Tetrahydro-2-methylfuran

Bezeichnung:Tetrahydro-2-methylfuran

CAS-Nr96-47-9

Englisch Name:2-Methyltetrahydrofuran

CBNumberCB8854728

SummenformelC5H10O

Molgewicht86.13

MOL-Datei96-47-9.mol

Synonyma

Tetrahydro-2-methylfuran

Tetrahydro-2-methylfuran physikalisch-chemischer Eigenschaften

Schmelzpunkt	-136 °C
Siedepunkt	78-80 °C(lit.)
Dichte	0.86 g/mL at 25 °C(lit.)
Dampfdruck	136 hPa (20 °C)
Brechungsindex	n20/D 1.406(lit.)
Flammpunkt	10.4 °F
storage temp.	Store below +30°C.
Löslichkeit	150g/l
Aggregatzustand	Liquid
Farbe	Clear colorless
Explosionsgrenze	1.2-5.7%(V)
Wasserlöslichkeit	15 g/100 mL (25 C)
FreezingPoint	-136℃
BRN	102448
Dielectric constant	6.97
Stabilität	Stable, but highly flammable. Incompatible with oxidizing agents, strong acids, strong bases. May form explosive peroxides in storage, so often supplied with an inhibitor added.
LogP	1.1 at 20℃
CAS Datenbank	96-47-9(CAS DataBase Reference)
NIST chemische Informationen	Furan, tetrahydro-2-methyl-(96-47-9)
EPA chemische Informationen	Furan, tetrahydro-2-methyl- (96-47-9)

Sicherheit

Kennzeichnung gefährlicher	F,Xi
R-Sätze:	11-19-36/37-2017/11/19
S-Sätze:	16-23-39-33-26
RIDADR	UN 2536 3/PG 2
WGK Germany	2
RTECS-Nr.	LU2800000
Selbstentzündungstemperatur	270 °C
TSCA	Yes
HazardClass	3
PackingGroup	II
HS Code	29321900
Toxizität	LD50 orally in Rabbit: > 300 - 2000 mg/kg LD50 dermal Rat > 2000 mg/kg

Gefahreninformationscode (GHS)

2-Methyltetrahydrofuran Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R11:Leichtentzündlich.
R19:Kann explosionsfähige Peroxide bilden.
R36/37:Reizt die Augen und die Atmungsorgane.
S-Sätze Betriebsanweisung:
S16:Von Zündquellen fernhalten - Nicht rauchen.
S23:Gas/Rauch/Dampf/Aerosol nicht einatmen(geeignete Bezeichnung(en) vom Hersteller anzugeben).
S39:Schutzbrille/Gesichtsschutz tragen.
S33:Maßnahmen gegen elektrostatische Aufladungen treffen.
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
Beschreibung
2-Methyltetrahydrofuran (MeTHF or 2-MTHF) is a bio-based solvent that is recognized as the most favorable of ether solvents. The relatively high boiling point (80?C) and low melting point (-137?C) provide a broad temperature range for a myriad of processing conditions. It is a potential greener solvent alternative for organic synthesis. It shows resistance to reduction by lithium making it a promising candidate as electrolytes in lithium batteries. Its polarity and Lewis base strength is intermediate between tetrahydrofuran (THF) and diethyl ether. The ring opening reaction of 2-MTHF has been studied using acid chloride and iodide.
Chemische Eigenschaften
Colorless liquid; ether-like odor. Solubility in waterincreases with a decrease in temperature. Freelysoluble in most organic solvents.
Verwenden
ZerO₂ products?are rigorously degassed with highly pure inert gas providing solvents and solutions?(anhydrous if specified)?with very low residual oxygen content.
Verwenden
2-Methyltetrahydrofuran may be used as solvent for phosphatidylserine synthesis.
It may be used as an alternative solvent to:
- DMSO (dimethyl sulfoxide) or MTBE (methyl tertiary butyl ether) in the C-C bond forming reactions catalyzed by lyase enzyme.
- THF in the reaction between Grignard reagents and carbonyl compounds.
- Methylene chloride in some biphase reactions.
Verwenden
2-Methyltetrahydrofuran acts as a solvent in organic synthesis. It is considered as a replacement for terahydrofuran due to its higher reaction temperature and easy separation after reaction. It is also useful in the electrolyte formulation for secondary lithium electrodes and as a component in alternative fuels. Further, it is used as a solvent for spectroscopic studies at -1960C. It also acts as a solvent for Grignard reagent in organometallic reactions. In addition to this, it plays an important role as a motor fuel.
Allgemeine Beschreibung
This product is a biorenewable and thus aligns with "Safer Solvents and Auxiliaries" and "Use of Renewable Feedstocks".
2-Methyltetrahydrofuran (2-MTHF), a 2-methyl substituted tetrahdrofuran, is a biomass derived solvent. It is a potential greener solvent alternative for organic synthesis. It shows resistance to reduction by lithium making it a promising candidate as electrolytes in lithium batteries. Its polarity and Lewis base strength is intermediate between tetrahydrofuran (THF) and diethyl ether. The ring opening reaction of 2-MTHF has been studied using acid chloride and iodide to form secondary chlorides and primary iodides respectively. On long term storage, tetrahydrofuran 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.
Hazard
Flammable, dangerous fire risk.
Flammability and Explosibility
Highly flammable
mögliche Exposition
Used as a chemical intermediate and asolvent.
Erste Hilfe
If this chemical gets into the eyes, remove anycontact lenses at once and irrigate immediately for at least15 min, occasionally lifting upper and lower lids. Seek medical attention immediately. If this chemical contacts theskin, remove contaminated clothing and wash immediatelywith soap and water. Seek medical attention immediately. Ifthis chemical has been inhaled, remove from exposure,begin rescue breathing (using universal precautions, including resuscitation mask) if breathing has stopped and CPR ifheart action has stopped. Transfer promptly to a medicalfacility. When this chemical has been swallowed, get medical attention. Give large quantities of water and inducevomiting. Do not make an unconscious person vomit.
Lager
Color Code—Red: Flammability Hazard: Store ina flammable liquid storage area or approved cabinet awayfrom ignition sources and corrosive and reactive materials.Prior to working with methyltetrahydrofuran you should betrained on its proper handling and storage. Store in tightlyclosed containers in a cool, well-ventilated area. Where possible, automatically pump liquid from drums or other storage containers to process containers. Drums must beequipped with self-closing valves, pressure vacuum bungs,and flame arresters. Use only nonsparking tools and equipment, especially when opening and closing containers ofthis chemical. Wherever this chemical is used, handled,manufactured, or stored, use explosion-proof electricalequipment and fittings.
Versand/Shipping
Methyltetrahydrofuran requires a shipping labelof “FLAMMABLE LIQUID.” It falls in Hazard Class 3 andPacking Group II.
läuterung methode
Likely impurities are 2-methylfuran, methyldihydrofurans and hydroquinone (stabiliser, which is removed by distillation under reduced pressures). It is washed with 10% aqueous NaOH, dried, vacuum distilled from CaH2, passed through freshly activated alumina under nitrogen, and refluxed over sodium metal under vacuum. Store it over sodium. [Ling & Kevan J Phys Chem 80 592 1976.] Distil it from sodium under vacuum, and store it with sodium-potassium alloy (this treatment removes water and prevents the formation of peroxides). Alternatively, it can be freed from peroxides by treatment with ferrous sulfate and sodium bisulfate, then solid KOH, followed by drying with, and distilling from, sodium, or type 4A molecular sieves under argon. It may be difficult to remove *benzene if it is present as an impurity (can be readily detected by its ultraviolet absorption in the 249-268nm region). [Ichikawa & Yoshida J Phys Chem 88 3199 1984.] It has also been purifed by percolating through Al2O3 and fractionated collecting fraction b 79.5-80o. After degassing, the material is distilled onto degassed molecular sieves, then distilled onto anthracene and a sodium mirror. The solvent is then distilled from the green solution onto potassium mirror or sodium-potassium alloy, from which it is distilled again. [Mohammad & Kosower J Am Chem Soc 93 2713 1971.] It should be stored in the presence of 0.1% of hydroquinone or 2,6-di-tert-butyl –p-cresol as stabiliser. The R(+)-enantiomer has b 78-80o/atm and []D +27.5o (neat), and the S(-)-enantiomer has b 86o/atm and [] D -27.0o (neat) [Iffland & Davis J Org Chem 42 4150 1977, Gagnaire & Butt Bull Soc Chim Fr 312 1961, Beilstein 17 III/IV 60, 17/1 V 78.] HARMFUL VAPOURS.
Inkompatibilitäten
Strong oxidizers may cause fire andexplosion

2-Methyltetrahydrofuran Upstream-Materialien And Downstream Produkte

Tetrahydro-2-methylfuran Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

96-47-9, 2-Methyltetrahydrofuran Verwandte Suche:

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