1,1,2,2-Tetraphenyldigermane

Base Information

• Chemical Name: 1,1,2,2-Tetraphenyldigermane
• CAS No.: 13891-99-1
• Molecular Formula: C24H22 Ge2
• Molecular Weight: 455.619
• Hs Code.: 2931900090
• DSSTox Substance ID: DTXSID90930246
• Nikkaji Number: J2.133.281J
• Mol file: 13891-99-1.mol

Synonyms:1,1,2,2-Tetraphenyldigermane;DTXSID90930246

Chemical Property of 1,1,2,2-Tetraphenyldigermane

Chemical Property:

• PSA: 0.00000
• LogP: 5.41060
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 4
• Exact Mass: 453.9997542
• Heavy Atom Count: 26
• Complexity: 363

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)[Ge](=[Ge](C2=CC=CC=C2)C3=CC=CC=C3)C4=CC=CC=C4

Technology Process of 1,1,2,2-Tetraphenyldigermane

There total 14 articles about 1,1,2,2-Tetraphenyldigermane 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: 79.0%

lithium aluminium tetrahydride (16853-85-3) + tetraphenyldigermanium dichloride (37044-16-9) → 1,1,2,2-tetraphenyl 1,2-digermane (13891-99-1)

Guidance literature:

In tetrahydrofuran; byproducts: LiCl, AlH3; to Ge complex (0.209 mmol) soln. added suspn. of LiAlH4 (0.416 mmol), stirred under N2 for 18 h at 25°C; solvent removed in vac., washed with benzene, dried in vac.;

DOI:10.1016/j.jorganchem.2010.04.015

Reference yield: 69.0%

diphenylgermane (1675-58-7) + tert.-butyl lithium (594-19-4) → 1,1,2,2,3,3-hexaphenyltrigermane (120154-44-1) + 1,1,2,2-tetraphenyl 1,2-digermane (13891-99-1) + H(GePh2)4H (13892-00-7)

Guidance literature:

In pentane; byproducts: LiH, isobutane; inert atmosphere; addn. of t-BuLi soln. in pentane to Ph2GeH2 soln. in Et2NMe (-40°C), stirring (20°C, 14 h); hydrolysis, extn., concentration, crystn. (Et2O/MeOH 4:1); slightly impure;

DOI:10.1021/om00115a032

Reference yield: 43.0%

diphenylhydrogermyllithium (120154-42-9) + phenyldichlorogermane (7366-24-7) → diphenylgermane (1675-58-7) + 1,1,2,2-tetraphenyl 1,2-digermane (13891-99-1)

Guidance literature:

In tetrahydrofuran; diethyl ether; inert atmosphere; -70°C, 1 h; evapn. (vac.), washing (pentane), evapn.; NMR spectroscopy;

DOI:10.1021/om00115a032

upstream raw materials:

diphenylhydrogermyllithium

α,α'-dibromo-o-xylene

phenyldichlorogermane

phenylgermanium chloride

Downstream raw materials:

1,2-dimethyl-1,1,2,2-tetraphenylgermane

(C₆H₅)2HGeGe(CH₃)(C₆H₅)2

diphenylgermylene

(C₆H₅)2GeHGeCl(C₆H₅)2

Refernces

• 1、 Roewe, Kimberly D.,Golen, James A.,Rheingold, Arnold L.,Weinert, Charles S.. "Synthesis, structure, and properties of the hexagermane Pri 3Ge(GePh2)4GePri3". . p. 533 - 541. Retrieved 2014/06/10.
• 2、 Tanabe, Makoto,Hanzawa, Masaya,Ishikawa, Naoko,Osakada, Kohtaro. "Formation and ring expansion of germaplatinacycles via dehydrogenative Ge-Ge and Ge-Pt bond-forming reactions". . p. 6014 - 6019. Retrieved 2010/02/16.