409170

Sigma-Aldrich

Tributylgermanium hydride

99%

Synonym(s):
Tributylgermane
Linear Formula:
[CH3(CH2)3]3GeH
CAS Number:
Molecular Weight:
244.99
MDL number:
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

1 g in glass bottle
Packaged in glass bottles

Pictograms

CorrosionExclamation mark

Signal Word

Danger

Hazard Statements

Precautionary Statements

hazcat

Eye Dam. 1

storage_class_code

10 - Combustible liquids

WGK Germany

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

Certificate of Analysis

Certificate of Origin

Angewandte Chemie (International Edition in English), 31, 1046-1046 (1992)
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)
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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