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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

Storage Class Code

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

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

338257-VAR:
338257-800ML:4548173137025
338257-100ML:4548173137018
338257-BULK:

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Certificates of Analysis (COA)

Lot/Batch Number
SHBL7798
SHBK7917
09506TCV
S46595
S44717

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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)
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-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)

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