Tri-n-butylgermane

Base Information

• Chemical Name: Tri-n-butylgermane
• CAS No.: 998-39-0
• Molecular Formula: C12H28 Ge
• Molecular Weight: 244.944
• Hs Code.: 2931900090
• European Community (EC) Number: 623-334-4
• DSSTox Substance ID: DTXSID70274594
• Nikkaji Number: J1.259.191H
• Mol file: 998-39-0.mol

Synonyms:Tri-n-butylgermane;998-39-0;Tri-n-butylgermanium hydride;Tributylgermylradical;ACMC-20ajcu;?TRI-N-BUTYLGERMANE;Tributylgermanium hydride, 99%;DTXSID70274594;MFCD00077987;FT-0767113

Chemical Property of Tri-n-butylgermane

Chemical Property:

• Appearance/Colour: clear colorless liquid
• Melting Point: <0°C
• Refractive Index: n20/D 1.45(lit.)
• Boiling Point: 123 °C20 mm Hg(lit.)
• Flash Point: °C
• PSA: 0.00000
• Density: g/cm³
• LogP: 4.99400
• Sensitive.: Air & Moisture Sensitive
• Solubility.: Not miscible.
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 9
• Exact Mass: 245.1324536
• Heavy Atom Count: 13
• Complexity: 72.1

Purity/Quality:

99% ^*data from raw suppliers

Tributylgermanium hydride 99% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 20/21/22-41
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC[Ge](CCCC)CCCC
• Uses: Efficient reducing agent for benzylic chlorides.1 Tri-n-butylgermanium hydride is used in the reduction of benzylic chlorides. It is also used as pharmaceutical intermediate.

Technology Process of Tri-n-butylgermane

There total 4 articles about Tri-n-butylgermane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 69.0%

n-butyl magnesium bromide (693-03-8) + germaniumtetrachloride (10038-98-9) → tributylgermanium hydride (998-39-0) + tetrabutylgermanium (1067-42-1)

Guidance literature:

bis(cyclopentadienyl)titanium dichloride; In diethyl ether; N2-atmosphere; addn. of 5 equiv BuMgBr to precooled GeCl4 soln. (over 1h, stirring, dry ice/Me2CO bath), slow warming to room temp.; addn. of 2 M HCl, extn. of aq. layer (Et2O), drying of org. layer (MgSO4), solvent removal (reduced pressure), filtration, fractional distn. (reduced pressure); elem. anal.;

DOI:10.1016/S0022-328X(98)01172-3

Reference yield: 53.0%

butyl magnesium bromide (693-04-9) + germaniumtetrachloride (10038-98-9) → tributylgermanium hydride (998-39-0) + tetrabutylgermanium (1067-42-1)

Guidance literature:

With hydrogenchloride; bis(cyclopentadienyl)titanium dichloride; In diethyl ether; dropwise addn. of tetrachlorogermanium and butylmagnesium chloride to ether soln. of Ti complex at -78°C over 45 min, warming to room temp. over 45 min, refluxing for 15 h, cooling to 0°C, addn. of aq. HCl over 1 h; sepn. of the prganic layer, extn. of the aq. phase with ether, evapn. ofthe combined organic layers to dryness, filtration (Celite), distilln. under reduced pressure;

DOI:10.1039/b310520b

Reference yield:

n-Bu3GeGePh3 (37965-69-8) + acetic acid (64-19-7,77671-22-8) → tributyl germanium acetate + C18H15Ge(1+)*C2H3O2(1-) + triphenylgermane (2816-43-5) + hexaphenyldigermane (2816-39-9) + tributylgermanium hydride (998-39-0) + Hexabutyl-digermanium (7788-36-5) + bis(tributylgermanium) oxide (2587-86-2)

Guidance literature:

In tetrahydrofuran; for 18h; Inert atmosphere; UV-irradiation;

DOI:10.1002/ejic.201600421

upstream raw materials:

n-butyl magnesium bromide

lithium aluminium tetrahydride

butyl magnesium bromide

germaniumtetrachloride

Downstream raw materials:

1-methoxy-1-butene

Tributyl-phenethyl-germane

4,4'-dianisylmethane

4,4'-methylene-bis(N,N-dimethylaniline)