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
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
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)
Flammability code 2: Must be moderately heated or exposed to relatively high ambient temperature before ignition can occur. Flash point between 38 and 93 °C (100 and 200 °F). E.g. diesel fuelHealth code 2: Intense or continued but not chronic exposure could cause temporary incapacitation or possible residual injury. E.g. chloroformReactivity code 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
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]

References
  1. "Aminomethyl-propanol". Cosmetics Info. 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: 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)
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