Aminomethyl propanol (AMP) 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.[2]
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| Names | |
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| 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)
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| ChemSpider | |
| ECHA InfoCard | 100.004.282 |
PubChem CID
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| UNII | |
CompTox Dashboard (EPA)
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| 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 | |
| Occupational safety and health (OHS/OSH): | |
Main hazards
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Irritant |
| GHS labelling:[1] | |
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| Warning | |
| H315, H319, H412 | |
| P264, P264+P265, P273, P280, P302+P352, P305+P351+P338, P321, P332+P317, P337+P317, P362+P364, P501 | |
| NFPA 704 (fire diamond) | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Aminomethyl propanol is typically sold as a solution of the material in water, for which different concentrations are available.
Synthesis
editAminomethyl propanol can be produced by the hydrogenation of 2-aminoisobutyric acid or its esters.
Properties
editAminomethyl propanol is soluble in water[3][4] and about the same density as water.[3]
Uses
editAminomethyl propanol is used for the preparation of buffer solutions.[3] It is a component of the drugs ambuphylline and pamabrom. It is also used in cosmetics.[2]
It is a precursor to oxazolines via its reaction with acyl chlorides.[5] Via sulfation of the alcohol, the compound is also a precursor to 2,2-dimethylaziridine.[6]
Aminomethyl propanol is used as an intermediate the synthesis of fepradinol, isobucaine, and radafaxine.[citation needed]
References
edit- ^ "2-Amino-2-methyl-1-propanol". pubchem.ncbi.nlm.nih.gov.
- ^ a b "Aminomethyl-propanol". Cosmetics Info. Archived from the original on 14 August 2014. Retrieved 14 August 2014.
- ^ a b c "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 (3): 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.
- ^ 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.