Diisopropylamine

Diisopropylamine
Identifiers
CAS number	108-18-9
PubChem	7912
ChemSpider	7624
UNII	BR9JLI40NO
EC number	203-558-5
UN number	1158
RTECS number	IM4025000
Beilstein Reference	605284
Jmol-3D images	Image 1
	SMILES CC(C)NC(C)C <p><p style="word-wrap: break-word;"> ;
	InChI InChI=1S/C6H15N/c1-5(2)7-6(3)4/h5-7H,1-4H3 ; Key: UAOMVDZJSHZZME-UHFFFAOYSA-N ;
Thermochemistry
Std enthalpy of; formation ΔfHo298	−173.6–−168.4 kJ mol−1
Std enthalpy of; combustion ΔcHo298	−4.3363–−4.3313 MJ mol−1
Hazards
GHS pictograms
GHS signal word	DANGER
GHS hazard statements	H225, H302, H314, H332
GHS precautionary statements	P210, P280, P305+351+338, P310
EU Index	612-129-00-5
EU classification	F C
R-phrases	R11, R20/22, R34
S-phrases	(S1/2), S16, S26, S36/37/39
NFPA 704	3 2 0
Flash point	−17 °C
Autoignition; temperature	315 °C
Explosive limits	1.1–8.5%
LD50	770 mg kg−1 (oral, rat); >10 g kg−1 (dermal, rabbit);
Related compounds
Related amines	Diethylamine; Triethylamine; Diethylhydroxylamine; Dimethylaminopropylamine; Diethylenetriamine; N,N-Diisopropylethylamine; Triisopropylamine; Tris(2-aminoethyl)amine; Mechlorethamine; HN1 (nitrogen mustard); HN3 (nitrogen mustard);
Related compounds	N-Methylethanolamine; Dimethylethanolamine; Diethylethanolamine; Diethanolamine; N,N-Diisopropylaminoethanol; Methyl diethanolamine; Triethanolamine; Bis-tris methane; Agmatine;
	(verify) (what is: /?); Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
	Infobox references

Diisopropylamine is a secondary amine with the chemical formula (CH₃)₂HC-NH-CH(CH₃)₂. It is best known as its lithium salt, lithium diisopropylamide, known as "LDA". LDA is a strong, non-nucleophilic base.

Diisopropylamine can be dried by distillation over potassium hydroxide (KOH) or drying over sodium wire or sodium hydride (NaH) followed by distillation under N₂ into a dry receiver.^[1]

Diisopropylamine is also used for the synthesis of diisopropylethylamine (Hünig's base), by reaction with diethyl sulfate. ^[2]

References

↑ Armarego, W. L. F. and Perrin, D. D. Purification of Laboratory Chemicals 4th Ed. pg 186, Butterworth and Heinemann: Boston, 1996.
↑ Script error

[1] Armarego, W. L. F. and Perrin, D. D. Purification of Laboratory Chemicals 4th Ed. pg 186, Butterworth and Heinemann: Boston, 1996.

[2] Script error

[1]

[2]

Diisopropylamine

Identifiers
CAS number	108-18-9^Y
PubChem	7912
ChemSpider	7624^Y
UNII	BR9JLI40NO^Y
EC number	203-558-5
UN number	1158
RTECS number	IM4025000
Beilstein Reference	605284
Jmol-3D images	Image 1
SMILES CC(C)NC(C)C <p><p style="word-wrap: break-word;">
InChI InChI=1S/C6H15N/c1-5(2)7-6(3)4/h5-7H,1-4H3^Y Key: UAOMVDZJSHZZME-UHFFFAOYSA-N^Y
Thermochemistry
Std enthalpy of formation Δ_fH^o₂₉₈	−173.6–−168.4 kJ mol⁻¹
Std enthalpy of combustion Δ_cH^o₂₉₈	−4.3363–−4.3313 MJ mol⁻¹
Hazards
GHS pictograms
GHS signal word	DANGER
GHS hazard statements	H225, H302, H314, H332
GHS precautionary statements	P210, P280, P305+351+338, P310
EU Index	612-129-00-5
EU classification	F C
R-phrases	R11, R20/22, R34
S-phrases	(S1/2), S16, S26, S36/37/39
NFPA 704	3 2 0
Flash point	−17 °C
Autoignition temperature	315 °C
Explosive limits	1.1–8.5%
LD₅₀	770 mg kg⁻¹ (oral, rat) >10 g kg⁻¹ (dermal, rabbit)
Related compounds
Related amines	Diethylamine Triethylamine Diethylhydroxylamine Dimethylaminopropylamine Diethylenetriamine N,N-Diisopropylethylamine Triisopropylamine Tris(2-aminoethyl)amine Mechlorethamine HN1 (nitrogen mustard) HN3 (nitrogen mustard)
Related compounds	N-Methylethanolamine Dimethylethanolamine Diethylethanolamine Diethanolamine N,N-Diisopropylaminoethanol Methyl diethanolamine Triethanolamine Bis-tris methane Agmatine
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references