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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:
97-99-4
Molecular Weight:
102.13
Beilstein:
102723
EC Number:
202-625-6
MDL number:
MFCD00005372
UNSPSC Code:
12352100
eCl@ss:
39150702
PubChem Substance ID:
24851135
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.)

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
GHS08,GHS07

Signal Word

Danger

Hazard Statements

H319,H360Df

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
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)
G Zarnt et al.
Applied and environmental microbiology, 63(12), 4891-4898 (1997-12-24)
An organism tentatively identified as Ralstonia eutropha was isolated from enrichment cultures containing tetrahydrofurfuryl alcohol (THFA) as the sole source of carbon and energy. The strain was able to tolerate up to 200 mM THFA in mineral salt medium. The
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
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
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