1,2,6-Hexanetriol

Base Information

• Chemical Name: 1,2,6-Hexanetriol
• CAS No.: 106-69-4
• Deprecated CAS: 112254-74-7
• Molecular Formula: C6H14O3
• Molecular Weight: 134.175
• Hs Code.: 2905 49 00
• European Community (EC) Number: 203-424-6
• NSC Number: 404957
• UNII: W45XXM0XWE
• DSSTox Substance ID: DTXSID0041224
• Nikkaji Number: J35.168G
• Wikipedia: 1,2,6-Hexanetriol
• Wikidata: Q18018076
• NCI Thesaurus Code: C75638
• RXCUI: 1362577
• ChEMBL ID: CHEMBL3184716
• Mol file: 106-69-4.mol

Synonyms:1,2,6-hexanetriol;hexanetriol

Chemical Property of 1,2,6-Hexanetriol

Chemical Property:

• Appearance/Colour: clear light yellow coloured, viscous liquid
• Vapor Pressure: 2.12E-05mmHg at 25°C
• Melting Point: 25-32 °C
• Refractive Index: n20/D 1.476(lit.)
• Boiling Point: 323.1 °C at 760 mmHg
• PKA: 14.38±0.20(Predicted)
• Flash Point: 165.5 °C
• PSA: 60.69000
• Density: 1.113 g/cm³
• LogP: -0.49780
• Storage Temp.: 2-8°C
• Water Solubility.: miscible
• XLogP3: -0.7
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 134.094294304
• Heavy Atom Count: 9
• Complexity: 56.3

Purity/Quality:

99% ^*data from raw suppliers

1,2,6-Hexanetriol ^*data from reagent suppliers

Safty Information:

• Safety Statements: S24/25:

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Alcohols and Polyols, Other
• Canonical SMILES: C(CCO)CC(CO)O
• Uses: Alkyd and polyester resin intermediate, softener, moistening agent, and solvent. 1,2,6-Hexanetriol is used as moisturizing agent (cremes), as solvent (pharmaceuticals) and as crosslinker in plastics. It acts as wetting agent of tobacco and special hydraulic fluid. It is used in the production of alkyd resins, celluloid, polyurethane and synthetic rubber. 1,2,6-Hexanetriol has been used as a precursor to synthesize a trivalent linker containing three thiol moieties (triskelion) for the regioselective terminal activation of chitosan.It can be used to prepare:1,6-Hexanediol (key polymer precursor to polyesters) via hydrodeoxygenation process in the presence of Rh–ReOx/SiO2 catalyst.Tetrahydropyran-2-methanol, a six-membered oxide ring, by reacting with ethylene carbonate.

Technology Process of 1,2,6-Hexanetriol

There total 52 articles about 1,2,6-Hexanetriol 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: 42.1%

5-hydroxymethyl-2-furfuraldehyde (67-47-0) → tetrahydro-5-methyl-2-furanmethanol (6126-49-4) + 2,5-bis-(hydroxymethyl)furan (1883-75-6) + hexane-1,2,6-triol (106-69-4,112254-74-7) + hexane (110-54-3)

Guidance literature:

With hydrogen; In tetrahydrofuran; water; at 99.84 ℃; under 22502.3 Torr;

DOI:10.1039/c5gc02228b

upstream raw materials:

acrolein dimer

2-hydroxymethyl-3,4-dihydro-2H-pyran

6-oxo-tetrahydro-pyran-2-carboxylic acid

2-hydroxyadipaldehyde

Downstream raw materials:

Tetrahydropyran-2-methanol

4-(2-phenyl-[1,3,2]dioxaborolan-4-yl)-butan-1-ol

1,2,6-tribromohexane

1,2,6-hexanetriol

Refernces

• 1、 He, Jiayue,Burt, Samuel P.,Ball, Madelyn,Zhao, Dongting,Hermans, Ive,Dumesic, James A.,Huber, George W.. "Synthesis of 1,6-Hexanediol from Cellulose Derived Tetrahydrofuran-Dimethanol with Pt-WOx/TiO2 Catalysts". . p. 1427 - 1439. Retrieved 2018.
• 2、 Grilc, M.,Likozar, B.,Pomeroy, Brett. "Process condition-based tuneable selective catalysis of hydroxymethylfurfural (HMF) hydrogenation reactions to aromatic, saturated cyclic and linear poly-functional alcohols over Ni-Ce/Al2O3". supporting information. p. 7996 - 8002. Retrieved 2021/11/01.
• 3、 Wan, Xiaoyue,Zhang, Qi,Zhu, Mingming,Zhao, Yi,Liu, Yongmei,Zhou, Chunmei,Yang, Yanhui,Cao, Yong. "Interface synergy between IrOx and H-ZSM-5 in selective C–O hydrogenolysis of glycerol toward 1,3-propanediol". . p. 339 - 350. Retrieved 2019/07/03.