Skip to Content
MilliporeSigma
All Photos(1)

Key Documents

338257

Sigma-Aldrich

Isobutylmagnesium bromide solution

2.0 M in diethyl ether

Synonym(s):

iBuMgBr solution

Sign Into View Organizational & Contract Pricing


About This Item

Linear Formula:
(CH3)2CHCH2MgBr
CAS Number:
Molecular Weight:
161.32
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22

form

liquid

Quality Level

reaction suitability

reaction type: Grignard Reaction

concentration

2.0 M in diethyl ether

density

0.941 g/mL at 25 °C

SMILES string

CC(C)C[Mg]Br

InChI

1S/C4H9.BrH.Mg/c1-4(2)3;;/h4H,1H2,2-3H3;1H;/q;;+1/p-1

InChI key

CMWBEISSZHZIMU-UHFFFAOYSA-M

Application

Isobutylmagnesium bromide (iBuMgBr) is a general Grignard reagent used in the total synthesis of (+)-rishirilide B, glucolipsin A, and (+)-juvabione. It can also be used as a reagent in the synthesis of pyrrolidine-based influenza neuraminidase (NA) inhibitors.

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Flam. Liq. 1 - Skin Irrit. 2 - STOT SE 3

target_organs

Central nervous system

supp_hazards

Storage Class

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

wgk_germany

WGK 3

flash_point_f

-29.2 °F - closed cup

flash_point_c

-34 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves


Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

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

Visit the Document Library

Total synthesis of (+)-rishirilide B: Development and application of general processes for enantioselective oxidative dearomatization of resorcinol derivatives.
Mejorado LH and Pettus TRR
Journal of the American Chemical Society, 128(49), 15625-15631 (2006)
Structure assignment, total synthesis, and evaluation of the phosphatase modulating activity of glucolipsin A.
Furstner A, et al.
The Journal of Organic Chemistry, 69(2), 459-467 (2004)
Structure-based characterization and optimization of novel hydrophobic binding interactions in a series of pyrrolidine influenza neuraminidase inhibitors.
Maring CJ, et al.
Journal of Medicinal Chemistry, 48(12), 3980-3990 (2005)
Enantio-and diastereocontrolled synthesis of (+)-juvabione employing organocatalytic desymmetrisation and photoinduced fragmentation.
Itagaki N and Iwabuchi Y
Chemical Communications (Cambridge, England), 69(11), 1175-1176 (2007)

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