(2S)-2-aminopropan-1-ol

• ChemBase ID: 19292
• Molecular Formular: C3H9NO
• Molecular Mass: 75.10966
• Monoisotopic Mass: 75.06841391
• SMILES: N[C@H](CO)C
• Canonical SMILES: C[C@@H](CO)N
• InChI: InChI=1S/C3H9NO/c1-3(4)2-5/h3,5H,2,4H2,1H3/t3-/m0/s1
• InChIKey: BKMMTJMQCTUHRP-VKHMYHEASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-aminopropan-1-ol
• IUPAC Traditional name: (2S)-2-aminopropan-1-ol
• Synonyms: (S)-(+)-2-Amino-1-propanol; L-Alaninol; L-Alaninol; (S)-(+)-2-Amino-1-propanol; (+)-2-Aminopropan-1-ol; L-ALANINOL; (2R)-2-Amino-1-hydroxypropane; D-Alaninol; (2R)-2-Aminopropan-1-ol; (S)-2-Amino-propan-1-ol; (2S)-2-aminopropan-1-ol; H-Ala-ol; (S)-2-AMinopropan-1-ol; (S)-(+)-2-氨基-1-丙醇; L-丙氨醇; L-丙氨醇; (S)-(+)-2-氨基-1-丙醇

Database IDs

• CAS Number: 2749-11-3; 35320-23-1
• EC Number: 220-388-7
• MDL Number: MFCD00064413; MFCD00064412
• Beilstein Number: 1718865
• PubChem SID: 160982599; 24891258; 24845833
• PubChem CID: 80307

CALCULATED PROPERTIES

• Acid pKa: 15.136744
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -3.908886
• LogD (pH = 7.4): -3.2041879
• Log P: -0.89898586
• Molar Refractivity: 20.6299 cm^3
• Polarizability: 8.402709 Å^3
• Polar Surface Area: 46.25 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 166-168 °C(lit.); 166-168°C; 168-176°C; 174-176°C; 72-73 °C/11 mmHg(lit.)
• Flash Point: 145.4 °F; 62.77°C; 63 °C; 83°C; 83°C(181°F)
• Density: 0.963 g/mL at 20 °C(lit.); 0.965; 0.965 g/ml; 0.965 g/mL at 25 °C(lit.)
• Refractive Index: 1.4493; 1.4498; n20/D 1.4498(lit.); n20/D 1.450
• Optical Rotation: [α]20/D +18°, neat; [α]20/D +22±2°, c = 2 in ethanol; +22 (c=2 in ethanol)
• Hydrophobicity(logP): -0.986

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• Storage Warning: Air Sensitive & Hygroscopic; Corrosive/Air Sensitive/ Hygroscopic/Store under Argon; IRRITANT
• European Hazard Symbols: Corrosive (C); Irritant (Xi)
• UN Number: 2735; UN2735
• German water hazard class: 3
• Hazard Class: 8
• Packing Group: 2; III
• Risk Statements: 34; R:36/37/38
• Safety Statements: 20-23-26-36/37/39-45; 26-36/37/39-45; S:16-26-36-45
• TSCA Listed: false; 否
• GHS Pictograms: GHS05
• GHS Signal Word: Danger
• GHS Hazard statements: H314; H314-H318-H227
• GHS Precautionary statements: P210-P260-P303+P361+P353-P305+P351+P338-P405-P501A; P280-P305 + P351 + P338-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 2
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98.5% (T); 95%; 97%; 98%
• Grade: puriss.
• Optical Purity: ee: 97% (GLC)
• Linear Formula: CH3CH(NH2)CH2OH
• Empirical Formula (Hill Notation): C3H9NO

DETAILS

Sigma Aldrich - A76206

Packaging
1, 10 g in glass bottle
Application
Reacts with aryl nitriles to form oxazolines1,2,3 which are useful in Pd-catalyzed allylic substitution.2,3

Sigma Aldrich - 05230

Other Notes
N-protection1; oxidation of the N-protected derivative to the aldehyde.2,3,4