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Key Documents

381985

Sigma-Aldrich

Nysted Reagent

20 wt. % suspension in THF

Synonym(s):

cyclo-Dibromodi-μ-methylene[μ-(tetrahydrofuran)]trizinc

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About This Item

Empirical Formula (Hill Notation):
C6H12Br2OZn3
CAS Number:
Molecular Weight:
456.14
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

form

slurry

reaction suitability

reaction type: C-C Bond Formation

concentration

20 wt. % suspension in THF

density

1.186 g/mL at 25 °C (lit.)

functional group

ether

SMILES string

C1CCOC1.Br[Zn]C[Zn]C[Zn]Br

InChI

1S/C4H8O.2CH2.2BrH.3Zn/c1-2-4-5-3-1;;;;;;;/h1-4H2;2*1H2;2*1H;;;/q;;;;;;2*+1/p-2

InChI key

CCTHTLJWXPUNGT-UHFFFAOYSA-L

Application

Reactant for:
  • Synthesis of amphidinolide T3 using a ring-closing metathesis and asymmetric dihydroxylation strategy
  • Methylenation of carbonyl compounds
  • Olefination reactions
Useful reagent for the methylenation of ketones and α-ketols.

Signal Word

Danger

Hazard Statements

Hazard Classifications

Carc. 2 - Eye Irrit. 2 - Flam. Liq. 2 - STOT SE 3

Target Organs

Central nervous system, Respiratory system

Supplementary Hazards

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

-14.8 °F

Flash Point(C)

-26 °C


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