Aminomethyl propanol

Last updated
Aminomethyl propanol
2-amino-2-methyl-1-propanol.svg
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 OOjs UI icon edit-ltr-progressive.svg
PubChem CID
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 alcoholsSoluble
Hazards
NFPA 704 (fire diamond)
NFPA 704.svgHealth 2: Intense or continued but not chronic exposure could cause temporary incapacitation or possible residual injury. E.g. chloroformFlammability 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 fuelInstability 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).

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]

Contents

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]

Aminomethyl propanol is used as an intermediate the synthesis of fepradinol, isobucaine, and radafaxine.[ citation needed ]

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References

  1. 1 2 "Aminomethyl-propanol". Cosmetics Info. Archived from the original on 14 August 2014. Retrieved 14 August 2014.
  2. 1 2 3 "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.