| Identification | More | [Name]
1,3-Propanediol | [CAS]
504-63-2 | [Synonyms]
1,3-DIHYDROXYPROPANE
1,3-PROPANDIOL
1,3-PROPANEDIOL
1,3-PROPYLENE GLYCOL
AKOS 90317
AKOS BBS-00004418
PDO
PROPANE-1,3-DIOL
TRIMETHYLENE GLYCOL
1,3-Propylenediol
2-(Hydroxymethyl)ethanol
2-Deoxyglycerol
beta-Propylene glycol
beta-propyleneglycol
I,3-Propandiol
NSC 65426
nsc65426
omega-Propanediol
propane diol-1,3
Propanediol-(1,3)-(1,3-propylene glycol) | [EINECS(EC#)]
207-997-3 | [Molecular Formula]
C3H8O2 | [MDL Number]
MFCD00002949 | [Molecular Weight]
76.09 | [MOL File]
504-63-2.mol |
| Chemical Properties | Back Directory | [Appearance]
Colorless oil liquid; odorless. Soluble in water, alcohol, and ether. Combustible. | [Melting point ]
-27 °C (lit.) | [Boiling point ]
214 °C/760 mmHg (lit.) | [density ]
1.053 g/mL at 25 °C(lit.)
| [vapor pressure ]
0.8 mm Hg ( 20 °C)
| [FEMA ]
4753 | 1,3-PROPANEDIOL | [refractive index ]
n20/D 1.440(lit.)
| [Fp ]
>230 °F
| [storage temp. ]
Store below +30°C. | [solubility ]
H2O: soluble
| [form ]
Oily Liquid | [pka]
14.46±0.10(Predicted) | [color ]
Clear | [PH]
4.5-7.0 (100g/l, H2O, 20℃) | [explosive limit]
2.5%(V) | [Water Solubility ]
100 g/L | [Merck ]
14,9714 | [BRN ]
969155 | [Dielectric constant]
35.0（20℃） | [InChIKey]
YPFDHNVEDLHUCE-UHFFFAOYSA-N | [LogP]
-0.71 at 20℃ | [CAS DataBase Reference]
504-63-2(CAS DataBase Reference) | [NIST Chemistry Reference]
1,3-Propanediol(504-63-2) | [EPA Substance Registry System]
1,3-Propanediol (504-63-2) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
38 | [Safety Statements ]
S23:Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer) .
S24/25:Avoid contact with skin and eyes . | [WGK Germany ]
1
| [RTECS ]
TY2010000
| [Autoignition Temperature]
405 °C | [TSCA ]
Yes | [HS Code ]
29053980 | [Hazardous Substances Data]
504-63-2(Hazardous Substances Data) | [Toxicity]
LD50 orally in Rabbit: 15670 mg/kg LD50 dermal Rabbit > 20000 mg/kg |
| Hazard Information | Back Directory | [Chemical Properties]
1,3-Propanediol, an isomer of propylene glycol, is a viscous,
colorless, odorless, hygroscopic liquid that has a brackish
irritating taste . | [Chemical Properties]
Colorless oil liquid; odorless. Soluble in water, alcohol, and ether. Combustible. | [Uses]
1,3-Propanediol is prepared as a by-product in the manufacture
of glycerin by the saponification of fat . It is used to
lower the freezing point of water and as a chemical intermediate.
Industrial exposure is limited. | [Uses]
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 | [Application]
1,3-Propanediol is prepared as a by-product in the manufacture of glycerin by the saponification of fat. It is used to lower the freezing point of water and as a chemical intermediate. Industrial exposure is limited. It is also used to Solvent for thin film preparations, Vinyl epoxide synthon and reagent for epoxide ring-opening and polymerization reactions, Reagent for natural product syntheses.
A new large market for 1,3-propanediol will be in polyester coatings and in the production of poly(trimethylene terephthalate), a new material for the production of high quality carpet fibers. | [Definition]
ChEBI: Propane-1,3-diol is the simplest member of the class of propane-1,3-diols, consisting of propane in which one hydrogen from each methyl group is substituted by a hydroxy group. A colourless, viscous, water-miscible liquid with a high (210℃) boiling point, it is used in the synthesis of certain polymers and as a solvent and antifreeze. It has a role as a protic solvent and a metabolite. | [Biosynthesis]
1,3-Propanediol (1,3-PDO) can be produced by fermentation from glycerol, with different strains such as Klebsiella pneumoniae, Clostridium butyricum, Clostridium pasteurianum, and Citrobacter freundii. Drawbacks of industrial fermentation using these strains are strong inhibition of 1,3-PDO production and by-products during fermentation. | [Flammability and Explosibility]
Nonflammable | [Synthesis]
1,3-Propanediol is produced commercially by Degussa starting from acrolein.
CH2CHCHO + H2O → HOHCH2CH2CHO
HOHCH2CH2CHO + H2 → HOHCH2CH2CH2OH
The addition of water under mild acidic conditions gives 3-hydroxypropionaldehyde with high selectivity. Preferentially buffer solutions with a pH 4-5 or weak acidic ion exchange resins are used as catalysts. Further hydrogenation of this aqueous solutions gives 1,3-propanediol. There is an alternative route via hydroformylation of ethylene oxide and subsequent hydrogenation of the intermediate 3-hydroxypropionaldehyde. | [Purification Methods]
Dry this diol with K2CO3 and distil it under reduced pressure. More extensive purification involves conversion with benzaldehyde to 2-phenyl-1,3-dioxane (m 47-48o) which is subsequently decomposed by shaking with 0.5M HCl (3mL/g) for 15minutes and standing overnight at room temperature. After neutralisation with K2CO3, the benzaldehyde is removed by steam distillation and the diol is recovered from the remaining aqueous solution by continuous extraction with CHCl3 for 1day. The extract is dried with K2CO3, the CHCl3 is evaporated and the diol is distilled. [Foster et al. Tetrahedron 6 177 1961, Beilstein 1 IV 2493.] |
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