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409170

Sigma-Aldrich

Tributylgermanium hydride

99%

Synonym(s):

Tributylgermane

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About This Item

Linear Formula:
[CH3(CH2)3]3GeH
CAS Number:
Molecular Weight:
244.99
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.23

Assay

99%

form

liquid

reaction suitability

core: germanium
reagent type: reductant

refractive index

n20/D 1.45 (lit.)

bp

123 °C/20 mmHg (lit.)

density

0.949 g/mL at 25 °C (lit.)

SMILES string

CCCC[GeH](CCCC)CCCC

InChI

1S/C12H28Ge/c1-4-7-10-13(11-8-5-2)12-9-6-3/h13H,4-12H2,1-3H3

InChI key

KTSWILXIWHVQLR-UHFFFAOYSA-N

General description

Tributylgermanium hydride is a radical generating reagent. Reductive alkylation of active olefins with alkyl halides with tributylgermanium hydride was investigated in detail.

Application

Efficient reducing agent for benzylic chlorides.

Packaging

Packaged in glass bottles

Pictograms

CorrosionExclamation mark

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Dam. 1

Storage Class Code

10 - Combustible liquids

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

Certificates of Analysis (COA)

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Evaluation of tributylgermanium hydride as a reagent for the reductive alkylation of active olefins with alkyl halides
Pike P, et al.
Tetrahedron, 44(20), 6295-6304 (1988)
Angewandte Chemie (International Edition in English), 31, 1046-1046 (1992)
Tributylgermanium hydride as a replacement for tributyltin hydride in radical reactions.
Bowman WR, et al.
Organic & Biomolecular Chemistry, 2(4), 585-592 (2004)
Theresia Ahrens et al.
Dalton transactions (Cambridge, England : 2003), 45(43), 17495-17507 (2016-11-02)
The reaction of the silyl complex [Rh{Si(OEt)

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