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3585-33-9

Basic Information
CAS No.: 3585-33-9
Name: LITHIUM DIMETHYLAMIDE
Article Data: 15
Molecular Structure:
Molecular Structure of 3585-33-9 (LITHIUM DIMETHYLAMIDE)
Formula: C2H7 N . Li
Molecular Weight: 51.0173
Synonyms: Dimethylamine,lithium salt (8CI); Lithium, (dimethylamino)- (7CI); (Dimethylamido)lithium;(Dimethylamino)lithium; Lithiodimethylamide; Lithium N,N-dimethylamide; Lithiumdimethylamide; Lithium dimethylamine
Density: g/cm3
Boiling Point: 6.1°Cat760mmHg
Flash Point: °C
Solubility: Reacts violently with water.
Hazard Symbols:
Risk Codes: 17-34-67-65-62-51/53-48/20-11
Safety:
Hazard Codes F,C,N
Risk Statements 17-34-67-65-62-51/53-48/20-11
Safety Statements 9-16-26-29-33-36/37/39-45-62-27
RIDADR UN 3394 4.2/PG 1
WGK Germany 3
1-10
HazardClass 4.2
PackingGroup I
PSA: 3.24000
LogP: 0.01230
Synthetic route
733-90-4

trityllithium

124-40-3

dimethyl amine

A

519-73-3

triphenylmethane

B

3585-33-9

lithium dimethylamide

Conditions
ConditionsYield
In tetrahydrofuran at 30℃; Equilibrium constant;
67788-09-4

1-cyclopentenyllithium

5222-73-1

3,4-dimethoxy-3-cyclobutene-1,2-dione

C5H10LiN

A

3585-33-9

lithium dimethylamide

(3aS,5aR,8aS)-3a-Hydroxy-2,3-dimethoxy-4-methylene-4,5,5a,6,7,8-hexahydro-3aH-cyclopenta[c]pentalen-1-one

(3aS,3bR,6aS,7aR)-7a-Dimethylaminomethyl-3a-hydroxy-2,3-dimethoxy-3a,3b,4,5,6,6a,7,7a-octahydro-cyclopenta[a]pentalen-1-one

(3aS,3bR,6aR,7aR)-7a-Dimethylaminomethyl-3a-hydroxy-2,3-dimethoxy-3a,3b,4,5,6,6a,7,7a-octahydro-cyclopenta[a]pentalen-1-one

Conditions
ConditionsYield
Mechanism; other squarates, other alkenyllithium compounds, other 2-lithioallylamines, multistep reaction, 1.) THF, pentane, 1 h, 2.) THF, pentane, -78 deg C -> room temperature;
124-40-3

dimethyl amine

3585-33-9

lithium dimethylamide

Conditions
ConditionsYield
With n-butyllithium
With n-hexyllithium In tetrahydrofuran; hexane at 10℃;
With n-butyllithium In hexane for 1h; Cooling with ice;
21369-64-2

n-hexyllithium

124-40-3

dimethyl amine

3585-33-9

lithium dimethylamide

Conditions
ConditionsYield
In tetrahydrofuran; hexane at 10℃;

Mo(NMe2)6Li2(THF)2

3585-33-9

lithium dimethylamide

Conditions
ConditionsYield
In not given dissocn. in soln.;

Mo(NMe2)6Li2(THF)2

A

3585-33-9

lithium dimethylamide

B

100207-68-9

tetrakis(dimethylamido)molybdenum(IV)

Conditions
ConditionsYield
In benzene
In toluene
506-59-2

N,N-dimethylammonium chloride

3585-33-9

lithium dimethylamide

Conditions
ConditionsYield
With n-butyllithium In tetrahydrofuran at -78 - 20℃; for 14h; Inert atmosphere;
109-72-8, 29786-93-4

n-butyllithium

124-40-3

dimethyl amine

3585-33-9

lithium dimethylamide

Conditions
ConditionsYield
In hexane; toluene at -20 - -15℃;

bis(dimethylamino)chlorocarbenium trifluoroacetate

3585-33-9

lithium dimethylamide

hexamethylguanidinium trifluoroacetate

Conditions
ConditionsYield
In acetonitrile at 20℃; for 5h;99.2%

bis(dimethylamino)chlorocarbenium trifluoroacetate

3585-33-9

lithium dimethylamide

hexamethylguanidinium trifluoroacetate

Conditions
ConditionsYield
In acetonitrile99.2%
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