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Merck
CN

498815

Sigma-Aldrich

(S)-(−)-3-Methoxy-2-methyl-3-oxopropylzinc bromide solution

0.5 M in THF

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About This Item

Linear Formula:
CH3O2CCH(CH3)CH2ZnBr
CAS Number:
312693-18-8
Molecular Weight:
246.42
MDL number:
MFCD00671994
UNSPSC Code:
12352103
PubChem Substance ID:
24873228
NACRES:
NA.22

Key Documents

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concentration

0.5 M in THF

density

0.965 g/mL at 25 °C

storage temp.

2-8°C

SMILES string

COC(=O)[C@H](C)C[Zn]Br

InChI

1S/C5H9O2.BrH.Zn/c1-4(2)5(6)7-3;;/h4H,1H2,2-3H3;1H;/q;;+1/p-1/t4-;;/m0../s1

InChI key

ZYPPBSJLXDMOPY-FHNDMYTFSA-M

Application

(S)-(−)-3-Methoxy-2-methyl-3-oxopropylzinc bromide can be used:
  • As an intermediate in the total synthesis of macrolide derivative laingolide B stereoisomers.
  • As a substrate in the synthesis of (3R)-1-benzyl-3-methylpyrrolidine-2,5-dione (aliphatic carboxamide) using NiII-pincer complexes.

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

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
SHBK7473
SHBK1823
SHBG9445V
SHBF5573V
SHBD3966

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Synthesis of Aliphatic Carboxamides Mediated by Nickel NN2-Pincer Complexes and Adaptation to Carbon-Isotope Labeling
Neumann KT, et al.
Chemistry?A European Journal , 24(56), 14946-14949 (2018)
Total Synthesis of Laingolide B Stereoisomers and Assignment of Absolute Configuration
Cui C and Dai W
Organic Letters, 20(11), 3358-3361 (2018)

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