Tetrabutylphosphonium bromide supplier

Name
Tetrabutylphosphonium bromide
EINECS 221-487-8
CAS No. 3115-68-2
Article Data11
CAS DataBase
Density 1.8[at 20℃]
Solubility 70 g/100 mL in water
Melting Point 99-104 ºC
Formula C₁₆H₃₆BrP
Boiling Point
Molecular Weight 339.34
Flash Point 290 ºC
Transport Information UN 3464
Appearance white to cream crystalline powder
Safety 26-37/39-45-36/37/39-28A-36
Risk Codes 21/22-36/37/38-24-20/21/22
Molecular Structure
Hazard Symbols Xn,Xi,T
Synonyms Phosphonium,tetrabutyl-, bromide (8CI,9CI);Tetrabutylphosphonium bromide (6CI,7CI);Cyphos443W;NSC 41942;PX 4B;T 1124;TBP-BB;Tetra-n-butylphosphonium bromide;
PSA 13.59000
LogP 3.20840

Synthetic route

: 109-65-9
1-bromo-butane

: 3115-68-2
tetrabutyl phosphonium bromide

Conditions

Conditions	Yield
With samarium(III) chloride; phosphorous In acetonitrile at 50℃; electrosynthesis;	10%

: 109-65-9
1-bromo-butane

: 693-03-8
n-butyl magnesium bromide

: 3115-68-2
tetrabutyl phosphonium bromide

Conditions

Conditions	Yield
With P

: 109-65-9
1-bromo-butane

: 998-40-3
tributylphosphine

: 3115-68-2
tetrabutyl phosphonium bromide

: 3115-68-2
tetrabutyl phosphonium bromide

: tetrabutylphosphonium fluoride dihydrofluoride

Conditions

Conditions	Yield
With potassium hydrogen bifluoride In dichloromethane for 0.5h; Ambient temperature;	100%

: 3115-68-2
tetrabutyl phosphonium bromide

: tetra-n-butylphosphonium tetrafluoroborate

Conditions

Conditions	Yield
With triethyloxonium fluoroborate In dichloromethane at 20℃; for 0.5h;	100%
With trimethyl phosphite; tetrafluoroboric acid at 0 - 60℃; for 15h; Inert atmosphere; neat (no solvent);	94%
With sodium tetrafluoroborate In water	93%
With sodium tetrafluoroborate In dichloromethane at 120℃; for 24h; Inert atmosphere; Schlenk technique; Glovebox;	90%

: 31299-31-7, 77519-93-8
cis-dibromobis(trimethylphosphite-κP)platinum

: 3115-68-2
tetrabutyl phosphonium bromide

: 1478658-04-6
tetrabutylphosphonium cis-dibromo(dimethylphosphonato)(trimethylphosphite)platinum(II)

Conditions

Conditions	Yield
In acetonitrile at 70℃; for 2h;	100%

: 2H(1+)*C6B2N6(2-)*2H2O

: 3115-68-2
tetrabutyl phosphonium bromide

: 2C16H36P(1+)*C6B2N6(2-)

Conditions

Conditions	Yield
In water	99%

: 13755-29-8
sodium tetrafluoroborate

: 3115-68-2
tetrabutyl phosphonium bromide

: tetra-n-butylphosphonium tetrafluoroborate

Conditions

Conditions	Yield
In pentan-1-ol	98.6%

: 3115-68-2
tetrabutyl phosphonium bromide

: 1885-14-9
phenyl chloroformate

: 616-38-6
carbonic acid dimethyl ester

: 102-09-0
bis(phenyl) carbonate

Conditions

Conditions	Yield
	98%

...Expand

: 13509-27-8
methyl phenyl carbonate

: 3115-68-2
tetrabutyl phosphonium bromide

: 1885-14-9
phenyl chloroformate

: 102-09-0
bis(phenyl) carbonate

Conditions

Conditions	Yield
	98%

...Expand

: 2926-27-4
potassium trifluoromethansulfonate

: 3115-68-2
tetrabutyl phosphonium bromide

: 126991-62-6
tetra-n-butylphosphonium trifluoromethanesulfonate

Conditions

Conditions	Yield
In water	98%

: 13509-27-8
methyl phenyl carbonate

: 3115-68-2
tetrabutyl phosphonium bromide

: 98-88-4
benzoyl chloride

: 93-99-2
benzoic acid phenyl ester

Conditions

Conditions	Yield
	97%

...Expand

: triphenyl(p-tolyl)borate potassium salt

: 3115-68-2
tetrabutyl phosphonium bromide

: tetrabutylphosphonium triphenyl(p-tolyl)borate

Conditions

Conditions	Yield
In 1,2-dichloro-ethane for 1h;	97%

: 13509-27-8
methyl phenyl carbonate

: 3115-68-2
tetrabutyl phosphonium bromide

: 105-39-5
chloroacetic acid ethyl ester

: 2555-49-9
phenoxyacetic acid ethyl ester

Conditions

Conditions	Yield
	96%

...Expand

: 1493-13-6
trifluorormethanesulfonic acid

: 3115-68-2
tetrabutyl phosphonium bromide

: 126991-62-6
tetra-n-butylphosphonium trifluoromethanesulfonate

Conditions

Conditions	Yield
With trimethyl phosphite at 0 - 60℃; for 15h; Inert atmosphere; neat (no solvent);	96%

: 1492-52-0
methyl (S)-2-(benzyloxycarbonlamino)-3-(p-toluenesulfonyl)propionate

: 3115-68-2
tetrabutyl phosphonium bromide

: 584-08-7
potassium carbonate

: 108-98-5
thiophenol

: 153277-33-9
N-benzyloxycarbonyl-S-phenyl-L-cysteine methyl ester

Conditions

Conditions	Yield
In water; toluene	94.6%

...Expand

: 90841-17-1
2-bromo-N-(4-chlorophenyl)butanamide

: 3115-68-2
tetrabutyl phosphonium bromide

: 72468-65-6
N-(4-chloro)phenyl-2-hydroxy butyramide

Conditions

Conditions	Yield
With sodium hydroxide; sodium formate In water; toluene	94%

: 916079-45-3
bis[bis(pentafluoroethyl)phosphinyl]imide

: 3115-68-2
tetrabutyl phosphonium bromide

: tetra(n-butyl)phosphonium bis[bis(pentafluoroethyl)phosphinyl]azanide

Conditions

Conditions	Yield
In water at 20℃;	94%
In water at 20℃;	86%

: 74-85-1
ethene

: 3115-68-2
tetrabutyl phosphonium bromide

: platinum(II) bromde

: 1184173-10-1
[nBu4P][PtBr3(C2H4)]

Conditions

Conditions	Yield
In toluene at 150℃; under 18751.9 Torr; for 15h; Autoclave;	94%
In toluene pptd. (Et2O);

...Expand

: 10213-10-2
sodium tungstate (VI) dihydrate

: tetraoxo-μ-oxobis(pentamethylcyclopentadienyl)ditungsten(VI)

: 3115-68-2
tetrabutyl phosphonium bromide

: P(C4H9)4(1+)*(C5(CH3)5)W6O18(1-)=P(C4H9)4(C5(CH3)5)W6O18

Conditions

Conditions	Yield
With HNO3 In methanol; water byproducts: H2O; (C5(CH3)5)W2O5 in methanol was mixed with an aq. soln. of Na2WO4*2H2O, aq. HNO3 was added, stirring for 2 h, bromide salt in water was added; ppt. was filtered off, washed with small portions of water, methanol anddiethyl ether, dried under vac. at 70°C; elem. anal.;	94%

...Expand

: 1912-31-8
propyl methanesulfonate

: 3115-68-2
tetrabutyl phosphonium bromide

A: 106-94-5
propyl bromide

B: 98342-59-7
tetrabutylphosphonium methanesulfonate

Conditions

Conditions	Yield
In benzene at 80℃;	A n/a B 93%

...Expand

: 3115-68-2
tetrabutyl phosphonium bromide

: 124005-47-6
2-methylsulfanyl-6,7,8,9-tetrahydro-1,2,4-triazolo[5,1-b]quinazoline-5(10H)-one

: 2-methylthio-6,7,8,9-tetrahydro-1,2,4-triazolo[5,1-b]quinazolin-5(10H)-one tetrabutylphosphonium salt

Conditions

Conditions	Yield
With sodium hydroxide In chloroform at 20℃; for 0.0833333h;	93%

: potassium hexabromoplatinate(IV)

: 3115-68-2
tetrabutyl phosphonium bromide

: tetrabutylphosphonium hexabromoplatinate

Conditions

Conditions	Yield
In acetone	93%

gold-colored oil: gold-colored oil

: 109-79-5
1-butanethiol

: 993-43-1
ethylphosphonothioic dichloride

: 3115-68-2
tetrabutyl phosphonium bromide

: 17162-58-2
S-n-butyl ethylphosphonodithioic chloride

Conditions

Conditions	Yield
With sodium carbonate In diethyl ether	92.5%

...Expand

: 7631-95-0
sodium molybdate dihydrate

: tetraoxo-μ-oxobis(pentamethylcyclopentadienyl)dimolybdenum(VI)

: 3115-68-2
tetrabutyl phosphonium bromide

: P(C4H9)4(1+)*(C5(CH3)5)Mo6O18(1-)=P(C4H9)4(C5(CH3)5)Mo6O18

Conditions

Conditions	Yield
With HNO3 In methanol; water byproducts: H2O; (C5(CH3)5)Mo2O5 in methanol was mixed with an aq. soln. of Na2MoO4*2H2O,aq. HNO3 was added, stirring for 2 h, bromide salt in water was added; ppt. was filtered off, washed with small portions of water, methanol anddiethyl ether, dried under vac. at 70°C; elem. anal.;	92%

...Expand

: silver(I) tungstate

: 3115-68-2
tetrabutyl phosphonium bromide

: 2C16H36P(1+)*O4W(2-)

Conditions

Conditions	Yield
In water for 0.166667h;	92%

: potassium tetracyanoborate

: 3115-68-2
tetrabutyl phosphonium bromide

: 916730-42-2
tetra-n-butylphosphonium tetracyanidoborate

Conditions

Conditions	Yield
In acetonitrile for 0.25h;	91%
In acetonitrile byproducts: KBr; solns. of K(B(CN)4) (1.624 mmol) and P(C4H9)4Br mixed, stireed for 15 min; centrifuged, solvent evapd., ppt. washed (Et2O), dried at room temp. (under vac.), recrystd. from CH3CN; elem. anal.;	91%

: sodium metavanadate

: 3115-68-2
tetrabutyl phosphonium bromide

: [tris(tetrabutylphosphonium)] decavanadateH3

Conditions

Conditions	Yield
With nitric acid In water for 0.0833333h; pH=4.5;	91%

: 160298-76-0
silver(I) tetrakis(3,5-bis(trifluoromethyl)phenyl)borate

: 3115-68-2
tetrabutyl phosphonium bromide

: C16H36P(1+)*C32H12BF24(1-)

Conditions

Conditions	Yield
In dichloromethane at 25℃; for 0.166667h; Darkness; Schlenk technique;	91%

: 3115-68-2
tetrabutyl phosphonium bromide

: tetrabutylphosphonium nitrate

Conditions

Conditions	Yield
With trimethyl phosphite; nitric acid at 0 - 60℃; for 15h; Inert atmosphere; neat (no solvent);	90%

: 3115-68-2
tetrabutyl phosphonium bromide

: 90076-65-6
bis(trifluoromethane)sulfonimide lithium

: tetrabutylphosphonium bis(trifluoromethanesulfonyl)amide

Conditions

Conditions	Yield
In dichloromethane at 120℃; for 24h; Inert atmosphere; Schlenk technique; Glovebox;	90%
In water for 2h;

: K[cis-PF2(CN)4]

: 3115-68-2
tetrabutyl phosphonium bromide

: [(n-Bu4)P][cis-PF2(CN)4]

Conditions

Conditions	Yield
In dichloromethane; water at 20℃; for 1h;	90%

: phosphoric acid O,O'-bis-(3-pentadecyl-phenyl) ester

: 3115-68-2
tetrabutyl phosphonium bromide

: C42H70O4P(1-)*C16H36P(1+)

Conditions

Conditions	Yield
With potassium hydroxide In hexane; water at 20℃; for 6h;	90%

Tetrabutylphosphonium bromide Consensus Reports

Reported in EPA TSCA Inventory.

Tetrabutylphosphonium bromide Specification

The IUPAC name of Tetrabutylphosphonium bromide is tetrabutylphosphanium bromide. With the CAS registry number 3115-68-2, it is also named as Phosphonium, tetrabutyl-, bromide. The product's categories are Phosphonium Salts; Quaternary phosphonium salts; Ammonium, Phosphonium, Sulfonium Salts (Ionic Liquids); Ionic Liquids; Phosphonium Compounds; Synthetic Organic Chemistry; Phosphonium Salts; Greener Alternatives: Catalysis; Phase Transfer Catalysts, and the other registry number is 34283-24-4. Besides, it is white to cream crystalline powder, which should be closed in a cool and dry place. In addition, it is soluble in methanol, acetone, toluene.

The other characteristics of this product can be summarized as: (1)H-Bond Donor: 0; (2)H-Bond Acceptor: 1; (3)Rotatable Bond Count: 12; (4)Exact Mass: 338.1738; (5)MonoIsotopic Mass: 338.1738; (6)Topological Polar Surface Area: 0; (7)Heavy Atom Count: 18; (8)Formal Charge: 0; (9)Complexity: 116; (10)Melting point: 99-104 °C; (11)Flash point: 290 °C; (12)Water solubility: 70 g/100 mL; (13)EINECS: 221-487-8.

Uses of Tetrabutylphosphonium bromide: it can react with 2-Methylsulfanyl-5,6,7,8-tetrahydro-4H-[1,2,4]triazolo[5,1-b]quinazolin-9-one to get Tetrabutyl-phosphonium; 2-methylsulfanyl-5,6,7,8-tetrahydro-[1,2,4]triazolo[5,1-b]quinazolin-9-olate.

This reaction needs aq. NaOH and CHCl₃ at temperature of 20 °C for 5 min. The yield is 93 %.

When you are using this chemical, please be cautious about it as the following: it is harmful by inhalation, in contact with skin and if swallowed and toxic in contact with skin. And it is also irritating to eyes, respiratory system and skin. You should wear suitable protective clothing, gloves and eye/face protection when use it. After contact with skin, wash immediately with plenty of soap-suds. Moreover, in case of contact with eyes, rinse immediately with plenty of water and seek medical advice. And in case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)

People can use the following data to convert to the molecule structure.
(1)SMILES:[Br-].CCCC[P+](CCCC)(CCCC)CCCC
(2)InChI:InChI=1/C16H36P.BrH/c1-5-9-13-17(14-10-6-2,15-11-7-3)16-12-8-4;/h5-16H2,1-4H3;1H/q+1;/p-1
(3)InChIKey:RKHXQBLJXBGEKF-REWHXWOFAQ
(4)Std. InChI:InChI=1S/C16H36P.BrH/c1-5-9-13-17(14-10-6-2,15-11-7-3)16-12-8-4;/h5-16H2,1-4H3;1H/q+1;/p-1
(5)Std. InChIKey:RKHXQBLJXBGEKF-UHFFFAOYSA-M

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intravenous	56mg/kg (56mg/kg)		U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#03131,
rabbit	LD50	skin	197mg/kg (197mg/kg)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) LUNGS, THORAX, OR RESPIRATION: DYSPNEA BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD	National Technical Information Service. Vol. OTS0535940,
rat	LC50	inhalation	> 3mg/m³/1H (3mg/m³)		Toxicology. Vol. 24, Pg. 245, 1982.
rat	LD50	oral	420mg/kg (420mg/kg)	GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA" LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES LIVER: OTHER CHANGES	National Technical Information Service. Vol. OTS0535942,

Product Name

Tetrabutylphosphonium bromide

Synthetic route

Tetrabutylphosphonium bromide Consensus Reports

Tetrabutylphosphonium bromide Specification

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