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Key Documents

T66206

Sigma-Aldrich

1,2,6-Hexanetriol

96%

Synonym(s):

1,2,6-Trihydroxyhexane

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About This Item

Linear Formula:
HO(CH2)4CH(OH)CH2OH
CAS Number:
Molecular Weight:
134.17
Beilstein/REAXYS Number:
1304479
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

vapor density

4.63 (vs air)

Quality Level

vapor pressure

<0.01 mmHg ( 20 °C)

assay

96%

refractive index

n20/D 1.476 (lit.)

bp

178 °C/5 mmHg (lit.)

density

1.109 g/mL at 25 °C (lit.)

SMILES string

OCCCCC(O)CO

InChI

1S/C6H14O3/c7-4-2-1-3-6(9)5-8/h6-9H,1-5H2

InChI key

ZWVMLYRJXORSEP-UHFFFAOYSA-N

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Application

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.

Storage Class

10 - Combustible liquids

wgk_germany

WGK 1

flash_point_f

383.0 °F - closed cup

flash_point_c

195 °C - closed cup

ppe

Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)


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Cyclic ethers made by pyrolysis of carbonate esters
Pattison DB
Journal of the American Chemical Society, 79(13), 3455-3456 (1957)
From 5-hydroxymethylfurfural (HMF) to polymer precursors: catalyst screening studies on the conversion of 1, 2, 6-hexanetriol to 1, 6-hexanediol
Buntara T, et al.
Topics in Catalysis, 55(7-10), 612-619 (2012)
Sayyeda Marziya Hasan et al.
Polymers, 12(10) (2020-10-11)
Shape memory polymer foams have been used in a wide range of medical applications, including, but not limited to, vessel occlusion and aneurysm treatment. This unique polymer system has been proven to shape-fill a void, which makes it useful for
Regioselective chitosan end-group activation: the triskelion approach
Pickenhahn VD, et al.
Royal Society of Chemistry Advances, 7(30), 18628-18638 (2017)

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