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Phosphorus tribromide

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Name

Phosphorus tribromide

EINECS 232-178-2
CAS No. 7789-60-8 Density 2.88 g/mL at 20 °C(lit.)
PSA 13.59000 LogP 3.39800
Solubility reacts with water Melting Point -40 °C
Formula Br3P Boiling Point 172.9 °C at 760 mmHg
Molecular Weight 270.69 Flash Point 172.9°C
Transport Information UN 3264 8/PG 2 Appearance colorless fuming liquid with a pungent odor
Safety 26-45-36/37/39 Risk Codes 34-37-40-14
Molecular Structure Molecular Structure of 7789-60-8 (Phosphorus tribromide) Hazard Symbols CorrosiveC
Synonyms

tribromophosphane;Phosphorous tribromide;Tribromophosphine;Phosphorus bromide (PBr3);Phosphorous bromide;Phosphorus tribromide [UN1808] [Corrosive];phosphorum tribromide;Phosphlrus tribromide;Phosphoric tribromide;Phosphorusbromide;

 

Phosphorus tribromide Synthetic route

phosphorous

phosphorous

7726-95-6

bromine

7789-60-8

phosphorus tribromide

Conditions
ConditionsYield
In benzene93.5%
In benzene93.5%
In neat (no solvent) heating red P with I2; react. at the transition point of red P;;
7789-69-7

phosphorus pentabromide

4186-63-4

butyltriethylammonium iodide

7789-60-8

phosphorus tribromide

Conditions
ConditionsYield
In neat (no solvent) byproducts: Et4NIBr2; argon atmosphere; org. compd. addn. to PBr5 (cooling to -20°C), reaction vessel connecting to vac. line; PBr3 collection (trap cooled with liq. nitrogen);42%
70445-77-1

phenyl dibromophosphite

A

101-02-0

triphenyl phosphite

B

7789-60-8

phosphorus tribromide

Conditions
ConditionsYield
beim Erwaermen;
53764-96-8

butyl phosphorodibromidite

A

109-65-9

1-bromo-butane

B

7789-60-8

phosphorus tribromide

Conditions
ConditionsYield
at 160℃; beim Erhitzen;
53764-96-8

butyl phosphorodibromidite

10035-10-6, 12258-64-9

hydrogen bromide

A

109-65-9

1-bromo-butane

B

7789-60-8

phosphorus tribromide

Conditions
ConditionsYield
at 22℃;
53764-96-8

butyl phosphorodibromidite

18820-82-1

Pyridine hydrobromide

A

109-65-9

1-bromo-butane

B

7789-60-8

phosphorus tribromide

Conditions
ConditionsYield
at 100℃; beim Erhitzen;
118725-89-6

dibromophosphoric acid isobutyl ester

A

507-19-7

t-butyl bromide

B

78-77-3

Isobutyl bromide

C

7789-60-8

phosphorus tribromide

Conditions
ConditionsYield
at 160℃;
118725-89-6

dibromophosphoric acid isobutyl ester

18820-82-1

Pyridine hydrobromide

A

507-19-7

t-butyl bromide

B

78-77-3

Isobutyl bromide

C

7789-60-8

phosphorus tribromide

Conditions
ConditionsYield
at 100℃;
118725-88-5

dibromophosphoric acid sec-butyl ester

A

7789-60-8

phosphorus tribromide

B

78-76-2, 5787-31-5

s-butyl bromide

Conditions
ConditionsYield
at 118℃;
118725-88-5

dibromophosphoric acid sec-butyl ester

10035-10-6, 12258-64-9

hydrogen bromide

A

7789-60-8

phosphorus tribromide

B

78-76-2, 5787-31-5

s-butyl bromide

118725-89-6

dibromophosphoric acid isobutyl ester

7789-69-7

phosphorus pentabromide

A

78-77-3

Isobutyl bromide

B

7789-60-8

phosphorus tribromide

C

phosphorus oxybromide

phosphorus oxybromide

70445-77-1

phenyl dibromophosphite

A

7789-60-8

phosphorus tribromide

B

P(OC6H5)2Br

P(OC6H5)2Br

Conditions
ConditionsYield
at 180℃; Equilibrium constant;
76-29-9

3-bromocamphor

P2O5

P2O5

7789-60-8

phosphorus tribromide

Conditions
ConditionsYield
o-bromo-camphor;
70445-76-0

diphenyl bromophosphite

A

101-02-0

triphenyl phosphite

B

7789-60-8

phosphorus tribromide

Conditions
ConditionsYield
Zerfaellt beim Erhitzen;
70445-76-0

diphenyl bromophosphite

A

7789-60-8

phosphorus tribromide

B

2 P(OC6H5)3

2 P(OC6H5)3

Conditions
ConditionsYield
at 180℃; Equilibrium constant;
13598-36-2

phosphonic Acid

7726-95-6

bromine

A

86119-84-8, 7664-38-2

phosphoric acid

B

10035-10-6, 12258-64-9

hydrogen bromide

C

7789-60-8

phosphorus tribromide

Conditions
ConditionsYield
In neat (no solvent) heating an excess of H3PO3 with Br2 in a sealed tube at 100 °C;;
In neat (no solvent) heating an excess of H3PO3 with Br2 in a sealed tube at 100 °C;;

phosphorus

7789-69-7

phosphorus pentabromide

7789-60-8

phosphorus tribromide

Conditions
ConditionsYield
In further solvent(s) in PBr3 soln.;

phosphorus

mercury(I) bromide

7789-60-8

phosphorus tribromide

Conditions
ConditionsYield
In gas by distn. over Hg2Br2;

phosphorus

mercury dibromide

7789-60-8

phosphorus tribromide

Conditions
ConditionsYield
In gas by distn. over HgBr2;
10035-10-6, 12258-64-9

hydrogen bromide

7789-60-8

phosphorus tribromide

Conditions
ConditionsYield
With phosphorus trichloride
With PCl3

phosphorous

7789-60-8

phosphorus tribromide

Conditions
ConditionsYield
With bromine In benzene

phosphorous

A

7789-60-8

phosphorus tribromide

B

7789-69-7

phosphorus pentabromide

Conditions
ConditionsYield
With bromine at room temp.;

phosphorous

mercury dibromide

A

7789-60-8

phosphorus tribromide

B

mercury

Conditions
ConditionsYield
at higher temp. and reduced pressure;;
at higher temp. and reduced pressure;;

boron trioxide

7789-69-7

phosphorus(V) bromide

7789-60-8

phosphorus tribromide

Conditions
ConditionsYield
In neat (no solvent) formation of small amount PBr3;;
In neat (no solvent) formation of small amount PBr3;;
7553-56-2

iodine

7789-69-7

phosphorus pentabromide

B

7789-60-8

phosphorus tribromide

Conditions
ConditionsYield
In not given
7789-69-7

phosphorus(V) bromide

7553-56-2

iodine

B

7789-60-8

phosphorus tribromide

Conditions
ConditionsYield
In neat (no solvent) formation of red liquid containing PBr3 and IBr5;;
In neat (no solvent) formation of red liquid containing PBr3 and IBr5;;
7726-95-6

bromine

C3BrN3P(1-)

A

PBr3(CN)3(1-)

B

7789-60-8

phosphorus tribromide

Conditions
ConditionsYield
In not givenA 0%
B n/a
82991-25-1

N(C2H5)4(1+)*PCl(CN)3(1-)=(N(C2H5)4)(PCl(CN)3)

7726-95-6

bromine

1354547-75-3, 82739-00-2, 82795-73-1

mer-trichlorotricyanophosphate(1-)

B

7789-60-8

phosphorus tribromide

Conditions
ConditionsYield
In dichloromethane
82991-25-1

N(C2H5)4(1+)*PCl(CN)3(1-)=(N(C2H5)4)(PCl(CN)3)

1941-30-6

tetra-n-propylammonium bromide

7726-95-6

bromine

fac-dichlorobromotricyanophosphate(1-)

B

mer-chlorodibromotricyanophosphate(1-)

fac-chlorodibromotricyanophosphate(1-)

D

7789-60-8

phosphorus tribromide

Conditions
ConditionsYield
In dichloromethane under N2, Br2 added dropwise to soln. of (NEt4)(PCl(CN)3) contg. excessof N(n-C3H7)4Br; monitored by (31)P NMR spectra;

phosphorus

7726-95-6

bromine

7789-60-8

phosphorus tribromide

Conditions
ConditionsYield
In neat (no solvent) reaction of Br2 in CO2 (as carrier gas) with dry P;;
In tetrachloromethane slowly dropping Br2 to P in CCl4;;
In neat (no solvent) reaction in CO2 atmosphere;;
773871-39-9

(4-methoxy-2-(trifluoromethyl)phenyl)methanol

7789-60-8

phosphorus tribromide

916420-86-5

4-methoxy-2-(trifluoromethyl)benzyl bromide

Conditions
ConditionsYield
In hexane; 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran100%

5-Chloro-N-[2-(3-fluoro-2'-methanesulfonyl-biphenyl-4-yl)-3-oxo-1,2,3,4-tetrahydro-isoquinolin-4-yl]-thiophene-2-sulfonamide

7789-60-8

phosphorus tribromide

477739-88-1

2-(2-bromomethylphenyl)-N-(3-Fluoro-2'-methanesulfonyl-biphenyl-4-yl)acetamide

Conditions
ConditionsYield
In dichloromethane98%
594-19-4

tert.-butyl lithium

7789-60-8

phosphorus tribromide

80518-21-4

1,1-dimethylethyldibromophosphane

Conditions
ConditionsYield
In pentane at -80 - 20℃; for 12.5h; Schlenk technique; Inert atmosphere;98%
14355-29-4

diboron tetrabromide

7789-60-8

phosphorus tribromide

142981-22-4

bis(tribromophosphane)-tetrabromodiborane(4)

Conditions
ConditionsYield
In neat (no solvent) high vac. or inert atmosphere; condensation of B-compd. and P-compd. into a flask, slow warming of the mixt. to room temp. in the sealed flask with vigorous shaking; elem. anal.;97%
96-48-0

4-butanolide

7789-60-8

phosphorus tribromide

63164-16-9

2,4-dibromo-butyric acid

Conditions
ConditionsYield
With bromine96%
677-67-8

fluorosulfonyldifluoroacetyl fluoride

7726-95-6

bromine

7789-60-8

phosphorus tribromide

73043-95-5

fluorosulfonyldifluoroacetyl bromide

Conditions
ConditionsYield
heating, 80°C, 1 h;95%
heating, 80°C, 1 h;95%
69439-58-3

tricarbonyl[C6H4(CH2OH)2]chromium(0)

7789-60-8

phosphorus tribromide

183444-77-1

[Cr(η6-C6H4(CH2Br)2-1,4)(CO)3]

Conditions
ConditionsYield
In diethyl ether a soln. of PBr3 in Et2O was slowly added to a soln. of complex in Et2O cooled to 0°C under N2, the mixt. was stirred at 0°C for 2-2.5 h, then stirred at room temp. for 2.5-18 h; H2O was added, the ether layer was washed with H2O, dried over MgSO4, filtered, the solvent was removed under reduced pressure;94%

4-ferrocenylbenzaldehyde - dichloromethane (1/1)

7789-60-8

phosphorus tribromide

651034-19-4

4-ferrocenylbenzylbromide

Conditions
ConditionsYield
In dichloromethane soln. of PBr3 in CH2Cl2 added dropwise to soln. of ferrocene deriv. in CH2Cl2 at 0°C, mixt. stirred at 0°C for 30 min; mixt. poured onto ice, neutralised with satd. aq. NaHCO3, org. phase sepd., aq. phase extd. with CH2Cl2, combined org. phases washed with brine,dried over MgSO4, filtrate evapd. under vac.; elem. anal.;94%
23519-83-7

13-docosen-1-ol

7789-60-8

phosphorus tribromide

27482-40-2

bromodocos-13-ene

Conditions
ConditionsYield
In toluene at -152℃; for 4h; Heating / reflux;93%
3594-90-9

2,2'-bis(hydroxymethyl)biphenyl

7789-60-8

phosphorus tribromide

38274-14-5

2,2'-bis-(bromomethyl)-1,1'-biphenyl

Conditions
ConditionsYield
In CaCl2; dichloromethane; water93%

2-phenyl-4-(4-hydroxymethylphenoxy)ethyloxazole

7789-60-8

phosphorus tribromide

144-55-8

sodium hydrogencarbonate

2-phenyl-4-(4-bromomethylphenoxy)ethyloxazole

Conditions
ConditionsYield
In methanol; dichloromethane; ethyl acetate92%
12116-45-9

(benzyl alcohol)tricarbonylchromium(0)

7789-60-8

phosphorus tribromide

191352-85-9

[Cr(η6-C6H5CH2Br)(CO)3]

Conditions
ConditionsYield
In diethyl ether a soln. of PBr3 in Et2O was slowly added to a soln. of complex in Et2O cooled to 0°C under N2, the mixt. was stirred at 0°C for 2-2.5 h, then stirred at room temp. for 2.5-18 h; H2O was added, the ether layer was washed with H2O, dried over MgSO4, filtered, the solvent was removed under reduced pressure; elem. anal.;92%
293758-57-3

[Cr(η6-C6(CH3)3(CH2OH)3-1,3,5)(CO)3]

7789-60-8

phosphorus tribromide

293758-63-1

[Cr(η6-C6(CH3)3(CH2Br)3-2,4,6)(CO)3]

Conditions
ConditionsYield
In diethyl ether a soln. of PBr3 in Et2O was slowly added to a soln. of complex in Et2O cooled to 0°C under N2, the mixt. was stirred at 0°C for 2-2.5 h, then stirred at room temp. for 2.5-18 h; H2O was added, the ether layer was washed with H2O, dried over MgSO4, filtered, the solvent was removed under reduced pressure; elem. anal.;91%
1195-59-1

2.6-bis(hydroxymethyl)pyridine

7789-60-8

phosphorus tribromide

7703-74-4

2,6-bis-(bromomethyl)pyridine

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 0 - 20℃; Inert atmosphere;91%
1504-58-1

3-Phenyl-2-propyn-1-ol

7789-60-8

phosphorus tribromide

1794-48-5

1-bromo-3-phenylprop-2-yne

Conditions
ConditionsYield
With pyridine In diethyl ether90%
With pyridine In diethyl ether90%
1279123-63-5

potassium hydrogenfluoride

7789-60-8

phosphorus tribromide

7783-55-3

trifluorophosphane

Conditions
ConditionsYield
In acetonitrile byproducts: KBr, HBr; PBr3 in MeCN was slowly added to a boiling suspn. of KHF2 in MeCN;; the gaseous prod. was condensed in trap cooled by liq. N2 and distd. at -100°C; elem. anal.; IR;90%
13517-10-7

boron triiodide

7789-60-8

phosphorus tribromide

15476-52-5

Br3PBI3

Conditions
ConditionsYield
In carbon disulfide mixed (with stirring at -40°C), stirred (15 min); filtered, solv. removed (in vac. at room temp.);90%

1-lithio-2,4,6-trimethylborazine

7789-60-8

phosphorus tribromide

A

1064704-42-2

bromobis(2,4,6-trimethylborazinyl)phosphane

B

7550-35-8

lithium bromide

Conditions
ConditionsYield
In diethyl ether; hexane under inert gas; soln. of borazine (3.26 mmol) in mixt. of hexane (10 ml) and Et2O (10 ml) added to soln. of PBr3 (1.63 mmol) in hexane; stirredovernight; LiBr removed by filtration; evapd. (vac.) by 2/3 of volume; kept (5°C, wk); elem. anal.;A 80%
B 90%

C28H25BF2N2O

7789-60-8

phosphorus tribromide

C28H24BBrF2N2

Conditions
ConditionsYield
In dichloromethane; N,N-dimethyl-formamide at 0 - 20℃;87%

2-(2,6-dimethyl phenylthio) 1-hydroxyethane

7789-60-8

phosphorus tribromide

2-(2,6-dimethyl phenylthio) 1-bromoethane

Conditions
ConditionsYield
With sodium carbonate In chloroform; water86%
478000-97-4

Li2[PhB(μ3-N(t)Bu)2]

7789-60-8

phosphorus tribromide

PhB(μ-N-t-Bu)2PBr

Conditions
ConditionsYield
In tetrahydrofuran; toluene byproducts: LiBr; (N2); soln. of Li compd. in THF was added to soln. of PBr3 in toluene at-40°C; after 5 min mixt. was warmed to room temp.; after 3.5 h filtered; volatiles removed (vac.); hexane added; soln. transferred into Schlenk vessel; solvent removed; elem. anal.;86%

gallium(III) bromide

7789-60-8

phosphorus tribromide

74-95-3

1,1-dibromomethane

P3Se4(1+)*Br4Ga(1-)

Conditions
ConditionsYield
With bis(trimethylsilyl)selenide at 20℃; for 8h; Inert atmosphere;86%
7789-60-8

phosphorus tribromide

56984-71-5, 124854-94-0

(E:Z)-3-(2-bromophenyl)prop-2-en-1-ol

124854-95-1

(E)-1-bromo-2-(3-bromoprop-1-en-1-yl)benzene

Conditions
ConditionsYield
In tetrachloromethane85%
In tetrachloromethane85%
12185-10-3

phosphorous

807613-82-7, 332396-53-9, 825633-60-1

Ag[Al(OtBuF)4]*dichloromethane

7789-60-8

phosphorus tribromide

402956-20-1

P5Br2(1+)*[Al(OC(CF3)3)4](1-)=P5Br2[Al(OC(CF3)3)4]

Conditions
ConditionsYield
In dichloromethane byproducts: AgBr; P4 added to solid Ag(Al(OC(CF3)3)4)*CH2Cl2; then PBr3 added at 77 K; CH2Cl2 condensed onto mixt.; allowed to stir at -78 °C for 8 h; thenstored at -80 °C for 10 d with shaking; soln. filtered; its vol. reduced at 0 °C; cooled to -30 °C;85%

1-lithio-2,4,6-trimethylborazine

7789-60-8

phosphorus tribromide

1064704-41-1

dibromo(2,4,6-trimethylborazinyl)phosphane

Conditions
ConditionsYield
In diethyl ether; hexane byproducts: LiBr; under inert gas; soln. of borazine (1.78 mmol) in mixt. of hexane (10 ml) and Et2O (10 ml) added to soln. of PBr3 (1.78 mmol) in hexane; stirredovernight; LiBr removed by filtration; evapd. (vac.); oil aged for mo; elem. anal.;85%
863766-42-1

[CI3][pftb]

7789-60-8

phosphorus tribromide

1001344-54-2

[I3CPBr3][pftb]

Conditions
ConditionsYield
In dichloromethane (inert atm.); addn. of 1 equiv. of phosphorus tribromide to aluminium compd. in CH2Cl2 at -78°C, keeping at -80°C overnight; filtration, concg., keeping at -30°C for few d, isolation of crystals, NMR and IR;84.1%
In dichloromethane-d2 (inert atm.); addn. of 1 equiv. of phosphorus tribromide to aluminium compd. in CD2Cl2 at -78°C, keeping at -80°C overnight; not isolated, NMR;
10294-33-4

boron tribromide

7789-60-8

phosphorus tribromide

15194-82-8

phosphorus tribromide-boron tribromide

Conditions
ConditionsYield
In carbon disulfide mixed (with stirring at -40°C), stirred (15 min); filtered, solv. removed (in vac. at room temp.);83%
38594-42-2

2,3-dichlorobenzyl alcohol

7789-60-8

phosphorus tribromide

57915-78-3

1-(bromomethyl)-2,3-dichlorobenzene

Conditions
ConditionsYield
In toluene83%
17084-13-8

potassium hexafluorophosphate

C26H32N4O2(2+)*2Br(1-)

7789-60-8

phosphorus tribromide

C26H30Br2N4(2+)*2F6P(1-)

Conditions
ConditionsYield
Stage #1: C26H32N4O2(2+)*2Br(1-); phosphorus tribromide In N,N-dimethyl-formamide at 50℃; for 12h;
Stage #2: potassium hexafluorophosphate In water
82%

Phosphorus tribromide Chemical Properties

Molecular Structure:

Molecular Formula: H8Br3P
Molecular Weight: 278.7493
IUPAC Name: Tribromophosphane
Synonyms of Phosphorus tribromide (CAS NO.7789-60-8): EINECS 232-178-2 ; HSDB 1217 ; Phosphorous bromide ; Phosphorus bromide (PBr3) ; Phosphorus tribromide ; Tribromophosphine ; Phosphorus tribromide [UN1808] [Corrosive] ; UN1808
CAS NO: 7789-60-8
Product Categories: Inorganics ; BrominationMicro/Nanoelectronics ; C-X Bond Formation (Halogen) ; Electronic Chemicals ; Others ; Synthetic Reagents
Melting point: -40 °C
SMILES: [PH6+3].[Br-].[Br-].[Br-] 
InChI: InChI=1/3BrH.P/h3*1H;/q;;;+3/p-3 
InChIKey: BEXNWOOMHDDWHU-DFZHHIFOAC
Std. InChI: InChI=1S/3BrH.P/h3*1H;/q;;;+3/p-3 
Std. InChIKey: BEXNWOOMHDDWHU-UHFFFAOYSA-K

Phosphorus tribromide Uses

 Phosphorus tribromide (CAS NO.7789-60-8) is used in organic synthesis, used as a brominating agent and reducing agent, etc.

Phosphorus tribromide Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rat LDLo oral 50mg/kg (50mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: MUSCLE WEAKNESS

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
National Technical Information Service. Vol. OTS0555394,

Phosphorus tribromide Consensus Reports

Reported in EPA TSCA Inventory.

Phosphorus tribromide Safety Profile

Probably highly toxic. A corrosive irritant to the eyes, skin, and mucous membranes. Will react with water, steam, or acids to produce heat, toxic and corrosive fumes. Violent reaction or ignition with calcium hydroxide + sodium carbonate, phenylpropanol, sulfuric acid, oleum, fluorosulfuric acid, chlorosulfuric acid, 1,1,1-tris(hydroxymethyl)methane, water, potassium, sodium, RuO4. When heated to decomposition it emits very toxic fumes of Br and POx. See also PHOSPHIDES and BROMIDES.
Hazard Codes of Phosphorus tribromide (CAS NO.7789-60-8): CorrosiveC
Risk Statements: 34-37-40-14 
R34: Causes burns. 
R37: Irritating to respiratory system 
R40: Limited evidence of a carcinogenic effect. 
R14: Reacts violently with water.
Safety Statements: 26-45-36/37/39 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S45: In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) 
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection.
RIDADR: UN 3264 8/PG 2
WGK Germany: 2
RTECS: TH4460000
F: 21
HazardClass: 8
PackingGroup: II

Phosphorus tribromide Standards and Recommendations

DOT Classification:  8; Label: Corrosive

Phosphorus tribromide Specification

Chemical Stability: Moisture sensitive. 
Conditions to Avoid: Incompatible materials, exposure to moist air or water. 
Incompatibilities with Other Materials Strong oxidizing agents. 
Hazardous Decomposition Products Carbon monoxide, oxides of phosphorus, carbon dioxide, hydrogen bromide. 
Hazardous Polymerization Has not been reported.

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