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Key Documents

255025

Sigma-Aldrich

Hexylmagnesium bromide solution

2.0 M in diethyl ether

Synonym(s):

1-Hexylmagnesium bromide, Bromohexylmagnesium, n-hexylmagnesium bromide

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About This Item

Linear Formula:
CH3(CH2)5MgBr
CAS Number:
Molecular Weight:
189.38
Beilstein:
3535624
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22

Quality Level

reaction suitability

reaction type: Grignard Reaction

concentration

2.0 M in diethyl ether

density

0.965 g/mL at 25 °C

SMILES string

CCCCCC[Mg]Br

InChI

1S/C6H13.BrH.Mg/c1-3-5-6-4-2;;/h1,3-6H2,2H3;1H;/q;;+1/p-1

InChI key

SFXUWNMDTWQSHE-UHFFFAOYSA-M

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General description

Hexylmagnesium bromide, also known as n-hexylmagnesium bromide, is a useful organomagnesium compound that is commonly used in organic synthesis. It is typically prepared by reacting magnesium turnings with 1-bromohexane in diethyl ether solvent.

Application

Hexylmagnesium bromide solution can be used as a reagent in addition reactions. It can add to various electrophiles, such as carbonyl compounds, to form alcohols or carboxylic acids. These types of reactions are commonly used for the synthesis of pharmaceuticals, natural products, and other organic compounds. It is also used to reduce certain functional groups, such as ketones, esters, and nitriles, to form alcohols or amines.

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B - STOT SE 3 - Water-react 1

Target Organs

Central nervous 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)

-40.0 °F - closed cup

Flash Point(C)

-40 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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