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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:
20398-06-5
Molecular Weight:
249.44
EC Number:
243-786-2
MDL number:
MFCD00009072
UNSPSC Code:
12352300
PubChem Substance ID:
24848978
NACRES:
NA.22

form

liquid

Quality Level

100

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

H300 + H330,H373,H411

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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Certificates of Analysis (COA)

Lot/Batch Number
STBH9291
STBH2339
STBG6179
STBF0618V
STBF0382V

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S A Frank et al.
Organic letters, 2(17), 2691-2694 (2000-09-16)
[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
T Tsuchiya et al.
Journal of pharmacobio-dynamics, 12(8), 456-460 (1989-08-01)
The reduction of acute toxicity of paraquat dichloride (PQ) in mice was studied by several sodium sugar sulfates such as dextran sulfate (DS), cellulose sulfate (CS), chondroitin sulfate (CDS), sucrose sulfate (SS) and glucose sulfate (GS). When sugar sulfates (DS
Michel J Kohl et al.
Steroids, 67(1), 71-75 (2001-12-01)
Conjugation of haptens through ether linkages avoids leakage problems in immunoassays, but this procedure is not easily applied to most steroids that bear low reacting hydroxyls. A new technique allowing the ether coupling of biologically active steroids with conjugating arms
Chan, T. H.; Li, C. J.; Wei, Z. Y.,
Journal of the Chemical Society. Chemical Communications, 505-505 (1990)
Yann Sarazin et al.
Journal of the American Chemical Society, 129(4), 881-894 (2007-01-25)
The reaction of thallium ethoxide with [H(OEt2)2][H2N{B(C6F5)3}2] in diethyl ether afforded [Tl(OEt2)3][H2N{B(C6F5)3}2] (2a), [Tl(OEt2)4][H2N{B(C6F5)3}2] (2b), or [Tl(OEt2)2][H2N{B(C6F5)3}2].CH2Cl2 (2c), depending on the reaction conditions. The dication in the hydrolysis product [Tl4(mu3-OH)2][H2N{B(C6F5)3}2]2.4CH2Cl2 consists of two bridging and two terminal Tl+ ions bound
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