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637750

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

Assay

97%

form

solid

mp

99-103 °C (lit.)

functional group

bromo
iodo

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

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Certificates of Analysis (COA)

Lot/Batch Number
MKBM3982V
MKBD9160V
MKBD9160
09414TH
13521TE

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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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