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inquiryProduct Name: LITHIUM DIMETHYLAMIDE Synonyms: LITHIUM DIMETHYLAMIDE;LITHIUM DIMETHYLAMIDE, 5 WT. % SUSPENSIO N IN HEXANES;Lithiumdimethylamide,95%;Methanamine, N-methyl-, lithium salt;lithium dimethylamide preparation;(Dimethylamino) lithium;Di
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inquiryPackage:10, 50 g in glass bottle Application:Lithium dimethylamide is used as a reagent in the synthesis of boron-nitrogen heterocycles and 2,2 diborabiphenyl. It is a deprotecting agent which is employed in demethylation of bis(imino)pyrid...
trityllithium
dimethyl amine
A
triphenylmethane
B
lithium dimethylamide
Conditions | Yield |
---|---|
In tetrahydrofuran at 30℃; Equilibrium constant; |
1-cyclopentenyllithium
3,4-dimethoxy-3-cyclobutene-1,2-dione
A
lithium dimethylamide
Conditions | Yield |
---|---|
Mechanism; other squarates, other alkenyllithium compounds, other 2-lithioallylamines, multistep reaction, 1.) THF, pentane, 1 h, 2.) THF, pentane, -78 deg C -> room temperature; |
Conditions | Yield |
---|---|
With n-butyllithium | |
With n-hexyllithium In tetrahydrofuran; hexane at 10℃; | |
With n-butyllithium In hexane for 1h; Cooling with ice; |
Conditions | Yield |
---|---|
In tetrahydrofuran; hexane at 10℃; |
lithium dimethylamide
Conditions | Yield |
---|---|
In not given dissocn. in soln.; |
A
lithium dimethylamide
B
tetrakis(dimethylamido)molybdenum(IV)
Conditions | Yield |
---|---|
In benzene | |
In toluene |
Conditions | Yield |
---|---|
With n-butyllithium In tetrahydrofuran at -78 - 20℃; for 14h; Inert atmosphere; |
Conditions | Yield |
---|---|
In hexane; toluene at -20 - -15℃; |
lithium dimethylamide
Conditions | Yield |
---|---|
In acetonitrile at 20℃; for 5h; | 99.2% |
lithium dimethylamide
Conditions | Yield |
---|---|
In acetonitrile | 99.2% |
lithium dimethylamide
diphenyltin(IV) dichloride
bis(dimethylamido)diphenyltin(IV)
Conditions | Yield |
---|---|
In benzene under inert conditions, 1 equiv. of Sn-compd was added to an ice-cooled suspension of 2.2 equiv. of LiNMe2 in benzene, stirring at room temp. for 2 d; mixt. was filtered, volatiles were removed in vac.; | 99% |
In not given |
Conditions | Yield |
---|---|
In benzene under inert conditions, 1 equiv. of Sn-compd was added to an ice-cooled suspension of 2.2 equiv. of LiNMe2 in benzene, stirring at room temp. for 2 d; mixt. was filtered, volatiles were removed in vac.; | 99% |
lithium dimethylamide
di(p-tolyl)tin dichloride
(p-MeC6H4)2Sn(NMe2)2
Conditions | Yield |
---|---|
In benzene under inert conditions, 1 equiv. of Sn-compd was added to an ice-cooled suspension of 2.2 equiv. of LiNMe2 in benzene, stirring at room temp. for 2 d; mixt. was filtered, volatiles were removed in vac.; | 99% |
dichloro[bis(p-methoxyphenyl)]stannane
lithium dimethylamide
(p-MeOC6H4)2Sn(NMe2)2
Conditions | Yield |
---|---|
In benzene under inert conditions, 1 equiv. of Sn-compd was added to an ice-cooled suspension of 2.2 equiv. of LiNMe2 in benzene, stirring at room temp. for 2 d; mixt. was filtered, volatiles were removed in vac.; | 99% |
lithium dimethylamide
bis(4-fluorophenyl)tin dichloride
(p-FC6H4)2Sn(NMe2)2
Conditions | Yield |
---|---|
In benzene under inert conditions, 1 equiv. of Sn-compd was added to an ice-cooled suspension of 2.2 equiv. of LiNMe2 in benzene, stirring at room temp. for 2 d; mixt. was filtered, volatiles were removed in vac.; | 99% |
di(4-trifluoromethylphenyl)tindichloride
lithium dimethylamide
(p-CF3C6H4)2Sn(NMe2)2
Conditions | Yield |
---|---|
In benzene under inert conditions, 1 equiv. of Sn-compd was added to an ice-cooled suspension of 2.2 equiv. of LiNMe2 in benzene, stirring at room temp. for 2 d; mixt. was filtered, volatiles were removed in vac.; | 99% |
(C5(CH3)5)TaCl2(C6H5C)2
lithium dimethylamide
Conditions | Yield |
---|---|
In toluene under N2; addn. of 2 equiv LiNMe2 to the soln. of the Ta-complex in toluene, mixt. stirred (room temp., 8 h); filtered (Celite), filtrate concd., layered with hexane, crystn. (24 h), elem. anal.; | A 98.7% B 0% |
Conditions | Yield |
---|---|
In tetrahydrofuran for 4h; | 98% |
Salen((t)Bu)AlCl
lithium dimethylamide
((CH3)2N)Al((CH2NCHC6H2(C(CH3)3)2O)2)
Conditions | Yield |
---|---|
In toluene stirring (35°C, 24 h); filtering, evapn. (reduced pressure); elem. anal.; | 98% |
Conditions | Yield |
---|---|
In diethyl ether byproducts: LiCl, quinuclidine; under N2; to a stirred slurry of Li-contg. compd. (81.5 mmol) in Et2O at-78°C was added dropwise a soln. of Ga-contg. compd. (40.7 mmol) in Et2O; the mixt. was allowed to warm to room temp. and stirred for 17 h; volatiles were removed under vac.; pentane was added and the resulting slurry was filtered to sep. LiCl and a filtrate; the filtrate was concd. and stored at -20°C overnight; elem. anal.; | 97% |
lithium dimethylamide
1-Chlor-N,N,N',N'-tetramethylformamidinium-trifluormethansulfonat
Conditions | Yield |
---|---|
In acetonitrile at 20℃; for 12h; | 96.7% |
lithium dimethylamide
1-Chlor-N,N,N',N'-tetramethylformamidinium-trifluormethansulfonat
Conditions | Yield |
---|---|
In diethyl ether; acetonitrile | 96.7% |
lithium dimethylamide
Conditions | Yield |
---|---|
In acetonitrile at 20℃; for 5h; | 96.6% |
lithium dimethylamide
Conditions | Yield |
---|---|
In acetonitrile | 96.6% |
lithium dimethylamide
Conditions | Yield |
---|---|
In diethyl ether addn. of the Li-amide in Et2O to the Cr-complex in Et2O under N2 at 20°C, stirred for 30 min; evapd. (vac.), chromy.; | A 0% B 96% |
Conditions | Yield |
---|---|
With lithium chloride In toluene at 20℃; for 12h; Inert atmosphere; | 96% |
2,4-dicarba-closo-heptaborane
lithium dimethylamide
2,4-dicarba-nido-hexaborate(8)(1-)
Conditions | Yield |
---|---|
In acetonitrile N2-atmosphere, condensing C2B5H7 to Li-compd. in NMR-tube (vac., -195°C), warming (room temp.), shaking, standing (2 min), cooling (-195°C), addn. of MeCN, warming (ambient temp.), standing (room temp., 2 months); not isolated; (11)B-NMR; | 95% |
Cp*TiCl3
lithium dimethylamide
Conditions | Yield |
---|---|
In hexane suspn. of Ti-complex and LiNMe2 is stirred in hexane (under Ar) for 15 h; filtn., concn. the volume, cooling to -40°C for 24 h, elem. anal.; | 95% |
1,2-Mo2Br2(CH2SiMe3)4
lithium dimethylamide
B
1,1-bis(dimethylamido)tetrakis(trimethylsilylmethyl)dimolybdenum(Mo-Mo)
Conditions | Yield |
---|---|
In hexane byproducts: LiCl; react. at -50°C, then warming to 0°C over 2 h; filtration, solvent stripped, products are not sepd., detected by NMR, elem. anal.; | A 5% B 95% |
In hexane byproducts: LiBr; filtration, removal of solvent in vac.; |
[Zr(η5-C5Me4SiMeH-η1-NBu-t)Cl2]
lithium dimethylamide
[Zr(η5-C5Me4SiMeH-η1-NBu-t)(NMe2)2]
Conditions | Yield |
---|---|
In toluene toluene was added at -78°C to a mixt. of compounds, warmed to room temp., stirred for 21 h (Ar); solvent was removed under reduced pressure, extd. with hexane, filtered,evapd.; elem. anal.; | 95% |
lithium dimethylamide
[(tert-butylcalix[4]arene methyl ether)(dimethylamido)titanium(IV)]
Conditions | Yield |
---|---|
In toluene N2, to a soln. of 1.15 equiv. of Li compd. added at room temp. a soln., of Ti compd., stirred for 12 h; filtered (Celite), volatiles removed (vac.), suspnd. (hexane), ppt. collected, dried (vac.); elem. anal.; | 95% |
lithium dimethylamide
Ta(dimethylamide)4(1,1-dimethyl-2-(trimethylsilyl)hydrazide)
Conditions | Yield |
---|---|
In pentane byproducts: LiCl; addn. of LiN(CH3)2 to Ta complex in pentane at -30°C, slow warming to room temp., stirring for 24 h; filtration, extn. with pentane, concn., storage at -30°C, isolation of solid; | 95% |
lithium dimethylamide
1,1,2,2,3,3-Hexamethylguanidiniumthiocyanat
Conditions | Yield |
---|---|
In acetonitrile at 20℃; for 5h; | 94.8% |
lithium dimethylamide
Conditions | Yield |
---|---|
In acetonitrile | 94.8% |
Conditions | Yield |
---|---|
In toluene byproducts: LiCl; inert atmosphere; treatment of Al(CH2Ph)3 with AlCl3, suspending in PhMe, addn. of LiNMe2 at 25°C, stirring for 12 h; removal of volatiles, extn. into PhMe, filtration, evapn.; | 94% |
Diethylcyanamide
lithium dimethylamide
zinc(II) chloride
lithium hexamethyldisilazane
[zinc(μ-1,1-dimethyl-3,3-diethylguanidine)(N(SiMe3)2)]2
Conditions | Yield |
---|---|
In diethyl ether byproducts: LiCl; (Ar); Li-dialkylamide dissolved in ether; equimolar cyanamide added dropwise; stirred for 30 min; equimolar LiN(SiMe3)2 and ZnCl2 added; stirredfor 24 h; centrifuged; soln. concd.; cooled to -35°C; elem. anal.; | 94% |
Conditions | Yield |
---|---|
In toluene to stirred suspn. of Ti-complex in toluene at -80°C was added dropwise suspn. of LiNMe2 in toluene, warmed to room temp., stirred overnight under Ar; solvent was evapd. to dryness, washed with hexane, extd. with toluene, cooled to -20°C; elem. anal.; | 93% |
lithium dimethylamide
Conditions | Yield |
---|---|
In acetonitrile at 20℃; for 5h; | 92.2% |
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