Triisopropylamine

Triisopropylamine
	Skeletal formula of triisopropylamine
Names
	Preferred IUPAC name N,N-Di(propan-2-yl)propan-2-amine
	Other names Tri(propan-2-yl)amine; (Triisopropyl)amine
Identifiers
CAS Number	3424-21-3 ;
3D model (JSmol)	Interactive image;
ChemSpider	55785 ;
ECHA InfoCard	100.020.289
EC Number	222-317-5;
PubChem CID	61924;
UNII	Y67CF9Z56L ;
CompTox Dashboard (EPA)	DTXSID1042493 ;
	InChI InChI=1S/C9H21N/c1-7(2)10(8(3)4)9(5)6/h7-9H,1-6H3 Key: RKBCYCFRFCNLTO-UHFFFAOYSA-N ;
	SMILES CC(C)N(C(C)C)C(C)C;
Properties
Chemical formula	C9H21N
Molar mass	143.274 g·mol−1
Appearance	Colorless liquid
Odor	Ichtyal, ammoniacal
Density	0.752 g/cm3
Boiling point	131.8 °C (269.2 °F; 404.9 K) 47°C at 1.9 kPa
Related compounds
Related amines	Dimethylamine; Trimethylamine; N-Nitrosodimethylamine; Diethylamine; Triethylamine; Diisopropylamine; Dimethylaminopropylamine; Diethylenetriamine; N,N-Diisopropylethylamine; Tris(2-aminoethyl)amine; Mechlorethamine; HN1 (nitrogen mustard); HN3 (nitrogen mustard);
Related compounds	Unsymmetrical dimethylhydrazine; Biguanide; Dithiobiuret; Agmatine;
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Triisopropylamine is an organic chemical compound consisting of three isopropyl groups bound to a central nitrogen atom.^[1]^[2] As a hindered tertiary amine, it can be used as a non-nucleophilic base and as a stabilizer for polymers; however, its applications are limited by its relatively high cost and difficult synthesis.

^ G. Graner, E. Hirota, T. Iijima, K. Kuchitsu, D. A. Ramsay, J. Vogt and N. Vogt (2003), C9H21N, Triisopropylamine. In Molecules Containing Five or More Carbon Atoms, volume 25D of the series Landolt-Börnstein - Group II Molecules and Radicals. Springer-Verlag. ISBN 978-3-540-42860-2; DOI 10.1007/10735542_789.
^ Hans Bock; Ilka Goebel; Zdenek Havlas; Siegfried Liedle; Heinz Oberhammer (1991). "Triisopropylamine: A Sterically Overcrowded Molecule with a Flattened NC3 Pyramid and a "p-Type" Nitrogen Electron Pair". Angew. Chem. Int. Ed. 30 (2): 187–190. doi:10.1002/anie.199101871.

Names
Skeletal formula of triisopropylamine
Preferred IUPAC name N,N-Di(propan-2-yl)propan-2-amine
Other names Tri(propan-2-yl)amine (Triisopropyl)amine
Identifiers
CAS Number	3424-21-3^Y
3D model (JSmol)	Interactive image
ChemSpider	55785^N
ECHA InfoCard	100.020.289
EC Number	222-317-5
PubChem CID	61924
UNII	Y67CF9Z56L^Y
CompTox Dashboard (EPA)	DTXSID1042493
InChI InChI=1S/C9H21N/c1-7(2)10(8(3)4)9(5)6/h7-9H,1-6H3^N Key: RKBCYCFRFCNLTO-UHFFFAOYSA-N^N
SMILES CC(C)N(C(C)C)C(C)C
Properties
Chemical formula	C₉H₂₁N
Molar mass	143.274 g·mol⁻¹
Appearance	Colorless liquid
Odor	Ichtyal, ammoniacal
Density	0.752 g/cm³
Boiling point	131.8 °C (269.2 °F; 404.9 K) 47°C at 1.9 kPa
Related compounds
Related amines	Dimethylamine Trimethylamine N-Nitrosodimethylamine Diethylamine Triethylamine Diisopropylamine Dimethylaminopropylamine Diethylenetriamine N,N-Diisopropylethylamine Tris(2-aminoethyl)amine Mechlorethamine HN1 (nitrogen mustard) HN3 (nitrogen mustard)
Related compounds	Unsymmetrical dimethylhydrazine Biguanide Dithiobiuret Agmatine
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is ^YN ?) Infobox references