ChemicalBook > CAS DataBase List > 2-Methyltetrahydrofuran

2-Methyltetrahydrofuran

Product Name
2-Methyltetrahydrofuran
CAS No.
96-47-9
Chemical Name
2-Methyltetrahydrofuran
Synonyms
2-MeTHF;METHF;METHYLTETRAHYDROFURAN;Furan, tetrahydro-2-methyl-;2-Methyloxolane;2-Methyltetrahydrofu;TETRAHYDRO-2-METHYLFURAN;2-Methyltetrahydrofuran,For Grignard reaction,anhydrous, stabilized;2 METHYLE Thf;Tetrahydrosylvan
CBNumber
CB8854728
Molecular Formula
C5H10O
Formula Weight
86.13
MOL File
96-47-9.mol
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2-Methyltetrahydrofuran Property

Melting point:
-136 °C
Boiling point:
78-80 °C(lit.)
Density 
0.86 g/mL at 25 °C(lit.)
vapor pressure 
136 hPa (20 °C)
refractive index 
n20/D 1.406(lit.)
Flash point:
10.4 °F
storage temp. 
Store below +30°C.
solubility 
150g/l
form 
Liquid
color 
Clear colorless
explosive limit
1.2-5.7%(V)
Water Solubility 
15 g/100 mL (25 C)
FreezingPoint 
-136℃
BRN 
102448
Dielectric constant
6.97
Stability:
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 DataBase Reference
96-47-9(CAS DataBase Reference)
NIST Chemistry Reference
Furan, tetrahydro-2-methyl-(96-47-9)
EPA Substance Registry System
Furan, tetrahydro-2-methyl- (96-47-9)
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Safety

Hazard Codes 
F,Xi
Risk Statements 
11-19-36/37-2017/11/19
Safety Statements 
16-23-39-33-26
RIDADR 
UN 2536 3/PG 2
WGK Germany 
2
RTECS 
LU2800000
Autoignition Temperature
270 °C
TSCA 
Yes
HazardClass 
3
PackingGroup 
II
HS Code 
29321900
Toxicity
LD50 orally in Rabbit: > 300 - 2000 mg/kg LD50 dermal Rat > 2000 mg/kg
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H225Highly Flammable liquid and vapour

H302Harmful if swallowed

H315Causes skin irritation

H318Causes serious eye damage

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P233Keep container tightly closed.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
85488
Product name
2-Methyltetrahydrofuran
Purity
analytical standard
Packaging
5ml
Price
$68.1
Updated
2024/03/01
Sigma-Aldrich
Product number
85488
Product name
2-Methyltetrahydrofuran
Purity
analytical standard
Packaging
10ml
Price
$123
Updated
2024/03/01
Sigma-Aldrich
Product number
8.21093
Product name
2-Methyltetrahydrofuran
Purity
(stabilised) for synthesis
Packaging
250ML
Price
$104
Updated
2024/03/01
Sigma-Aldrich
Product number
8.21093
Product name
2-Methyltetrahydrofuran
Purity
(stabilised) for synthesis
Packaging
1L
Price
$204
Updated
2024/03/01
Sigma-Aldrich
Product number
155810
Product name
2-Methyltetrahydrofuran
Purity
ReagentPlus , ≥99.5%, contains 150-400 ppm BHT as stabilizer
Packaging
2.5l
Price
$405
Updated
2024/03/01
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2-Methyltetrahydrofuran Chemical Properties,Usage,Production

Description

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℃) and low melting point (-137℃) 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.

Chemical Properties

Colorless liquid; ether-like odor. Solubility in waterincreases with a decrease in temperature. Freelysoluble in most organic solvents.

Uses

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.

Uses

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.

Hazard

Flammable, dangerous fire risk.

First aid

If 2-Methyltetrahydrofuran 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.

storage

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.

Shipping

Methyltetrahydrofuran requires a shipping labelof “FLAMMABLE LIQUID.” It falls in Hazard Class 3 andPacking Group II.

Purification Methods

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.

Incompatibilities

Strong oxidizers may cause fire andexplosion

2-Methyltetrahydrofuran Preparation Products And Raw materials

Raw materials

2-Methylfuran PALLADIUM-CATALYSTS Palladium chloride 3-Acetyl-1-propanol

Preparation Products

1,4-Dibromopentane 3-Acetyl-1-propanol
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View Lastest Price from 2-Methyltetrahydrofuran manufacturers

Hebei Weibang Biotechnology Co., Ltd
Product
2-Methyltetrahydrofuran 96-47-9
Price
US $10.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
100 mt
Release date
2024-11-22
Hebei Chuanghai Biotechnology Co,.LTD
Product
2-Methyltetrahydrofuran 96-47-9
Price
US $5.70/kg
Min. Order
10kg
Purity
99%
Supply Ability
10000kg
Release date
2024-08-20
Henan Fengda Chemical Co., Ltd
Product
2-Methyltetrahydrofuran 96-47-9
Price
US $50.00-1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
g-kg-tons, free sample is available
Release date
2023-12-22

96-47-9, 2-MethyltetrahydrofuranRelated Search:

2-Methylfuran Tetrahydrofuran Tetrahydrofurfuryl bromide 3-METHYLTETRAHYDROFURAN,3-METHYLTETRAHYDROFURAN,1-METHYLTETRAHYDROFURAN,1-METHYLTETRAHYDROFURAN,3-METHYLTETRAHYDROFURAN 95+%,3-METHYLTETRAHYDROFURAN 95+% 2-Methyltetrahydrofuran-3-one TETRAHYDRO-3-FURANMETHANOL 1,2:3,5-Di-O-isopropylidene-alpha-D-xylofuranose Span 20 2,2'-Cyclouridine Span 60 Tetrahydrofurfuryl alcohol D-RIBULOSE beta-D-Ribofuranose 1-acetate 2,3,5-tribenzoate D-GLUCOHEPTONO-1,4-LACTONE HECOGENIN ACETATE Tetrahydrofurfuryl chloride beta-D-Ribofuranose 1,2,3,5-tetraacetate 2-Tetrahydrofurfurylamine

  • 2-Methyltetrahydrofuran,For Grignard reaction,anhydrous, stabilized
  • 2-Methyltetrahydrofuran,99+%,Extra Dry,Stabilized
  • 2-Methyltetrahydrofuran,99+%,Extra Dry over Molecular Sieve,Stabilized
  • 2-Methyltetrahydrofuran,99+%,Extra Dry,stabilizer free
  • 2-Methyltetrahydrofuran ,99% [stabilized with BHT]
  • 2-Methyltetrahydrofuran,Tetrahydro-2-methylfuran, Tetrahydrosilvan
  • 2-Methyltetrahydrofu
  • 2-Methyltetrahydrofuran, Stabilized, AcroSeal, Extra Dry over Molecular Sieve, 99+%
  • 2-Methyltetrahydrofuran, stabilized, AcroSeal, Extra Dry, 99+%
  • 2-Methyltetrahydrofuran, stabilized, pure, 99+%
  • 2-Methyltetrahydrofuran ,99%
  • 2-Methyltetrahydrofuran, 99+%, Extra Dry over Molecular Sieve, Stabilized, AcroSeal
  • 2-Methyltetrahydrofuran, 99+%, pure, stabilized
  • 2-Methyltetrahydrofuran, stabilized, 99+% 100GR
  • 2-Methyltetrahydrofuran, stabilized, 99+% 500GR
  • 2-Methylfuranidine
  • 2-Methyloxolane
  • Furan, 2-methyl-tetrahydro-
  • Tetrahydrofuran, 2-methyl-
  • Tetrahydrosylvan
  • 2-Methyltetrahydrofuran, 99%, SuperDry, stabilizer free, water≤20 ppm, J&KSeal
  • 2-Methyltetrahydrofuran, 99%, SpcDry, Water≤50 ppM (by K.F.), SpcSeal
  • 2-Methyltetrahydrofuran anhydrous, >=99%, Inhibitor-free
  • 2-Methyltetrahydrofuran anhydrous, >=99.0%, contains 250 ppm BHT as stabilizer
  • 2-Methyltetrahydrofuran ReagentPlus(R), >=99.5%, contains 150-400 ppm BHT as stabilizer
  • 2-Methyltetrahydrofuran (stabilized with BHT)
  • 2-Methyletrahydrofuran
  • 2-MeTHF
  • oxolan-1-iuM-2-ylMethyl
  • 2-Methyltetrahydrofuran, 99+%, Extra Dry, stabilized, AcroSeal
  • 2-Methyltetrahydrofuran, 99+%, Extra Dry, stabilizer free, AcroSeal
  • 2-Methyltetrahydrofuran, SuperDry, J&KSeal
  • 2-Methyloxolane, 1,4-Epoxypentane
  • MeTHF)2-Methyltetrahydro
  • 2-Methyltetrahydrofuran, 99+%,stabilized
  • 2-METHYLTETRAHYDROFURAN, EXTRA DRY
  • 2-METHYLTETRAHYDROFURAN, EXTRA DRY OVER MOLECULAR SIEVES
  • 2-Methyltetrahydrofuran, stabilizer free, AcroSeal, Extra Dry, 99+%
  • 2-Methyltetrahydrofuran, stabilized
  • 2-MethyltetrahydrofuranStabilizedAcroSealExtra Dry
  • 2-MethyltetrahydrofuranStabilizedAcroSealExtra Dry over Molecular Sieve
  • 2-Methyltetrahydrofuran, stabilizer free, AcroSeal, Extra Dry
  • 2-Methyltetrahydrofuran, 99%, SuperDry, water≤20 ppm, J&KSeal
  • 2-Methyltetrahydrofuran, 99%, SuperDry, with molecular sieves, stabilized with BHT, water≤20 ppm, J&KSeal
  • 2-Methyltetrahydrofuran( 99%, HyDry, with molecular sieves, Water≤50 ppm (by K.F.))
  • 2-Methyltetrahydrofuran(99%, HyDry, Water≤50 ppm (by K.F.))
  • MARKER DNA 100BP (4X250ΜL)
  • PIPES DISODIUM FR BIOPHARMA PRODUCTION
  • PIPES FREE ACID FR BIOPHARMA PRODUCTION
  • 2-Methyltetrahydrofuran, Stabilizer free, Extra Dry
  • 2-Methyltetrahydrofuran, Over Molecular Sieves, Stabilized
  • 2-Methyltetrahydrofuran, stabilized with &ap:150 to 400ppm BHT
  • 2-Methyltetrahydrofuran, Stabilized: For Grignard reaction
  • 2-METHYLTETRAHYDROFURA
  • 2-Methyltetrahydrofuran, 99%, stab. with ca 150-400ppm BHT
  • ALPHA-METHYLTETRAHYDROFURAN
  • METHF
  • METHYLTETRAHYDROFURAN