472611

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

0.5 M in THF

• Synonym(s): 2-[(Bromomagnesio)methyl]-1,3-dioxolane, Bromo(1,3-dioxolan-2-ylmethyl)magnesium
• Empirical Formula (Hill Notation): C₄H₇BrMgO₂
• CAS Number: 180675-22-3
• Molecular Weight: 191.31
• MDL number: MFCD01321271
• UNSPSC Code: 12352103
• PubChem Substance ID: 24870813
• NACRES: NA.22

Properties

• reaction suitability: reaction type: Grignard Reaction
• Quality Level: 100
• concentration: 0.5 M in THF
• bp: 65-67 °C
• density: 0.938 g/mL at 25 °C
• functional group: ether
• 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]
• 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.[2]
• A bicyclo carboxylate intermediate, which is employed in the total synthesis of spirovibsanin A.[3]

Safety Information

• pictograms: GHS02,GHS08,GHS05,GHS07
• signalword: Danger
• hcodes: H225,H302,H314,H335,H336,H351
• pcodes: P201 - P210 - P280 - P303 + P361 + P353 - P305 + P351 + P338 + P310 - P308 + P313
• Hazard Classifications: Acute Tox. 4 Oral - Carc. 2 - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B - STOT SE 3
• target_organs: Central nervous system, Respiratory system
• supp_hazards: EUH018,EUH019
• Storage Class: 3 - Flammable liquids
• wgk_germany: WGK 3
• flash_point_f: 1.4 °F - closed cup
• flash_point_c: -17 °C - closed cup
• ppe: Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter