25990-60-7

Basic information

• Product Name: DL-XYLOSE
• Synonyms: XYLOSE, DL-;XYLOSE;DL-XYL;DL-XYLOSE;Xylose (9CI);(2S,3R,4S,5R)-oxane-2,3,4,5-tetrol;(2S,3R,4S,5R)-tetrahydropyran-2,3,4,5-tetrol
• CAS NO: 25990-60-7
• Molecular Formula: C₅H₁₀O₅
• Molecular Weight: 150.13
• EINECS: 247-395-8
• Product Categories: CARBOHYDRATE;Sugars, Carbohydrates & Glucosides;Carbohydrate Synthesis;Monosaccharides;Specialty Synthesis;Carbohydrates;Carbohydrates A to;Carbohydrates P-ZBiochemicals and Reagents;Monosaccharide;Inhibitors
• Mol File: 25990-60-7.mol
• Article Data: 3

Chemical Properties

• Melting Point: 133-136 °C
• Boiling Point: 333.2°Cat760mmHg
• Flash Point: 155.3°C
• Appearance: /
• Density: 1.757g/cm³
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility: H2O: 0.1 g/mL, clear, colorless
• PKA: 12.46±0.20(Predicted)
• CAS DataBase Reference: DL-XYLOSE(CAS DataBase Reference)
• NIST Chemistry Reference: DL-XYLOSE(25990-60-7)
• EPA Substance Registry System: DL-XYLOSE(25990-60-7)

Safety Data

• Safety Statements: 24/25
• WGK Germany: 3
• F: 3
• Hazardous Substances Data: 25990-60-7(Hazardous Substances Data)

Usage

Uses

Xylose is a sugar first isolated from wood. Xylose is classified as a monosaccharide of the aldopentose type, which means that it contains five carbon atoms and includes an aldehyde functional group. It is the precursor to hemicellulose, one of the main c

InChI:InChI=1/C5H10O5/c6-2-1-10-5(9)4(8)3(2)7/h2-9H,1H2

Upstream product

• 50-00-0 formaldehyd 
• 608-66-2 D-galactitol 
• 7732-18-5 water 
• 96-26-4 dihydroxyacetone 
• 141-46-8 Glycolaldehyde 
• 56-82-6 Glyceraldehyde 
• 1949-78-6 L-lyxose 
• 1114-34-7 D-lyxose 
• 2595-05-3 Diacetone D-glucose 
• 63846-98-0 1,2-O-(1-Methylethylidene)-α-D-ribo-pentodialdo-1,4-furanose 
• 4495-04-9 1,2-O-isopropylidene-α-D-allofuranose 
• 453-17-8 D-Glyceraldehyde 
• 19192-62-2 Ribo-pentodialdose 
• 50-69-1 D-ribose 

Downstream Products

• 87614-44-6 2,4,6-Trimethyl-benzenesulfonic acid (2S,3R,4R,5R)-3,4-dihydroxy-5-methoxy-tetrahydro-furan-2-ylmethyl ester 
• 75452-42-5 C₃₂H₄₄O₅Si 
• 12650-69-0 mupirocin 
• 71980-98-8 pseudomonic acid C 
• 87678-99-7 1-{(2S,3R,4R,5S)-5-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-3,4-dihydroxy-tetrahydro-pyran-2-yl}-propan-2-one 
• 87678-98-6 1-{(2S,5R)-5-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-5,6-dihydro-2H-pyran-2-yl}-propan-2-one 
• 85620-85-5 3R-3,6-dihydro-2H-pyranyl-N,N-dimethylacetamide 
• 87614-56-0 5S-iodo-1S,6S-3,7-dioxabicyclo<4,3,0>nonan-8-one 
• 85620-84-4 1,5-anhydro-2,3-dideoxy-D-glycero-pent-2-enitol 
• 87614-61-7 C₄₀H₄₄O₇Si 
• 87641-25-6 C₃₆H₅₀O₆Si 
• 87614-60-6 2-{(2S,5R)-5-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-5,6-dihydro-2H-pyran-2-yl}-N,N-dimethyl-acetamide 
• 75452-45-8 C₂₅H₄₀O₆ 
• 87614-59-3 (3S,4S)-3-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-3,4-dihydro-2H-pyran-4-ol 

Relevant articles and documents

Synthesis of racemic ribose from D-glucose

Racemic ribose is a valuable starting material for investigations of the origins of biomolecular homochirality. It can be synthesized in seven steps starting from D-glucose.

THE FORMOIN REACTION

The formoin reaction, i.e., the autocondensation of formaldehyde in an aprotic solvent catalysed by the conjugate base of a thiazolium ion, has been studied in detail.Glucose, galactose, dihyroxyacetone dimer, xylose, and arabinose have been identified as products.The influence of catalysts, temperature, basicity, and reaction time is documented.N,N-Dimethylformamide is a more convenient solvent than ether, benzene, or diglyme.Ethyldi-isopropylamine affords better yields of carbohydrate material than triethylamine.At =60 deg, aldol condensations are reduced to a minimum.After 1-2 h of reaction (depending on the conditions), the yields begin to decrease and become zero after ca. 24 h.