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149845

Sigma-Aldrich

Thallium(I) ethoxide

Synonym(s):

Ethanol thallium salt, Ethyl alcohol thallium(I) salt, Thallium monoethoxide, Thallous ethoxide

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About This Item

Linear Formula:
TlOC2H5
CAS Number:
Molecular Weight:
249.44
EC Number:
MDL number:
UNSPSC Code:
12352300
PubChem Substance ID:
NACRES:
NA.22

form

liquid

Quality Level

reaction suitability

core: thallium
reagent type: catalyst

refractive index

n20/D 1.676 (lit.)

density

3.522 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

CCO[Tl]

InChI

1S/C2H5O.Tl/c1-2-3;/h2H2,1H3;/q-1;+1

InChI key

DZFYOYRNBGNPJW-UHFFFAOYSA-N

Application

With HCl, reduces a variety of functional groups; stereoselective allylation of carbonyl compounds; in situ generation of tin enolates for directed aldol reactions.

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 2 Inhalation - Acute Tox. 2 Oral - Aquatic Chronic 2 - STOT RE 2

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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[reaction: see text]Thallium(I) ethoxide promotes Suzuki cross couplings for a range of vinyl- and arylboronic acids with vinyl and aryl halide partners in good to excellent yields. This reagent offers distinct advantages over thallium(I) hydroxide in terms of commercial availability

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