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Merck
CN

185396

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
eCl@ss:
39150702
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24851135
EC Number:
202-625-6
MDL number:
MFCD00005372
Beilstein/REAXYS Number:
102723
Assay:
99%
Form:
liquid

Key Documents

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InChI key

BSYVTEYKTMYBMK-UHFFFAOYSA-N

InChI

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

SMILES string

OCC1CCCO1

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

Quality Level

100

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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

signalword

Danger

Hazard Classifications

Eye Irrit. 2 - Repr. 1B

Storage Class

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

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
MKCW2193
MKCV5620
MKCV4333
MKCS3041
MKCN2236

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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)
Mutsuko Hirata-Koizumi et al.
Reproductive toxicology (Elmsford, N.Y.), 25(2), 231-238 (2008-01-15)
Twelve male and female rats per group were given tetrahydrofurfuryl alcohol (THFA) by gavage at 0, 15, 50, 150 or 500 mg/kg/day. Males were dosed for 47 days, beginning 14 days before mating, and females were dosed for 42-52 days
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
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