1-Chloro-3,4-dimethyl-1-phenyl-2,5-dihydro-1H-germole

Base Information

• Chemical Name: 1-Chloro-3,4-dimethyl-1-phenyl-2,5-dihydro-1H-germole
• CAS No.: 26311-81-9
• Molecular Formula: C12H15ClGe
• Molecular Weight: 267.294
• Mol file: 26311-81-9.mol

Synonyms:1-Chlor-3,4-dimethyl-1-phenyl-1-germano-cyclopent-3-en;1-Chloro-3,4-dimethyl-1-phenyl-2,5-dihydro-1H-germole;1H-Germole,1-chloro-2,5-dihydro-3,4-dimethyl-1-phenyl;1-Chloro-3,4-dimethyl-1-phenyl-1-germacyclopent-3-ene;

Chemical Property of 1-Chloro-3,4-dimethyl-1-phenyl-2,5-dihydro-1H-germole

Chemical Property:

• PSA: 0.00000
• LogP: 4.05350

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-Chloro-3,4-dimethyl-1-phenyl-2,5-dihydro-1H-germole

There total 11 articles about 1-Chloro-3,4-dimethyl-1-phenyl-2,5-dihydro-1H-germole 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: 88.0%

phenylgermanium chloride (7366-22-5) + 2,3-dimethyl-buta-1,3-diene (513-81-5) → 1-Chlor-3,4-dimethyl-1-phenyl-1-germano-cyclopent-3-en (26311-81-9)

Guidance literature:

With Bu₂Hg; In benzene; 48 h at room temperature, Hg precipitated, butadiene was added, heated at 100°C for 2 h in sealed tube; distillation, pptn. with pentane at -30°C;

DOI:10.1016/S0022-328X(00)85661-2

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: 76.0%

1,1,2,2-tetrachlorodiphenyldigermane (32284-98-3) + 2,3-dimethyl-buta-1,3-diene (513-81-5) → chlorotriphenylgermane (1626-24-0) + 1-Chlor-3,4-dimethyl-1-phenyl-1-germano-cyclopent-3-en (26311-81-9)

Guidance literature:

In neat (no solvent); Ge deriv. heating with a large excess of organic reagent in a sealed tube at 120°C for 24 h, concg. in vacuo; identified by chromy. and NMR spectra;

DOI:10.1016/0022-328X(84)85145-1

upstream raw materials:

diazoacetic acid ethyl ester

tri-n-butyl-tin hydride

trichlorophenylgermane

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

Downstream raw materials:

(C₆F₅)3Ge(C₆H₅)Ge(CH₂CCH₃)2

chlorotriethylstannane

C₆H₅(GeC₄H₄(CH₃)2)2C₆H₅

(C₆H₅)3Ge(C₆H₅)Ge(CH₂CCH₃)2