Isopropylmagnesium chloride solution

Name: Isopropylmagnesium chloride solution
Brand: ALDRICH

2.0 M in THF

Synonym(s):

Chloro 1-methylethyl magnesium, Chloroisopropylmagnesium, Isopropylmagnesium chloride, iPrMgCl

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About This Item

Linear Formula:

(CH₃)₂CHMgCl

CAS Number:

1068-55-9

Molecular Weight:

102.85

UNSPSC Code:

12352103

NACRES:

NA.22

PubChem Substance ID:

24853775

MDL number:

MFCD00000466

Beilstein/REAXYS Number:

4124221

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Properties

Quality Level

200

reaction suitability

reaction type: Grignard Reaction

packaging

Sure/Seal^™ of

concentration

2.0 M in THF

density

0.975 g/mL at 25 °C

SMILES string

CC(C)[Mg]Cl

InChI

1S/C3H7.ClH.Mg/c1-3-2;;/h3H,1-2H3;1H;/q;;+1/p-1

InChI key

GPIBKUJXKCEZOH-UHFFFAOYSA-M

Description

General description

Isopropylmagnesium chloride is a highly reactive organomagnesium halide formed by the reaction of magnesium metal with isopropyl chloride. It is used in the Grignard reaction to form new carbon-carbon bonds.

Application

Isopropylmagnesium chloride solution (2.0 M in THF) can be used as a reagent to synthesize:

2,6-Diiodobenzaldehyde derivatives via regioselective metal-iodine exchange of 5-substituted 1,2,3-triiodobenzene in the presence of ethyl formate as a formylating agent.
Arene and heteroarene sulfonamides from aryl and heteroaryl bromides via the formation of corresponding Grignard reagents.
Symmetrical pyridyl monoselenides by treating with bromo/iodopyridines followed by quenching with selenyl chloride, SeCl₂.