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About This Item
Empirical Formula (Hill Notation):
C5H9BrMg
Molecular Weight:
173.33
MDL number:
UNSPSC Code:
12352302
PubChem Substance ID:
NACRES:
NA.22
form
solution
Quality Level
reaction suitability
reaction type: Grignard Reaction
concentration
0.5 M in THF
density
0.940 g/mL at 25 °C
functional group
allyl
SMILES string
Br[Mg]CCCC=C
InChI
1S/C5H9.BrH.Mg/c1-3-5-4-2;;/h3H,1-2,4-5H2;1H;/q;;+1/p-1
InChI key
LHTUYNSQNJOCCB-UHFFFAOYSA-M
Related Categories
Application
4-Pentenylmagnesium bromide is a general Grignard reagent used in the total synthesis of (−)-sarain A, (−)-salicylihalamide A and (+)-erysotramidine. It is also used in the synthesis of hexa-peri-hexabenzocoronene cyclophane.
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Oral - Carc. 2 - Flam. Liq. 2 - Skin Corr. 1B - STOT SE 3 - Water-react 1
Target Organs
Respiratory system
Supplementary Hazards
Storage Class Code
4.3 - Hazardous materials which set free flammable gases upon contact with water
WGK
WGK 3
Flash Point(F)
11.8 °F - closed cup
Flash Point(C)
-11.2 °C - closed cup
Regulatory Information
危险化学品
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Total synthesis of (−)-Sarain A.
Becker M H, et al.
Journal of the American Chemical Society, 129(39), 11987-12002 (2007)
Total synthesis of (−)-salicylihalamide A and related congeners.
Smith III A B, et al.
Tetrahedron, 58(32), 6455-6471 (2002)
A Hexa-peri-hexabenzocoronene Cyclophane: An Addition to the Toolbox for Molecular Electronics.
Watson M D, et al.
Journal of the American Chemical Society, 126(5), 1402-1407 (2004)
New approaches for the synthesis of erythrinan alkaloids.
Zhang F, et al.
Organic & Biomolecular Chemistry, 7(9), 1963-1979 (2009)
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