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Merck

256536

Phosphorus tribromide

99%

Synonym(s):

Phosphorus(III) bromide

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About This Item

Linear Formula:
PBr3
CAS Number:
7789-60-8
Molecular Weight:
270.69
NACRES:
NA.22
PubChem Substance ID:
24855534
UNSPSC Code:
12352101
EC Number:
232-178-2
MDL number:
MFCD00011436
Assay:
99%
Form:
liquid

Key Documents

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InChI key

IPNPIHIZVLFAFP-UHFFFAOYSA-N

InChI

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

SMILES string

BrP(Br)Br

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.)

Quality Level

200

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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.

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.
  • To synthesize 1,2,3-diazaphosphinane, 1,2,3-thiazaphosphinine and 1,2-azaphosphole bearing a chromone ring.
  • To synthesize 1-Bromoundec-1-ene from 10-undecen-1-ol.

pictograms

CorrosionExclamation mark
GHS05,GHS07

signalword

Danger

hcodes

H314,H335

Hazard Classifications

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

target_organs

Respiratory system

supp_hazards

EUH014

Storage Class

8B - Non-combustible corrosive hazardous materials

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
0000493367
0000493368
0000493818
0000493818
0000493368

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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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