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Merck

78445

Tetrahydrofuran

analytical standard

Synonym(s):

Butylene oxide, Oxolane, Tetramethylene oxide

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About This Item

Empirical Formula (Hill Notation):
C4H8O
CAS Number:
109-99-9
Molecular Weight:
72.11
UNSPSC Code:
12191501
NACRES:
NA.24
PubChem Substance ID:
329768151
EC Number:
203-726-8
Beilstein/REAXYS Number:
102391
MDL number:
MFCD00005356

Product Name

Tetrahydrofuran, analytical standard

InChI key

WYURNTSHIVDZCO-UHFFFAOYSA-N

InChI

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

SMILES string

C1CCOC1

grade

analytical standard

vapor density

2.5 (vs air)

vapor pressure

114 mmHg ( 15 °C)
143 mmHg ( 20 °C)

assay

≥99.9% (GC)

autoignition temp.

610 °F

shelf life

limited shelf life, expiry date on the label

contains

~0.025% 2,6-di-tert.-butyl-4-methylphenol as stabilizer

expl. lim.

1.8-11.8 %

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

refractive index

n20/D 1.407 (lit.)

bp

65-67 °C (lit.)

mp

−108 °C (lit.)

solubility

H2O: soluble

density

0.889 g/mL at 25 °C (lit.)

application(s)

cleaning products
cosmetics
environmental
food and beverages
personal care

format

neat

Quality Level

100

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Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.
Tetrahydrofuran may be used as an extraction solvent for the determination of pesticide residues in olive oil and phthalates in toys and child care articles by chromatography techniques.
Tetrahydrofuran may find application as a solvent in the synthesis of (S)-2-(1-pyrrolidinylmethyl)pyrrolidine. It is also an excellent solvent for sodium diisopropylamide, which can find applications as an effective base for the isomerization of alkenes and metalation of 1,4-dienes.

General description

Tetrahydrofuran (THF) is a saturated cyclic ether. Its potential use as a biofuel for internal combustion engines is investigated.
Tetrahydrofuran is an important basic chemical compound, which belongs to the category of 5-membered heterocycles.
This substance is listed on the positive list of the EU regulation 10/2011 for plastics intended to come into contact with food. Find all available reference materials for compounds listed in 10/2011 here

signalword

Danger

Hazard Classifications

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

target_organs

Central nervous system, Respiratory system

supp_hazards

EUH019

Storage Class

3 - Flammable liquids

wgk

WGK 1

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN7815
BCCM1465
BCCL7541
BCCJ4567
BCCF9908

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Direct Functionalization of Tetrahydrofuran and 1, 4-Dioxane: Nickel-Catalyzed Oxidative C (sp3) H Arylation
Liu D, et al.
Angewandte Chemie (International Edition in English), 52(16), 4453-4456 (2013)
Hayashi T, et al. et al.
Asymmetric Synthesis: Graphical Abstracts and Experimental Methods (1998)
Simultaneous GC?MS determination of eight phthalates in total and migrated portions of plasticized polymeric toys and childcare articles
Al-Natsheh M, et al.
Journal of Chromatography. B, Biomedical Sciences and Applications, 985, 103-109 (2015)
Sodium Diisopropylamide in Tetrahydrofuran: Selectivities, Rates, and Mechanisms of Alkene Isomerizations and Diene Metalations
Algera FR, et al.
Journal of the American Chemical Society, 139(33), 11544- 11549 (2017)
Determination of residual pesticides in olive oil by GC-MS and HPLC-MS after extraction by size-exclusion chromatography.
Barrek S
Analytical and Bioanalytical Chemistry, 376(3), 355-359 (2003)
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