710326
(1,3-Dioxolan-2-ylmethyl)zinc bromide
0.6 M in THF
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About This Item
Empirical Formula (Hill Notation):
C4H7BrO2Zn
Molecular Weight:
232.39
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352005
MDL number:
Product Name
(1,3-Dioxolan-2-ylmethyl)zinc bromide, 0.6 M in THF
InChI
1S/C4H7O2.BrH.Zn/c1-4-5-2-3-6-4;;/h4H,1-3H2;1H;/q;;+1/p-1
SMILES string
Br[Zn]CC1OCCO1
InChI key
LOJRLQRGBKTHDB-UHFFFAOYSA-M
form
liquid
reaction suitability
reaction type: C-C Bond Formation
concentration
0.6 M in THF
density
0.992 g/mL at 25 °C
functional group
ether
storage temp.
2-8°C
Quality Level
Related Categories
Application
(1,3-Dioxolan-2-ylmethyl)zinc bromide can be used as a reagent in the allylic alkylation reactions in the presence of iridium catalyst.
General description
(1,3-Dioxolan-2-ylmethyl)zinc bromide is an organozinc compound used as a reagent in Negishi cross-coupling reaction to prepare aryl or heteroaryl scaffolds via C-C bond formation.
Legal Information
Product of Rieke Metals, Inc.
Rieke is a registered trademark of Rieke Metals, Inc.
Rieke is a registered trademark of Rieke Metals, Inc.
signalword
Danger
Hazard Classifications
Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2 - Flam. Liq. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Central nervous system, Respiratory system
supp_hazards
Storage Class
3 - Flammable liquids
wgk
WGK 3
flash_point_f
-22.0 °F
flash_point_c
-30 °C
Regulatory Information
危险化学品
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Synthesis of 8-C-substituted 2, 6-diaminopurine acyclic nucleoside phosphonates by Negishi cross-coupling
Sedlavcek O, et al.
Collection of Czechoslovak Chemical Communications, 10(26), 449-450 (2015)
Iridium-Catalyzed Enantioselective Allylic Alkylation with Functionalized Organozinc Bromides
Hamilton JY, et al.
Angewandte Chemie (International ed. in English), 54(26), 7644-7647 (2015)
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