propane-1,3-diol

• ChemBase ID: 2491
• Molecular Formular: C3H8O2
• Molecular Mass: 76.09442
• Monoisotopic Mass: 76.0524295
• SMILES: OCCCO
• Canonical SMILES: OCCCO
• InChI: InChI=1S/C3H8O2/c4-2-1-3-5/h4-5H,1-3H2
• InChIKey: YPFDHNVEDLHUCE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: propane-1,3-diol
• IUPAC Traditional name: propanediol; propane-1,3-diol; 1,3-propandiol
• Synonyms: Bio-PDO; PG; 1,3-Propanediol; 1,3-Dihydroxypropane; 1,3-Propandiol; 1,3-Propanediol; 1,3-PROPANEDIOL, CERTIFIED GRADE; Trimethylene glycol; 1,3-二羟基丙烷; 丙二醇; 1,3-丙二醇

Database IDs

• CAS Number: 504-63-2
• EC Number: 207-997-3
• MDL Number: MFCD00002949
• Beilstein Number: 969155
• Merck Index: 149714
• PubChem SID: 24877990; 24887897; 160965941; 24898583; 46508942
• PubChem CID: 10442
• CHEBI ID: 16109
• CHEMBL: 379652
• Chemspider ID: 13839553
• DrugBank ID: DB02774
• KEGG ID: C02457
• MeSH Name: 1,3-propanediol
• Unique Ingredient Identifier: 5965N8W85T
• Wikipedia Title: 1,3-Propanediol

CALCULATED PROPERTIES

JChem

• Acid pKa: 15.599172
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -1.1487193
• LogD (pH = 7.4): -1.1487193
• Log P: -1.1487193
• Molar Refractivity: 19.419 cm^3
• Polarizability: 7.5336413 Å^3
• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -1.18
• LOG S: 1.05
• Solubility (Water): 8.59e+02 g/l

PROPERTIES

Physical Property

• Solubility: H2O: soluble; Miscible in water; Miscible with water, alcohol
• Apperance: Colourless liquid
• Melting Point: -26°C; -27 °C (-16.6 °F); -27 °C(lit.); 58.85°C (332K)
• Boiling Point: 210.85 - 216.85°C (484 - 490 K); 210-212 °C (410-413.6 °F); 214 °C (417 °F).; 214 °C/760 mmHg(lit.); 214°C
• Flash Point: >110 °C; >230 °F; 140°C(174°F); 79.4°C; 79.444 °C
• Auto Ignition Point: 400 °C (752 °F); 400 °C
• Density: 1.053; 1.053 g/mL at 25 °C(lit.); 1.0597 at 20 °C (water = 1); 1.0597 g cm^-3
• Refractive Index: 1.440; 1.4400; n20/D 1.440; n20/D 1.440(lit.)
• Vapor Pressure: 0.8 mmHg ( 20 °C); 4.5 Pa; 9.8 mmHg ( 100 °C); Low, 1 mm Hg at 59 °C
• Vapor Density: 2.62 (air = 1)
• Partition Coefficient: -1.093
• Viscosity: 52 cP(20 °C)(lit.)
• Std enthalpy of combustion: -1848.1–-1837.9 kJ mol^-1
• Std enthalpy of formation: -485.9–-475.7 kJ mol^-1
• Organoleptic: 46.2 dynes/cm, 20 °C

Safety Information

• Storage Condition: Room Temperature (15-30°C), Desiccate
• RTECS: TY2010000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 38
• Safety Statements: S23, S24/25
• TSCA Listed: 是
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• NFPA704:
  

  2

  2

  0
• GHS Hazard statements: H315
• Personal Protective Equipment: Eyeshields, Gloves

Product Information

• Purity: ~98%; ≥99.0% (GC); ≥99.6%; 98%; 99%
• Grade: puriss.
• Impurities: <0.1% water
• Antion Traces: chloride (Cl-): <0.5 ppm
• Linear Formula: HO(CH2)3OH

DETAILS

MP Biomedicals - 02151954

(Trimethylene glycol) Purity: ~98% 1ml = 1.05g Reagent for the synthesis of γ-keto aldehydes and ketones.

DrugBank - DB02774

Drug information: experimental

Sigma Aldrich - 533734

Packaging
1 kg in poly bottle
Application
For applications, see P5040-4

Sigma Aldrich - P50404

Application
Solvent for thin film preparations.1 Vinyl epoxide synthon2 and reagent for epoxide ring-opening3 and polymerization reactions.4 Reagent for natural product syntheses.5
Packaging
100, 500 g in poly bottle

REFERENCES

• Used for protection of carbonyl groups as their acetals (1,3-dioxane) derivatives, in the presence of a catalyst, e.g. TsOH: J. Chem. Soc. (C), 244 (1962), pyridine hydrochloride: Bull. Soc. Chim. Fr., 2287 (1972), or Amberlyst. 15: J. Chem. Soc. Perkin 1, 158 (1979). Comparative studies have indicated that formation of acetals from this diol is slower than for ethylene glycol, as is acid catalyzed hydrolysis of the resulting 1,3-dioxanes of aldehydes in comparison with the 1,3-dioxolanes, whereas for ketones the reverse applies: J. Am. Chem. Soc., 80, 6350 (1958); 90, 1249, 1253 (1968). For a review of the preparation of acetals, see: Synthesis, 501 (1981). Conditions have been described for the protection of acrolein using anhydrous HBr in dichloromethane: Org. Synth. Coll., 7, 59 (1990). For use in the preparation of the cyclic acetal of cyclopropenone, see: Org. Synth. Coll., 8, 173 (1993). The product behaves as a 1,3-dipole in cycloaddition reactions, see Benzylidenemalononitrile, L02426.