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Sigma-Aldrich

5-Bromo-2-iodopyrimidine

97%

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About This Item

Empirical Formula (Hill Notation):
C4H2BrIN2
CAS Number:
183438-24-6
Molecular Weight:
284.88
MDL number:
MFCD01318111
UNSPSC Code:
12352100
PubChem Substance ID:
24882887
NACRES:
NA.22

Quality Level

100

Assay

97%

form

solid

mp

99-103 °C (lit.)

SMILES string

Brc1cnc(I)nc1

InChI

1S/C4H2BrIN2/c5-3-1-7-4(6)8-2-3/h1-2H

InChI key

ZEZKXPQIDURFKA-UHFFFAOYSA-N

Related Categories

General description

5-Bromo-2-iodopyrimidine can be synthesized by reacting 5-bromo-2-chloropyrimidine with hydroiodic acid.

Application

5-Bromo-2-iodopyrimidine can be used to synthesize 5,5′-dibromo-2,2′-bipyrimidine and O,O′-dimethyl hyrtinadine A.

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H302,H315,H318

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Skin Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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"One-Pot Synthesis of Diazine-Bridged Bisindoles and Concise Synthesis of the Marine Alkaloid Hyrtinadine A"
Tasch.O.A.B, et al.
European Journal of Organic Chemistry, 2011(24), 4532- 4535 (2011)
Gábor Vlád et al.
The Journal of organic chemistry, 67(18), 6550-6552 (2002-08-31)
A high-yield synthesis was developed for the preparation of 2,2'-bipyrimidine (1) using the Ullmann coupling of 2-iodopyrimidine. The new procedure was also used for the preparation of 4,4',6,6'-tetramethyl-2,2'-bipyrimidine (2) and 5,5'-dibromo-2,2'-bipyrimidine (3).

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