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Tetrahydrofuran

analytical standard

Synonym(s):

Butylene oxide, Oxolane, Tetramethylene oxide

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About This Item

Empirical Formula (Hill Notation):
C4H8O
CAS Number:
Molecular Weight:
72.11
Beilstein:
102391
EC Number:
MDL number:
UNSPSC Code:
12191501
PubChem Substance ID:
NACRES:
NA.24

grade

analytical standard

Quality Level

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

SMILES string

C1CCOC1

InChI

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

InChI key

WYURNTSHIVDZCO-UHFFFAOYSA-N

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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

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.

recommended

Signal Word

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

Supplementary Hazards

Storage Class Code

3 - Flammable liquids

WGK

WGK 1

Flash Point(F)

-6.2 °F - closed cup

Flash Point(C)

-21.2 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

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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)
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)
Hayashi T, et al. et al.
Asymmetric Synthesis: Graphical Abstracts and Experimental Methods (1998)
Luca Chiari et al.
The Journal of chemical physics, 138(7), 074301-074301 (2013-03-01)
We present total, elastic, and inelastic cross sections for positron and electron scattering from tetrahydrofuran (THF) in the energy range between 1 and 5000 eV. Total cross sections (TCS), positronium formation cross sections, the summed inelastic integral cross sections (ICS)
P T Clayton et al.
The Journal of clinical investigation, 79(4), 1031-1038 (1987-04-01)
Urinary bile acids from a 3-mo-old boy with cholestatic jaundice were analyzed by ion exchange chromatography and gas chromatography-mass spectrometry (GC-MS). This suggested the presence of labile sulfated cholenoic acids with an allylic hydroxyl group, a conclusion supported by analysis

Articles

The Utility of Headspace Grade Solvents for the Analysis of Organic Volatile Impurities

Butyl methyl ether; Acetic acid; 2-Butanone; Ethyl acetate; Tetrahydrofuran; 1-Butanol; Isopropyl acetate; Heptane; Propyl acetate; 3-Methylbutanol; 4-Methyl-2-pentanone; Isobutyl acetate; Butyl acetate; Dimethyl sulfoxide; Anisole; Cumene

Protocols

GC Analysis of Class 3 Residual Solvents on SUPELCOWAX® 10

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