CAS 87-99-0 Xylitol - Analytical Products / Alfa Chemistry

CAT	APS87990
CAS	87-99-0
Structure
MDL Number	MFCD00064292
Synonyms	Xylitol, Meso-xylitol, C-Xylidex CR 16055, DL-Xylitol, Eutrit, Fluorette, Klinit, Kylit, NSC 25283, Wood sugar alcohol, X 0018, Xylisorb, Xylisorb 300, Xylisorb 700, Xylit, Xylit XC, Xylitab 100, Xylitab 300, Xylitab DC, Xylite, Xylite (sugar), Xylitol C, Xylitol CM 90, Xylitol P, Xyliton, meso-Xylitol, xylo-Pentitol
IUPAC Name	(2S,4R)-pentane-1,2,3,4,5-pentol
Molecular Weight	152.15
Molecular Formula	C5H12O5
Canonical SMILES	OC[C@@H](O)[C@H](O)[C@@H](O)CO
InChI	InChI=1S/C5H12O5/c6-1-3(8)5(10)4(9)2-7/h3-10H,1-2H2/t3-,4+,5+
InChI Key	HEBKCHPVOIAQTA-SCDXWVJYSA-N
REAXYS Number	1720523

Description	United States Pharmacopeia (USP) Reference Standard
Accurate Mass	152.0685
Format	Neat
Linear Formula	HOCH2[CH(OH)]3CH2OH
MP	94-97 °C (lit.)
Size	1G

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CAT	Size	Shipping	Storage Conditions	Description	Price
APS87990-220MG	220MG	Room Temperature	2-8°C Fridge/Coldroom	Subcategory: European Pharmacopoeia (Ph. Eur.); API Family: Matrix - API Family See respective official monograph(s); Product Type: Excipient	Inquiry
APS87990-250MG	250MG	Room Temperature	+5°C	Subcategory: Mikromol, API standards; API Family: Matrix - API Family Xylitol; Product Type: API	Inquiry

Case Study

Xylitol Used for the Synthesis of Polyols via Zero-Order Selective Hydrodeoxygenation

MacQueen, Blake, et al. Catalysts 11.1 (2021): 108.

Xylitol, a five-carbon sugar alcohol, is a key substrate in the synthesis of value-added polyols such as 1,2-dideoxypentitol and 1,2,5-pentanetriol through selective hydrodeoxygenation (S-HDO). In a recent kinetic study, the S-HDO of xylitol was investigated over a bimetallic ReOx-Pd/CeO₂ catalyst (2.0 wt% Re, 0.30 wt% Pd), revealing the reaction to follow zero-order kinetics with respect to xylitol concentration.
Reaction profiles obtained at temperatures ranging from 120 °C to 170 °C were fitted to zero-, first-, and second-order kinetic models. The zero-order model consistently demonstrated superior fit, with R² values of 0.997 for xylitol, 0.998 for 1,2-dideoxypentitol, and 0.993 for 1,2,5-pentanetriol, confirming that the reaction rate is independent of xylitol concentration. This kinetic behavior suggests that catalyst surface sites are saturated under the studied conditions, and that the rate-limiting step likely involves hydrogenation rather than substrate adsorption.
Product selectivity favored 1,2-dideoxypentitol over 1,2,5-pentanetriol, aligning with trends reported in prior literature. Minimal volume change during the reaction and the reproducibility of zero-order kinetics across all tested temperatures reinforce the robustness of the catalytic system.
In summary, xylitol is used for the synthesis of polyfunctional alcohols via a zero-order selective hydrodeoxygenation reaction, enabling efficient and predictable conversion under optimized catalytic conditions for biomass valorization.

Xylitol for the Synthesis of Glycols via Ruthenium-Catalyzed Hydrogenolysis: A Reaction Procedure Overview

Beine, Anna Katharina, et al. Green Chemistry 20.6 (2018): 1316-1322.

Xylitol was efficiently converted into valuable glycols through hydrogenolysis over a ruthenium catalyst supported on covalent triazine frameworks (Ru/CTF). The reaction was carried out in a 50 mL stainless steel autoclave equipped with a Teflon inlet and sampling tube. In a typical experiment, the autoclave was charged with xylitol (2.00 g, 13.1 mmol), Ru/CTF catalyst (0.20 g), calcium hydroxide (0.30 g, 4.0 mmol), and deionized water (20 mL). After sealing, the vessel was flushed three times with hydrogen and then pressurized to 8 MPa with H₂ gas.
The mixture was stirred at 750 rpm and heated to 473 K. Periodic samples were withdrawn, filtered through PA 45/25 syringe filters, and analyzed using HPLC and GC to monitor the formation of ethylene glycol and propylene glycol.
For catalyst recycling, the solid catalyst was recovered post-reaction by filtration, washed sequentially with aqueous acetic acid (1 M, 60 mL), water (until neutral pH), and ethanol (60 mL), then dried under vacuum at 333 K-all under an inert nitrogen atmosphere.
In a comparative homogeneous setup, \[RuCl₂(p-cymene)]₂ (0.049 mmol) and bipyridine (0.085 mmol) were pre-coordinated in ethanol (2.0 mL) and added to a solution containing xylitol (2.0 g), Ca(OH)₂ (0.3 g), and water (20 mL), followed by hydrogenolysis under the same conditions.