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| | 1,3-Propanediol Basic information |
| Product Name: | 1,3-Propanediol | | Synonyms: | RiceBran Ferment(Saccharomyes/Rice Bran Ferment&Aspergillu Ferment&Propanediol);1,3-PROPANEDIOL, 98%1,3-PROPANEDIOL, 98%1,3-PROPANEDIOL, 98%1,3-PROPANEDIOL, 98%;1 3 -PROPANEDIOL (PROPANDIOL );1,3-Propanediol Vetec(TM) reagent grade, 98%;KARL FISCHER WATER STANDARD 100 Μ;1,3-Propanediol, Standard for GC,>=99.5%(GC);1,3-prpanediol;1,3-PROPANEDIOL FOR SYNTHESIS | | CAS: | 504-63-2 | | MF: | C3H8O2 | | MW: | 76.09 | | EINECS: | 207-997-3 | | Product Categories: | Glycerolipid Metabolism;Building Blocks;Chemical Synthesis;Metabolic Pathways;Metabolomics;Organic Building Blocks;alpha,omega-Alkanediols;alpha,omega-Bifunctional Alkanes;Monofunctional & alpha,omega-Bifunctional Alkanes;Cell culture;Oxygen Compounds;Polyols;bc0001;504-63-2 | | Mol File: | 504-63-2.mol |  |
| | 1,3-Propanediol Chemical Properties |
| 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 | | pka | 14.46±0.10(Predicted) | | form | Oily Liquid | | 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 | | 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) |
| Hazard Codes | Xi | | Risk Statements | 38 | | Safety Statements | 23-24/25 | | 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 |
| | 1,3-Propanediol Usage And Synthesis |
| Chemical Properties | 1,3-Propanediol, an isomer of propylene glycol, is a viscous, colorless, odorless, hygroscopic liquid that has a brackish irritating taste. miscible with various solvents such as water, ethanol, acetone, chloroform (chloroform) and ether, and is insoluble in benzene. Combustible. | | Uses | 1,3-Propanediol is used as a solvent for thin film preparations, in the production of polymers such as polytrimethylene terephthalate, adhesives, laminates, coatings, moldings, aliphatic polyesters, as an antifreeze and in wood paint. It also acts as a reagent for vinyl epoxide synthon, for epoxide ring-opening, for polymerization reactions and for natural product syntheses. | | Uses | As a diol, 1,3-propanediol is subject to many of the same polymeric applications as other low molecular mass diols (e.g., ethylene glycol, propylene glycol, and 1,4-butanediol). However, its relatively high price limits its use to applications requiring very specific performance characteristics. It is a raw-material source for 1,3-dioxanes. 1,3-Propanediol-bis(4-aminobenzoate) can be used as a chain extender in polyurethane elastomers. This bisbenzoate, which can also be synthesized from 1,3-dichloro-propane, finds other applications as a cross-linking agent in epoxy formulations and as a rubber additive. | | 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. | | 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. | | 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.] |
| | 1,3-Propanediol Preparation Products And Raw materials |
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