526797

Cyclopropylmagnesium bromide solution

0.5 M in THF

• Synonym(s): Bromocyclopropylmagnesium
• 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

Properties

• reaction suitability: reaction type: Grignard Reaction
• 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

Description

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.

Safety Information

• pictograms: GHS02,GHS08,GHS05,GHS07
• signalword: Danger
• hcodes: H225,H261,H302,H314,H335,H336,H351
• pcodes: P210 - P231 + P232 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338
• 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
• supp_hazards: EUH019
• Storage Class: 4.3 - Hazardous materials which set free flammable gases upon contact with water
• wgk_germany: WGK 3
• flash_point_f: 1.0 °F - closed cup
• flash_point_c: -17.22 °C - closed cup