1,3-Propanediol

Base Information

• Chemical Name: 1,3-Propanediol
• CAS No.: 504-63-2
• Deprecated CAS: 757125-93-2,1629855-95-3
• Molecular Formula: C3H8O2
• Molecular Weight: 76.0953
• Hs Code.: 29053980
• European Community (EC) Number: 207-997-3
• NSC Number: 65426
• UNII: 5965N8W85T
• DSSTox Substance ID: DTXSID8041246
• Nikkaji Number: J2.606I
• Wikipedia: 1,3-propanediol
• Wikidata: Q161514
• RXCUI: 1363030
• Metabolomics Workbench ID: 49847
• ChEMBL ID: CHEMBL379652
• Mol file: 504-63-2.mol

Synonyms:1,3-propanediol

Chemical Property of 1,3-Propanediol

Chemical Property:

• Appearance/Colour: clear oily liquid
• Vapor Pressure: 0.8 mm Hg ( 20 °C)
• Melting Point: -32 °C
• Refractive Index: n20/D 1.440(lit.)
• Boiling Point: 214.4 °C at 760 mmHg
• PKA: 14.46±0.10(Predicted)
• Flash Point: 79.4 °C
• PSA: 40.46000
• Density: 1.041 g/cm³
• LogP: -0.63890
• Storage Temp.: Store below +30°C.
• Solubility.: H2O: soluble
• Water Solubility.: 100 g/L
• XLogP3: -1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 76.052429494
• Heavy Atom Count: 5
• Complexity: 12.4

Purity/Quality:

99% ^*data from raw suppliers

1,3-Propanediol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 38
• Safety Statements: 23-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Alcohols and Polyols, Other
• Canonical SMILES: C(CO)CO
• 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. 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.

Technology Process of 1,3-Propanediol

There total 240 articles about 1,3-Propanediol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 42.4%

glycerol (56-81-5,25618-55-7,64333-26-2,8013-25-0) → propan-1-ol (71-23-8) + propylene glycol (57-55-6,63625-56-9) + isopropyl alcohol (67-63-0,8013-70-5) + trimethyleneglycol (504-63-2)

Guidance literature:

With hydrogen; In water; at 160 ℃; under 37503.8 Torr; Reagent/catalyst;

DOI:10.1016/j.molcata.2014.12.021

Reference yield: 29.3%

glycerol (56-81-5,25618-55-7,64333-26-2,8013-25-0) → propan-1-ol (71-23-8) + propylene glycol (57-55-6,63625-56-9) + trimethyleneglycol (504-63-2)

Guidance literature:

With hydrogen; In water; at 139.84 ℃; for 12h; under 7500.75 Torr; Reagent/catalyst; chemoselective reaction; Autoclave;

DOI:10.1002/cssc.201601503

Reference yield: 19.5%

glycerol (56-81-5,25618-55-7,64333-26-2,8013-25-0) → propylene glycol (57-55-6,63625-56-9) + isopropyl alcohol (67-63-0,8013-70-5) + trimethyleneglycol (504-63-2)

Guidance literature:

With hydrogen; In water; at 120 ℃; for 24h; under 60006 Torr; Autoclave;

upstream raw materials:

2-methyl-[1,3]dioxane

bis(3-hydroxypropyl)ether

D-sorbitol

2-chloro-propane-1,3-diol

Downstream raw materials:

2-(furan-2-yl)-1,3-dioxane

2-<(ethoxycarbonyl)methyl>-2-methyl-1,3-dioxane

2-(4-chloro-phenyl)-[1,3]dioxane

2-(2-chlorophenyl)-1,3-dioxane

Refernces

• 1、 Li, Yuming,Liu, Huimin,Ma, Lan,He, Dehua. "Influence of Pd precursors and Cl addition on performance of Pd-Re catalysts in glycerol hydrogenolysis to propanediols". . p. 13 - 20. Retrieved 2016.
• 2、 Yang, Man,Zhao, Xiaochen,Ren, Yujing,Wang, Jia,Lei, Nian,Wang, Aiqin,Zhang, Tao. "Pt/Nb-WOx for the chemoselective hydrogenolysis of glycerol to 1,3-propanediol: Nb dopant pacifying the over-reduction of WOx supports". . p. 1027 - 1037. Retrieved 2018.
• 3、 Pastusiak, Malgorzata,Dobrzynski, Piotr,Kaczmarczyk, Bozena,Kasperczyk, Janusz. "Polymerization mechanism of trimethylene carbonate carried out with zinc(II) acetylacetonate monohydrate". . p. 2504 - 2512. Retrieved 2011.
• 4、 Nakagawa, Yoshinao,Ning, Xuanhe,Amada, Yasushi,Tomishige, Keiichi. "Solid acid co-catalyst for the hydrogenolysis of glycerol to 1,3-propanediol over Ir-ReOx/SiO2". . p. 128 - 134. Retrieved 2012.
• 5、 Wang, Miaomiao,Fan, Lihai,Tan, Tianwei. "1-Butanol production from glycerol by engineered Klebsiella pneumoniae". . p. 57791 - 57798. Retrieved 2014.
• 6、 Tanielyan, Setrak K.,Marin, Norman,Alvez, Gabriela,Bhagat, Ramesh,Miryala, Balaraju,Augustine, Robert L.,Schmidt, Stephen R.. "An efficient, selective process for the conversion of glycerol to propylene glycol using fixed bed raney copper catalysts". . p. 1419 - 1426. Retrieved 2014.
• 7、 Shimao, Akira,Koso, Shuichi,Ueda, Naoyuki,Shinmi, Yasunori,Furikado, Ippei,Tomishige, Keiichi. "Promoting effect of re addition to Rh/SiO2 on glycerol hydrogenolysis". . p. 540 - 541. Retrieved 2009.
• 8、 Chanklang, Sarun,Mondach, Wongsaphat,Somchuea, Pooripong,Witoon, Thongthai,Chareonpanich, Metta,Faungnawakij, Kajornsak,Seubsai, Anusorn. "Hydrogenolysis of glycerol to 1,3-propanediol over H-ZSM-5-supported iridium and rhenium oxide catalysts". . p. 356 - 364. Retrieved 2022.
• 9、 Luo, Wenting,Lyu, Yuan,Gong, Leifeng,Du, Hong,Jiang, Miao,Ding, Yunjie. "Alcohol-treated SiO2 as the support of Ir-Re/SiO2 catalysts for glycerol hydrogenolysis". . p. 2009 - 2017. Retrieved 2016.
• 10、 Da Silva, Gervásio Paulo,De Lima, Cristian J. Bolner,Contiero, Jonas. "Production and productivity of 1,3-propanediol from glycerol by Klebsiella pneumoniae GLC29". . p. 259 - 266. Retrieved 2015.