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498890

Sigma-Aldrich

3-Methylbutylzinc bromide solution

0.5 M in THF

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About This Item

Linear Formula:
(CH3)2CHCH2CH2ZnBr
CAS Number:
92274-43-6
Molecular Weight:
216.43
MDL number:
MFCD01311390
UNSPSC Code:
12352103
PubChem Substance ID:
24873235
NACRES:
NA.22

concentration

0.5 M in THF

density

0.97 g/mL at 25 °C

storage temp.

2-8°C

SMILES string

CC(C)CC[Zn]Br

InChI

1S/C5H11.BrH.Zn/c1-4-5(2)3;;/h5H,1,4H2,2-3H3;1H;/q;;+1/p-1

InChI key

NCVCJECJAXGYFE-UHFFFAOYSA-M

Application

3-Methylbutylzinc bromide can be used:
  • To prepare methyl 4-(3-methylbutanoyl)benzoate, a key starting material for the synthesis of indazole-based glucagon receptor antagonists.
  • To synthesize deuterium-labeled azanickelacyclobutane by reacting with deuterium-labeled aziridine and Me4phen/ NiCl2.

Legal Information

Product of Rieke Metals, Inc.
Rieke is a registered trademark of Rieke Metals, Inc.

Signal Word

Danger

Hazard Classifications

Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2 - Flam. Liq. 2 - STOT SE 3 - Water-react 2

Target Organs

Central nervous system, 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)

1.4 °F - closed cup

Flash Point(C)

-17 °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’.

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Highly regioselective nickel-catalyzed cross-coupling of N-tosylaziridines and alkylzinc reagents
Jensen KL, et al.
Journal of the American Chemical Society, 136(31), 11145-11152 (2014)
Design, synthesis and structure activity relationships of indazole and indole derivatives as potent glucagon receptor antagonists
Song F, et al.
Bioorganic & Medicinal Chemistry Letters, 29(15), 1974-1980 (2019)

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