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472611 Sigma-Aldrich

(1,3-Dioxolan-2-ylmethyl)magnesium bromide solution

0.5 M in THF

  • CAS Number 180675-22-3

  • Empirical Formula (Hill Notation) C4H7BrMgO2

  • Molecular Weight 191.31

  •  MDL number MFCD01321271

  •  PubChem Substance ID 24870813

  •  NACRES NA.22

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Properties

Related Categories Alkyl, Aryl and Alkenyl - Grignard reagent, Chemical Synthesis, Grignard Reagents, Organometallic Reagents
Quality Level   100
reaction suitability   reaction type: Grignard Reaction
concentration   0.5 M in THF
bp   65-67 °C
density   0.938 g/mL at 25 °C
SMILES string   Br[Mg]CC1OCCO1
InChI   1S/C4H7O2.BrH.Mg/c1-4-5-2-3-6-4;;/h4H,1-3H2;1H;/q;;+1/p-1
InChI key   ZDNTZRAFJZERSL-UHFFFAOYSA-M

Description

Application

(1,3-Dioxolan-2-ylmethyl)magnesium bromide is a Grignard reagent that can be used to prepare:
• 3-[11C]-Propionaldehyde, a key intermediate for the synthesis of radiolabeled compound [11C]SN-38, wherein SN-38 is 7-ethyl-10-hydroxy camptothecin.
• 1-[(S)-2,2-Dimethyl-(1,3)-dioxolan-4-yl]-4-(1,3-dioxolan2-yl)-2-ol by reacting with D-glyceraldehyde, which is further used to synthesize unsaturated nucleosides.
• A bicyclo carboxylate intermediate, which is employed in the total synthesis of spirovibsanin A.

Packaging

1 L in Sure/Seal™

100 mL in Sure/Seal™

Safety & Documentation

Safety Information

Signal word 
Danger
Supplemental Hazard Statements 
EUH018 - EUH019
RIDADR 
UN 2924 8(3) / PGII
WGK Germany 
WGK 3
Flash Point(F) 
1.4 °F - closed cup - Not applicable
Flash Point(C) 
-17 °C - closed cup - Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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