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290998

Sigma-Aldrich

Pentylmagnesium bromide solution

2.0 M in diethyl ether

Synonym(s):

1-Pentylmagnesium bromide, n-Pentylmagnesium bromide, Amylmagnesium bromide, Bromopentylmagnesium

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About This Item

Linear Formula:
C5H11MgBr
CAS Number:
693-25-4
Molecular Weight:
175.35
MDL number:
MFCD00000045
UNSPSC Code:
12352001
PubChem Substance ID:
24857502
NACRES:
NA.22

Quality Level

100

reaction suitability

reaction type: Grignard Reaction

concentration

2.0 M in diethyl ether

density

0.947 g/mL at 25 °C

SMILES string

CCCCC[Mg]Br

InChI

1S/C5H11.BrH.Mg/c1-3-5-4-2;;/h1,3-5H2,2H3;1H;/q;;+1/p-1

InChI key

ZXWGTPYWPZGZPT-UHFFFAOYSA-M

Related Categories

Application

Pentylmagnesium bromide solution is a Grignard reagent that can be used in the preparation of:
  • Alkanes via Ni or Cu-catalyzed cross-coupling reaction with alkyl fluorides.
  • Hydroxypiperidinones via the addition-cyclization-deprotection process of aldimines.

It can also be used as a reagent to synthesize a key intermediate by olefin alkylation in the total synthesis of alkaloid, (+)-hyperaspine , and surface alkylation of H-terminated Si (111), by Si-C bond formation.

signalword

Danger

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

supp_hazards

EUH014 - EUH019

Storage Class

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

wgk_germany

WGK 3

flash_point_f

-40.0 °F - closed cup

flash_point_c

-40 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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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A six-step asymmetric synthesis of (+)-hyperaspine
Comins DL and Sahn JJ
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