tert-Butylamine

tert-Butylamine
IUPAC name 2-methylpropan-2-amine
Other names 2-amino-2-methylpropane trimethylaminomethane dimethylethylamine 2-Aminoisobutane 2-Methyl-2-aminopropane 2-Methyl-2-propylamine t-Butylamine
Identifiers
CAS number	75-64-9 Y
PubChem	6385
ChemSpider	6145 Y
UN number	UN 2733
ChEBI	CHEBI:44639 N
ChEMBL	CHEMBL13782 Y
RTECS number	EO3330000
Jmol-3D images	Image 1
SMILES CC(C)(C)N
InChI InChI=1S/C4H11N/c1-4(2,3)5/h5H2,1-3H3 Y Key: YBRBMKDOPFTVDT-UHFFFAOYSA-N Y InChI=1/C4H11N/c1-4(2,3)5/h5H2,1-3H3 Key: YBRBMKDOPFTVDT-UHFFFAOYAT
Properties
Molecular formula	C4H11N
Molar mass	73.14 g/mol
Appearance	colorless liquid
Melting point	-67 °C, 206 K, -89 °F
Boiling point	44 — 46 °C
Solubility in water	miscible
Acidity (pKa)	10.55[1]
Hazards
MSDS	MSDS for tert-butylamine[2]
R-phrases	R11 R25 R34 R20
S-phrases	S16 S26 S28A S29 S45 S36 S37 S39 S45
Main hazards	Highly toxic; highly flammable; corrosive
NFPA 704	4 3 0
Flash point	-38 °C
Related compounds
Related compounds	n-butylamine sec-butylamine isobutylamine butane tert-butanol
N (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

tert-Butylamine is an organic chemical compound (specifically, an amine) with the formula (CH₃)₃CNH₂, and occurs as a colorless liquid. tert-Butylamine is one of the four isomeric amines of butane, the others being n-butylamine, sec-butylamine and isobutylamine.

Preparation

tert-Butylamine is commercially available. It may be prepared by the hydrogenolysis of 2,2-dimethylethylenimine, or via tert-butylphthalimide.^[3]

Uses

tert-Butylamine is used as an intermediate in the preparation of rubber accelerators, pesticides, pharmaceuticals, dyes and other organic compounds.^[4]

References

1. ^ Hall, H.K., J. Am. Chem. Soc., 1957, 79, 5441.
2. ^ "tert-BUTYLAMINE (MSDS)." MSDS number B6380 (effective date 11/17/99). Mallinckrodt Chemicals (Strategic Services Division). Phillipsburg, NJ (USA); 29 August 2001 (republished on the website of Rose-Hulman Institute of Technology; accessed 16 April 2007).
3. ^ Kenneth N. Campbell, Armiger H. Sommers, and Barbara K. Campbell (1955), "tert'-Butylamine", Org. Synth., http://www.orgsyn.org/orgsyn/orgsyn/prepContent.asp?prep=cv3p0148 ; Coll. Vol. 3: 148 
4. ^ "TERT-BUTYLAMINE." Website of Chemicalland21.com (accessed 16 April 2007).