Hexane-1,2,5,6-tetrol

Base Information

• Chemical Name: Hexane-1,2,5,6-tetrol
• CAS No.: 5581-21-5
• Molecular Formula: C₆H₁₄O₄
• Molecular Weight: 150.175
• European Community (EC) Number: 226-973-3
• DSSTox Substance ID: DTXSID90971210
• Nikkaji Number: J225.036E
• Mol file: 5581-21-5.mol

Synonyms:3,4-dideoxyhexitol;Hexane-1,2,5,6-tetrol;5581-21-5;hexane-1,2,5,6-tetraol;EINECS 226-973-3;1,2,5,6-hexanetetrol;1,2,5,6-Hexantetraol;1,2,5,6-tetrahydroxyhexane;SCHEMBL2207927;DTXSID90971210

Chemical Property of Hexane-1,2,5,6-tetrol

Chemical Property:

• Vapor Pressure: 2.98E-23mmHg at 25°C
• Melting Point: 98℃
• Boiling Point: 400.8°Cat760mmHg
• Flash Point: 208.4°C
• Density: 1.268g/cm³
• XLogP3: -1.7
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 150.08920892
• Heavy Atom Count: 10
• Complexity: 66.1

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C(CC(CO)O)C(CO)O

Technology Process of Hexane-1,2,5,6-tetrol

There total 27 articles about Hexane-1,2,5,6-tetrol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 91.0%

5-hydroxymethyl-2-furfuraldehyde (67-47-0) → tetrahydrofuran-2,5-dimethanol (104-80-3,1122-89-0,2144-40-3,81370-88-9,81370-89-0) + hexane-1,2,6-triol (106-69-4,112254-74-7) + hexane-1,2,5-triol (10299-30-6) + 1,2,5,6-hexanetetrol (20221-50-5,24211-51-6,122923-46-0,5581-21-5)

Guidance literature:

With water; hydrogen; In butan-1-ol; at 129.84 ℃; for 12h; under 20686.5 Torr; Reagent/catalyst; Time; Solvent; pH-value; chemoselective reaction; Mechanism; Sealed vessel;

DOI:10.1039/c2gc35039d

Reference yield: 46.12%

D-sorbitol (50-70-4) → hexane-1,2,6-triol (106-69-4,112254-74-7) + 1,4,5-hexanetriol (140946-33-4) + 1,2,5,6-hexanetetrol (20221-50-5,24211-51-6,122923-46-0,5581-21-5) + 1,2-dihydroxybutane (584-03-2)

Guidance literature:

With propylene glycol; hydrogen; copper; In water; at 210 ℃; under 93089.1 Torr; Concentration;

Reference yield: 45.5%

1,5-Hexadien (592-42-7) → 1,2,5,6-hexanetetrol (20221-50-5,24211-51-6,122923-46-0,5581-21-5)

Guidance literature:

With AD-mix (K₂OsO₂(OH)4, K₃Fe(CN)6, (DHQ)2-PYR as ligand);

DOI:10.1021/jo971995f

upstream raw materials:

1,5-Hexadien

2,5-Bis-acetoxymethyl-tetrahydro-furan

glycerol

(2S,3E,5S)-1,2,5,6-tetrahydroxy-1,2:5,6-di-O-isopropylidene-hex-3-ene

Downstream raw materials:

tetrahydrofuran-2,5-dimethanol

2-hydroxyglutaric acid

2,5-dihydroxyadipic acid

(2R,5R)-1-Benzyl-2,5-bis-methoxymethoxymethyl-pyrrolidine

Refernces

• 1、 Kühne, Benjamin,Vogel, Herbert,Meusinger, Reinhard,Kunz, Sebastian,Kunz, Markwart. "Mechanistic study on -C-O- and -C-C- hydrogenolysis over Cu catalysts: Identification of reaction pathways and key intermediates". . p. 755 - 767. Retrieved 2018/02/14.
• 2、 Alamillo, Ricardo,Tucker, Mark,Chia, Mei,Pagan-Torres, Yomaira,Dumesic, James. "The selective hydrogenation of biomass-derived 5-hydroxymethylfurfural using heterogeneous catalysts". experimental part. p. 1413 - 1419. Retrieved 2012/06/15.