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Merck
CN

186562

Tetrahydrofuran

≥99.9%, anhydrous, contains 250 ppm BHT as inhibitor

Synonym(s):

THF, Butylene oxide, Oxolane, Tetramethylene oxide

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About This Item

Empirical Formula (Hill Notation):
C4H8O
CAS Number:
Molecular Weight:
72.11
NACRES:
NA.21
PubChem Substance ID:
UNSPSC Code:
12191501
EC Number:
203-726-8
MDL number:
Beilstein/REAXYS Number:
102391
Assay:
≥99.9%
Grade:
anhydrous
Bp:
65-67 °C (lit.)
Vapor pressure:
114 mmHg ( 15 °C), 143 mmHg ( 20 °C)
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Product Name

Tetrahydrofuran, anhydrous, contains 250 ppm BHT as inhibitor, ≥99.9%

grade

anhydrous

Quality Level

vapor density

2.5 (vs air)

vapor pressure

114 mmHg ( 15 °C), 143 mmHg ( 20 °C)

assay

≥99.9%

form

liquid

autoignition temp.

610 °F

contains

250 ppm BHT as inhibitor

expl. lim.

1.8-11.8 %

impurities

≤0.005% peroxides (as H2O2), <0.002% water (All units except 100 mL), <0.005% water (100 mL pkg)

refractive index

n20/D 1.407 (lit.)

pH

~7

bp

65-67 °C (lit.)

mp

−108 °C (lit.)

solubility

H2O: soluble

density

0.889 g/mL at 25 °C (lit.)

SMILES string

C1CCOC1

InChI

1S/C4H8O/c1-2-4-5-3-1/h1-4H2

InChI key

WYURNTSHIVDZCO-UHFFFAOYSA-N

General description

Tetrahydrofuran (THF) is a saturated cyclic ether mainly used as an organic solvent. On long term storage it forms organic peroxides. This process can be suppressed by adding butylated hydroxytoluene (BHT) as a stabilizer. BHT removes the free radicals required for the peroxide formation. It constitutes the key fragment of various natural products (polyether antibiotics). THF forms double hydrate with hydrogen sulfide, crystal structure of this double hydrate has been investigated by three-dimensional single-crystal studies.

Application

Dry tetrahydrofuran (THF) has been used in the synthesis of dichloro{bis[1,1′,1′′-(phosphinetriyl)tripiperidine]}palladium [(P(NC5H10)3)2Pd(Cl)2], which is widely used in the Heck reaction as a catalyst. It has been employed in the reaction medium of the Heck cross-coupling reaction of various aryl bromides and olefins.

Other Notes

Greener alternatives are available for many THF applications, 2-Methyltetrahydrofuran (414247) and Cyclopentyl methyl ether (675970)


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signalword

Danger

target_organs

Central nervous system, Respiratory system

supp_hazards

Storage Class

3 - Flammable liquids

flash_point_f

-6.2 °F - closed cup

flash_point_c

-21.2 °C - closed cup

ppe

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

Hazard Classifications

Acute Tox. 4 Oral - Carc. 2 - Eye Dam. 1 - Flam. Liq. 2 - STOT SE 3

Regulatory Information

危险化学品

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