(2R)-2-aminobutan-1-ol

• ChemBase ID: 90073
• Molecular Formular: C4H11NO
• Molecular Mass: 89.13624
• Monoisotopic Mass: 89.08406398
• SMILES: OC[C@@H](CC)N
• Canonical SMILES: CC[C@H](CO)N
• InChI: InChI=1S/C4H11NO/c1-2-4(5)3-6/h4,6H,2-3,5H2,1H3/t4-/m1/s1
• InChIKey: JCBPETKZIGVZRE-SCSAIBSYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-aminobutan-1-ol
• IUPAC Traditional name: (2R)-2-aminobutan-1-ol
• Synonyms: D-2-AMINO-1-BUTANOL; (R)-(-)-2-Amino-1-butanol; (2R)-2-aminobutan-1-ol; (R)-2-Aminobutan-1-ol; (R)-(-)-2-Aminobutan-1-ol; (R)-(-)-2-氨基-1-丁醇

Database IDs

• CAS Number: 5856-62-2; 5856-63-3
• EC Number: 227-476-4
• MDL Number: MFCD00064419
• Beilstein Number: 1718929
• PubChem SID: 24846023; 162076928; 24858559
• PubChem CID: 2723856

CALCULATED PROPERTIES

• Acid pKa: 15.12831
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -3.3887622
• LogD (pH = 7.4): -2.720577
• Log P: -0.37646344
• Molar Refractivity: 25.1539 cm^3
• Polarizability: 10.242338 Å^3
• Polar Surface Area: 46.25 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: -2 °C(lit.); -2°C
• Boiling Point: 172-174 °C(lit.); 172-174°C; 176-178°C
• Flash Point: 203 °F; 89°C(192°F); 95 °C
• Density: 0.943 g/mL at 20 °C(lit.); 0.947
• Refractive Index: 1.4525; n20/D 1.452
• Optical Rotation: [α]19/D -10°, neat; [α]20/D -8.5±1°, c = 2% in ethanol; -10 (neat)
• Hydrophobicity(logP): -0.457

Safety Information

• Storage Warning: Air Sensitive & Hygroscopic; Corrosive
• European Hazard Symbols: Corrosive (C); X
• UN Number: 2735; UN2735
• German water hazard class: 3
• Hazard Class: 8
• Packing Group: 3; III
• Risk Statements: 22-34; 22-34-37
• Safety Statements: 26-36/37/39-45
• TSCA Listed: 是
• GHS Pictograms: GHS05; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H302-H314; H314-H318-H302-H227
• GHS Precautionary statements: P280-P305 + P351 + P338-P310; P280-P305+P351+P338-P309-P310
• Personal Protective Equipment: Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 2735 8/PG 3

Product Information

• Purity: ≥90% (sum of enantiomers, GC); 95%; 98%
• Grade: technical
• Optical Purity: ee: 96% (GLC); enantiomeric ratio: ≥90:10 (GC)
• Impurities: ~2% water
• Linear Formula: C2H5CH(NH2)CH2OH

DETAILS

MP Biomedicals - 05225887

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 307084

Packaging
5 g in glass bottle

Sigma Aldrich - 07180

Other Notes
N-Protection and O-tosylation1; Preparation of chiral thiazolidine-2-thiones and oxazolidine-2-thiones, which are auxiliaries2,3

REFERENCES

• For an extensive review of the use of 1,2-amino alcohols as chiral auxiliaries in asymmetric synthesis, see: Chem. Rev., 96, 835 (1996).