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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
  • 124-68-5 Y
3D model (JSmol)
  • Interactive image
ChemSpider
  • 13835861
ECHA InfoCard 100.004.282
  • 11807
UNII
  • LU49E6626Q Y
  • DTXSID8027032
  • 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)
Health 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).

Synthesis edit

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

Properties edit

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

Uses edit

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 edit

  1. ^ a b . Cosmetics Info. Archived from the original on 14 August 2014. Retrieved 14 August 2014.
  2. ^ a b c "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.

aminomethyl, propanol, organic, compound, with, formula, h2nc, 2ch2oh, colorless, liquid, that, classified, alkanolamine, useful, buffer, precursor, numerous, other, organic, compounds, namespreferred, iupac, name, amino, methylpropan, olother, names, isobutan. 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 NamesPreferred IUPAC name 2 Amino 2 methylpropan 1 olOther names Isobutanol 2 amine Aminoisobutanol 2 Amino 2 methyl 1 propanolIdentifiersCAS Number 124 68 5 Y3D model JSmol Interactive imageChemSpider 13835861ECHA InfoCard 100 004 282PubChem CID 11807UNII LU49E6626Q YCompTox Dashboard EPA DTXSID8027032InChI InChI 1S C4H11NO c1 4 2 5 3 6 h6H 3 5H2 1 2H3Key CBTVGIZVANVGBH UHFFFAOYSA NSMILES CC C CO NPropertiesChemical formula C 4H 11N OMolar mass 89 138 g mol 1Density 0 934 g cm3Melting point 30 31 C 86 88 F 303 304 K Boiling point 165 5 C 329 9 F 438 6 K Solubility in water MiscibleSolubility in alcohols SolubleHazardsNFPA 704 fire diamond 220Except where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa Infobox references Contents 1 Synthesis 2 Properties 3 Uses 4 ReferencesSynthesis editAminomethyl propanol can be produced by the hydrogenation of 2 aminoisobutyric acid or its esters Properties editAminomethyl propanol is soluble in water 2 3 and about the same density as water 2 Uses editAminomethyl 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 amp G 130 It is also used for Isobucaine and Radafaxine References edit 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 Retrieved from https en wikipedia org w index php title Aminomethyl propanol amp oldid 1119808310, wikipedia, wiki, book, books, library,

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