14697-46-2

Basic information

• Product Name: 1,2,5-PENTANETRIOL
• Synonyms: 1,4,5-pentanetriol;1,2,5-TRIHYDROXY PENTANE;1,2,5-PENTANETRIOL;pentane-1,2,5-triol;1,2,5-PENTANETRIOL 97+%;Brn 1719516;Einecs 238-747-1
• CAS NO: 14697-46-2
• Molecular Formula: C₅H₁₂O₃
• Molecular Weight: 120.15
• EINECS: 238-747-1
• Mol File: 14697-46-2.mol
• Article Data: 21

Chemical Properties

• Boiling Point: 195 °C / 15mmHg
• Flash Point: 166°C
• Appearance: /
• Density: 1,14 g/cm3
• Vapor Pressure: 2.62E-05mmHg at 25°C
• Refractive Index: 1.4740 to 1.4770
• PKA: 14.28±0.20(Predicted)
• CAS DataBase Reference: 1,2,5-PENTANETRIOL(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2,5-PENTANETRIOL(14697-46-2)
• EPA Substance Registry System: 1,2,5-PENTANETRIOL(14697-46-2)

Safety Data

• Safety Statements: 24/25
• RTECS: SA3327000
• Hazardous Substances Data: 14697-46-2(Hazardous Substances Data)

Usage

Uses

1,2,5-Pentanetriol is used as a modifier in the preparation of polyoxymethylene having excellent impact resistance.

InChI:InChI=1/C5H12O3/c6-3-1-2-5(8)4-7/h5-8H,1-4H2

Upstream product

• 98-00-0 (2-furyl)methyl alcohol 
• 52813-63-5 (5R)-2,3,4,5-tetrahydro-5-hydroxymethyl-2-furanone 
• 491-19-0 (2RS, 3RS, 4SR)-2-(hydroxymethyl)tetrahydrofuran-3,4-diol 
• 87-99-0 XYLITOL 
• 31082-85-6 5-hydroxy-4-oxopentanal 
• 35436-57-8 6-hydroxy-3,6-dihydro-2H-pyran-3-one 
• 97-99-4 Tetrahydrofurfuryl alcohol 
• 21461-84-7 (2S)-tetrahydro-5-oxofuran-2-carboxylic acid 
• 56-86-0 L-glutamic acid 
• 98-01-1 furfural 
• 19752-84-2 Oxan-3-ol 
• 19300-54-0 toluene-4-sulfonic acid pent-4-enyl ester 
• 709668-57-5 benzoic acid 3-{2-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-[1,3]dioxolan-4-yl}-propyl ester 
• 64-19-7 acetic acid 

Downstream Products

• 80710-25-4 1-phenyl-piperidin-3-ol 
• 18133-14-7 2-(hydroxymethyl)-N-phenylpyrrolidine 
• 103401-26-9 1,5-bis-trityloxy-pentan-2-one 
• 185627-00-3 4,5-dihydroxypentyl benzoate 
• 97-99-4 Tetrahydrofurfuryl alcohol 
• 6318-30-5 2,2-dimethyl-4-(3-hydroxypropyl)-1,3-dioxolane 
• 2217-32-5 (tetrahydrofuran-2-yl)methyl benzoate 
• 821-09-0 n-Pent-4-enyl alcohol 
• 25714-71-0 4-hydroxybutyraldehyde 
• 19752-84-2 Oxan-3-ol 
• 50-00-0 formaldehyd 
• 197365-59-6 1-(pent-4-en-1-yl)-1H-pyrrole 
• 106681-49-6 5-N-pyrrolylpentane-1,2-diol 1-p-toluenesulfonate 
• 69380-64-9 rac-2,2-dimethyl-4-(3'-hydroxypropyl)-1,3-dioxolan toluene-p-sulphonate 

Relevant articles and documents

Achmatowicz rearrangement enables hydrogenolysis-free gas-phase synthesis of pentane-1,2,5-triol from furfuryl alcohol

Highly efficient synthesis of pentane-1,2,5 triol, a promising member of biorenewable C5 alcohols, has been achieved by gas-phase hydrogenation of the Achmatowicz intermediate derived from furfuryl alcohol. The hydrogenation was carried out on monocomponent or bicomponent Ni and/or Pt modified mesoporous silica catalysts. The process features the absence of hydrogenolysis of the furan ring and rendered 100% selectivity together with additional green chemistry benefits, such as mild and simpler solvent free technology that operates at atmospheric pressure. The bicomponent Ni/Pt modified mesoporous silica catalysts exhibited the highest catalytic activity, with 10Ni1Pt/KIT-6 being the most active, providing up to 100% conversion.

Selective hydrogenolysis of benzyl ethers in the presence of benzylidene acetals with Raney nickel

A simple method to remove selectively a benzyl group protecting a hydroxyl function in the presence of a benzylidene acetal by catalytic hydrogenolysis with Raney nickel is reported. This method was successfully applied to the synthesis of the C1-C14 fragment of dolabelides.

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Hydrodeoxygenation of C4-C6 sugar alcohols to diols or mono-alcohols with the retention of the carbon chain over a silica-supported tungsten oxide-modified platinum catalyst

The hydrodeoxygenation of erythritol, xylitol, and sorbitol was investigated over a Pt-WOx/SiO2 (4 wt% Pt, W/Pt = 0.25, molar ratio) catalyst. 1,4-Butanediol can be selectively produced with 51% yield (carbon based) by erythritol hydrodeoxygenation at 413 K, based on the selectivity over this catalyst toward the regioselective removal of the C-O bond in the -O-C-CH2OH structure. Because the catalyst is also active in the hydrodeoxygenation of other polyols to some extent but much less active in that of mono-alcohols, at higher temperature (453 K), mono-alcohols can be produced from sugar alcohols. A good total yield (59%) of pentanols can be obtained from xylitol, which is mainly converted to C2 + C3 products in the literature hydrogenolysis systems. It can be applied to the hydrodeoxygenation of other sugar alcohols to mono-alcohols with high yields as well, such as erythritol to butanols (74%) and sorbitol to hexanols (59%) with very small amounts of C-C bond cleavage products. The active site is suggested to be the Pt-WOx interfacial site, which is supported by the reaction and characterization results (TEM and XAFS). WOx/SiO2 selectively catalyzed the dehydration of xylitol to 1,4-anhydroxylitol, whereas Pt-WOx/SiO2 promoted the transformation of xylitol to pentanols with 1,3,5-pentanetriol as the main intermediate. Pre-calcination of the reused catalyst at 573 K is important to prevent coke formation and to improve the reusability.