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Showing content from https://en.wikipedia.org/wiki/1,3-Propanediol below:

1,3-Propanediol - Wikipedia

From Wikipedia, the free encyclopedia

1,3-Propanediol Skeletal formula 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

504-63-2^Y

3D model (

JSmol

)

Interactive image

Abbreviations PDO Beilstein Reference 969155 ChEBI

CHEBI:16109^Y

ChEMBL

ChEMBL379652^Y

ChemSpider

13839553^Y

DrugBank

DB02774^Y

ECHA InfoCard 100.007.271 EC Number

207-997-3

KEGG

C02457^Y

MeSH 1,3-propanediol PubChem CID

10442

RTECS number

TY2010000

UNII

5965N8W85T^Y

CompTox Dashboard (EPA)

DTXSID30897465 DTXSID8041246, DTXSID30897465

InChI

InChI=1S/C3H8O2/c4-2-1-3-5/h4-5H,1-3H2
^Y
Key: YPFDHNVEDLHUCE-UHFFFAOYSA-N
^Y
Key: YPFDHNVEDLHUCE-UHFFFAOYAS

SMILES

OCCCO

Properties Chemical formula CH₂(CH₂OH)₂ 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

(

n_D

)

1.440 Thermochemistry Std enthalpy of
formation (Δ_fH^⦵₂₉₈) −485.9–−475.7 kJ mol⁻¹ Std enthalpy of
combustion (Δ_cH^⦵₂₉₈) −1848.1–−1837.9 kJ mol⁻¹ Hazards NFPA 704 (fire diamond) 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 Related compounds

glycols Ethylene glycol, 1,2-propanediol

Except where otherwise noted, data are given for materials in their

standard state

(at 25 °C [77 °F], 100 kPa).

N verify

(

what is ^YN

Infobox references

Chemical compound

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.

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.

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.^[2]

Two other routes involve bioprocessing by certain micro-organisms:

Conversion from glucose effected by a genetically modified strain of E. coli by DuPont Tate & Lyle BioProducts (See: bioseparation of 1,3-propanediol). An estimated 120,000 tons were produced in 2007".^[3] According to DuPont, the Bio-PDO process uses 40% less energy than conventional processes,^[4]^[5] Because of DuPont and Tate & Lyle's success in developing a renewable Bio-PDO process, the American Chemical Society awarded the Bio-PDO research teams the "2007 Heroes of Chemistry" award.^[5]
Conversion from glycerol (a by-product of biodiesel production) using Clostridium diolis bacteria and Enterobacteriaceae.^[6]

1,3-Propanediol does not appear to pose a significant hazard via inhalation of either the vapor or a vapor/aerosol mixture.^[7]

^ "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 978-3-527-30673-2.
^ 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.

Manufacturer's brochure describing uses of 1,3-propanediol

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