16277-71-7

Basic information

• Product Name: XYLITOL
• Synonyms: XYLIT;XYLITE;D-XYLITOL;1,2,3,4,5-PENTAHYDROXYPENTANE
• CAS NO: 16277-71-7
• Molecular Formula: C₅H₁₂O₅
• Molecular Weight: 152.15
• EINECS: 201-788-0
• Mol File: 16277-71-7.mol
• Article Data: 5

Chemical Properties

• Melting Point: 94-97 °C(lit.)
• Boiling Point: 215~217℃
• Appearance: /
• Storage Temp.: 2-8°C
• Solubility: H2O: 0.1 g/mL, clear, colorless
• Water Solubility: SOLUBLE
• CAS DataBase Reference: XYLITOL(CAS DataBase Reference)
• NIST Chemistry Reference: XYLITOL(16277-71-7)
• EPA Substance Registry System: XYLITOL(16277-71-7)

Safety Data

• Safety Statements: S24/25:
• WGK Germany: 2
• RTECS: ZF0800000
• F: 3
• Hazardous Substances Data: 16277-71-7(Hazardous Substances Data)

Usage

General Description

Xylitol is a sugar alcohol that is commonly used as a sugar substitute due to its sweet taste and low-calorie content. It is naturally found in many fruits and vegetables, but is often made from birch wood or corn. Xylitol is known for its dental benefits, as it can help prevent tooth decay by reducing the growth of bacteria in the mouth. It is also used as a common ingredient in sugar-free gum, candies, and oral care products. In addition, xylitol has been found to have potential health benefits, such as improving bone density and reducing the risk of osteoporosis. However, excessive consumption of xylitol can cause digestive issues such as diarrhea and stomach upset.

InChI:InChI=1/C5H12O5/c6-1-3(8)5(10)4(9)2-7/h3-10H,1-2H2/t3-,4+,5+

Upstream product

• 50-99-7 D-glucose 
• 488-84-6 D-ribulose 
• 551-84-8 xylulose 
• 87-99-0 XYLITOL 
• 73864-02-5 Acetic acid (1R,5S,6R)-5,6-diacetoxy-2-methoxy-3-methyl-4-oxo-cyclohex-2-enyl ester 
• 73864-01-4 (4R,5R,6S)-4,5,6-Trihydroxy-3-methoxy-2-methyl-cyclohex-2-enone 
• 73864-00-3 terremutin hydrate 
• 63181-58-8 (2R,3s,4S)-2,3,4-triacetoxyglutaric anhydride 
• 63181-61-3 Methyl-Hydrogen-Tri-O-Acetylxylarat 
• 63181-60-2 (2R,3s,4S)dimethyl 2,3,4-triacetoxyglutarate 
• 87-72-9 D-Xylose 

Downstream Products

• 93-90-3 N-(2-hydroxyethyl)-N-methylaminobenzene 
• 849585-22-4 LACTIC ACID 
• 57-55-6 propylene glycol 
• 107-21-1 ethylene glycol 
• 56-81-5 glycerol 
• 110-00-9 furan 
• 98-01-1 furfural 
• 124-38-9 carbon dioxide 
• 201230-82-2 carbon monoxide 
• 75-07-0 acetaldehyde 
• 5346-78-1 Acetic acid (S)-2,3-diacetoxy-1-(1,2-diacetoxy-ethyl)-propyl ester 

Relevant articles and documents

CTAB-assisted sol-microwave method for fast synthesis of mesoporous TiO2 photocatalysts for photocatalytic conversion of glucose to value-added sugars

Fabrication technique is an important factor for development of catalysts. Titanium dioxide (TiO2) is one of efficient photocatalysts. In this work, we firstly report the fabrication of TiO2 nanoparticles by sol-microwave method with cetyltrimethylammonium bromide (CTAB) surfactant. Absence of surfactant, microwave treatment significantly reduced the cluster sizes of TiO2, but high aggregations of TiO2 particles were observed. CTAB has great impact on morphology, cluster size and mesoporous structure of TiO2. Therefore, surface area of TiO2 synthesized by sol-microwave method with 0.108 M CTAB increased from 15.97 to 37.60 m2/g. Photocatalytic activity of TiO2 was tested via the glucose conversion to produce value-added chemicals (gluconic acid, xylitol, arabinose and formic acid). It was found that surface area, mesoporous structure and pore size of TiO2 are crucial properties for glucose conversion and product distribution. From the reaction test, 0.108 M CTAB/MW-TiO2 achieved the highest glucose conversion (62.28%).

Selective hydrogenolysis of biomass-derived xylitol to ethylene glycol and propylene glycol on supported Ru catalysts

The selective hydrogenolysis of biomass-derived xylitol to ethylene glycol and propylene glycol was carried out on different catalysts in the presence of Ca(OH)2. The catalysts included Ru supported on activated carbon (C) and, for comparison, on metal oxides, Al2O3, TiO 2, ZrO2 and Mg2AlOx as well as C-supported other noble metals, Rh, Pd and Pt, with similar particle sizes (1.6-2.0 nm). The kinetic effects of H2 pressures (0-10 MPa), temperatures (433-513 K) and solid bases including Ca(OH)2, Mg(OH)2 and CaCO3 were examined on Ru/C. Ru/C exhibited superior activities and glycol selectivities than Ru on TiO2, ZrO2, Al2O3 and Mg2AlOx, and Pt was found to be the most active metal. Such effects of the metals and supports are attributed apparently to their different dehydrogenation/ hydrogenation activities and surface acid-basicities, which consequently influenced the xylitol reaction pathways. The large dependencies of the activities and selectivities on the H2 pressures, reaction temperatures, and pH values showed their effects on the relative rates for the hydrogenation and base-catalyzed reactions involved in xylitol hydrogenolysis, reflecting the bifunctional nature of the xylitol reaction pathways. These results led to the proposition that xylitol hydrogenolysis to ethylene glycol and propylene glycol apparently involves kinetically relevant dehydrogenation of xylitol to xylose on the metal surfaces, and subsequent base-catalyzed retro-aldol condensation of xylose to form glycolaldehyde and glyceraldehyde, followed by direct glycolaldehyde hydrogenation to ethylene glycol and by sequential glyceraldehyde dehydration and hydrogenation to propylene glycol. Clearly, the relative rates between the hydrogenation of the aldehyde intermediates and their competitive reactions with the bases dictate the selectivities to the two glycols. This study provides directions towards efficient synthesis of the two glycols from not only xylitol, but also other lignocellulose-derived polyols, which can be achieved, for example, by optimizing the reaction parameters, as already shown by the observed effects of the catalysts, pH values, and H2 pressures.

Stereochemical correlation of di- and trihydroxy-β-diketone fungal metabolites, (-)-terredionol and terremutin hydrate, with sugar alcohols: The absolute configuration of (-)-terredionol

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