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225908

Sigma-Aldrich

Allylmagnesium chloride solution

2.0 M in THF

Synonym(s):

Allyl magnesium chloride, Allylchloromagnesium, Allylmagnesium chloride, Chloro-2-propen-1-ylmagnesium

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About This Item

Linear Formula:
CH2=CHCH2MgCl
CAS Number:
Molecular Weight:
100.83
Beilstein:
3587316
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22

Quality Level

reaction suitability

reaction type: Grignard Reaction

concentration

2.0 M in THF

density

0.995 g/mL at 25 °C

SMILES string

Cl[Mg]CC=C

InChI

1S/C3H5.ClH.Mg/c1-3-2;;/h3H,1-2H2;1H;/q;;+1/p-1

InChI key

PLYLAFITHJUEGX-UHFFFAOYSA-M

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General description

Allylmagnesiumchloride solution is an organic compound commonly used as a Grignard reagent inchemical reactions. It is used for the allylation of carbonyl compounds, such as aldehydes and ketones.

Application

Allylmagnesium chloride solution is used as a Grignard reagent in the preparation of:
  • Antipsychotic clopixol.
  • Polysilane–crown ether polymer (PSEC) using hexachloroplatinic acid as a catalyst.
  • 1,7-disubstituted-1,2,3,4-tetrahydroisoquinolinesfrom 3,4-dihydroisoquinoline.

Signal Word

Danger

Hazard Classifications

Carc. 2 - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B - STOT SE 3 - Water-react 1

Target Organs

Central nervous system, Respiratory system

Supplementary Hazards

Storage Class Code

4.3 - Hazardous materials which set free flammable gases upon contact with water

WGK

WGK 1

Flash Point(F)

1.4 °F - closed cup - Solvent

Flash Point(C)

-17 °C - closed cup - Solvent

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Tetrahedron Letters, 47, 9207-9207 (2006)

Articles

We carry a large variety of electrophiles and nucleophiles that are widely used in C–C bond-forming reactions. This group of products contains many organometallic reagents as well as commonly-used alkylating and acylating reagents.

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