CAS No.13314-52-8,DIETHYLGERMANIUM DICHLORIDE Suppliers,MSDS download

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DIETHYLGERMANIUM DICHLORIDE Basic information Product Name: DIETHYLGERMANIUM DICHLORIDE Synonyms: DIETHYLGERMANIUM DICHLORIDE;DIETHYLDICHLOROGERM

13314-52-8 C4H10Cl2Ge DIETHYLGERMANIUM DICHLORIDE

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Diethylgermanium dichloride

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Synthetic route

: germanium(II) chloride dioxane

: 78100-52-4
2,2-diethyl(6,8-di-tert-butyl)-4,5-benzo-2-germa-1,3-dioxolane

A: 110577-20-3
2-germylene(6,8-di-t-butyl)-4,5-benzo-1,3-dioxolane

B: 13314-52-8
diethyl germanium dichloride

Conditions

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%

...Expand

: 78100-52-4
2,2-diethyl(6,8-di-tert-butyl)-4,5-benzo-2-germa-1,3-dioxolane

: 10038-98-9
germaniumtetrachloride

A: 110577-18-9
germanium(II) bis(3,5-di-tert-butyl-1,2-semiquinonate)

B: 13314-52-8
diethyl germanium dichloride

Conditions

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

...Expand

: 1631-46-5
diethylgermane

: copper dichloride

: 13314-52-8
diethyl germanium dichloride

Conditions

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%

: 7719-09-7
thionyl chloride

: 77013-74-2
(C2H5)2GeCl(CH2CH(OH)CH3)

A: 77013-76-4
(C2H5)2GeCl(CH2CHClCH3)

B: 13314-52-8
diethyl germanium dichloride

Conditions

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%

...Expand

: 644-97-3
Dichlorophenylphosphine

: 134-81-6
benzil

: 64548-93-2
diethyl-2,2 germa-2 phenyl-3 oxazolidone

A: 13314-52-8
diethyl germanium dichloride

B: 64548-99-8
tetraphenyl-2,3,5,9 oxo-7 trioxa-1,4,6 aza-9 phospha(V)-5 spiro<4,4>nonene-2

Conditions

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%

...Expand

: 56-23-5
tetrachloromethane

: 22694-80-0
poly(diethylgermane)

: 13314-52-8
diethyl germanium dichloride

Conditions

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%

: 644-97-3
Dichlorophenylphosphine

: 64548-93-2
diethyl-2,2 germa-2 phenyl-3 oxazolidone

A: 13314-52-8
diethyl germanium dichloride

B: 64548-98-7
diphenyl-2,3 oxo-5 phospha(III)-2 oxazolidine-1,3

Conditions

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%

...Expand

: 10038-98-9
germaniumtetrachloride

: 64548-96-5
dimethyl-4,4 diethyl-2,2 germa-2 oxo-5 dioxa-1,3 olane

A: 130942-71-1
Ge(OC(CH3)2C(O)O)2

B: 13314-52-8
diethyl germanium dichloride

Conditions

Conditions	Yield
In dichloromethane dropwise addn. of freshly distd. GeCl4 to Ge compd. soln.; evapn.; pptn.; recrystn. (CH2Cl2,pentane);	A 53% B n/a

...Expand

: 696-28-6
dichlorophenylarsine

: 84973-36-4
methyl-4 diethyl-2,2 germa-2 phenyl-3 oxazolidone

A: 13314-52-8
diethyl germanium dichloride

B: 130942-70-0
2,3-diphenyl-4-methyl-5-oxo-2-arsa-1,3-oxazolidine

Conditions

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%

...Expand

: 3383-21-9
3,5-di-tert-butyl-o-benzoquinone

: 10177-53-4
chlorodiethylgermane

A: 1020-31-1
3,5-Di-tert-butylcatechol

B: 78100-52-4
2,2-diethyl(6,8-di-tert-butyl)-4,5-benzo-2-germa-1,3-dioxolane

C: 13314-52-8
diethyl germanium dichloride

Conditions

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%

...Expand

: 696-28-6
dichlorophenylarsine

: 64548-96-5
dimethyl-4,4 diethyl-2,2 germa-2 oxo-5 dioxa-1,3 olane

A: 64548-97-6
dimethyl-4,4 phenyl-2 oxo-5 arsa-2 dioxolonne-1,3

B: 13314-52-8
diethyl germanium dichloride

Conditions

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

...Expand

: 84973-36-4
methyl-4 diethyl-2,2 germa-2 phenyl-3 oxazolidone

A: 4-methyl-3-phenyl-2,5-dioxo-1,2,3-oxathiazolidine

B: 13314-52-8
diethyl germanium dichloride

Conditions

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

: C6H15Al*C9H21N

: 10038-98-9
germaniumtetrachloride

A: C2H5AlCl2*C9H21N

B: 13314-52-8
diethyl germanium dichloride

Conditions

Conditions	Yield
In hexane at 0 - 20℃; for 2h;

...Expand

: 463-71-8
thiophosgene

: 104284-23-3
2,2-diethyl-4,5-diphenyl 1,3,2-dioxagermole

: 13314-52-8
diethyl germanium dichloride

Conditions

Conditions	Yield
In not given byproducts: SC(OC(C6H5)C(C6H5)O);

: 7446-70-0
aluminium trichloride

: 597-63-7
tetraethylgermane

: 13314-52-8
diethyl germanium dichloride

Conditions

Conditions	Yield
With acetyl chloride In not given

: 64548-96-5
dimethyl-4,4 diethyl-2,2 germa-2 oxo-5 dioxa-1,3 olane

: 13314-52-8
diethyl germanium dichloride

Conditions

Conditions	Yield
In dichloromethane byproducts: CO2, acetone; at 200°C;

: 13314-52-8
diethyl germanium dichloride

: 7439-95-4
magnesium

: 1119-51-3
bromopentene

: 259187-11-6
bis(4-pentenyl)-diethylgermanium

Conditions

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%

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%

...Expand

: 13314-52-8
diethyl germanium dichloride

: 76-93-7
Benzilic acid

: 139415-85-3
(C2H5)2GeCO2C(C6H5)2O

Conditions

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%

: 6336-51-2
5-mercapto-3-phenyl-Δ(4)-{1,3,4}thiadiazoline-2-thione, potassium salt

: 13314-52-8
diethyl germanium dichloride

: bis(2,5-dimercapto-4-phenyl-1,3,4-thiodiazolate)diethylgermanium(IV)

Conditions

Conditions	Yield
In benzene N2, stoich., stirred for 12 h at 40°C; filtered, evapd. (vac.), recrystd. (ether/dichloromethane); elem. anal.;	92%

: 15843-43-3, 31038-77-4
silver oxalate

: 13314-52-8
diethyl germanium dichloride

: 164019-28-7
C6H10GeO4

Conditions

Conditions	Yield
In tetrahydrofuran (inert atm.), stirring, (12 h, room temp.); filtn., evapn., recrystn. (THF/hexane);	91%

: 13314-52-8
diethyl germanium dichloride

: 137321-07-4
diethylmethoxychlorogermane

Conditions

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%

: 13314-52-8
diethyl germanium dichloride

: 1119-51-3
bromopentene

: 259187-11-6
bis(4-pentenyl)-diethylgermanium

Conditions

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%

: 57665-05-1
sodium picolinate

: 13314-52-8
diethyl germanium dichloride

: 1207645-37-1
diethylgermanium bis(2-picolinate)

Conditions

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%

: 5674-01-1
2-methylallylmagnesium chloride

: 13314-52-8
diethyl germanium dichloride

: di(2-methylallyl)diethylgermane

Conditions

Conditions	Yield
In tetrahydrofuran for 3h; Inert atmosphere;	87.5%

: 873-69-8
2-pyridinealdoxime

: 13314-52-8
diethyl germanium dichloride

: C16H20GeN4O2

Conditions

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%

: 2622-05-1
allylmagnesium bromide

: 13314-52-8
diethyl germanium dichloride

: 1793-89-1
diallyldiethylgermane

Conditions

Conditions	Yield
In tetrahydrofuran at 20℃; for 24h;	87%

: 594-61-6
2-methyllactic acid

: 13314-52-8
diethyl germanium dichloride

: 64548-96-5
dimethyl-4,4 diethyl-2,2 germa-2 oxo-5 dioxa-1,3 olane

Conditions

Conditions	Yield
With triethylamine In benzene (inert atm.); room temp. 2h; filtn., evapn., recrystn.(MeCOOEt);	86%

: 13314-52-8
diethyl germanium dichloride

: disodium maleonitriledithiolato

: 104284-16-4
(C2H5)2GeS(C(CN))2S

Conditions

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%

: 13314-52-8
diethyl germanium dichloride

: 5466-54-6
disodium cis-1,2-dicyano-1,2-ethylenedithiolate

: 104284-16-4
(C2H5)2GeS(C(CN))2S

Conditions

Conditions	Yield
In tetrahydrofuran byproducts: NaCl;	85%

: 22288-78-4
Methyl 3-aminothiophene-2-carboxylate

: 13314-52-8
diethyl germanium dichloride

: 6674-22-2
1,8-diazabicyclo[5.4.0]undec-7-ene

: 137321-02-9
3-diethylamino 2-methylthiophoate

Conditions

Conditions	Yield
In benzene byproducts: DBU*HCl; (dry Ar or N2), dry solvents; react. at 20°C;;	85%

...Expand

: 22288-78-4
Methyl 3-aminothiophene-2-carboxylate

: 13314-52-8
diethyl germanium dichloride

A: 137321-03-0
diethylgermyl bis(aminothiophoate)

B: 137321-02-9
3-diethylamino 2-methylthiophoate

Conditions

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%

...Expand

: 1826-67-1
vinyl magnesium bromide

: 13314-52-8
diethyl germanium dichloride

: 22773-67-7
diethyldivinylgermane

Conditions

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%

: 13314-52-8
diethyl germanium dichloride

: 106-95-6
allyl bromide

: 1793-89-1
diallyldiethylgermane

Conditions

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%

: 873-69-8
2-pyridinealdoxime

: 13314-52-8
diethyl germanium dichloride

: C24H20GeN4O2

Conditions

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%

: 13314-52-8
diethyl germanium dichloride

: 92-70-6
3-Hydroxy-2-naphthoic acid

: 164019-31-2
(C2H5)2Ge(OC10H6CO2)

Conditions

Conditions	Yield
With triethylamine In benzene (inert atm.); stiring (room temp. 2h); filtn., evapn., recrystn. (benzene/hexane);	83%

: 100-39-0
benzyl bromide

: 13314-52-8
diethyl germanium dichloride

: 109021-78-5
dibenzyldiethylgermane

Conditions

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%

: 5162-44-7
1-bromo-4-butene

: 13314-52-8
diethyl germanium dichloride

: 7439-95-4
magnesium

: 259187-12-7
bis(3-butenyl)-diethylgermanium

Conditions

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%

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%

...Expand

: 120926-69-4
1,2-bis(dimethylgermyl)ethane-iron tetracarbonyl

: 13314-52-8
diethyl germanium dichloride

A: 15708-59-5
(C2H5)2GeFe(CO)4Ge(C2H5)2Fe(CO)4

B: 63746-65-6
1,2-bis(chlorodimethylgermyl)ethane

Conditions

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%

...Expand

: 2K(1+)*((CH3)3CP)4(2-)*C4H8O=K2((CH3)3CP)4*C4H8O

: 13314-52-8
diethyl germanium dichloride

: (C2H5)2Ge((CH3)3CP)4

Conditions

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%

: 13314-52-8
diethyl germanium dichloride

: 96283-99-7
1,2-phenylenebis(methylphosphine)

: 96338-94-2, 96284-08-1
C6H4(P(CH3)Ge(CH2CH3)2P(CH3))

Conditions

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%

: 13314-52-8
diethyl germanium dichloride

: 4695-31-2
2-mercapto-2-methylpropanoic acid

: 164019-26-5
C7H14GeO2S

Conditions

Conditions	Yield
With triethylamine In benzene (inert atm.); room temp. 2h; filtn., evapn., destilation;	80%

: 13314-52-8
diethyl germanium dichloride

: 19506-89-9
N-phthaloyl-DL-leucine

: bis-(1,3-dihydro-1,3-dioxo-α-isobutyl-2H-isoindole-2-acetato)diethylgermanium(IV)

Conditions

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%

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