Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

761206

Sigma-Aldrich

4-Pentenylmagnesium bromide solution

0.5 M in THF

Synonym(s):

4-Pentene-1-magnesium bromide solution

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

About This Item

Empirical Formula (Hill Notation):
C5H9BrMg
Molecular Weight:
173.33
MDL number:
MFCD11553331
UNSPSC Code:
12352302
PubChem Substance ID:
329766914
NACRES:
NA.22

form

solution

Quality Level

100

reaction suitability

reaction type: Grignard Reaction

concentration

0.5 M in THF

density

0.940 g/mL at 25 °C

SMILES string

Br[Mg]CCCC=C

InChI

1S/C5H9.BrH.Mg/c1-3-5-4-2;;/h3H,1-2,4-5H2;1H;/q;;+1/p-1

InChI key

LHTUYNSQNJOCCB-UHFFFAOYSA-M

Application

4-Pentenylmagnesium bromide is a general Grignard reagent used in the total synthesis of (−)-sarain A, (−)-salicylihalamide A and (+)-erysotramidine. It is also used in the synthesis of hexa-peri-hexabenzocoronene cyclophane.

Signal Word

Danger

Hazard Classifications

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

Target Organs

Respiratory system

Supplementary Hazards

EUH019

Storage Class Code

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

WGK

WGK 3

Flash Point(F)

11.8 °F - closed cup

Flash Point(C)

-11.2 °C - closed cup

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

Customers Also Viewed

Slide 1 of 1

1 of 1

Phenylmagnesium bromide solution 1.0 M in THF

Sigma-Aldrich

331376

Phenylmagnesium bromide solution

Total synthesis of (−)-salicylihalamide A and related congeners.
Smith III A B, et al.
Tetrahedron, 58(32), 6455-6471 (2002)
Total synthesis of (−)-Sarain A.
Becker M H, et al.
Journal of the American Chemical Society, 129(39), 11987-12002 (2007)
A Hexa-peri-hexabenzocoronene Cyclophane: An Addition to the Toolbox for Molecular Electronics.
Watson M D, et al.
Journal of the American Chemical Society, 126(5), 1402-1407 (2004)
New approaches for the synthesis of erythrinan alkaloids.
Zhang F, et al.
Organic & Biomolecular Chemistry, 7(9), 1963-1979 (2009)

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