2-amino-2-methylpropan-1-ol

• ChemBase ID: 78118
• Molecular Formular: C4H11NO
• Molecular Mass: 89.13624
• Monoisotopic Mass: 89.08406398
• SMILES: OCC(C)(N)C
• Canonical SMILES: OCC(N)(C)C
• InChI: InChI=1S/C4H11NO/c1-4(2,5)3-6/h6H,3,5H2,1-2H3
• InChIKey: CBTVGIZVANVGBH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-2-methylpropan-1-ol
• IUPAC Traditional name: 2-amino-2-methyl-1-propanol; dimethylethanolamine
• Synonyms: 2-Amino-2-methylpropanol; Isobutanolamine; β-Aminoisobutyl alcohol; 1-Hydroxy-2-methylpropan-2-amine; 2-Amino-1-hydroxy-2-methylpropane; 2-Amino-2-methylpropan-1-ol; Isobutanol-2-Amine; 2-Aminodimethyl Ethanol; β-Aminoisobutyl alcohol; 2-AMINO-2-METHYL-1-PROPANOL; AMP 95; AMP; 2-Amino-2-methyl-1-propanol; β-氨基异丁醇; 2-氨基-2-甲基-1-丙醇

Database IDs

• CAS Number: 124-68-5
• EC Number: 204-709-8
• MDL Number: MFCD00008051
• Beilstein Number: 505979
• Merck Index: 14449
• PubChem SID: 24846200; 24891424; 24846199; 24891100; 162042939
• PubChem CID: 11807

CALCULATED PROPERTIES

• Acid pKa: 14.802175
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -3.6381552
• LogD (pH = 7.4): -3.1101952
• Log P: -0.61840916
• Molar Refractivity: 25.2681 cm^3
• Polarizability: 10.242338 Å^3
• Polar Surface Area: 46.25 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: soluble0.1 M at 20 °C, clear, colorless; H2O: soluble0.5 M at 20 °C, clear, colorless
• Melting Point: 24-28 °C(lit.); 24-28°C; 24-32°C; 31-32°C; ca. 30 - 31 °C
• Boiling Point: 164-166°C; 164-167°C; 165 °C(lit.); ca. 165 °C at 1013 hPa
• Flash Point: 154.4 °F; 67°C(152°F); 68 °C; 68°C; ca. 78 °C (Tag closed cup)
• Auto Ignition Point: 437.7 °C at 1013 hPa (ASTM D 2155)
• Density: 0.934; 0.934 at 20 °C (water = 1); 0.934 g/mL at 25 °C(lit.)
• Refractive Index: 1.4455; n20/D 1.4455(lit.); n20/D 1.448
• Vapor Pressure: < .1 hPa at 20 °C; <1 mmHg ( 25 °C)
• Vapor Density: 3 (vs air); 3.0 (air = 1)
• Absorption Wavelength: λ: 260 nm Amax: 0.01; λ: 280 nm Amax: 0.01
• pKa: 9.7; 9.7 (25°C)
• pH: 11.0-12.0 (25 °C, 0.1 M in H2O)

Safety Information

• Storage Condition: Refrigerator; Room Temperature (15-30°C)
• Storage Warning: Irritant/Hygroscopic/Store under Argon
• RTECS: UA5950000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 1; 3
• Risk Statements: 36/38-52/53; R:36/38-52/53
• Safety Statements: 26-61; 61; S:61
• TSCA Listed: 是
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H227-H402-H412; H315-H319-H412
• GHS Precautionary statements: P273-P305 + P351 + P338; P280G-P273-P305+P351+P338-P337+P313
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Product Information

• Purity: ≥90% (GC); ≥95%; ≥97.0% (GC); ≥98.0% g/mL; ≥99.0% (GC); 90%; 95%, may cont. ca 5% water; 95+%
• Grade: purum; SAJ first grade; technical; technical grade
• Ignition Residue: ≤0.1%
• Impurities: ~5% Water; ≤0.005% Phosphorus (P); ≤0.1% Insoluble matter; ≤5% 2-(Methylamino)-2-methyl-1-propanol; insoluble matter, passes filter test
• Cation Traces: Al: ≤0.0005%; Al: ≤5 mg/kg; As: ≤0.1 mg/kg; Ba: ≤5 mg/kg; Bi: ≤5 mg/kg; Ca: ≤0.0005%; Ca: ≤10 mg/kg; Cd: ≤5 mg/kg; Co: ≤5 mg/kg; Cr: ≤5 mg/kg; Cu: ≤0.0005%; Cu: ≤5 mg/kg; Fe: ≤0.0005%; Fe: ≤5 mg/kg; K: ≤0.005%; K: ≤50 mg/kg; Li: ≤5 mg/kg; Mg: ≤0.0005%; Mg: ≤5 mg/kg; Mn: ≤5 mg/kg; Mo: ≤5 mg/kg; Na: ≤0.005%; Na: ≤50 mg/kg; NH4+: ≤0.05%; Ni: ≤5 mg/kg; Pb: ≤0.001%; Pb: ≤5 mg/kg; Sr: ≤5 mg/kg; Zn: ≤0.0005%; Zn: ≤5 mg/kg
• Antion Traces: carbonate (CO32-): ≤1000 mg/kg; chloride (Cl-): ≤0.05%; chloride (Cl-): ≤50 mg/kg; sulfate (SO42-): ≤0.05%; sulfate (SO42-): ≤50 mg/kg
• pH Range: 9.0 - 10.5
• λ: 0.1 M in H2O
• Useful pH Range: 9.0 - 10.5
• Product Line: BioUltra
• Linear Formula: (CH3)2C(NH2)CH2OH

DETAILS

MP Biomedicals - 02100627

Free Base
1 ml = approx. 0.93 g
Useful buffer in the range pH 9.0 to 10.5

Apollo Scientific Ltd - OR1740T

Used for the preparation of buffer solutions, suitable for the determination of alkaline phosphatase.

Sigma Aldrich - A65182

Application
Used in an efficient synthesis of 2-oxazolidinones via carbonylation with CO in the presence of salen-cobalt catalysts.
Used to derivatize carboxylic acids for GC analysis1 and to synthesize 2-oxazolines2 for further transformations.3
Packaging
1 L in poly bottle
25, 500 mL in poly bottle

Sigma Aldrich - 08578

Caution
may solidify at room temperature
Other Notes
Determination of alkaline phosphatase1,2; Stabilizes the Calmagite reagent in the automated measurement of magnesium in serum and urine3.
Application
2-Amino-2-methyl-1-propanol can be used to study biological buffers. 2-Amino-2-methyl-1-propanol has been used in a study to report on an ATR-FTIR spectroscopic investigation of the CO(2) absorption characteristics of a series of heterocyclic diamines. 2-Amino-2-methyl-1-propanol has also been used in a study to develop a mild and convenient method for preparing 4,4-dimethyloxazoline (DMOX) derivatives of fatty acids for GC-MS analysis.

Sigma Aldrich - A9199

包装
100, 250, 500 mL in glass bottle

Toronto Research Chemicals - A617400

Used for the preparation of buffer solutions, suitable for the determination of alkaline phosphatase.

REFERENCES

• Derks, H.J.G.M., et al.: Clin. Chem., 27, 1401 (1981)
• 2-Aryl-4,4-dimethyl-2-oxazolines are activated towards ortho-lithiation: J. Org. Chem., 40, 3058 (1975). Methoxy- or fluoro-substituents in the ortho-position are readily substitutied by organolithiums or Grignards, providing a versatile route to biaryls: J. Am. Chem. Soc ., 97, 7383 (1975). For examples, see: Org. Synth. Coll., 9, 258 (1998). The oxazoline can also be converted to an aldehyde by methylation and borohydride reduction.
  
• Buffer and phosphate acceptor in assay of phosphatases: Methods of Enzymatic Analysis, 3rd ed., H. U. Bergmeyer, Ed., Verlag Chemie, Weinheim (1984), vol. 4, p76.
• For reviews of the use of oxazolines in synthesis, see: Angew. Chem. Int. Ed., 15, 270 (1976); Tetrahedron, 41, 837 (1985); 50, 2297 (1994).
• Precursor of 2-substituted-4,4-dimethyl-2-oxazoline derivatives of carboxylic acids: J. Org. Chem., 39, 2787 (1974), developed by Meyers. The oxazoline, which is readily formed with the acid chloride and thionyl chloride, is stable to base, organometallic reagents, etc., but readily cleaved by dilute acid. For further information on the reactivity of these derivatives, see 2,4,4-Trimethyl-2-oxazoline, L00181.