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561673

Sigma-Aldrich

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
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22

reaction suitability

reaction type: Grignard Reaction

Quality Level

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

Product of Rieke Metals, Inc.
Rieke is a registered trademark of Rieke Metals, Inc.

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Carc. 2 - Flam. Liq. 2 - Skin Corr. 1B - STOT SE 3

Target Organs

Respiratory system

Supplementary Hazards

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

1.4 °F - closed cup

Flash Point(C)

-17 °C - closed cup


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