Aminomethyl propanol

Aminomethyl propanol
Names
	IUPAC name 2-Amino-2-methylpropan-1-ol
	Other names Isobutanol-2-amine; Aminoisobutanol; 2-Amino-2-methyl-1-propanol
Identifiers
CAS Number	124-68-5 ;
3D model (JSmol)	Interactive image;
ChemSpider	13835861;
ECHA InfoCard	100.004.282
PubChem CID	11807;
UNII	LU49E6626Q ;
CompTox Dashboard (EPA)	DTXSID8027032 ;
	InChI InChI=1S/C4H11NO/c1-4(2,5)3-6/h6H,3,5H2,1-2H3 Key: CBTVGIZVANVGBH-UHFFFAOYSA-N; InChI=1/C4H11NO/c1-4(2,5)3-6/h6H,3,5H2,1-2H3 Key: CBTVGIZVANVGBH-UHFFFAOYAK;
	SMILES CC(C)(CO)N;
Properties
Chemical formula	C4H11NO
Molar mass	89.138 g·mol−1
Density	0.934 g/cm3
Melting point	30–31 °C (86–88 °F; 303–304 K)
Boiling point	165.5 °C (329.9 °F; 438.6 K)
Solubility in water	Miscible
Solubility in alcohols	Soluble
Hazards
NFPA 704 (fire diamond)	2 2 0
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
	Infobox references

Aminomethyl propanol is an organic compound with the formula H₂NC(CH₃)₂CH₂OH. It is colorless liquid that is classified as an alkanolamine. It is a useful buffer and a precursor to numerous other organic compounds.[1]

Synthesis

Aminomethyl propanol can be produced by the hydrogenation of 2-aminoisobutyric acid or its esters.

Properties

Aminomethyl propanol is soluble in water[2][3] and about the same density as water.[2]

Uses

Aminomethyl propanol is used for the preparation of buffer solutions.[2] It is a component of the drugs ambuphylline and pamabrom. It is also used in cosmetics.[1]

It is a precursor to oxazolines via its reaction with acyl chlorides.[4] Via sulfation of the alcohol, the compound is also a precursor to 2,2-dimethylaziridine.[5]

gollark: Three headeds, anyone?

gollark: _ponders two-headed xenowyrms_

gollark: Yes, that one.

gollark: I saw a trade up *with* a 2G SAltkin asking for a ND, but I think someone else offered one before me.

gollark: Somewhere on my todo list is automating that, which ought to eventually be practical.

References

"Aminomethyl-propanol". Cosmetics Info. Retrieved 14 August 2014.
"2-Amino-2-methyl-1-propanol". Chemical Book. Retrieved 14 August 2014.
Bougie, Francis; Iliuta, Maria (2012-02-14). "Sterically Hindered Amine-Based Absorbents for the Removal of CO2 from Gas Streams". J Chem Eng Data. 57: 635–669. doi:10.1021/je200731v.
Albert I. Meyers, Mark E. Flanagan (1993). "2,2'-Dimethoxy-6-Formylbiphenyl". Org. Synth. 71: 107. doi:10.15227/orgsyn.071.0107.CS1 maint: uses authors parameter (link)
Kenneth N. Campbell, Armiger H. Sommers, Barbara K. Campbell, Lee Irvin Smith, Oliver H. Emerson, D. E. Pearson, J. F. Baxter, K. N. Carter (1947). "Tert-butylamine". Org. Synth. 27: 12. doi:10.15227/orgsyn.027.0012.CS1 maint: uses authors parameter (link)

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[cosm-1] "Aminomethyl-propanol". Cosmetics Info. Retrieved 14 August 2014.

[ChemBk-2] "2-Amino-2-methyl-1-propanol". Chemical Book. Retrieved 14 August 2014.

[3] Bougie, Francis; Iliuta, Maria (2012-02-14). "Sterically Hindered Amine-Based Absorbents for the Removal of CO2 from Gas Streams". J Chem Eng Data. 57: 635–669. doi:10.1021/je200731v.

[4] Albert I. Meyers, Mark E. Flanagan (1993). "2,2'-Dimethoxy-6-Formylbiphenyl". Org. Synth. 71: 107. doi:10.15227/orgsyn.071.0107.CS1 maint: uses authors parameter (link)

[5] Kenneth N. Campbell, Armiger H. Sommers, Barbara K. Campbell, Lee Irvin Smith, Oliver H. Emerson, D. E. Pearson, J. F. Baxter, K. N. Carter (1947). "Tert-butylamine". Org. Synth. 27: 12. doi:10.15227/orgsyn.027.0012.CS1 maint: uses authors parameter (link)