2,2-diethyl(6,8-di-tert-butyl)-4,5-benzo-2-germa-1,3-dioxolane
A
2-germylene(6,8-di-t-butyl)-4,5-benzo-1,3-dioxolane
B
diethyl germanium dichloride
Conditions | Yield |
---|---|
In tetrahydrofuran (high vacuum system), heated at 40°C for 6h; solvent removed under vacuum, agitated with pentane, elem. anal.; | A 57% B 95% |
2,2-diethyl(6,8-di-tert-butyl)-4,5-benzo-2-germa-1,3-dioxolane
germaniumtetrachloride
A
germanium(II) bis(3,5-di-tert-butyl-1,2-semiquinonate)
B
diethyl germanium dichloride
Conditions | Yield |
---|---|
In benzene (high vacuum system), heated at 80°C for 2h; pptd., filtered off, washed with benzene, then with pentane, dried under vacuum, elem. anal.; | A 91% B >99 |
Conditions | Yield |
---|---|
copper(l) iodide In diethyl ether hydrogermane mixed with 4 equiv. of CuCl2 and CuI in ether under room temp. for 8 h; solvent evapd., distilled under reduced pressure; | 85% |
thionyl chloride
(C2H5)2GeCl(CH2CH(OH)CH3)
A
(C2H5)2GeCl(CH2CHClCH3)
B
diethyl germanium dichloride
Conditions | Yield |
---|---|
In chloroform byproducts: SO2; under N2 or Ar; soln. of SOCl2 in CHCl3 added in portions to soln. of Ge-compd. kept at 0°C, warmed to room temp., evapn. of solvent under vac.; identified by NMR; | A 78% B 22% |
Dichlorophenylphosphine
benzil
diethyl-2,2 germa-2 phenyl-3 oxazolidone
A
diethyl germanium dichloride
B
tetraphenyl-2,3,5,9 oxo-7 trioxa-1,4,6 aza-9 phospha(V)-5 spiro<4,4>nonene-2
Conditions | Yield |
---|---|
In benzene dropwise addn. of phosphine to soln. of benzile and Ge compd. with stirring, 0°C; heating to room temp.; stirring, 12h; pptn.; filtration under Ar; detn. by NMR; | A n/a B 63% |
Conditions | Yield |
---|---|
In cyclohexane Kinetics; byproducts: CCl3CCl3; Irradiation (UV/VIS); photolysis of Ge-compd. in cyclohexane in the presence of CCl4 at 245 nm at room temp. for 30 min with a 110 W low pressure Hg arc lamp; | 63% |
Dichlorophenylphosphine
diethyl-2,2 germa-2 phenyl-3 oxazolidone
A
diethyl germanium dichloride
B
diphenyl-2,3 oxo-5 phospha(III)-2 oxazolidine-1,3
Conditions | Yield |
---|---|
In benzene dropwise addn. of phosphine to Ge compd. soln. with stirring, 0°C; heating to room temp.; stirring, 12h; pptn.; filtration under Ar; | A n/a B 59% |
germaniumtetrachloride
dimethyl-4,4 diethyl-2,2 germa-2 oxo-5 dioxa-1,3 olane
A
Ge(OC(CH3)2C(O)O)2
B
diethyl germanium dichloride
Conditions | Yield |
---|---|
In dichloromethane dropwise addn. of freshly distd. GeCl4 to Ge compd. soln.; evapn.; pptn.; recrystn. (CH2Cl2,pentane); | A 53% B n/a |
dichlorophenylarsine
methyl-4 diethyl-2,2 germa-2 phenyl-3 oxazolidone
A
diethyl germanium dichloride
B
2,3-diphenyl-4-methyl-5-oxo-2-arsa-1,3-oxazolidine
Conditions | Yield |
---|---|
In benzene dropwise addn. of PhAsCl to Ge compd. soln. with stirring, 0°C; heating to room temp.; pptn.; filtration under Ar; detn. by NMR; | A n/a B 49% |
3,5-di-tert-butyl-o-benzoquinone
chlorodiethylgermane
A
3,5-Di-tert-butylcatechol
B
2,2-diethyl(6,8-di-tert-butyl)-4,5-benzo-2-germa-1,3-dioxolane
C
diethyl germanium dichloride
Conditions | Yield |
---|---|
In benzene byproducts: HCl; heating in a sealed tube at 80 ° C for 12 h,; concn. (reduced pressure), anal. (IR, H-NMR, MS); 13% starting germane; | A 38% B 42% C 40% |
dichlorophenylarsine
dimethyl-4,4 diethyl-2,2 germa-2 oxo-5 dioxa-1,3 olane
A
dimethyl-4,4 phenyl-2 oxo-5 arsa-2 dioxolonne-1,3
B
diethyl germanium dichloride
Conditions | Yield |
---|---|
In benzene dropise addn. of PhAsCl2 soln. to Ge compd. soln. with stirring under inert gas, 5°C; heating to room temp.; evapn.;; recrystn. (CCl4); | A 42% B n/a |
methyl-4 diethyl-2,2 germa-2 phenyl-3 oxazolidone
B
diethyl germanium dichloride
Conditions | Yield |
---|---|
With thionyl chloride In benzene slow addn. of SOCl2 soln. to Ge compd. with stirring, 3°C; pptn.; filtration under Ar; detn. by NMR; | A 35% B n/a |
germaniumtetrachloride
B
diethyl germanium dichloride
Conditions | Yield |
---|---|
In hexane at 0 - 20℃; for 2h; |
thiophosgene
2,2-diethyl-4,5-diphenyl 1,3,2-dioxagermole
diethyl germanium dichloride
Conditions | Yield |
---|---|
In not given byproducts: SC(OC(C6H5)C(C6H5)O); |
Conditions | Yield |
---|---|
With acetyl chloride In not given |
dimethyl-4,4 diethyl-2,2 germa-2 oxo-5 dioxa-1,3 olane
diethyl germanium dichloride
Conditions | Yield |
---|---|
In dichloromethane byproducts: CO2, acetone; at 200°C; |
diethyl germanium dichloride
magnesium
bromopentene
bis(4-pentenyl)-diethylgermanium
Conditions | Yield |
---|---|
In tetrahydrofuran flask purged with N2; charged with Mg (0.11 mol) and dry THF; 5-bromo-1-pentene (0.08 mol) in dry THF added in portions; stirred and refluxed (0.5 h); cooled to room temp.; soln. of Et2GeCl2 (0.024 mol) added dropwise; refluxed (15 h); cooled to room temp.; poured over ice-cold 1 M NH4Cl; org. layer sepd.; washed with deionized H2O; dried over MgSO4; filtered; concd. (vac.); liq. dried over CaH2 under Schlenk vac.; | 93% |
Conditions | Yield |
---|---|
With triethylamine In benzene byproducts: Et3NHCl; elem. anal.; | 92% |
With triethylamine In benzene (inert atm.); room temp. 2h; filtn., evapn., sublimation (195°C/760 mm Hg); | 67% |
5-mercapto-3-phenyl-Δ(4)-{1,3,4}thiadiazoline-2-thione, potassium salt
diethyl germanium dichloride
Conditions | Yield |
---|---|
In benzene N2, stoich., stirred for 12 h at 40°C; filtered, evapd. (vac.), recrystd. (ether/dichloromethane); elem. anal.; | 92% |
Conditions | Yield |
---|---|
In tetrahydrofuran (inert atm.), stirring, (12 h, room temp.); filtn., evapn., recrystn. (THF/hexane); | 91% |
diethyl germanium dichloride
diethylmethoxychlorogermane
Conditions | Yield |
---|---|
With methanol; triethylamine In benzene byproducts: NEt3*HCl; (dry Ar or N2), dry solvents; addn. of NEt3 to soln. of Et2GeCl2 and MeOH in benzene;; filtration, conc. (reduced pressure);; | 90% |
diethyl germanium dichloride
bromopentene
bis(4-pentenyl)-diethylgermanium
Conditions | Yield |
---|---|
With magnesium In diethyl ether inert atmosphere; addn. of bromoalkene to Mg powder, refluxing for 1 h, addn. of Ge-compd. (room temp.), refluxing for 24-30 h; cooling to room temp., pouring into ice-cold aq. NH4Cl, extn. into ether, drying (MgSO4), solvent removal (vac.), fractional vac. distn. from CaH2; elem. anal.; | 89% |
sodium picolinate
diethyl germanium dichloride
diethylgermanium bis(2-picolinate)
Conditions | Yield |
---|---|
In benzene byproducts: NaCl; under Ar atm., in unhyd. conditions; soln. of Et2GeCl2 in C6H6 added to suspn. of sodium salt in C6H6 with vigorous stirring, refluxed for 5 h; cooled to room temp., pptd. NaCl filtered off, filtrate dried under vac.: elem. anal.; | 89% |
2-methylallylmagnesium chloride
diethyl germanium dichloride
Conditions | Yield |
---|---|
In tetrahydrofuran for 3h; Inert atmosphere; | 87.5% |
Conditions | Yield |
---|---|
Stage #1: 2-pyridinealdoxime With methanol; sodium Reflux; Inert atmosphere; Stage #2: diethyl germanium dichloride In benzene for 4h; Reflux; Inert atmosphere; | 87% |
allylmagnesium bromide
diethyl germanium dichloride
diallyldiethylgermane
Conditions | Yield |
---|---|
In tetrahydrofuran at 20℃; for 24h; | 87% |
2-methyllactic acid
diethyl germanium dichloride
dimethyl-4,4 diethyl-2,2 germa-2 oxo-5 dioxa-1,3 olane
Conditions | Yield |
---|---|
With triethylamine In benzene (inert atm.); room temp. 2h; filtn., evapn., recrystn.(MeCOOEt); | 86% |
diethyl germanium dichloride
(C2H5)2GeS(C(CN))2S
Conditions | Yield |
---|---|
In tetrahydrofuran byproducts: NaCl; to soln. of Na dithiolate in dry THF added dropwise at 0°C with stirring Ge compd., after 1 h stirring at this temp. mixt. was allowed to warm up to room temp. and filtered, then MeOH removed.; residue washed with pentane; | 85% |
diethyl germanium dichloride
disodium cis-1,2-dicyano-1,2-ethylenedithiolate
(C2H5)2GeS(C(CN))2S
Conditions | Yield |
---|---|
In tetrahydrofuran byproducts: NaCl; | 85% |
Methyl 3-aminothiophene-2-carboxylate
diethyl germanium dichloride
1,8-diazabicyclo[5.4.0]undec-7-ene
3-diethylamino 2-methylthiophoate
Conditions | Yield |
---|---|
In benzene byproducts: DBU*HCl; (dry Ar or N2), dry solvents; react. at 20°C;; | 85% |
Methyl 3-aminothiophene-2-carboxylate
diethyl germanium dichloride
A
diethylgermyl bis(aminothiophoate)
B
3-diethylamino 2-methylthiophoate
Conditions | Yield |
---|---|
With triethylamine In benzene byproducts: N(C2H5)3HCl; (dry Ar or N2), dry solvents; addn. of a mixt. of thiophoate and Et3N in benzene to Ge-compd. in benzene at 0°C, stirring at 20°C (4 h);; filtration;; | A 10-15 B 85% |
vinyl magnesium bromide
diethyl germanium dichloride
diethyldivinylgermane
Conditions | Yield |
---|---|
In tetrahydrofuran at 20℃; for 24h; | 85% |
In tetrahydrofuran Sonication; germane was sonicated with a commercial 1 M soln. of CH2CHMgBr in THF; | 80% |
In tetrahydrofuran Inert atmosphere; Schlenk technique; Sonication; | 80% |
Conditions | Yield |
---|---|
With magnesium In tetrahydrofuran byproducts: MgClBr; Sonication; the mixt. of magnesium, germane and halogen-compound in THF was sonicated for 2 h (inert atm.); the mixt. was washed with satd. soln. of NaCl, extd. with diethyl ether,the organic layer was dried over MgSO4, the solvent was removed under r educed pressure, column chromy. (petroleum ether-diethyl ether 95/5); | 85% |
With magnesium In tetrahydrofuran for 2h; Inert atmosphere; Schlenk technique; Sonication; | 85% |
Conditions | Yield |
---|---|
Stage #1: 2-pyridinealdoxime With methanol; sodium Reflux; Inert atmosphere; Stage #2: diethyl germanium dichloride In benzene for 4h; Reflux; Inert atmosphere; | 84% |
diethyl germanium dichloride
3-Hydroxy-2-naphthoic acid
(C2H5)2Ge(OC10H6CO2)
Conditions | Yield |
---|---|
With triethylamine In benzene (inert atm.); stiring (room temp. 2h); filtn., evapn., recrystn. (benzene/hexane); | 83% |
Conditions | Yield |
---|---|
With magnesium In tetrahydrofuran byproducts: MgClBr; Sonication; the mixt. of magnesium, germane and halogen-compound in THF was sonicated for 2 h (inert atm.); the mixt. was washed with satd. soln. of NaCl, extd. with diethyl ether,the organic layer was dried over MgSO4, the solvent was removed under r educed pressure, column chromy. (petroleum ether-diethyl ether 95/5); | 82% |
With magnesium In tetrahydrofuran for 2h; Inert atmosphere; Schlenk technique; Sonication; | 82% |
1-bromo-4-butene
diethyl germanium dichloride
magnesium
bis(3-butenyl)-diethylgermanium
Conditions | Yield |
---|---|
In tetrahydrofuran flask purged with N2; charged with Mg (0.11 mol) and dry THF; 4-bromo-1-butene (0.08 mol) in dry THF added in portions; stirred and refluxed (0.5 h); cooled to room temp.; soln. of Et2GeCl2 (0.024 mol) added dropwise; refluxed (15 h); cooled to room temp.; poured over ice-cold 1 M NH4Cl; org. layer sepd.; washed with deionized H2O; dried over MgSO4; filtered; concd. (vac.); liq. dried over CaH2 under Schlenk vac.; | 82% |
1,2-bis(dimethylgermyl)ethane-iron tetracarbonyl
diethyl germanium dichloride
A
(C2H5)2GeFe(CO)4Ge(C2H5)2Fe(CO)4
B
1,2-bis(chlorodimethylgermyl)ethane
Conditions | Yield |
---|---|
In neat (no solvent) mixt. of (CH3)2Ge(CH2)2Ge(CH3)2Fe(CO)4 and Et2GeCl2 heated at 140°C for 8h in a sealed tube under argon; determination: GC,1H-NMR; | A 12% B 81% |
diethyl germanium dichloride
Conditions | Yield |
---|---|
In pentane byproducts: KCl; dry Ar atm.; equimolar amts., cooling (-78°C), heating (20°C), stirring (15 h); filtn., washing (pentane), evapn., drying (vac.); elem. anal.; | 80.6% |
diethyl germanium dichloride
1,2-phenylenebis(methylphosphine)
C6H4(P(CH3)Ge(CH2CH3)2P(CH3))
Conditions | Yield |
---|---|
With n-butyllithium In not given byproducts: LiCl; (under Ar); metallation of the phosphine with Li-n-Bu in THF (at - 30°C) or ether, dropwise addn. of Cl2GeEt2 in ether at -20°C with stirring, stirring for 2 h at room temp.; filtn. from LiCl, vac. distn., cis/trans 40/60, elem. anal.; | 80% |
diethyl germanium dichloride
2-mercapto-2-methylpropanoic acid
C7H14GeO2S
Conditions | Yield |
---|---|
With triethylamine In benzene (inert atm.); room temp. 2h; filtn., evapn., destilation; | 80% |
diethyl germanium dichloride
N-phthaloyl-DL-leucine
Conditions | Yield |
---|---|
Stage #1: N-phthaloyl-DL-leucine With sodium In methanol; benzene for 5h; Reflux; Stage #2: diethyl germanium dichloride In methanol; benzene for 8h; Reflux; | 79% |
The CAS register number of Diethylgermanium dichloride is 13314-52-8. It also can be called as Germane,dichlorodiethyl- and the IUPAC name about this chemical is dichloro(diethyl)germane. The molecular formula about this chemical is C4H10Cl2Ge and the molecular weight is 201.67. It belongs to the following product categories, such as Organogermanium; Organometallic Reagents; Others and so on.
Physical properties about Diethylgermanium dichloride are: (1)ACD/LogP: 6.40; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 6.39; (4)ACD/LogD (pH 7.4): 6.39; (5)ACD/BCF (pH 5.5): 42654.64; (6)ACD/BCF (pH 7.4): 42654.64; (7)ACD/KOC (pH 5.5): 71731.99; (8)ACD/KOC (pH 7.4): 71731.99; (9)#Freely Rotating Bonds: 2; (10)Flash Point: 52 °C; (11)Enthalpy of Vaporization: 39.07 kJ/mol; (12)Boiling Point: 171 °C at 760 mmHg; (13)Vapour Pressure: 1.9 mmHg at 25°C.
When you are using this chemical, please be cautious about it as the following:
This chemical is harmful by inhalation, in contact with skin and if swallowed and it is irritating to eyes and respiratory system, it is also flammable. When you are using it, wear suitable protective clothing, you need keep away from sources of ignition. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
You can still convert the following datas into molecular structure:
(1)SMILES: Cl[Ge](Cl)(CC)CC
(2)InChI: InChI=1/C4H10Cl2Ge/c1-3-7(5,6)4-2/h3-4H2,1-2H3
(3)InChIKey: BWUPRNSPZFPYEK-UHFFFAOYAP
(4)Std. InChI: InChI=1S/C4H10Cl2Ge/c1-3-7(5,6)4-2/h3-4H2,1-2H3
(5)Std. InChIKey: BWUPRNSPZFPYEK-UHFFFAOYSA-N
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