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338257

Sigma-Aldrich

Isobutylmagnesium bromide solution

2.0 M in diethyl ether

Synonym(s):

iBuMgBr solution

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About This Item

Linear Formula:
(CH3)2CHCH2MgBr
CAS Number:
926-62-5
Molecular Weight:
161.32
MDL number:
MFCD00075126
UNSPSC Code:
12352103
PubChem Substance ID:
24860530
NACRES:
NA.22

form

liquid

Quality Level

100

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

Related Categories

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.

Signal Word

Danger

Hazard Statements

H224,H302,H315,H318,H336

Hazard Classifications

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

Target Organs

Central nervous system

Supplementary Hazards

EUH019

WGK

WGK 3

Flash Point(F)

closed cup

Flash Point(C)

closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

危险化学品
易制毒化学品（2类）

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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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)
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)
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)
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)

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