Skip to Content
Merck
All Photos(2)

Documents

526797

Sigma-Aldrich

Cyclopropylmagnesium bromide solution

0.5 M in THF

Synonym(s):

Bromocyclopropylmagnesium

Sign Into View Organizational & Contract Pricing
All Photos(2)

About This Item

Empirical Formula (Hill Notation):
C3H5BrMg
CAS Number:
23719-80-4
Molecular Weight:
145.28
MDL number:
MFCD00672094
UNSPSC Code:
12352103
PubChem Substance ID:
24874579
NACRES:
NA.22

reaction suitability

reaction type: Grignard Reaction

Quality Level

100

concentration

0.5 M in THF

bp

65 °C

density

0.968 g/mL at 25 °C

storage temp.

2-8°C

SMILES string

Br[Mg]C1CC1

InChI

1S/C3H5.BrH.Mg/c1-2-3-1;;/h1H,2-3H2;1H;/q;;+1/p-1

InChI key

QUPLLJGAJVXXBW-UHFFFAOYSA-M

Looking for similar products? Visit Product Comparison Guide

Application

Cyclopropylmagnesium bromide solution has been used in Grignard reaction that finds application as the key step in the preparation of aminopropylindenes, a chemotype of oxidosqualene cyclase (OSC) inhibitors from Grundmann′s ketone. It can react with trimethylborate to form cyclopropylboronic acid, which can undergo Suzuki-type coupling reactions with different aryl, and heteroaryl bromides to form the cyclopropyl adducts.

Signal Word

Danger

Hazard Classifications

Acute Tox. 4 Oral - Carc. 2 - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B - STOT SE 3 - Water-react 2

Target Organs

Central nervous system, Respiratory system

Supplementary Hazards

EUH019

Storage Class Code

4.3 - Hazardous materials which set free flammable gases upon contact with water

WGK

WGK 3

Flash Point(F)

1.0 °F - closed cup

Flash Point(C)

-17.22 °C - closed cup

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Cyclopropylboronic acid: synthesis and Suzuki cross-coupling reactions.
Wallace D, et al.
Tetrahedron, 43(39), 6987-6990 (2002)
Aminopropylindenes derived from Grundmann's ketone as a novel chemotype of oxidosqualene cyclase inhibitors.
Lange S, et al.
European Journal of Medicinal Chemistry, 63, 758-764 (2013)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service