526797
Cyclopropylmagnesium bromide solution
0.5 M in THF
Synonym(s):
Bromocyclopropylmagnesium
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About This Item
Linear Formula:
C3H5MgBr
CAS Number:
Molecular Weight:
145.28
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352103
MDL number:
reaction suitability
reaction type: Grignard Reaction
Quality Segment
packaging
Sure/Seal™ of
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
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.
Legal Information
Sure/Seal is a trademark of Sigma-Aldrich Co. LLC
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Danger
target_organs
Central nervous system, Respiratory system
supp_hazards
Storage Class
4.3 - Hazardous materials which set free flammable gases upon contact with water
flash_point_f
1.0 °F - closed cup
flash_point_c
-17.22 °C - closed cup
Hazard Classifications
Acute Tox. 4 Oral - Carc. 2 - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B - STOT SE 3 - Water-react. 2
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