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Merck
CN

338257

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
NACRES:
NA.22
PubChem Substance ID:
24860530
UNSPSC Code:
12352103
MDL number:
MFCD00075126
Concentration:
2.0 M in diethyl ether
Form:
liquid

Key Documents

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InChI

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

SMILES string

CC(C)C[Mg]Br

InChI key

CMWBEISSZHZIMU-UHFFFAOYSA-M

form

liquid

reaction suitability

reaction type: Grignard Reaction

concentration

2.0 M in diethyl ether

density

0.941 g/mL at 25 °C

Quality Level

100

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.

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

EUH019

Storage Class

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

wgk

WGK 3

flash_point_f

-29.2 °F - closed cup

flash_point_c

-34 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves

Regulatory Information

危险化学品
易制毒化学品（2类）
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Certificates of Analysis (COA)

Lot/Batch Number
SHBS8041
SHBS7127
SHBP6719
SHBP0472
SHBL7798

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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)
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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