186562

Tetrahydrofuran

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

• Synonym(s): THF, Butylene oxide, Oxolane, Tetramethylene oxide
• Empirical Formula (Hill Notation): C₄H₈O
• CAS Number: 109-99-9
• Molecular Weight: 72.11
• Beilstein: 102391
• EC Number: 203-726-8
• MDL number: MFCD00005356
• PubChem Substance ID: 57647757
• NACRES: NA.21

Properties

• grade: anhydrous
• Quality Level: 200
• 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

Description

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.

Packaging

View returnable container options.

Other Notes

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

Safety Information

• Pictograms: GHS02,GHS07,GHS08
• Signal Word: Danger
• Hazard Statements: H225 - H302 - H319 - H335 - H336 - H351
• Precautionary Statements: P202 - P210 - P233 - P301 + P312 - P305 + P351 + P338 - P308 + P313
• Hazard Classifications: Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2 - Flam. Liq. 2
• Supplementary Hazards: EUH019
• 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