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185396

Sigma-Aldrich

Tetrahydrofurfuryl alcohol

99%

Synonym(s):

NSC 15434, Tetrahydro-2-furanmethanol

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About This Item

Empirical Formula (Hill Notation):
C5H10O2
CAS Number:
Molecular Weight:
102.13
Beilstein:
102723
EC Number:
MDL number:
UNSPSC Code:
12352100
eCl@ss:
39150702
PubChem Substance ID:
NACRES:
NA.22

vapor density

3.52 (vs air)

vapor pressure

2.3 mmHg ( 39 °C)

Assay

99%

form

liquid

expl. lim.

9.7 %

refractive index

n20/D 1.452 (lit.)

bp

178 °C (lit.)

mp

−80 °C (lit.)

solubility

acetone: miscible(lit.)
alcohol: miscible(lit.)
benzene: miscible(lit.)
chloroform: miscible(lit.)
diethyl ether: miscible(lit.)
water: miscible(lit.)

density

1.054 g/mL at 25 °C (lit.)

functional group

ether
hydroxyl

SMILES string

OCC1CCCO1

InChI

1S/C5H10O2/c6-4-5-2-1-3-7-5/h5-6H,1-4H2

InChI key

BSYVTEYKTMYBMK-UHFFFAOYSA-N

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General description

Tetrahydrofurfuryl alcohol undergoes chemoselective hydrogenolysis catalyzed by Rh/SiO2 modified with ReOx species to yield 1,5-pentanediol. It undergoes lanthanum-mediated Michael-type addition reaction with maleate to form alkoxybutanedioic acid.

Application

Tetrahydrofurfuryl alcohol was used as refractive-index matching solvent to ensure hard sphere suspension of silica particles for rheological measurements.

Pictograms

Health hazardExclamation mark

Signal Word

Danger

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Repr. 1B

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 2

Flash Point(F)

163.4 °F - closed cup

Flash Point(C)

73 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Microstructure and rheological behaviour of electrosterically stabilized silica particle suspensions.
So J-H, et al.
Colloids and Surfaces. A, Physicochemical and Engineering Aspects, 190(1), 89-98 (2001)
LaIII-lnduced Addition of Tetrahydrofurfuryl Alcohol, Tetrahydropyran-2-ylmethanol, D-Gluconate, Methanol and Ethanol to Maleate.
Quartey EGK, et al.
Acta Chemica Scandinavica, 50, 825-831 (1996)
G Zarnt et al.
Journal of bacteriology, 183(6), 1954-1960 (2001-02-27)
The quinohemoprotein tetrahydrofurfuryl alcohol dehydrogenase (THFA-DH) from Ralstonia eutropha strain Bo was investigated for its catalytic properties. The apparent k(cat)/K(m) and K(i) values for several substrates were determined using ferricyanide as an artificial electron acceptor. The highest catalytic efficiency was
S M Bellm et al.
The Journal of chemical physics, 136(24), 244301-244301 (2012-07-05)
Cross section data for electron scattering from DNA are important for modelling radiation damage in biological systems. Triply differential cross sections for the electron impact ionization of the highest occupied outer valence orbital of tetrahydrofurfuryl alcohol, which can be considered
T Schräder et al.
Journal of bacteriology, 183(24), 7408-7411 (2001-11-22)
Different aldehyde dehydrogenases (AlDHs) were formed during growth of Ralstonia eutropha Bo on tetrahydrofurfuryl alcohol (THFA). One of these enzymes, AlDH 4, was purified and characterized as a homodimer containing no prosthetic groups, showing a strong substrate inhibition, and having

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