(2R)-3-aminopropane-1,2-diol

• ChemBase ID: 68897
• Molecular Formular: C3H9NO2
• Molecular Mass: 91.10906
• Monoisotopic Mass: 91.06332853
• SMILES: C([C@@H](CN)O)O
• Canonical SMILES: NC[C@H](CO)O
• InChI: InChI=1S/C3H9NO2/c4-1-3(6)2-5/h3,5-6H,1-2,4H2/t3-/m1/s1
• InChIKey: KQIGMPWTAHJUMN-GSVOUGTGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-3-aminopropane-1,2-diol
• IUPAC Traditional name: (2R)-3-aminopropane-1,2-diol
• Synonyms: (R)-3-Amino-1,2-propanediol; (R)-(+)-3-Amino-1,2-propanediol; (R)-3-Amino-1,2-propanediol; (R)-3-Amino-1,2-propanediol; (R)-3-氨基-1,2-丙二醇; (R)-(+)-3-氨基-1,2-丙二醇; (R)-3-氨基-1,2-丙二醇

Database IDs

• CAS Number: 66211-46-9
• MDL Number: MFCD00798261
• Beilstein Number: 4290608
• PubChem SID: 24846295; 162034627
• PubChem CID: 6994409

CALCULATED PROPERTIES

• Acid pKa: 14.010801
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): -4.8980155
• LogD (pH = 7.4): -3.7473752
• Log P: -1.9458958
• Molar Refractivity: 22.1736 cm^3
• Polarizability: 9.061876 Å^3
• Polar Surface Area: 66.48 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 264-265 °C/739 mmHg(lit.)
• Flash Point: 113 °C; 235 °F; 235.4 °F
• Density: 1.175 g/mL at 25 °C(lit.)
• Optical Rotation: [α]20/D +28±1°, c = 4% in 5 M HCl; [α]20/D +9°, neat

Safety Information

• Storage Warning: IRRITANT
• European Hazard Symbols: Corrosive (C)
• UN Number: 3259
• German water hazard class: 3
• Hazard Class: 8
• Packing Group: 2
• Risk Statements: 22-34
• Safety Statements: 26-36/37/39-45
• TSCA Listed: false
• GHS Pictograms: GHS05; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H302-H314
• GHS Precautionary statements: P280-P305 + P351 + P338-P310
• Personal Protective Equipment: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 3259 8/PG 2

Product Information

• Purity: ≥98.0% (T); 95+%; 98%
• Empirical Formula (Hill Notation): C3H9NO2

DETAILS

Sigma Aldrich - 473952

Application
Building block for the synthesis of novel nucleoside dimer analogs.1 Preparation of 5-hydroxymethyl-2-oxazolidinones.2