68H136N4P2Se4Co 1446.56

r (g/cm3)

T (K)

D (cp)

T (K)

r (g/cm3)

T (K)

D (cp)

T (K)

0.963 [268]

293.15

2436 [268]

293.15

1.02 [268]

293.15

660 [268]

293.15

1704-1606: Di[trihexyl-tetradecylphosphonium] hexa-thiocynate nickel(IV) [P666,14]2[Ni(NCS)6] C70H136N6P2S6Ni 1374.91

Abbreviation: Molecular Formula: Molar Mass: Structure: Character: Application:

1704-1607: Tetra[trihexyl-tetradecylphosphonium] hexa-cyanide iron(IV) Abbreviation: Molecular Formula: Molar Mass: Structure: Character: Application:

Tg (K)

Td (K)

Tg (K)

213.15 [268]

653.15 [268]

203.15 [268]

[P666,14]4[Fe(CN)6] C134H272N6P4Fe 2147.37

r (g/cm3)

T (K)

D (cp)

T (K)

r (g/cm3)

T (K)

D (cp)

T (K)

0.902 [268]

293.15

760 [268]

293.15

0.942 [268]

293.15

5790 [268]

293.15

1704-1608: Trihexyl-tetradecylphosphonium bis-dicarbollyl cobalt(III) [P666,14][CoCB] C36H90B18PCo 807.6

Abbreviation: Molecular Formula: Molar Mass: Structure: Character: Application: Tg (K)

Td (K)

202.15 [268]

693.15 [268]

r (g/cm3)

T (K)

D (cp)

T (K)

1 [268]

293.15

3702 [268]

293.15

Phosphonium

1705-69: Tetra(n-butyl)phosphonium glycine Abbreviation: Molecular Formula: Molar Mass: Structure:

1705-610: Tetra(n-butyl)phosphonium alanine

[(C4H9)4P][Gly] C18H40NO2P 333.49

Abbreviation: Molecular Formula: Molar Mass: Structure:

C4H9 H9C4

P+

415

[(C4H9)4P][Ala] C19H42NO2P 347.51 C4H9

O C4H9

H2N

P+

H9C4

O−

C4H9

Character: Application:

O−

C4H9

C4H9

Character: Application:

O

NH2

CO2 absorbent

Tg (K)

Td (K)

Tg (K)

Td (K)

198.33 [274]

473 [274]

197.66 [274]

475 [274]

r (g/cm3)

D (cp)

K (S/m)

r (g/cm3)

D (cp)

K (S/m)

0.963 [274]

232.85 [274]

0.0485  0.1% [274]

0.95 [274]

226.69 [274]

0.0418  0.1% [274]

1705-622: Tetra(n-butyl)phosphonium lysine

1705-614: Tetra(n-butyl)phosphonium serine Abbreviation: Molecular Formula: Molar Mass: Structure:

Abbreviation: Molecular Formula: Molar Mass: Structure:

[(C4H9)4P][Ser] C19H42NO3P 363.52 C4H9 H9C4

P+

C4H9

O

C22H49N2O2P 404.61 C4H9

O−

HO

C4H9

[(C4H9)4P][Lys]

H9C4

NH2

P+

O C4H9

H2N NH2

C4H9

Character: Application:

CO2 absorbent

Tg (K)

Td (K)

211.7 [274]

493 [274]

r (g/cm3)

D (cp)

K (S/m)

0.991 [274]

734.2 [274]

0.0168  0.1% [274]

Character: Application:

CO2 absorbent

Tg (K)

Td (K)

208.01 [274]

498 [274]

O−

r (g/cm3)

D (cp)

K (S/m)

0.973 [274]

744.71 [274]

0.0104  0.1% [274]

Physicochemical Properties and Applications

416

1706-315: Ethyltrihexylphosphonium acesulfamate

1706-12: Ethyltrihexylphosphonium bromide Abbreviation: Molecular Formula: Molar Mass: Structure:

[P666,2]Br C20H44PBr 395.44 C6H13 H13C6

P+

Br−

C6H13

Abbreviation: Molecular Formula: Molar Mass: Structure:

[P666,2][Ace] C24H48NPO4S 477.68 C6H13 H13C6

Character: Application:

P+

O N−

C6H13

O

O

Anti-microbial, anti-electrostatic Character: Application:

Tm (K)

O

S

Solvent extraction, anti-electrostatic agents, electrolyte

332.65 [270]

1707-12: Propyltrihexylphosphonium bromide Abbreviation: Molecular Formula: Molar Mass: Structure:

[P666,3]Br C21H46PBr 409.47 C6H13 H13C6

P+

Br−

Tg (K)

Td (K)

200.15 [275]

457.15 [275]

r (g/cm3)

T (K)

1.0597 [275]

293.15

1707-315: Propyltrihexylphosphonium acesulfamate Abbreviation: Molecular Formula: Molar Mass: Structure:

[P666,3][Ace] C25H50NPO4S 491.71 C6H13 H13C6

O

P+

N−

C6H13

Character: Application: Tm (K)

C6H13

Anti-microbial, anti-electrostatic

O

S O

Character: Application:

Solvent extraction, anti-electrostatic agents, electrolyte

Liquid [270] Tg (K)

Td (K)

201.15 [275]

458.15 [275]

r (g/cm3)

T (K)

1.0422 [275]

293.15

O

Phosphonium

1708-12: Butyltrihexylphosphonium bromide Abbreviation: Molecular Formula: Molar Mass: Structure:

1708-315: Butyltrihexylphosphonium acesulfamate

[P666,4]Br C22H48PBr 423.49 C6H13 H13C6

Br−

P+

417

Abbreviation: Molecular Formula: Molar Mass: Structure:

[P666,4][Ace] C26H52NPO4S 505.74

H13C6

C6H13

O

C6H13

N−

P+ O

C6H13

Character: Application:

Character: Application:

Tm (K)

S

O

O

Solvent extraction, anti-electrostatic agents, electrolyte

303.15 [270]

1709-11: Tetrahexylphosphonium chloride Abbreviation: Molecular Formula: Molar Mass: Structure:

C6H13

202.15 [275]

459.15 [275]

r (g/cm3)

T (K)

1.0237 [275]

293.15

Abbreviation: Molecular Formula: Molar Mass: Structure:

C6H13 P+

Td (K)

1709-12: Tetrahexylphosphonium bromide

[P6666]Cl C24H52PCl 407.1

H13C6

Tg (K)

Cl−

Anti-microbial, anti-electrostatic

C6H13 H13C6

P+

C6H13

Br−

C6H13

C6H13

Character: Application:

[P6666]Br C24H52PBr 451.55

Character: Application:

Tm (K)

Tm (K)

Liquid [270]

343.15 [270]

Anti-microbial, anti-electrostatic

Physicochemical Properties and Applications

418

1710-11: Heptyltrihexylphosphonium chloride

1709-315: Tetrahexylphosphonium acesulfamate Abbreviation: Molecular Formula: Molar Mass: Structure:

[P6666][Ace]

Abbreviation: Molecular Formula: Molar Mass: Structure:

C28H56NPO4S 533.79 C6H13 H13C6

P+

O

H13C6

P+

C6H13

Cl−

O

C7H15

O

S

Character: Application:

O

Character: Application:

C6H13

N−

C6H13

C6H13

[P666,7]Cl C25H54PCl 421.12

Solvent extraction, anti-electrostatic agents, electrolyte

Anti-microbial, anti-electrostatic

Tm (K) Liquid [270]

Tg (K)

Td (K)

207.15 [275]

485.15 [275]

r (g/cm3)

T (K)

1.016 [275]

293.15

1710-315: Heptyltrihexylphosphonium acesulfamate Abbreviation: Molecular Formula: Molar Mass: Structure:

C29H58NPO4S 547.81

H13C6

P+

O

O

S O

Character: Application: Tm (K) Liquid [270]

Td (K)

204.15 [275]

493.15 [275]

r (g/cm3)

T (K)

1.0087 [275]

293.15

C6H13 P+

C6H13

Cl−

C8H17

O

Solvent extraction, anti-electrostatic agents, electrolyte

Tg (K)

[P666,8]Cl C26H56PCl 435.15

H13C6

N−

C6H13

C7H15

Character: Application:

Abbreviation: Molecular Formula: Molar Mass: Structure:

[P666,7][Ace]

C6H13

1711-11: Octyltrihexylphosphonium chloride

Anti-microbial, anti-electrostatic

Phosphonium

1711-315: Octyltrihexylphosphonium acesulfamate Abbreviation: Molecular Formula: Molar Mass: Structure:

1712-11: Decyltrihexylphosphonium chloride

[P666,8][Ace]

Abbreviation: Molecular Formula: Molar Mass: Structure:

C30H60NPO4S 561.84 O

C6H13 H13C6

P+

C6H13 H13C6

P+

C6H13

Cl−

O

C10H21

O

S

Character: Application:

O

Character: Application:

[P666,10]Cl C28H60PCl 463.2

N−

C6H13

C8H17

419

Solvent extraction, anti-electrostatic agents, electrolyte

Anti-microbial, anti-electrostatic

Tm (K) Liquid [270]

Tg (K)

Td (K)

203.15 [275]

467.15 [275]

r (g/cm3)

T (K)

1.0021 [275]

293.15

1712-315: Decyltrihexylphosphonium acesulfamate

1713-11: Dodecyltrihexylphosphonium chloride

Abbreviation: [P666,10][Ace] Molecular Formula: C32H64NPO4S Molar Mass: 589.89 Structure: C6H13

Abbreviation: Molecular Formula: Molar Mass: Structure:

H13C6

P+

O N−

C6H13

C10H21

O

S

[P666,12]Cl C30H64PCl 491.26 C6H13 H13C6

O

P+

C6H13

Cl−

C12H25 O

Character: Application:

Solvent extraction, anti-electrostatic agents, electrolyte

Tg (K)

Td (K)

203.15 [275]

486.15 [275]

r (g/cm3)

T (K)

0.9903 [275]

293.15

Character: Application: Tm (K) Liquid [270]

Anti-microbial, anti-electrostatic

Physicochemical Properties and Applications

420

1713-315: Dodecyltrihexylphosphonium acesulfamate

1714-11: Hexadecyltrihexylphosphonium chloride

[P666,12][Ace] C34H68NPO4S 617.95

Abbreviation: Molecular Formula: Molar Mass: Structure:

O

C6H13 H13C6

P+

Abbreviation: Molecular Formula: Molar Mass: Structure: N−

C6H13 O

C12H25

Td (K)

201.15 [275]

476.15 [275]

r (g/cm3)

T (K)

0.9801 [275]

293.15

Character: Application:

Anti-microbial, anti-electrostatic

Tm (K)

[P666,16][Ace] C38H76NPO4S 674.05 C6H13 H13C6

P+

N− O

S

1715-64: Butyltriphenylphosphonium benzoate Abbreviation: Molecular Formula: Molar Mass: Structure:

O

C6H13

C16H33

[B(ph)3P][ba] C29H29PO2 440.51

O

O

O

P+

Solvent extraction, antielectrostatic agents, electrolyte

Tg (K)

Td (K)

203.15 [275]

483.15 [275]

r (g/cm )

T (K)

0.9576 [275]

293.15

Cl−

C16H33

1714-315: Hexadecyltrihexylphosphonium acesulfamate

3

C6H13

Liquid [270]

Tg (K)

Character: Application:

P+

O

S

Solvent extraction, antielectrostatic agents, electrolyte

Abbreviation: Molecular Formula: Molar Mass: Structure:

C6H13 H13C6

O

Character: Application:

[P666,16]Cl C34H72PCl 547.36

Character: Application: Tm (K)

Td (K)

291.71 [121]

508.95 [121]

O−

Phosphonium

1716-31: Hexyltrimethylphosphonium bis((trifluoromethyl)sulfonyl)imide Abbreviation: Molecular Formula: Molar Mass: Structure:

Character: Application:

1716-35: Hexyltrimethylphosphonium 2,2,2-trifluoro-N-(trifluoromethylsulfonyl)acetamide

[P1116][TFSI] C11H22F6NPO4S2 441.39 P+

421

O C6H13 F C 3

N− S

S

O

O

O

[P1116][TSAC] C12H22F6NPO3S 405.34

Abbreviation: Molecular Formula: Molar Mass: Structure:

P+

CF3

Character: Application:

Electrolyte

Tm (K)

Tm (K)

294.15 [59]

280.45 [59]

N−

C6H13

COCF3 SO2CF3

Electrolyte

r (g/cm3)

T (K)

D (cp)

T (K)

K (S/m)

T (K)

r (g/cm3)

T (K)

D (cp)

T (K)

K (S/m)

T (K)

1.34 [59]

298.15

150 [59]

298.15

0.092 [59]

298.15

1.28 [59]

298.15

91 [59]

298.15

0.14 [59]

298.15

1716-316: Hexyltrimethylphosphonium N-(trifluoromethylsulfonyl)pentafluoroethylsulfonamide Abbreviation: Molecular Formula: Molar Mass: Structure:

[P1116][C1C2] C12H22F8NPO4S2 491.4 P+

SO2CF2CF3 C6H13

−N

1717-31: Tributyl-tetradecylphosphonium bis((trifluoromethyl)sulfonyl)imide Abbreviation: Molecular Formula: Molar Mass: Structure:

Tm (K) 313.15 [59]

C28H56F6NO4PS2 679.84 C4H9 H9C4

SO2CF3

Character: Application:

[P444,14][TFSI]

P+

C14H29

O F 3C

C4H9

Electrolyte

Character: Application: Tg (K) 213.15 [268] r (g/cm3)

T (K)

D (cp)

T (K)

1.112 [268]

293.15

464 [268]

293.15

N− S

S

O

O

O CF3

Physicochemical Properties and Applications

422

1717-1502: di[Tributyl-tetradecylphosphonium] dithiomaleonitrile Abbreviation: Molecular Formula: Molar Mass: Structure:

[P444,14]2[dtmn] C56H112N2P2S2 939.58

C4H9

H9C4

P+

C14H29

1718-31: Tetraphenylphosphonium bis((trifluoromethyl) sulfonyl)imide

C4H9 H9C4

C4H9

P+

Abbreviation: Molecular Formula: Molar Mass: Structure: S−

S−

C14H29

C4H9

NC

CN

P+

Character: Application: D (cp)

T (K)

7480 [268]

293.15

Character: Application: Tg (K) 433.15 [268]

1718-1502: Di[tetraphenylphosphonium] dithiomaleonitrile Abbreviation: Molecular Formula: Molar Mass: Structure:

[P(ph)4]2[dtmn] C52H40N2P2S2 818.98

P+

S−

[268]

S− P+

NC

Character: Application:

[P(ph)4][TFSI] C26H20F6NO4PS2 619.53

CN

O F3C

N− S

S

O

O

O CF3

Phosphonium

1719-31: Tetraoctylphosphonium bis((trifluoromethyl) sulfonyl)imide Abbreviation: Molecular Formula: Molar Mass: Structure:

[P8888][TFSI] C34H68F6NO4PS2 764

P+

C8H17

O F3C

C8H17

N− S

S

O

O

O

T (K)

D (cp)

T (K)

1.071 [268] 293.15 418 [268]

Abbreviation: Molecular Formula: Molar Mass: Structure: H17C8

P+

[P8888]2[dtmn] C68H136N2P2S2 1107.9 S−

C8H17

S−

C8H17

C8H17

CF3

H17C8 NC

CN

P+

C8H17

C8H17

Character: Application:

Character: Application: r (g/cm3)

1719-1502: Di(tetraoctylphosphonium) dithiomaleonitrile

C8H17

C8H17 H17C8

423

n

T (K)

293.15 1.4511 [271]

D (cp)

T (K)

5590 [268]

293.15

295.15

1.067 [271] 295.15 185.11 [271] 303.15

1720-43: Triphenyl(4-sulfonylbutyl)phosphonium trifluoromethanesulfonate Abbreviation: Molecular Formula: Molar Mass: Structure:

1720-47: Triphenyl(4-sulfonylbutyl)phosphonium tosylate Abbreviation: Molecular Formula: Molar Mass: Structure:

[Ph3PC4SO3H][TfO] C23H24F3PO6S2 548.53

[Ph3PC4SO3H][Tos] C29H31PO6S2 570.66

O

O −

O P+

S

S O− P+

CF3

O

O

SO3H SO3H

Character: Application:

Character: Application: Media and catalyst in acidcatalyzed reactions [159]

Media and catalyst in acidcatalyzed reactions [159]

Physicochemical Properties and Applications

424

1720-61: Triphenyl(4-sulfonylbutyl)phosphonium trifluoroacetate Abbreviation: Molecular Formula: Molar Mass: Structure:

1721-43: Triphenyl(4-chlorosulfonylbutyl)phosphonium trifluoromethanesulfonate

[Ph3PC4SO3H][TA] C24H24F3PO5S 512.48

Abbreviation: Molecular Formula: Molar Mass: Structure:

[Ph3PC4SO2Cl][TfO] C23H23F3PO5S2Cl 566.98

O

F3C

P+

COO−

O−

P+

CF3

O SO2Cl

SO3H

Character: Application:

S

Character: Application:

Media and catalyst in acidcatalyzed reactions [159]

Media and catalyst in acidcatalyzed reactions

Tm (K) 363.15-365.15 [159] 1721-61: Triphenyl(4-chlorosulfonylbutyl)phosphonium trifluoroacetate

1721-47: Triphenyl(4-chlorosulfonylbutyl)phosphonium tosylate Abbreviation: Molecular Formula: Molar Mass: Structure:

[Ph3PC4SO2Cl][Tos] C29H30PO5S2Cl 589.1

Abbreviation: Molecular Formula: Molar Mass: Structure:

[Ph3PC4SO2Cl][TA] C24H23F3PO4SCl 530.92

O −

S O

P+

COO−

F3C

P+

O

SO2Cl

SO2Cl

Character: Application:

Character: Application:

Media and catalyst in acidcatalyzed reactions [159]

1723-31: Triethylmethylphosphonium bis (trifluoromethyl) sulfonyl)imide

1722-47: Triphenyl(3-sulfonylpropyl)phosphonium tosylate Abbreviation: Molecular Formula: Molar Mass: Structure:

[Ph3PC3SO3H][Tos] C28H29O6PS2 556.63

Abbreviation: Molecular Formula: Molar Mass: Structure:

S O− O SO3H

Character: Application:

Character: Application: Tm (K)

[167]

[P2221][NTf2] C9H18F6NO4PS2 413.34

P+

O P+

Media and catalyst in acidcatalyzed reactions [159]

370.15 [236]

O F3C

N− S

S

O

O

O CF3

Phosphonium

1724-31: triethylbutylphosphonium bis((trifluoromethyl)sulfonyl)imide Abbreviation: Molecular Formula: Molar Mass: Structure:

425

1725-31: Triethylamylphosphonium bis((trifluoromethyl)sulfonyl)imide

[P2224][NTf2] C12H24F6NO4PS2 455.42 O

P+

F 3C

N−

S

S

O

O

O

[P2225][NTf2]

Abbreviation: Molecular Formula: Molar Mass: Structure:

C13H26F6NO4PS2 469.44

CF3

Character: Application:

O

P+

F 3C

N− S

S

O

O

O CF3

Character: Application:

Tm (K)

Tm (K)

Td (K)

328.15 [236]

290.15 [236]

653.15 [236]

1726-31: Triethyloctylphosphonium bis((trifluoromethyl)sulfonyl)imide Abbreviation: Molecular Formula: Molar Mass: Structure:

+

P

T (K)

D (cp)

T (K)

K (S/m)

T (K)

1.32 [236]

298.15

88 [236]

298.15

0.173 [236]

298.15

1727-31: Triethyldodecylphosphonium bis((trifluoromethyl)sulfonyl)imide

[P2228][NTf2] C13H26F6NO4PS2 511.52

H17C8

r (g/cm3)

O F3C

N− S

S

O

O

O

[P222,12][NTf2]

Abbreviation: Molecular Formula: Molar Mass: Structure:

C20H40F6NO4PS2 567.63

CF3

Character: Application:

H25C12

P+

O F 3C

N− S

S

O

O

O CF3

Character: Application:

Tm (K)

Td (K)

<223.15 [236]

673.15 [236]

r (g/cm3)

T (K)

D (cp)

T (K)

K (S/m)

T (K)

1.26 [236]

298.15

129 [236]

298.15

0.098 [236]

298.15

Tm (K)

Td (K)

286.15 [236]

681.15 [236]

r (g/cm3)

T (K)

D (cp)

T (K)

K (S/m)

T (K)

1.21 [236]

298.15

180 [236]

298.15

0.047 [236]

298.15

Physicochemical Properties and Applications

426

1728-31: Triethyl(methoxymethyl)phosphonium bis((trifluoromethyl)sulfonyl)imide

1729-31: Triethyl(2-methoxyethyl)phosphonium bis((trifluoromethyl)sulfonyl)imide

[P222,1O1][NTf2] C10H20F6NO5PS2 443.36

Abbreviation: Molecular Formula: Molar Mass: Structure:

O

P+ O

[P222,2O1][NTf2] C11H22F6NO5PS2 457.39

Abbreviation: Molecular Formula: Molar Mass: Structure:

F3C

N− S

S

O

O

O

Character: Application:

O

P+

CF3

O

F3C

N− S

S

O

O

O CF3

Character: Application:

Tm (K)

Td (K)

287.15 [236]

661.15 [236]

r (g/cm3)

T (K)

D (cp)

T (K)

K (S/m)

T (K)

1.42 [236]

298.15

35 [236]

298.15

0.44 [236]

298.15

1730-12: Hexadecyltributylphosphonium bromide Abbreviation: Molecular Formula: Molar Mass: Structure:

[P444,16]Br C28H60PBr 507.65 P+

Td (K)

283.15 [236]

677.15 [236]

r (g/cm3)

T (K)

D (cp)

T (K)

K (S/m)

T (K)

1.39 [236]

298.15

44 [236]

298.15

0.358 [236]

298.15

1731-318: n-Pentadecyl(tri-n-hexyl)phosphonium azide Abbreviation: Molecular Formula: Molar Mass: Structure:

C4H9 H33C16

Tm (K)

C4H9

Br−

[P666,15]N3 C33H70PN3 539.9 C6H13 H13C6

Tm (K) 331.15-333.15 [276]

C15H31

C6H13

C4H9

Character: Application:

P+

Character: Application:

[277]

N3−

Phosphonium

1732-47: Methyl(tri-n-butyl)phosphonium tosylate Abbreviation: Molecular Formula: Molar Mass: Structure:

1733-31: 2-Methoxyethyl(tri-n-butyl)phosphonium bis(trifluoromethanesulfonyl)imide

[P1444][Tos] C20H37O3PS 388.54 P+

[MEBu3P][NTf2] C17H34F6NO5PS2 541.55

Abbreviation: Molecular Formula: Molar Mass: Structure:

C4H9 H9C4

427

C4H9

C4H9

H9C4

SO3−

P+

O O

F3C

N−

O

S

S

O

O

CF3

C4H9

Character: Application:

[277]

Character: Application:

1735-12: 1,10-Di(tripropylphosphonium)decane bromide

1734-512: Tributyl(ethyl)phosphonium diethylphosphate Abbreviation: Molecular Formula: Molar Mass: Structure: H5C2

[C10(P333)2]Br C28H62P2Br 540.64

Abbreviation: Molecular Formula: Molar Mass: Structure:

[P2444][DEP] C18H42O4P2 384.47 O−

C4H9 + P

[277]

C4H9

O

C4H9

P

Br−

P+

O

P+

O

Character: Application:

Character: Application: r (g/cm3)

T (K)

r (g/cm3)

T (K)

0.9957 [48]

303.15

1.113 [271]

295.15

1735-31: 1,10-Di(tripropylphosphonium)decane bis(trifluoromethane)sulfonamide Abbreviation: Molecular Formula: Molar Mass: Structure:

[C10(P333)2][NTf2] C30H62F6NO4P2S2 740.88 O P+

Character: Application: r (g/cm3)

T (K)

1.293 [271]

295.15

P+

F3C

N−

O

S

S

O

O

CF3

Physicochemical Properties and Applications

428

1736-12: 1,12-Di(tripropylphosphonium)dodecane bromide Abbreviation: Molecular Formula: Molar Mass: Structure:

[C12(P333)2]Br C30H66P2Br 568.7

Br−

P+

P+

Character: Application: r (g/cm3)

T (K)

1.141 [271]

295.15

1736-31: 1,12-Di(tripropylphosphonium)dodecane bis(trifluoromethane)sulfonamide Abbreviation: Molecular Formula: Molar Mass: Structure:

[C12(P333)2][NTf2] C32H66F6NO4P2S2 768.94

O +

P

Character: Application:

+

P

F3C

N−

S

O

O

[271]

r (g/cm3)

T (K)

D (cp)

T (K)

n

T (K)

1.267

295.15

1265.83

303.15

1.4514

295.15

1737-12: 1,11-Di(tripropylphosphonium)3,6,9-trioxaundecane bromide Abbreviation: Molecular Formula: Molar Mass: Structure:

[PEG3(P333)2]Br C26H58P2O3Br 560.59

P+

Character: Application: r (g/cm3)

T (K)

1.193 [271]

295.15

O

O O

P+

O

S

Br−

CF3

Phosphonium

1737-31: 1,11-Di(tripropylphosphonium)3,6,9-trioxaundecane bis(trifluoromethane)sulfonamide Abbreviation: Molecular Formula: Molar Mass: Structure:

P+

O

[PEG3(P333)2][NTf2] C28H58F6NO7P2S2 760.83

O O

Character: Application:

O P+

F3C

N−

O

S

S

O

O

[271]

r (g/cm3)

T (K)

D (cp)

T (K)

n

T (K)

1.331

295.15

460.85

303.15

1.4469

295.15

CF3

429