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Contents

   



(Top)
 


1 Products  





2 Production  





3 Safety  





4 See also  





5 References  





6 External links  














1,3-Propanediol






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1,3-Propanediol
Skeletal formula of 1,3-propanediol
Skeletal formula of 1,3-propanediol
Spacefill model of 1,3-propanediol
Spacefill model of 1,3-propanediol
Ball and stick model of 1,3-propanediol
Names
Preferred IUPAC name

Propane-1,3-diol[1]

Other names

1,3-Dihydroxypropane
Trimethylene glycol

Identifiers

CAS Number

3D model (JSmol)

3DMet
Abbreviations PDO

Beilstein Reference

969155
ChEBI
ChEMBL
ChemSpider
DrugBank
ECHA InfoCard 100.007.271 Edit this at Wikidata
EC Number
  • 207-997-3
KEGG
MeSH 1,3-propanediol

PubChem CID

RTECS number
  • TY2010000
UNII

CompTox Dashboard (EPA)

  • InChI=1S/C3H8O2/c4-2-1-3-5/h4-5H,1-3H2 checkY

    Key: YPFDHNVEDLHUCE-UHFFFAOYSA-N checkY

  • Key: YPFDHNVEDLHUCE-UHFFFAOYAS

  • OCCCO

Properties

Chemical formula

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

Solubility in water

Miscible
log P −1.093
Vapor pressure 4.5 Pa

Refractive index (nD)

1.440
Thermochemistry

Std enthalpy of
formation
fH298)

−485.9–−475.7 kJ mol−1

Std enthalpy of
combustion
cH298)

−1848.1–−1837.9 kJ mol−1
Hazards
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 2: Intense or continued but not chronic exposure could cause temporary incapacitation or possible residual injury. E.g. chloroformFlammability 2: Must be moderately heated or exposed to relatively high ambient temperature before ignition can occur. Flash point between 38 and 93 °C (100 and 200 °F). E.g. diesel fuelInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
2
2
0
Flash point 79.444 °C (174.999 °F; 352.594 K)

Autoignition
temperature

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).

☒N verify (what is checkY☒N ?)

Infobox references

1,3-Propanediol is the organic compound with the formulaCH2(CH2OH)2. This 3-carbon diol is a colorless viscous liquid that is miscible with water.

Products[edit]

It is mainly used as a building block in the production of polymers such as polytrimethylene terephthalate.[2]

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.

Production[edit]

1,3-Propanediol is mainly produced by the hydration of acrolein. An alternative route involves the hydroformylationofethylene oxide to form 3-hydroxypropionaldehyde. The aldehyde is subsequently hydrogenated to give 1,3-propanediol. Biotechnological routes are also known.[2]

Two other routes involve bioprocessing by certain micro-organisms:

Safety[edit]

1,3-Propanediol does not appear to pose a significant hazard via inhalation of either the vapor or a vapor/aerosol mixture.[7] However, like with any chemical exposure should be controlled and maintained.

See also[edit]

References[edit]

  1. ^ "1,3-propanediol - Compound Summary". PubChem Compound. USA: National Center for Biotechnology Information. 16 September 2004. Identification and Related Records. Retrieved 20 October 2011.
  • ^ a b Carl J. Sullivan; Anja Kuenz; Klaus-Dieter Vorlop (2018). "Propanediols". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a22_163.pub2. ISBN 978-3527306732.
  • ^ Werle, Peter; Morawietz, Marcus; Lundmark, Stefan; Sörensen, Kent; Karvinen, Esko; Lehtonen, Juha (2008-07-15), "Alcohols, Polyhydric", in Wiley-VCH Verlag GmbH & Co. KGaA (ed.), Ullmann's Encyclopedia of Industrial Chemistry, Weinheim, Germany: Wiley-VCH Verlag GmbH & Co. KGaA, pp. a01_305.pub2, doi:10.1002/14356007.a01_305.pub2, ISBN 978-3-527-30673-2, retrieved 2022-03-31
  • ^ Carl F. Muska; Carina Alles (2005-05-11). "Biobased 1,3-Propanediol A New Platform Chemical For The 21st Century" (PDF). BREW Symposium.
  • ^ a b "Growing Demand for Products Manufactured from DuPont's Bio-Based Propanediol". AZoM.com. 2007-06-12.
  • ^ H. Biebl; K. Menzel; A.-P. Zeng; W.-D. Deckwer (1999). "Microbial production of 1,3-propanediol". Applied Microbiology and Biotechnology. 52 (3): 289–297. doi:10.1007/s002530051523. PMID 10531640. S2CID 20017229.
  • ^ Scott RS, Frame SR, Ross PE, Loveless SE, Kennedy GL (2005). "Inhalation toxicity of 1,3-propanediol in the rat". Inhal Toxicol. 17 (9): 487–93. doi:10.1080/08958370590964485. PMID 16020043. S2CID 25647781.
  • External links[edit]


    Retrieved from "https://en.wikipedia.org/w/index.php?title=1,3-Propanediol&oldid=1222032179"

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    This page was last edited on 3 May 2024, at 13:33 (UTC).

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