EMAIL THIS PAGE TO A FRIEND
401757 Sigma-Aldrich

Tetrahydrofuran

anhydrous, ≥99.9%, inhibitor-free

Synonym: THF

  • CAS Number 109-99-9

  • Empirical Formula (Hill Notation) C4H8O

  • Molecular Weight 72.11

  •  Beilstein Registry Number 102391

  •  EC Number 203-726-8

  •  MDL number MFCD00005356

  •  PubChem Substance ID 57649919

Purchase

Properties

Related Categories Alternative Energy, Anhydrous, Anhydrous Solvents, Electrolytes, Lithium-Ion Batteries,
grade   anhydrous
vapor density   2.5 (vs air)
vapor pressure   114 mmHg ( 15 °C)
  143 mmHg ( 20 °C)
InChI Key   WYURNTSHIVDZCO-UHFFFAOYSA-N
assay   ≥99.9%
autoignition temp.   610 °F
expl. lim.   11.8 %
impurities   ≤20 ppm peroxide (as H2O2)
  <0.002% water
  <0.005% water (100 mL pkg)
evapn. residue   <0.0005%
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.)

Description

Packaging

1, 6×1, 2, 4×2 L in Sure/Seal™

18 L in Pure-Pac™ 1

20, 50 L in Pure-Pac™ 2

56 L in Pure-Pac™ 1

View returnable container options.

100, 12×100 mL in Sure/Seal™

200 L in Pure-Pac™ 2

Application

Tetrahydrofuran was used as a solvent in the formation of diacetylinic polymers.
It may be used in the following processes:
• Formation of butyrolactone (BTL) by green oxidation method.
• Aqueous THF solution to modify the polystyrene surface by swelling process.
• As a solvent for lignin depolymerization to isolate phenolic monomer.

General description

Tetrahydrofuran (THF) is a saturated cyclic ether with a potential use as a biofuel. Its combustion studies have been investigated. Reports suggest that it is a better promoter than 1,3 dioxolane for CO2-hydrate formation.

Legal Information

Pure-Pac is a registered trademark of Sigma-Aldrich Co. LLC

Other Notes

Add your comments, questions, and reviews about this product.

See what your peers are saying about this product.

Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
Supplemental Hazard Statements 
May form explosive peroxides.
RIDADR 
UN 2056 3 / PGII
WGK Germany 
1
RTECS 
LU5950000
Flash Point(F) 
1.4 °F
Flash Point(C) 
-17 °C

Documents

Certificate of Analysis

Certificate of Origin

Protocols & Articles

Articles

A New Palladium Precatalyst Allows for the Fast Suzuki-Miyaura Coupling Reactions of Unstable Polyfluorophenyl and 2-Heteroaryl Boronic Acids

A method for the Pd-catalyzed coupling of 2-aminothiazole derivatives with aryl bromides and triflates is described. Significantly, for this class of nucleophiles, the coupling exhibits a broad subst...
Keywords: Catalysis, Chromatography

Catalytic Direct Cross-Coupling of Organolithium Compounds with Aryl Chlorides

Complex, hindered biaryls have been prepared at temperatures ranging from 1�C to room temperature, or with gentle heating. The Pd-PEPPSI-IPent catalyst nicely couples starting materials containing ac...
Keywords: Chromatography, Flash chromatography

Cross Coupling Reactions of Chiral Secondary Organoboronic Esters With Retention of Configuration-

We describe a systematic study of the scope and relationship between ligand structure and activity for a highly efficient and selective class of catalysts containing sterically hindered chelating alk...
Keywords: Aminations, Gas chromatography, Ligands

Design and preparation of new palladium precatalysts for C-C and C-N cross-coupling reactions

Good to excellent yields�of aryl trifluoromethyl sulfides, which are an important class of compounds in both the pharmaceutical and agrochemical areas, can be achieved under mild conditions by the Pd...
Keywords: Agrochemicals, Catalysis, Pharmaceutical

Electrolyte Reagents for Lithium-Ion Batteries

Introduction Battery grade electrolytes Solvents and additives Preparation of customized battery grade electrolyte solutions Materials References
Dr. Koji Abe
Advanced Energy Materials R&D Center, Chemicals Company, UBE Industries, Ltd.
Keywords: Acid value, Industries, Solvents

HPLC Analysis of Benzoin Methyl Ether Enantiomers on Astec® CHIROBIOTIC® V

From our library of Articles, Sigma-Aldrich presents HPLC Analysis of Benzoin Methyl Ether Enantiomers on Astec® CHIROBIOTIC® V
Keywords: Chromatography, High performance liquid chromatography, Vitamins

HPLC Analysis of Coumachlor Enantiomers on Astec® CHIROBIOTIC® V

From our library of Articles, Sigma-Aldrich presents HPLC Analysis of Coumachlor Enantiomers on Astec® CHIROBIOTIC® V
Keywords: Chromatography, Environmental, Herbicides, High performance liquid chromatography, Pesticides, Pharmaceutical

HPLC Analysis of Coumafuryl Enantiomers on Astec® CHIROBIOTIC® V

From our library of Articles, Sigma-Aldrich presents HPLC Analysis of Coumafuryl Enantiomers on Astec® CHIROBIOTIC® V
Keywords: Chromatography, Environmental, Herbicides, High performance liquid chromatography, Pesticides

HPLC Analysis of Fenoprofen Methyl Ester Enantiomers on Astec® CHIROBIOTIC® V

From our library of Articles, Sigma-Aldrich presents HPLC Analysis of Fenoprofen Methyl Ester Enantiomers on Astec® CHIROBIOTIC® V
Keywords: Chromatography, High performance liquid chromatography, Pharmaceutical

HPLC Analysis of Fenoterol Enantiomers on Astec® CHIROBIOTIC® V

From our library of Articles, Sigma-Aldrich presents HPLC Analysis of Fenoterol Enantiomers on Astec® CHIROBIOTIC® V
Keywords: Chromatography, High performance liquid chromatography, Pharmaceutical

HPLC Analysis of Flurbiprofen Enantiomers on Astec® CHIROBIOTIC® V

From our library of Articles, Sigma-Aldrich presents HPLC Analysis of Flurbiprofen Enantiomers on Astec® CHIROBIOTIC® V
Keywords: Chromatography, High performance liquid chromatography, Pharmaceutical

HPLC Analysis of Ibuprofen Enantiomers on Astec® CHIROBIOTIC® V

From our library of Articles, Sigma-Aldrich presents HPLC Analysis of Ibuprofen Enantiomers on Astec® CHIROBIOTIC® V
Keywords: Chromatography, High performance liquid chromatography, Pharmaceutical

HPLC Analysis of Ifosfamide Enantiomers on Astec® CHIROBIOTIC® T

From our library of Articles, Sigma-Aldrich presents HPLC Analysis of Ifosfamide Enantiomers on Astec® CHIROBIOTIC® T
Keywords: Antitumor agents, Chromatography, High performance liquid chromatography, Pharmaceutical

HPLC Analysis of Indoprofen Enantiomers on Astec® CHIROBIOTIC® V

From our library of Articles, Sigma-Aldrich presents HPLC Analysis of Indoprofen Enantiomers on Astec® CHIROBIOTIC® V
Keywords: Chromatography, High performance liquid chromatography, Pharmaceutical

HPLC Analysis of Ketoprofen Enantiomers on Astec® CHIROBIOTIC® V

From our library of Articles, Sigma-Aldrich presents HPLC Analysis of Ketoprofen Enantiomers on Astec® CHIROBIOTIC® V
Keywords: Chromatography, High performance liquid chromatography, Pharmaceutical

HPLC Analysis of Mosapride Enantiomers on Astec® CHIROBIOTIC® V

From our library of Articles, Sigma-Aldrich presents HPLC Analysis of Mosapride Enantiomers on Astec® CHIROBIOTIC® V
Keywords: Chromatography, High performance liquid chromatography, Pharmaceutical

HPLC Analysis of Naproxen Enantiomers on Astec® CHIROBIOTIC® V

From our library of Articles, Sigma-Aldrich presents HPLC Analysis of Naproxen Enantiomers on Astec® CHIROBIOTIC® V
Keywords: Chromatography, High performance liquid chromatography, Pharmaceutical

HPLC Analysis of Warfarin™ Enantiomers on Astec® CHIROBIOTIC® V (Method 2)

From our library of Articles, Sigma-Aldrich presents HPLC Analysis of Warfarin™ Enantiomers on Astec® CHIROBIOTIC® V (Method 2)
Keywords: Anticoagulants, Chromatography, Clinical, Forensic, High performance liquid chromatography, Pharmaceutical

Highly Selective Palladium-Catalyzed Cross-Coupling of Secondary Alkylzinc Reagents with Heteroaryl Halides | Materials & Procedure

The highly selective palladium-catalyzed Negishi coupling of secondary alkylzinc reagents with heteroaryl halides is described. The development of atseries of biarylphosphine ligands has led to the i...
Keywords: Catalysis, Eliminations, Gas chromatography, Ligands, Negishi Coupling, Nuclear magnetic resonance spectroscopy, Oxidative additions, Reductive eliminations

Mild Palladium-Catalyzed Cyanation of (Hetero)aryl Halides and Triflates in Aqueous Media-

The development of a novel Pd-catalyzed synthesis of (hetero)aromatic nitriles from the corresponding aryl chlorides and potassium hexacyanoferrate(II) is described. This novel protocol avoids the us...
Keywords: Catalysis, Chromatography, Column chromatography, Gas chromatography, Ligands, Solvents

Mild and General Conditions for Negishi Cross-Coupling Enabled by the Use of Palladacycle Precatalysts

A wide range of biaryls were synthesized by palladium-catalyzed Negishi cross-couplings at ambient temperature or with low catalyst loading. This protocol features the use of a recently reported amin...
Keywords: Catalysis, Cross couplings

Negishi cross-coupling of secondary alkylzinc halides with aryl/heteroaryl halides using Pd-PEPPSI-IPent

Over the past two decades, considerable attention has been given to the development of new ligands for the palladium-catalyzed arylation of amines and related NH-containing substrates (i.e. Buchwald-...
Keywords: Aminations, Arylations, Buchwald-Hartwig amination, Catalysis, Chromatography, Column chromatography, Cross couplings, Gas chromatography, Hydroaminations, Ligands, Thin layer chromatography

Palladium-catalyzed inter- and intramolecular cross-coupling reactions of B-alkyl-9-borabicyclo[3.3.1]nonane derivatives with 1-halo-1-alkenes or haloarenes. Syntheses of functionalized alkenes, arenes, and cycloalkenes via a hydroboration-coupling sequence

The cross-coupling reaction of B-alkyl-9-borabicyclo[3.3.l]nonanes (B-R-9 BBN), readily obtainable from alkenes by hydroboration, with 1-halo-1-alkenes or haloarenes in the presence of a catalytic am...
Keywords: Catalysis, Chromatography, Column chromatography, Coupling reactions, Cross couplings, Oxidations

Palladium/Tris(tert-butyl)phosphine-Catalyzed Suzuki Cross- Couplings in the Presence of Water

The Suzuki reaction is an exceptionally useful cross-coupling process that has been widely applied in synthetic chemistry, and boronic acids are, by far, the most commonly employed coupling partner. ...
Keywords: Chromatography, Column chromatography, Cross couplings, Eliminations, Oxidative additions, Suzuki reactions

Pressure-Temperature Calculator for Solvents

*Calculations provide estimated results based on Antoine's Coefficients and their associated temperature range values. Antoine's Coefficients were obtained from the National Institute of Standards an...

Regioselective Cross-Coupling of Allylboronic Acid Pinacol Ester Derivatives with Aryl Halides via Pd-PEPPSI-IPent-

Palladium-catalyzed direct cross-coupling of aryl chlorides with a wide range of (hetero)aryl lithium compounds is reported. The use of Pd-PEPPSI-IPent or Pd2(dba)3/XPhos as the catalyst allows for t...
Keywords: Catalysis, Chromatography, Column chromatography, Cross couplings, Evaporation

Reversed-Polarity Synthesis of Diaryl Ketones through Palladium- Catalyzed Direct Arylation of 2-Aryl-1,3-dithianes

The title reaction leads to satisfactory yields of dihydrodibenzoazepines�1?a�from norbornene. The dibenzoazepines�2�can also be accessed from compounds of type�1?b�when norbornadiene is used as a re...
Keywords: Chromatography, Column chromatography

Room-Temperature Alkyl-Alkyl Suzuki Cross-Coupling of Alkyl Bromides that Possess -- Hydrogens

The trifluoromethyl group can dramatically influence the properties of organic molecules, thereby increasing their applicability as pharmaceuticals, agrochemicals, or building blocks for organic mate...
Keywords: Agrochemicals, Building blocks, Catalysis, Pharmaceutical, transformation

The First Negishi Cross-Coupling Reaction of Two Alkyl Centers Utilizing a Pd-N-Heterocyclic Carbene (NHC) Catalyst

The development of an NHC-based system capable of cross-coupling sp3-sp3 centers in high yield has been a long-standing challenge. This communication describes the use of a Pd-NHC catalytic system th...
Keywords: Catalysis, Chromatography, Cross couplings, Flash chromatography

Related Content

Pressure-Temperature Nomograph Interactive Tool

Use the interactive controls above to simplify calculations and improve the efficiency of your distillation or evaporation requirements.
Keywords: Evaporation, Vaporization

Properties of Solvents Table

The table below presents the physical characteristics of common solvents. Easily reference or compare solvent properties like boiling point, density, and refractive index all from one list.
Keywords: Gas chromatography, Green chemistry, High performance liquid chromatography, Melting, Solvents

Tetrahydrofuran (411757) Discussion and Reviews

If you would like to leave a review, question, application info, or other comment, follow this Link.

Peer-Reviewed Papers
15

References

Related Products

also commonly purchased with this product

Product #

Description

Add to Cart

Z257400 Spirit-filled low-temperature thermometer
270997 Dichloromethane, anhydrous, ≥99.8%, contains 40-150 ppm amylene as stabilizer
227056 N,N-Dimethylformamide, anhydrous, 99.8%
574341 Dimethyl sulfoxide-d6, 99.9 atom % D, contains 0.03 % (v/v) TMS

recommended

Product #

Description

Add to Cart

Z108812 Zerostat anti-static instrument, keeps film, glass, and plasticware dust and lint-free
Z683299 XPell indicating pellets for peroxides prevention, CE for organic solvents

related product

Product #

Description

Add to Cart

Z568066 PureSolv Micro replacement purification column, activated Alumina
Z568023 PureSolv Micro 100 Liter solvent purification system, with activated Alumina column, joint Joint: ST/NS 24/40 US

required but not provided

Product #

Description

Comments

Add to Cart

Z560723 Micromatic MacroValve coupler for returnable containers Pure-Pac® II containers require the Micromatic Macrovalve for dispensing solvents.

suggested gloves for splash protection

Product #

Description

Add to Cart

Z677639 Butoject butyl gloves, size S
Z677647 Butoject butyl gloves, size M
Z677655 Butoject butyl gloves, size L
Z677663 Butoject butyl gloves, size XL
Z677671 Butoject butyl gloves, size XXL

Technical Service:

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Bulk Ordering & Pricing:

Need larger quantities for your development, manufacturing or research applications?