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Merck

256536

Sigma-Aldrich

Phosphorus tribromide

99%

Synonym(s):

Phosphorus(III) bromide

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About This Item

Linear Formula:
PBr3
CAS Number:
Molecular Weight:
270.69
EC Number:
MDL number:
UNSPSC Code:
12352101
PubChem Substance ID:
NACRES:
NA.22

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vapor pressure

0.27 psi ( 54 °C)

Assay

99%

form

liquid

refractive index

n20/D 1.697 (lit.)

bp

175 °C (lit.)

mp

−41.5 °C (lit.)

density

2.88 g/mL at 20 °C (lit.)

SMILES string

BrP(Br)Br

InChI

1S/Br3P/c1-4(2)3

InChI key

IPNPIHIZVLFAFP-UHFFFAOYSA-N

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1 of 4

This Item
157783288462376949
bp

175 °C (lit.)

bp

175 °C (lit.)

bp

175 °C (lit.)

bp

192 °C (lit.)

form

liquid

form

liquid

form

liquid

form

solid

refractive index

n20/D 1.697 (lit.)

refractive index

n20/D 1.697 (lit.)

refractive index

n20/D 1.697 (lit.)

refractive index

-

mp

−41.5 °C (lit.)

mp

−41.5 °C (lit.)

mp

−41.5 °C (lit.)

mp

56 °C (lit.)

density

2.88 g/mL at 20 °C (lit.)

density

2.88 g/mL at 20 °C (lit.)

density

2.88 g/mL at 20 °C (lit.)

density

2.82 g/mL at 25 °C (lit.)

General description

Phosphorus tribromide (PBr3) is commonly used in Hell-Volhard-Zelinsky halogenation for the α-bromination of carboxylic acids to form the corresponding acyl bromide. It is also useful for the conversion of primary and secondary alcohols to alkyl bromides.[1]

Application

Phosphorus tribromide may be used as a reagent:
  • In a novel protocol for synthesizing 7-ethoxy-1-(p-ethylphenoxy)-3,7-dimethyl-2-octene, a synthetic juvenile hormone mimic of trans,trans,cis-10,11-epoxy-7-ethyl-3,11-dimethyltrideca-2,6-dienoate.[2]
  • To synthesize 1,2,3-diazaphosphinane, 1,2,3-thiazaphosphinine and 1,2-azaphosphole bearing a chromone ring.[3]
  • To synthesize 1-Bromoundec-1-ene from 10-undecen-1-ol.[4]

Pictograms

CorrosionExclamation mark

Signal Word

Danger

Hazard Statements

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B - STOT SE 3

Target Organs

Respiratory system

Supplementary Hazards

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Organic Chemistry (2008)
Polymerized micelle-protected platinum clusters. Preparation and application to catalyst for visible light-induced hydrogen generation.
Toshima N, et al.
J. Macromol. Sci. Chem., 25(5-7), 669-686 (1988)
Organic Chemistry (1988)
Organic Chemistry, 905-905 null
Reaction of 2-cyano-3-(4-oxo-4H-chromen-3-yl) prop-2-enamide with some phosphorus reagents: synthesis of some novel diethyl phosphonates, 1, 2, 3-diazaphosphinanes, 1, 2, 3-thiazaphosphinine and 1, 2-azaphospholes bearing a chromone ring.
Ali TE & Hassan MM
Research on Chemical Intermediates, 44(1), 173-189 (2018)

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