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Key Documents

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.)

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

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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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)
[Acute poisoning with tetrahydrofurfuryl alcohol combined with methanol].
B F Murashov et al.
Voenno-meditsinskii zhurnal, (10)(10), 32-34 (1983-10-01)
Chung-Yi Chen
Natural product research, 24(19), 1830-1833 (2010-11-26)
Pressalanin A, a 2-functionalized tetrahydrofuranol, has been isolated from the leaves of Michelia compressa var. lanyuensis (Magnoliaceae), and the structure was determined on the basis of a spectroscopic analysis.
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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