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238090

Sigma-Aldrich

1-Bromo-4-iodobenzene

98%

Synonym(s):

4-Bromo-1-iodobenzene, 4-Bromoiodobenzene, 4-Iodo-1-bromobenzene, 4-Iodophenyl bromide, p-Bromophenyl iodide, p-Iodobromobenzene

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About This Item

Linear Formula:
BrC6H4I
CAS Number:
589-87-7
Molecular Weight:
282.90
Beilstein:
1904545
EC Number:
209-662-7
MDL number:
MFCD00001051
UNSPSC Code:
12352100
PubChem Substance ID:
24854290
NACRES:
NA.22

Quality Level

200

Assay

98%

form

solid

bp

120-122 °C/14 mmHg (lit.)

mp

89-91 °C (lit.)

functional group

bromo
iodo

SMILES string

Brc1ccc(I)cc1

InChI

1S/C6H4BrI/c7-5-1-3-6(8)4-2-5/h1-4H

InChI key

UCCUXODGPMAHRL-UHFFFAOYSA-N

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General description

Vapour pressure as a function of temperature for 1-bromo-4-iodobenzene has been studied using a diaphragm manometer and torsion mass-loss effusion.

Application

1-Bromo-4-iodobenzene has been employed:
  • as reagent for in situ desilylation and coupling of silylated alkynes
  • as starting reagent in the total syntheses of ent-conduramine A and ent-7-deoxypancratistatin (alkaloids)
  • as substrate in copper-free Sonogashira coupling in aqueous acetone
  • in synthesis of β,β,dibromostyrenes

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

ISHL Indicated Name

Substances Subject to be Indicated Names

ISHL Notified Names

Substances Subject to be Notified Names

JAN Code

238090-VAR:
238090-5G:4548173986968
238090-BULK:
238090-25G:4548173986951

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF1814V
WXBD7207V
WXBD1977V
WXBD0208V
0000032401

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Synlett, 2061-2061 (2007)
Representation and assessment of vapour pressure data; a novel approach applied to crystalline 1-bromo-4-chlorobenzene, 1-chloro-4-iodobenzene, and 1-bromo-4-iodobenzene.
Oonk HAJ, et al.
The Journal of Chemical Thermodynamics, 30(7), 897-907 (1998)
Synlett, 1843-1843 (2007)
Rapid bi-directional synthesis of oligo (1, 4-phenylene ethynylene) s.
Huang S and Tour JM.
Tetrahedron Letters, 40(17), 3447-3450 (1999)
Total syntheses of ent-conduramine A and ent -7-deoxypancratistatin.
Akgun H and Hudlicky T.
Tetrahedron Letters, 40(16), 3081-3084 (1999)
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