409170
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
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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
Signal Word
Danger
Hazard Statements
Precautionary 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
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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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