1,3-Propanediol is the organic compound with the formula CH2(CH2OH)2.
This 3-carbon diol is a colorless viscous liquid that is miscible with water.
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Names | |||
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Preferred IUPAC name Propane-1,3-diol | |||
Other names 1,3-Dihydroxypropane Trimethylene glycol | |||
Identifiers | |||
3D model (JSmol) | |||
3DMet | |||
Abbreviations | PDO | ||
969155 | |||
ChEBI | |||
ChEMBL | |||
ChemSpider | |||
DrugBank | |||
ECHA InfoCard | 100.007.271 | ||
EC Number |
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KEGG | |||
MeSH | 1,3-propanediol | ||
PubChem CID | |||
RTECS number |
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UNII | |||
CompTox Dashboard (EPA) | |||
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Properties | |||
C3H8O2 | |||
Molar mass | 76.095 g·mol−1 | ||
Appearance | Colourless liquid | ||
Density | 1.0597 g cm−3 | ||
Melting point | −27 °C; −17 °F; 246 K | ||
Boiling point | 211 to 217 °C; 412 to 422 °F; 484 to 490 K | ||
Miscible | |||
log P | −1.093 | ||
Vapor pressure | 4.5 Pa | ||
Refractive index (nD) | 1.440 | ||
Thermochemistry | |||
Std enthalpy of formation (ΔfH⦵298) | −485.9–−475.7 kJ mol−1 | ||
Std enthalpy of combustion (ΔcH⦵298) | −1848.1–−1837.9 kJ mol−1 | ||
Hazards | |||
NFPA 704 (fire diamond) | |||
Flash point | 79.444 °C (174.999 °F; 352.594 K) | ||
400 °C (752 °F; 673 K) | |||
Safety data sheet (SDS) | sciencelab.com | ||
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). |
It is mainly used as a building block in the production of polymers such as polytrimethylene terephthalate.
1,3-Propanediol can be formulated into a variety of industrial products including composites, adhesives, laminates, coatings, moldings, aliphatic polyesters, and copolyesters. It is also a common solvent. It is used as an antifreeze and as a component in wood paint.
1,3-Propanediol is mainly produced by the hydration of acrolein. An alternative route involves the hydroformylation of ethylene oxide to form 3-hydroxypropionaldehyde. The aldehyde is subsequently hydrogenated to give 1,3-propanediol. Biotechnological routes are also known.
Two other routes involve bioprocessing by certain micro-organisms:
1,3-Propanediol does not appear to pose a significant hazard via inhalation of either the vapor or a vapor/aerosol mixture. However, like with any chemical exposure should be controlled and maintained.
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