561673
1-Naphthylmagnesium bromide solution
0.25 M slurry in THF
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About This Item
Empirical Formula (Hill Notation):
C10H7BrMg
CAS Number:
Molecular Weight:
231.37
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352103
MDL number:
reaction suitability
reaction type: Grignard Reaction
Quality Level
packaging
Sure/Seal™ of
concentration
0.25 M slurry in THF
bp
65 °C
density
0.908 g/mL at 25 °C
SMILES string
Br[Mg]c1cccc2ccccc12
InChI
1S/C10H7.BrH.Mg/c1-2-6-10-8-4-3-7-9(10)5-1;;/h1-7H;1H;/q;;+1/p-1
InChI key
PZIIGUMPOSVMSD-UHFFFAOYSA-M
Application
1-Naphthylmagnesium bromide can be used:
- To prepare unsymmetrical chiral diene ligands, which are applicable in asymmetric transformation reactions.
- As a starting material in the synthesis of methyl (2Z,4E)-2-methylsulfanyl-5-(1-naphthyl)-4-nitro-2,4-pentadienoate, a naphthylnitrobutadiene based anti-proliferative compound.
Legal Information
Sure/Seal is a trademark of Sigma-Aldrich Co. LLC
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
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Carc. 2 - Flam. Liq. 2 - Skin Corr. 1B - STOT SE 3
target_organs
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
Regulatory Information
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Design, synthesis, and in vitro evaluation of new naphthylnitrobutadienes with potential antiproliferative activity: Toward a structure-activity correlation
Petrillo G, et al.
Bioorganic & Medicinal Chemistry, 16(1), 240-247 (2008)
Stefan Abele et al.
The Journal of organic chemistry, 77(10), 4765-4773 (2012-05-04)
An operationally simple and scalable synthesis of enantiomerically pure bicyclo[2.2.2]octadiene (bod*) ligands relying on an organocatalytic one-pot Michael addition-aldol reaction with cheap 2-cyclohexenone and phenylacetaldehyde is presented. The crystalline bicyclic product 4a (6-hydroxy-5-phenylbicyclo[2.2.2]octan-2-one) is transformed into phenylbicyclo[2.2.2]oct-5-en-2-one 2, a versatile
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 561673-50ML | 04061838128362 |