360589

Tetrahydrofuran

≥99.0%, ACS reagent, contains 250 ppm BHT as inhibitor, suitable for HPLC

• Synonym(s): THF, Butylene oxide, Oxolane, Tetramethylene oxide
• Empirical Formula (Hill Notation): C₄H₈O
• CAS Number: 109-99-9
• Molecular Weight: 72.11
• Beilstein/REAXYS Number: 102391
• EC Number: 203-726-8
• MDL number: MFCD00005356
• UNSPSC Code: 12191501
• PubChem Substance ID: 329755267
• NACRES: NA.21

Properties

• product name: Tetrahydrofuran, contains 250 ppm BHT as inhibitor, ACS reagent, ≥99.0%
• grade: ACS reagent
• Quality Level: 200
• vapor density: 2.5 (vs air)
• vapor pressure: 114 mmHg ( 15 °C); 143 mmHg ( 20 °C)
• assay: ≥99.0%
• form: liquid
• autoignition temp.: 610 °F
• contains: 250 ppm BHT as inhibitor
• expl. lim.: 1.8-11.8 %
• technique(s): HPLC: suitable
• impurities: ≤0.015% peroxide (as H₂O₂); ≤0.05% water
• evapn. residue: ≤0.03%
• color: APHA: ≤20
• refractive index: n20/D 1.407 (lit.)
• pH: ~7
• bp: 65-67 °C (lit.)
• mp: −108 °C (lit.)
• solubility: water: 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 heterocyclic compound (cyclic ether). It is colorless, has low viscosity, and good solubility in a wide range of solvents. It is widely used as a solvent in organic synthesis, being very popular in reactions with organometallic compounds and Grignard reagents. Due to organic peroxides formation on long term storage, THF is usually stabilized by adding butylated hydroxytoluene (BHT). BHT removes the free radicals required for the peroxide formation.

Application

Tetrahydrofuran (THF) is used as a solvent in the following processes:

• Organic synthesis

a) Grignard
b) Organometallic compounds
c) Reformatsky
d) Lithiation
e) Hydride reduction
f) Metal-catalyzed coupling (Heck, Stile, Suzuki)
g) Lewis acid mediated reactions

• Crystallization
• Polymerization. Ex. RAFT (Reversible Addition-Fragmentation Chain Transfer) polymerization of p-acetoxystyrene
• Coatings
• As an O-donor ligand to form coordination complexes
• As mobile phase solvent in high-performance liquid chromatography

Features and Benefits

ACS solvents meet or exceed the high standards of the American Chemical Society (ACS),with test specifications that are specialized to every compound. According to the American Chemical Society, ACS reagent grade implies that it is a substance of sufficient purity to be used in most chemical analyses or reactions.

Other Notes

Go to our Greener Alternative-2-Methyl Tetrahydrofuran - 155810

Go to our Greener Alternative-Cyclopentyl methylether - 675989

Safety Information

• pictograms: GHS02,GHS08,GHS07
• signalword: Danger
• hcodes: H225,H302,H319,H335,H336,H351
• pcodes: P202 - P210 - P233 - P301 + P312 - P305 + P351 + P338 - P308 + P313
• 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_germany: WGK 1
• flash_point_f: -6.2 °F - closed cup
• flash_point_c: -21.2 °C - closed cup