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About This Item
Empirical Formula (Hill Notation):
C4H7BrMgO2
CAS Number:
Molecular Weight:
191.31
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352103
MDL number:
InChI
1S/C4H7O2.BrH.Mg/c1-4-5-2-3-6-4;;/h4H,1-3H2;1H;/q;;+1/p-1
SMILES string
Br[Mg]CC1OCCO1
InChI key
ZDNTZRAFJZERSL-UHFFFAOYSA-M
reaction suitability
reaction type: Grignard Reaction
concentration
0.5 M in THF
bp
65-67 °C
density
0.938 g/mL at 25 °C
functional group
ether
Quality Level
Related Categories
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.
signalword
Danger
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
Storage Class
3 - Flammable liquids
wgk
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
Regulatory Information
危险化学品
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Synthesis, Structure- Activity Relationships, and Drug Resistance of beta-d-3′-Fluoro-2′, 3′-Unsaturated Nucleosides as Anti-HIV Agents
Zhou W, et al.
Journal of Medicinal Chemistry, 47(13), 3399-3408 (2004)
Synthesis and biodistribution of [11C] SN-38
Apana SM, et al.
Journal of Labelled Compounds & Radiopharmaceuticals, 53(4), 178-182 (2010)
Towards the Total Synthesis of Spirovibsanin A: Total Synthesis of (pm)-5, 14-Bis-epi-spirovibsanin A
Gallen MJ and Williams CM
European Journal of Organic Chemistry, 2008(27), 4697-4705 (2008)
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