32742-35-1

Basic information

• Product Name: 1,4-anhydro-D-galactitol
• Synonyms: 1,4-anhydro-D-galactitol
• CAS NO: 32742-35-1
• Molecular Weight: 164.158
• Mol File: 32742-35-1.mol
• Article Data: 64

Chemical Properties

• CAS DataBase Reference: 1,4-anhydro-D-galactitol(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-anhydro-D-galactitol(32742-35-1)
• EPA Substance Registry System: 1,4-anhydro-D-galactitol(32742-35-1)

Safety Data

• Hazardous Substances Data: 32742-35-1(Hazardous Substances Data)

Upstream product

• 79875-96-0 (R)-2-(benzyloxy)-1-((2R,3R,4S)-3,4-bis(benzyloxy)tetrahydrofuran-2-yl)ethanol 
• 79875-95-9 2,3,6-tri-O-benzyl-5-O-toluene-p-sulphonyl-1,4-anhydro-D-glucitol 
• 50-70-4 D-sorbitol 
• 9004-34-6 cellulose 
• 2296-40-4 1-O-methyl-2,3,4,6-tetra-O-trimethylsilyl-β-D-glucopyranoside 
• 3615-41-6 L-Rhamnose 
• 59-23-4 D-Galactose 
• 50-99-7 D-glucose 
• 608-66-2 D-galactitol 
• 3458-28-4 D-Mannose 
• 5996-10-1 glucose monohydrate 
• 1769-00-2 1,2,3,4,6-penta-O-trimethylsilyl-α-D-glucopyranose 
• 3615-56-3 D-Sorbose 
• 488-43-7 1-Amino-1-deoxy-D-glucitol 

Downstream Products

• 652-67-5 Isosorbide 
• 86319-38-2 O³,O⁵-((Ξ)-benzyliden)-1,4-anhydro-D-glucitol 
• 5938-38-5 sorbitan monooleate 
• 120200-78-4 Span 20 
• 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 
• 101069-28-7 1,4-anhydro-2-O-tert-butyldiphenylsilyl-3-deoxy-3-C-(ethoxycarbonylmethyl)-5,6-O-isopropylidene-D-allitol 

Relevant articles and documents

Sulfuric acid-catalyzed dehydration of sorbitol: Mechanistic study on preferential formation of 1,4-sorbitan

1,4-Sorbitan is a precursor to environmentally benign surfactants, which can be produced from biomass via sorbitol. Currently, sulfuric acid-catalyzed dehydration of sorbitol is the most widely used route for industrial synthesis of 1,4-sorbitan. In this work, we have studied the mechanism of the sorbitol dehydration by sulfuric acid. Our results show that both thermodynamic and kinetic parameters play significant roles to determine the yield of 1,4-sorbitan. Sorbitol preferentially forms an adduct with sulfuric acid, thereby inhibiting the subsequent dehydration of 1,4-sorbitan to isosorbide. Furthermore, a reaction mechanism is proposed for the dehydration reaction, which involves an SN2 reaction on primary C1 of sorbitol attacked by OH of secondary C4.

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.