Chloro(phenyl)germane

Base Information

• Chemical Name: Chloro(phenyl)germane
• CAS No.: 7366-22-5
• Molecular Formula: C6H7ClGe
• Molecular Weight: 187.165
• DSSTox Substance ID: DTXSID80823092
• Mol file: 7366-22-5.mol

Synonyms:Chloro(phenyl)germane;Phenylchlorogermane;SCHEMBL10577121;DTXSID80823092;7366-22-5

Chemical Property of Chloro(phenyl)germane

Chemical Property:

• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 185.9291556
• Heavy Atom Count: 8
• Complexity: 59.5

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)[Ge]Cl

Technology Process of Chloro(phenyl)germane

There total 4 articles about Chloro(phenyl)germane 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: 84.0%

phenylgermane (2875-92-5) + copper dichloride → phenylgermanium chloride (7366-22-5)

Guidance literature:

In toluene; hydrogermane mixed with 2 equiv. of CuCl2 in toluene under reflux for 19h; solvent evapd., distilled under reduced pressure;

DOI:10.1246/cl.2001.886

Reference yield: 80.0%

diazoacetic acid ethyl ester (623-73-4) + tri-n-butyl-tin hydride (688-73-3) + trichlorophenylgermane (1074-29-9) + 2,3-dimethyl-buta-1,3-diene (513-81-5) → tributyltin chloride (1461-22-9) + phenylgermane (2875-92-5) + phenylgermanium chloride (7366-22-5) + 1-Chlor-3,4-dimethyl-1-phenyl-1-germano-cyclopent-3-en (26311-81-9)

Guidance literature:

In neat (no solvent); byproducts: N2, ClCH2CO2CH2CH3; 1 equiv of diazoester adding slowly to an equimolar mixt. of Ge and Sn deriv. to result in exothermic reaction with N2 evolution; after 4 h at 20°C concg., diene ligand adding, heating in a sealed tube for 12h at 120°C; analyzed by gas chromy. and NMR spectroscopy;

DOI:10.1016/S0022-328X(00)87640-8

Reference yield: 40.0%

tri-n-butyl-tin hydride (688-73-3) + trichlorophenylgermane (1074-29-9) → tributyltin chloride (1461-22-9) + phenylgermane (2875-92-5) + phenylgermanium chloride (7366-22-5) + phenyldichlorogermane (7366-24-7)

Guidance literature:

In neat (no solvent); equimolar mixt. of reagents allowing to stand for 5 h at 20°C; analyzed by gas chromy. and NMR spectroscopy;

DOI:10.1016/S0022-328X(00)87640-8

upstream raw materials:

diazoacetic acid ethyl ester

tri-n-butyl-tin hydride

trichlorophenylgermane

2,3-dimethyl-buta-1,3-diene

Downstream raw materials:

C₆H₅GeClHCHOHC₆H₅

(C₆H₅)HGe

(C₆H₅)H₂GeGeHClC₆H₅

3,4-Dimethyl-1-phenyl-1-germano-cyclopent-3-en

Refernces

• 1、 Castel, A.,Riviere, P.,Satge, J.. "ASSISTANCE NUCLEOPHILE DANS DES REACTIONS DE REDUCTION D'ORGANOHALOGENO- ET HALOGENO-GERMANES PAR DES REDUCTEURS DOUX R3M(IVB)-H ET RCHO: GERMYLANIONS, DERIVES FONCTIONNELS DU GERMANIUM". . p. 137 - 146. Retrieved 2007/10/02.