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Merck
CN

498890

3-Methylbutylzinc bromide solution

0.5 M in THF

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About This Item

Linear Formula:
(CH3)2CHCH2CH2ZnBr
CAS Number:
Molecular Weight:
216.43
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352103
MDL number:
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InChI

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

SMILES string

CC(C)CC[Zn]Br

InChI key

NCVCJECJAXGYFE-UHFFFAOYSA-M

concentration

0.5 M in THF

density

0.97 g/mL at 25 °C

storage temp.

2-8°C

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.

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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

supp_hazards

Storage Class

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

Regulatory Information

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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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