Skip to Content
Merck
All Photos(1)

Documents

Safety Information

290998

Sigma-Aldrich

Pentylmagnesium bromide solution

2.0 M in diethyl ether

Synonym(s):

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

Sign Into View Organizational & Contract Pricing
All Photos(1)

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

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.

Signal Word

Danger

Hazard Statements

H225,H260,H302,H314,H336

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

EUH014,EUH019

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

FSL

Group 3: Spontaneously combustible substances and water- reactive materials
Materials containing Organometallic compounds
Hazardous rank I
1st spontaneously combustible materials and water reactive materials

ISHL Indicated Name

Substances Subject to be Indicated Names

ISHL Notified Names

Substances Subject to be Notified Names

JAN Code

290998-100ML:4548173130491
290998-800ML:4548173130507
290998-BULK:
290998-PZ:
290998-VAR:

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Ronia Chung-Tin Sham et al.
Environment international, 137, 105567-105567 (2020-02-23)
The occurrence of triphenyltin (TPT) compounds, a highly toxic antifouling biocide, has been documented in marine environments and organisms all over the world. While some studies showed that marine mammals can be used as sentinel organisms to evaluate the pollution
Diastereoconvergent Synthesis of trans-5-Hydroxy-6-Substituted-2-Piperidinones by Addition-Cyclization-Deprotection Process
Si Chang-Mei, et al.
Organic Letters, 16(16), 4328-4331 (2014)
Alkylation of Si surfaces using a two-step halogenation/Grignard route
Bansal A, et al.
Journal of the American Chemical Society, 118(30), 7225-7226 (1996)
Muhammad Waqar Ashraf et al.
Bulletin of environmental contamination and toxicology, 98(6), 811-816 (2017-04-14)
In the present work, data on the levels of hazardous Organotin compounds in eight commercially important fish species, caught from Arabian Gulf, has been reported. Highest levels of tributyltin (TBT) (98.5 ng/g dry weight) were detected in Epinephelus Tauvina whereas minimum
Ni-or Cu-catalyzed cross-coupling reaction of alkyl fluorides with Grignard reagents
Terao J, et al.
Journal of the American Chemical Society, 125(19), 5646-5647 (2003)
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service