27299-12-3

Basic information

• Product Name: 1,4-ANHYDRO-D-GLUCITOL
• Synonyms: 1,4-ANHYDRO-D-GLUCITOL;1,4-ANHYDRO-D-SORBITOL;Arlitan;1,4-Sorbitan (300 mg);1,4-Anhydroglucitol
• CAS NO: 27299-12-3
• Molecular Formula: C₆H₁₂O₅
• Molecular Weight: 164.16
• EINECS: 248-391-9
• Product Categories: Carbohydrates & Derivatives
• Mol File: 27299-12-3.mol
• Article Data: 63

Chemical Properties

• Melting Point: 112-113°C
• Boiling Point: 442.547 °C at 760 mmHg
• Flash Point: 221.445 °C
• Appearance: /
• Density: 1.573 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.597
• Storage Temp.: Refrigerator
• PKA: 13.69±0.60(Predicted)
• CAS DataBase Reference: 1,4-ANHYDRO-D-GLUCITOL(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-ANHYDRO-D-GLUCITOL(27299-12-3)
• EPA Substance Registry System: 1,4-ANHYDRO-D-GLUCITOL(27299-12-3)

Safety Data

• RIDADR: UN 2811 6.1 / PGIII
• Hazardous Substances Data: 27299-12-3(Hazardous Substances Data)

Usage

Description

1,4-Anhydro-D-glucitol, also known as 1,4-dideoxy-1,4-imino-D-arabinitol, is a naturally occurring sugar alcohol derived from D-glucitol. It is a white solid with unique chemical properties that make it a valuable compound in various industries.

Uses

1. Used in Pharmaceutical Industry:
1,4-Anhydro-D-glucitol is used as an intermediate in the synthesis of Prostaglandins, which are a group of naturally occurring lipid compounds that have various important physiological effects, including the regulation of blood flow and inflammation.
2. Used in Chemical Synthesis:
Due to its unique chemical structure, 1,4-Anhydro-D-glucitol can be utilized as a building block in the synthesis of various complex organic compounds, contributing to the development of new pharmaceuticals, agrochemicals, and other specialty chemicals.
3. Used in Research and Development:
As a versatile compound with distinct chemical properties, 1,4-Anhydro-D-glucitol can be employed in research and development for the study of carbohydrate chemistry, enzymatic reactions, and the development of new methodologies in organic synthesis.

InChI:InChI=1/C6H12O5/c7-1-3(8)6-5(10)4(9)2-11-6/h3-10H,1-2H2/t3-,4+,5-,6-/m1/s1

Upstream product

• 97-30-3 methyl-alpha-D-glucopyranoside 
• 50-70-4 D-sorbitol 
• 535-94-4 β-D-Glcp-(1->4)-D-glucitol 
• 50-99-7 D-glucose 
• 1769-00-2 1,2,3,4,6-penta-O-trimethylsilyl-α-D-glucopyranose 
• 608-66-2 D-galactitol 
• 59-23-4 D-Galactose 
• 4137-33-1 ethyl 1-thio-α-D-glucofuranoside 
• 488-43-7 1-Amino-1-deoxy-D-glucitol 
• 67-56-1 methanol 
• 3615-56-3 D-Sorbose 
• 2296-40-4 1-O-methyl-2,3,4,6-tetra-O-trimethylsilyl-β-D-glucopyranoside 
• 6706-59-8 L-Sorbitol 
• 69-65-8 mannitol 

Downstream Products

• 31880-44-1 2,3,5,6-tetra-O-acetyl-1,4-anhydro-D-glucitol 
• 144522-54-3 1,4-anhydro-2,3,5,6-tetra-O-toluene-p-sulphonyl-D-glucitol 
• 652-67-5 Isosorbide 
• 120200-78-4 Span 20 
• 5938-38-5 sorbitan monooleate 
• 1424709-54-5 1,4-anhydro-6-O-trityl-D-sorbitol 
• 1424709-76-1 6-O-allyl-1,4-anhydro-2,3,5-tri-O-benzyl-D-sorbitol 
• 1424709-70-5 1,4-anhydro-2,3,5-tri-O-benzyl-D-sorbitol 
• 1424709-66-9 1,4-anhydro-5,6-O-isopropylidene-2-O-p-methoxybenzoyl-D-sorbitol 
• 1424709-64-7 1,4-anhydro-2-O-p-methoxybenzoyl-D-sorbitol 
• 39798-50-0 O²,O³,O⁵-tribenzoyl-O⁶-(toluene-4-sulfonyl)-1,4-anhydro-D-glucitol 
• 39798-51-1 tri-O-benzoyl-6-iodo-1,4-anhydro-6-deoxy-D-glucitol 
• 101069-30-1 methyl <2S-<2α(4R),3β(Z),4α>>-7-<4-(tert-butyldiphenylsilyloxy)-2-(2,2-dimethyl-1,3-dioxolan-4-yl)-tetrahydrofuran-3-yl>-5-heptenoate 
• 101069-35-6 (Z)-7-[(2S,3R,4S)-4-(tert-Butyl-diphenyl-silanyloxy)-2-(2,2-dimethyl-[1,3]dioxolan-4-yl)-tetrahydro-furan-3-yl]-hept-5-enoic acid 

Relevant articles and documents

Sequential dehydration of sorbitol to isosorbide over acidified niobium oxides

Isosorbide is a bio-based functional diol, which is prepared by sequential dehydration of sorbitol and widely used in plasticizers, monomers, solvents or pharmaceuticals. In this study, a variety of acidified Nb2O5catalysts were prepared and used for the sequential dehydration of sorbitol to isosorbide. Acidification can effectively regulate the surface acidity of catalysts, which was measured by pyridine infrared spectroscopy and NH3-TPD analysis. The catalytic performance was related to the surface acidity, including the reaction temperature and the amount of catalysts. After optimization of reaction conditions, the yield of isosorbide reached 84.1% with complete sorbitol conversion during reaction at 150 °C for 3 h over 2 M sulfuric acid modified Nb2O5. Finally, the reaction mechanism regarding the role of Lewis acid sites was discussed. This study is of great significance for further development of an efficient catalytic system for the dehydration of carbohydrates to isosorbide.

METHOD FOR PREPARATION OF 1,4-SORBITAN IN AQUEOUS MEDIUM

The invention discloses a method for preparation of 1,4-sorbitan by dehydration of D-sorbitol in aqueous medium, wherein one equivalent of water is removed and a cyclization occurs, followed by a treatment with ethanol and isopropanol.

Kinetic analyses of intramolecular dehydration of hexitols in high-temperature water

Intramolecular dehydration of the biomass-derived hexitols D-sorbitol, D-mannitol, and galactitol was investigated. These reactions were performed in high-temperature water at 523–573 K without added acid catalyst. The rate constants for the dehydration steps in the reaction networks were determined at various reaction temperatures, and the activation energies and pre-exponential factors were calculated from Arrhenius plots. The yield of each product was estimated as a function of reaction time and temperature using the calculated rate constants and activation energies. The maximum yield of each product from the dehydration reactions was predicted over a range of reaction time and temperature, allowing the selective production of these important platform chemicals.