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Key Documents

394262

Sigma-Aldrich

Octadecylmagnesium chloride solution

0.5 M in THF

Synonym(s):

Chlorooctadecylmagnesium, Octadecane, magnesium complex

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About This Item

Linear Formula:
CH3(CH2)17MgCl
CAS Number:
Molecular Weight:
313.24
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22

Quality Level

reaction suitability

reaction type: Grignard Reaction

concentration

0.5 M in THF

bp

67 °C

density

0.906 g/mL at 25 °C

SMILES string

CCCCCCCCCCCCCCCCCC[Mg]Cl

InChI

1S/C18H37.ClH.Mg/c1-3-5-7-9-11-13-15-17-18-16-14-12-10-8-6-4-2;;/h1,3-18H2,2H3;1H;/q;;+1/p-1

InChI key

ONJPXWZQVLKGIU-UHFFFAOYSA-M

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General description

Octadecylmagnesium chloride is a Grignard reagent commonly used in organic synthesis for various transformations, including nucleophilic addition reactions and carbon-carbon bond formation via palladium-catalyzed alkylation and arylation reactions.

Application

Octadecylmagnesium chloride can be used for the introduction of octyl substituents on the bipyridine skeletons to prepare functionalized 4,4′-bipyridines, which are used as linkers formation of discrete metal complexes.

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 1

Flash Point(F)

-4.0 °F - closed cup

Flash Point(C)

-20 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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