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2-Methylfuran

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Name

2-Methylfuran

EINECS 208-594-5
CAS No. 534-22-5 Density 0.928 g/cm3
PSA 13.14000 LogP 1.58800
Solubility Water: 0.3 g/100 mL (20 °C) Melting Point -88.7 °C
Formula C5H6O Boiling Point 64.536 °C at 760 mmHg
Molecular Weight 82.102 Flash Point -26 °C
Transport Information UN 2301 3/PG 2 Appearance Colorless to pale yellow green clear liquid
Safety 16-33-45-7/9-9 Risk Codes 11-23-23/24/25
Molecular Structure Molecular Structure of 534-22-5 (2-Methylfuran) Hazard Symbols FlammableF,ToxicT
Synonyms

5-Methylfuran;Methylfuran;alpha-Methylfuran;AI3-24245;BRN 0103733;CCRIS 2920;NSC 3707;Silvan;Sylvan;UN2301;

Article Data 248

2-Methylfuran Synthetic route

98-01-1

furfural

534-22-5

2-methylfuran

Conditions
ConditionsYield
With hydrogen under 2250.23 Torr; for 15h;100%
With hydrogen at 200℃; under 760.051 Torr;95.5%
With hydrogen at 120℃; under 760.051 Torr; for 24h; Catalytic behavior; Reagent/catalyst; Temperature;94.5%
98-01-1

furfural

110-63-4

Butane-1,4-diol

A

534-22-5

2-methylfuran

B

96-48-0

4-butanolide

Conditions
ConditionsYield
With hydrogen; Cu-based catalyst at 210℃; Product distribution; Further Variations:; Temperatures; reaction in vapour phase, fixed bed reactor, coupled dehydrogenation reactions of title comp. and INO 160;A 96.5%
B 99.4%
98-00-0

(2-furyl)methyl alcohol

534-22-5

2-methylfuran

Conditions
ConditionsYield
With hydrogen In 1,2-dichloro-ethane at 25℃; under 2250.23 Torr; for 1.5h; Catalytic behavior; Reagent/catalyst; Temperature; Pressure; Time; Sealed tube; Green chemistry;98%
With formic acid; sulfuric acid; Pd/C In tetrahydrofuran90%
With methanol; toluene-4-sulfonic acid at 25℃; for 18h; Inert atmosphere; Sealed tube; UV-irradiation;50%
67-47-0

5-hydroxymethyl-2-furfuraldehyde

A

534-22-5

2-methylfuran

B

98-00-0

(2-furyl)methyl alcohol

C

625-86-5

2,5-dimethylfuran

Conditions
ConditionsYield
With hydrogen In 1,4-dioxane at 180℃; under 11251.1 Torr; for 2h; Catalytic behavior;A n/a
B n/a
C 93.4%
620-02-0

5-Methylfurfural

534-22-5

2-methylfuran

Conditions
ConditionsYield
With carbon dioxide; palladium/alumina at 145℃; under 45004.5 Torr; for 4h; Green chemistry;91.5%
With Pd/γ-Al2O3 In 1,4-dioxane at 180℃; for 16h; Temperature; Reagent/catalyst; Inert atmosphere;49.6%
With bis(1,5-cyclooctadiene)nickel (0); tricyclohexylphosphine In cyclohexane at 140℃; for 24h; Inert atmosphere; Glovebox;90 %Chromat.
With 5%-palladium/activated carbon In 1,4-dioxane at 120℃; for 15h;

exo/endo-2,2-Dichlor-4-methyl-3-neopentyl-7-oxa-2-silabicyclo<2.2.1>hex-5-en

A

534-22-5

2-methylfuran

B

118853-33-1

(E)-1,1,3,3-Tetrachlor-2,4-dineopentyl-1,3-disilacyclobutan

C

148728-63-6

3,3-Dichlor-4-trichlorsilyl-6,6-dimethyl-3-silahept-1-en

D

2,2-Dichlor-4-methyl-3-neopentyl-1-oxa-2-silacyclohepta-4,6-dien

Conditions
ConditionsYield
In neat (no solvent) at 170℃; for 72h; vacuum; Further byproducts given;A n/a
B n/a
C n/a
D 90%

2-Methylfuran Consensus Reports

Reported in EPA TSCA Inventory.

2-Methylfuran Standards and Recommendations

DOT Classification:  3; Label: Flammable Liquid

2-Methylfuran Specification

The 2-Methylfuran with CAS registry number of 534-22-5 is also known as Furan, 2-methyl-. The IUPAC name and product name are the same. It belongs to product categories of Isotope Labeled Compounds; Furan; Intermediate. Its EINECS registry number is 208-594-5. In addition, the formula is C5H6O and the molecular weight is 82.10. This chemical is a colorless to pale yellow green clear liquid and should be sealed in ventilated, cool, dry place away from heat and fire.

Physical properties about 2-Methylfuran are: (1)ACD/LogP: 1.79; (2)ACD/LogD (pH 5.5): 1.791; (3)ACD/LogD (pH 7.4): 1.791; (4)ACD/BCF (pH 5.5): 13.517; (5)ACD/BCF (pH 7.4): 13.517; (6)ACD/KOC (pH 5.5): 224.448; (7)ACD/KOC (pH 7.4): 224.448; (8)#H bond acceptors: 1; (9)Index of Refraction: 1.441; (10)Molar Refractivity: 23.377 cm3; (11)Molar Volume: 88.503 cm3; (12)Surface Tension: 25.509 dyne/cm; (13)Density: 0.928 g/cm3; (14)Enthalpy of Vaporization: 29.39 kJ/mol; (15)Boiling Point: 64.536 °C at 760 mmHg; (16)Vapour Pressure: 176.098 mmHg at 25 °C.

Preparation of 2-Methylfuran: it is prepared by hydrogenation reaction of hydrogen and furfural with the molar ratio of 10:1. The reaction needs catalysts copper and aluminum or copper at the temperature of 200-210 °C and the pressure of 300-500 kPa with feeding rate of 0.3 kg/(L·h).

2-Methylfuran is prepared by hydrogenation reaction of hydrogen and furfural with the molar ratio of 10:1.

Uses of 2-Methylfuran. This chemcial is used for making drugs, pesticides and flavors or fragrances. What's more, it can be used as good solvent, intermediate in organic synthesis and it also has a narcotic effect. It is used to produce 1-(5-methyl-[2]furyl)-butan-1-one by reaction with butyric acid anhydride. The reaction occurs with reagent SnCl4 at the temperature of 100 °C for 3 hours. The yield is about 71%.

2-Methylfuran is used to produce 1-(5-methyl-[2]furyl)-butan-1-one by reaction with butyric acid anhydride.

When you are using this chemical, please be cautious about it. As a chemical, it is toxic by inhalation, in contact with skin and if swallowed. During using it, keep away from sources of ignition as thie chemical is highly flammable. Besides, take precautionary measures against static discharges. After using it, keep container tightly closed and in a well-ventilated place. In case of accident or if you feel unwell seek medical advice immediately.

You can still convert the following datas into molecular structure:
1. Canonical SMILES: CC1=CC=CO1
2. InChI: InChI=1S/C5H6O/c1-5-3-2-4-6-5/h2-4H,1H3
3. InChIKey: VQKFNUFAXTZWDK-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LD50 unreported 730mg/kg (730mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 46(2), Pg. 68, 1981.
mouse LD50 unreported 600mg/kg (600mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 46(2), Pg. 68, 1981.
rabbit LD50 unreported 455mg/kg (455mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 46(2), Pg. 68, 1981.
rat LC50 inhalation 500ppm/4H (500ppm) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES American Industrial Hygiene Association Journal. Vol. 50, Pg. A359, 1989.
rat LD50 unreported 480mg/kg (480mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 46(2), Pg. 68, 1981.

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