Aminomethyl propanol

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]

Aminomethyl propanol
Names
Preferred IUPAC name
2-Amino-2-methylpropan-1-ol
Other names
Isobutanol-2-amine; Aminoisobutanol; 2-Amino-2-methyl-1-propanol
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.004.282
UNII
  • InChI=1S/C4H11NO/c1-4(2,5)3-6/h6H,3,5H2,1-2H3
    Key: CBTVGIZVANVGBH-UHFFFAOYSA-N
  • CC(C)(CO)N
Properties
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)
Miscible
Solubility in alcohols Soluble
Hazards
NFPA 704 (fire diamond)
NFPA 704 four-colored 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

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]

It is used in the synthesis of Fepradinol & G-130. It is also used for Isobucaine, and Radafaxine.

References
  1. "Aminomethyl-propanol". Cosmetics Info. Archived from the original on 14 August 2014. Retrieved 14 August 2014.
  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 (3): 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.
  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.
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