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Grignard reaction 2-Methyltetrahydrofuran
Cas No: 96-47-9
No Data 160 Kilogram 120 Metric Ton/Month Zibo Kunran Enterprises Co. LTD Contact Supplier
2-Methyltetrahydrofuran
Cas No: 96-47-9
USD $ 5.4-7.0 / Kilogram 1 Kilogram 2000 Metric Ton/Year Xiamen BaiFuchem Co.,Ltd Contact Supplier
Pharmaceutical intermediate 2-Methyltetrahydrofuran
Cas No: 96-47-9
USD $ 6.5-6.5 / Kilogram 170 Kilogram 5000 Metric Ton/Year AmoyChem Co.,Ltd Contact Supplier
Produce 2-Methyltetrahydrofuran 96-47-9 C5H10O
Cas No: 96-47-9
No Data No Data 1.4 Metric Ton/Day Zouping Mingxing Chemical Co.,Ltd. Contact Supplier
High Quality Oled CAS 96-47-9 2-Methyltetrahydrofuran
Cas No: 96-47-9
USD $ 0.1-0.1 / Gram 1 Gram 100 Metric Ton/Year Xi'an Xszo Chem Co., Ltd. Contact Supplier
Amadis Chemical offer CAS#96-47-9;CAT#A845598
Cas No: 96-47-9
No Data 10 Milligram Amadis Chemical Co., Ltd. Contact Supplier
2-Methyltetrahydrofuran
Cas No: 96-47-9
USD $ 2.0-3.0 / Kilogram 1 Kilogram 50 Metric Ton/Day EAST CHEMSOURCES LIMITED Contact Supplier
2-Methyltetrahydrofuran CAS: 96-47-9
Cas No: 96-47-9
USD $ 1.0-2.0 / Metric Ton 5 Metric Ton 1000 Metric Ton/Year Henan Sinotech Import&Export Corporation Contact Supplier
TIANFUCHEM--96-47-9--2-Methyltetrahydrofuran factory price
Cas No: 96-47-9
USD $ 2000.0-2000.0 / Metric Ton 1 Metric Ton 1000 Metric Ton/Day Henan Tianfu Chemical Co., Ltd. Contact Supplier
Pharmaceutical intermediate 2-Methyltetrahydrofuran / LIDE PHARMA- Factory supply / Best price
Cas No: 96-47-9
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96-47-9 Usage

Chemical Properties

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

Hazard

Flammable, dangerous fire risk.

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.

Uses

Chemical intermediate, reaction solvent.
InChI:InChI=1/C5H10O/c1-5-3-2-4-6-5/h5H,2-4H2,1H3/t5-/m1/s1

96-47-9 Well-known Company Product Price

Brand (Code)Product description CAS number Packaging Price Detail
Alfa Aesar (L07356)  2-Methyltetrahydrofuran, 99%, stab. with ca 150-400ppm BHT    96-47-9 100ml 305.0CNY Detail
Alfa Aesar (L07356)  2-Methyltetrahydrofuran, 99%, stab. with ca 150-400ppm BHT    96-47-9 500ml 931.0CNY Detail
Alfa Aesar (L07356)  2-Methyltetrahydrofuran, 99%, stab. with ca 150-400ppm BHT    96-47-9 2500ml 3873.0CNY Detail
Sigma-Aldrich (414247)  2-Methyltetrahydrofuran  anhydrous, ≥99.0%, contains 250 ppm BHT as stabilizer 96-47-9 414247-100ML 1,012.05CNY Detail
Sigma-Aldrich (414247)  2-Methyltetrahydrofuran  anhydrous, ≥99.0%, contains 250 ppm BHT as stabilizer 96-47-9 414247-1L 1,941.03CNY Detail
Sigma-Aldrich (414247)  2-Methyltetrahydrofuran  anhydrous, ≥99.0%, contains 250 ppm BHT as stabilizer 96-47-9 414247-12X100ML 10,296.00CNY Detail
Sigma-Aldrich (414247)  2-Methyltetrahydrofuran  anhydrous, ≥99.0%, contains 250 ppm BHT as stabilizer 96-47-9 414247-2L 2,914.47CNY Detail
Sigma-Aldrich (673277)  2-Methyltetrahydrofuran  anhydrous, ≥99%, Inhibitor-free 96-47-9 673277-100ML 1,037.79CNY Detail
Sigma-Aldrich (673277)  2-Methyltetrahydrofuran  anhydrous, ≥99%, Inhibitor-free 96-47-9 673277-1L 2,399.67CNY Detail
Sigma-Aldrich (673277)  2-Methyltetrahydrofuran  anhydrous, ≥99%, Inhibitor-free 96-47-9 673277-2L 3,348.54CNY Detail
Sigma-Aldrich (155810)  2-Methyltetrahydrofuran  ReagentPlus®, ≥99.5%, contains 150-400 ppm BHT as stabilizer 96-47-9 155810-100ML 522.99CNY Detail
Sigma-Aldrich (155810)  2-Methyltetrahydrofuran  ReagentPlus®, ≥99.5%, contains 150-400 ppm BHT as stabilizer 96-47-9 155810-500ML 1,512.81CNY Detail

96-47-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-Methyltetrahydrofuran

1.2 Other means of identification

Product number -
Other names 2-methyl tetrahydrofuran

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:96-47-9 SDS

96-47-9Synthetic route

2-methylfuran
534-22-5

2-methylfuran

2-methyltetrahydrofuran
96-47-9

2-methyltetrahydrofuran

Conditions
ConditionsYield
With 3% Pd/C; hydrogen In isopropyl alcohol at 219.84℃; under 25858.1 Torr; for 5h; Inert atmosphere;100%
With palladium-aluminum at 150℃; Hydrogenation;
With osmium at 80℃; Hydrogenation;
1,4-Pentanediol
626-95-9

1,4-Pentanediol

2-methyltetrahydrofuran
96-47-9

2-methyltetrahydrofuran

Conditions
ConditionsYield
With hydrogen In isopropyl alcohol under 30003 Torr; for 5h; Reagent/catalyst; Autoclave;99%
Trichlorbutylstannan for 0.24h;96%
Nafion-H at 135℃; for 5h;90%
4-oxopentanoic acid ethyl ester
539-88-8

4-oxopentanoic acid ethyl ester

2-methyltetrahydrofuran
96-47-9

2-methyltetrahydrofuran

Conditions
ConditionsYield
With hydrogen In hexane at 180℃; for 4h; Temperature; Reagent/catalyst; Solvent; Autoclave;98%
Multi-step reaction with 2 steps
1: hydrogen / 1,4-dioxane / 2 h / 190 °C / 30003 Torr / Autoclave
2: hydrogen / 1,4-dioxane / 5 h / 190 °C / 30003 Torr / Autoclave
View Scheme
Multi-step reaction with 2 steps
1: hydrogen / 1,4-dioxane / 2 h / 190 °C / 30003 Torr / Autoclave
2: hydrogen / 1,4-dioxane / 5 h / 190 °C / 30003 Torr / Autoclave
View Scheme
furfural
98-01-1

furfural

2-methyltetrahydrofuran
96-47-9

2-methyltetrahydrofuran

Conditions
ConditionsYield
With palladium on silica; copper phyllosilicate; hydrogen at 180℃; Reagent/catalyst; Inert atmosphere;97.1%
Stage #1: furfural With hydrogen at 200℃; under 760.051 Torr; Flow reactor;
Stage #2: With hydrogen at 120℃; under 760.051 Torr; Temperature; Flow reactor;
96.3%
With hydrogen; 5% palladium over charcoal; copper chromite catalyst E 403-TU at 175℃; under 760.051 Torr; Product distribution / selectivity; In the presence of quartz glass rings (as an evaporation zone);
5-methyl-dihydro-furan-2-one
108-29-2

5-methyl-dihydro-furan-2-one

2-methyltetrahydrofuran
96-47-9

2-methyltetrahydrofuran

Conditions
ConditionsYield
With tris(2,4-pentanedionato)ruthenium(III); N-butyl-N'-(4-sulfobutyl)-imidazolium p-toluenesulfonate; hydrogen; [2-((diphenylphospino)methyl)-2-methyl-1,3-propanediyl]bis[diphenylphosphine] at 160℃; under 75007.5 Torr; for 18h; Inert atmosphere; Autoclave; Ionic liquid;95%
Multi-step reaction with 2 steps
1: sodium; alcohol
2: hydrochloric acid; alcohol / 150 °C / im Druckrohr
View Scheme
Multi-step reaction with 2 steps
1: sodium; xylene
2: HI / auf dem Wasserbad und folgenden Reduzieren mit Zinkstaub und Eisessig
View Scheme
levulinic acid
123-76-2

levulinic acid

2-methyltetrahydrofuran
96-47-9

2-methyltetrahydrofuran

Conditions
ConditionsYield
With bromopentacarbonylmanganese(I); phenylsilane In toluene at 100℃; for 24h; Catalytic behavior; Time; Temperature; Reagent/catalyst; Inert atmosphere; Schlenk technique;95%
With Cu/SiO2 at 220℃; under 22502.3 Torr; Temperature;93%
With ammonium hexafluorophosphate; Λ(+)-tris(pentane-2,5-dionato)ruthenium; N-butyl-N'-(4-sulfobutyl)-imidazolium p-toluenesulfonate; hydrogen; [2-((diphenylphospino)methyl)-2-methyl-1,3-propanediyl]bis[diphenylphosphine] at 160℃; under 75007.5 Torr; for 18h; Inert atmosphere;92%
pentan-1-ol
71-41-0

pentan-1-ol

A

2-methyltetrahydrofuran
96-47-9

2-methyltetrahydrofuran

B

1-iodo-butane
542-69-8

1-iodo-butane

C

pentanal
110-62-3

pentanal

Conditions
ConditionsYield
With N-iodo-succinimide In chlorobenzene for 2h; Irradiation;A 94%
B 1%
C n/a
With N-iodo-succinimide In chlorobenzene for 2h; Product distribution; Irradiation; var. irradiat. times, temps. and light cond.;A 94%
B 1%
C n/a
(C4H9)3SnOCH(CH3)CH2CH2CH2Cl
41968-76-7

(C4H9)3SnOCH(CH3)CH2CH2CH2Cl

A

2-methyltetrahydrofuran
96-47-9

2-methyltetrahydrofuran

B

tributyltin chloride
1461-22-9

tributyltin chloride

Conditions
ConditionsYield
decompn. of the crude compound at 120°C (0.5 h);A 93%
B n/a
decompn. of the crude compound at 120°C (0.5 h);A 93%
B n/a
n-Pent-4-enyl alcohol
821-09-0

n-Pent-4-enyl alcohol

2-methyltetrahydrofuran
96-47-9

2-methyltetrahydrofuran

Conditions
ConditionsYield
With Nd magnetically supported catalyst In dichloromethane at 83℃; for 24h; Schlenk technique; Inert atmosphere;91%
With aluminium(III) triflate In nitromethane at 101℃; for 1h;87%
With ytterbium(III) triflate at 120℃; Inert atmosphere; Ionic liquid;78%
tetrahydrofuran-2-carbaldehyde
7681-84-7

tetrahydrofuran-2-carbaldehyde

2-methyltetrahydrofuran
96-47-9

2-methyltetrahydrofuran

Conditions
ConditionsYield
With hydrogen In para-xylene at 180℃; under 30003 Torr; for 48h; Glovebox; Sealed tube; chemoselective reaction;90%
pentan-1-ol
71-41-0

pentan-1-ol

2-methyltetrahydrofuran
96-47-9

2-methyltetrahydrofuran

Conditions
ConditionsYield
With [bis(acetoxy)iodo]benzene; iodine Irradiation;89%
furfural
98-01-1

furfural

A

2-methyltetrahydrofuran
96-47-9

2-methyltetrahydrofuran

B

2-methylfuran
534-22-5

2-methylfuran

C

(+/-)-2-pentanol
6032-29-7

(+/-)-2-pentanol

D

2-Pentanone
107-87-9

2-Pentanone

Conditions
ConditionsYield
With hydrogen; Cu-based catalyst at 212℃; Product distribution; Further Variations:; Temperatures; reaction in vapour phase, fixed bed reactor;A 3.3%
B 88.6%
C 4.8%
D 2.7%
5-methyl-dihydro-furan-2-one
108-29-2

5-methyl-dihydro-furan-2-one

A

2-methyltetrahydrofuran
96-47-9

2-methyltetrahydrofuran

B

pentan-1-ol
71-41-0

pentan-1-ol

Conditions
ConditionsYield
With 30% Cu/SiO2 In methanol at 190℃; under 60006 Torr; for 10h; Reagent/catalyst; Solvent; Temperature; Autoclave;A 16.3%
B 82.9%
2-methylfuran
534-22-5

2-methylfuran

A

2-methyltetrahydrofuran
96-47-9

2-methyltetrahydrofuran

B

Tetrahydrofurfuryl alcohol
97-99-4

Tetrahydrofurfuryl alcohol

Conditions
ConditionsYield
With carbon dioxide; 5% Pd(II)/C(eggshell); hydrogen at 300℃; under 112511 Torr; Supercritical conditions;A 82%
B 6%
N-(4-Pentenyl-1-oxy)pyridine-2(1H)-thione
114720-43-3

N-(4-Pentenyl-1-oxy)pyridine-2(1H)-thione

2-methyltetrahydrofuran
96-47-9

2-methyltetrahydrofuran

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride In benzene at 80℃; for 0.333333h; Product distribution; Mechanism;80%
levulinic acid
123-76-2

levulinic acid

A

2-methyltetrahydrofuran
96-47-9

2-methyltetrahydrofuran

B

5-methyl-dihydro-furan-2-one
108-29-2

5-methyl-dihydro-furan-2-one

Conditions
ConditionsYield
With hydrogen In water at 130℃; for 4h; Reagent/catalyst; Solvent; Autoclave;A 17%
B 80%
With hydrogen In water at 150℃; under 37503.8 Torr; for 4h; Autoclave;A 20%
B 79%
With hydrogen In water at 130℃; for 24h; Reagent/catalyst; Autoclave;A 77%
B 12%
5-Hydroxy-2-pentanone
1071-73-4

5-Hydroxy-2-pentanone

2-methyltetrahydrofuran
96-47-9

2-methyltetrahydrofuran

Conditions
ConditionsYield
With triethylsilane; trifluorormethanesulfonic acid In dichloromethane-d2 at 20℃; for 24h; NMR tube;80%
With hydrogen In neat (no solvent) at 90℃; under 15001.5 Torr; for 5h;> 99 %Chromat.
furfural
98-01-1

furfural

A

2-methyltetrahydrofuran
96-47-9

2-methyltetrahydrofuran

B

2-methylfuran
534-22-5

2-methylfuran

Conditions
ConditionsYield
Stage #1: furfural With hydrogen at 200℃; under 760.051 Torr; Flow reactor;
Stage #2: With hydrogen at 100℃; under 760.051 Torr; Temperature; Flow reactor;
A 79.3%
B 20%
With hydrogen In isopropyl alcohol at 229.84℃; under 30003 Torr; for 2h;A 10%
B 57%
With carbon dioxide; palladium on activated charcoal; hydrogen In water at 80℃; for 0.333333h;
furfural
98-01-1

furfural

A

2-methyltetrahydrofuran
96-47-9

2-methyltetrahydrofuran

B

Tetrahydrofurfuryl alcohol
97-99-4

Tetrahydrofurfuryl alcohol

Conditions
ConditionsYield
Stage #1: furfural With hydrogen at 160℃; under 760.051 Torr; Flow reactor;
Stage #2: With hydrogen at 130℃; under 760.051 Torr; Flow reactor;
A 13.7%
B 78.2%
With hydrogen In 1,4-dioxane; isopropyl alcohol at 200℃; under 48754.9 Torr; for 6h; Reagent/catalyst;A 36%
B 45%
Multi-step reaction with 2 steps
1: isopropyl alcohol; 10% Pd/C / 7.5 h / 150 °C / Inert atmosphere
2: isopropyl alcohol; 10% Pd/C / 7.5 h / 180 °C / Inert atmosphere
View Scheme
5-ketohexanoic acid
3128-06-1

5-ketohexanoic acid

A

2-methyltetrahydrofuran
96-47-9

2-methyltetrahydrofuran

B

5-methyl-dihydro-furan-2-one
108-29-2

5-methyl-dihydro-furan-2-one

Conditions
ConditionsYield
With hydrogen In isopropyl alcohol at 250℃; under 52505.3 Torr; for 24h; Temperature; Reagent/catalyst;A 75%
B 8%
With hydrogen In isopropyl alcohol at 250℃; under 52505.3 Torr; for 5h; Temperature; Reagent/catalyst;A 22.7%
B 64.5%
phenylthio-4-pentenol
111341-49-2

phenylthio-4-pentenol

A

2-methyltetrahydrofuran
96-47-9

2-methyltetrahydrofuran

B

n-Pent-4-enyl alcohol
821-09-0

n-Pent-4-enyl alcohol

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride In various solvent(s) at 80℃; for 0.5h; Rate constant; Mechanism; Bu3Sn. effect in SH2 displacement of alkoxy radicals from sulphur, exo cyclization;A 73%
B 26%
furfural
98-01-1

furfural

A

2-methyltetrahydrofuran
96-47-9

2-methyltetrahydrofuran

B

Tetrahydrofurfuryl alcohol
97-99-4

Tetrahydrofurfuryl alcohol

C

(2-furyl)methyl alcohol
98-00-0

(2-furyl)methyl alcohol

Conditions
ConditionsYield
Stage #1: furfural With hydrogen at 160℃; under 760.051 Torr; Flow reactor;
Stage #2: With hydrogen at 120℃; under 760.051 Torr; Flow reactor;
A 13.1%
B 70%
C 9.1%
With Ni3Sn2; hydrogen In isopropyl alcohol at 20 - 179.84℃; for 12h; Autoclave;A 5 %Chromat.
B 5 %Chromat.
C 91 %Chromat.
With hydrogen In isopropyl alcohol at 50℃; under 3750.38 Torr; Autoclave;
levulinic acid
123-76-2

levulinic acid

A

2-methyltetrahydrofuran
96-47-9

2-methyltetrahydrofuran

B

pentan-1-ol
71-41-0

pentan-1-ol

C

5-methyl-dihydro-furan-2-one
108-29-2

5-methyl-dihydro-furan-2-one

Conditions
ConditionsYield
With hydrogen In water at 150℃; under 37503.8 Torr; for 4h; Autoclave;A 68%
B 7%
C 11%
With hydrogen; CuO0.95Co0.05/SiO2 In 1,4-dioxane at 265℃; under 18751.9 Torr;
With hydrogen; CuO(80)SiO2(20) In 1,4-dioxane at 265℃; under 19135 Torr; Product distribution / selectivity; Inert atmosphere;
levulinic acid
123-76-2

levulinic acid

A

2-methyltetrahydrofuran
96-47-9

2-methyltetrahydrofuran

B

1,4-Pentanediol
626-95-9

1,4-Pentanediol

C

(+/-)-2-pentanol
6032-29-7

(+/-)-2-pentanol

D

5-methyl-dihydro-furan-2-one
108-29-2

5-methyl-dihydro-furan-2-one

Conditions
ConditionsYield
With hydrogen In water at 150℃; for 4h; Reagent/catalyst; Autoclave;A 67%
B n/a
C 9%
D 14%
levulinic acid
123-76-2

levulinic acid

A

2-methyltetrahydrofuran
96-47-9

2-methyltetrahydrofuran

B

pentan-1-ol
71-41-0

pentan-1-ol

Conditions
ConditionsYield
With hydrogen In water at 150℃; under 37503.8 Torr; for 4h; Autoclave;A 64%
B 6%
With hydrogen In 1,4-dioxane at 330℃; Product distribution / selectivity;
With hydrogen In 1,4-dioxane at 265℃; under 15001.5 Torr; Product distribution / selectivity;
With hydrogen; CuO(80)SiO2(20) In 1,4-dioxane at 290℃; under 19135 Torr; Product distribution / selectivity; Inert atmosphere;
With hydrogen; CuO(80)SiO2(20) In 1,4-dioxane at 265℃; under 15001.5 Torr; Product distribution / selectivity; Inert atmosphere;
levulinic acid
123-76-2

levulinic acid

A

2-methyltetrahydrofuran
96-47-9

2-methyltetrahydrofuran

B

(+/-)-2-pentanol
6032-29-7

(+/-)-2-pentanol

C

pentan-1-ol
71-41-0

pentan-1-ol

Conditions
ConditionsYield
With hydrogen In water at 150℃; under 37503.8 Torr; for 4h; Autoclave;A 63%
B 18%
C 10%
levulinic acid
123-76-2

levulinic acid

A

2-methyltetrahydrofuran
96-47-9

2-methyltetrahydrofuran

B

(+/-)-2-pentanol
6032-29-7

(+/-)-2-pentanol

Conditions
ConditionsYield
With hydrogen In water at 150℃; under 37503.8 Torr; for 4h; Autoclave;A 60%
B 18%
Multi-step reaction with 2 steps
1: ruthenium-carbon composite; hydrogen / 1,4-dioxane / 5 h / 30003 Torr / Autoclave
2: ruthenium-carbon composite; hydrogen / isopropyl alcohol / 5 h / 30003 Torr / Autoclave
View Scheme
Multi-step reaction with 2 steps
1: hydrogen / water / 100 °C / 30003 Torr / Flow reactor; Green chemistry
2: hydrogen / water / 70 °C / 30003 Torr / Flow reactor; Green chemistry
View Scheme
levulinic acid
123-76-2

levulinic acid

A

2-methyltetrahydrofuran
96-47-9

2-methyltetrahydrofuran

B

1,4-Pentanediol
626-95-9

1,4-Pentanediol

C

(+/-)-2-pentanol
6032-29-7

(+/-)-2-pentanol

D

pentan-1-ol
71-41-0

pentan-1-ol

Conditions
ConditionsYield
With hydrogen In water at 150℃; under 37503.8 Torr; for 4h; Autoclave;A 60%
B 10%
C 23%
D 6%
With hydrogen In water at 150℃; under 37503.8 Torr; for 4h; Autoclave;A 25%
B 27%
C 34%
D 7%
With hydrogen In water at 150℃; under 37503.8 Torr; for 4h; Autoclave;
(2-furyl)methyl alcohol
98-00-0

(2-furyl)methyl alcohol

A

2-methyltetrahydrofuran
96-47-9

2-methyltetrahydrofuran

B

Tetrahydrofurfuryl alcohol
97-99-4

Tetrahydrofurfuryl alcohol

C

2-methylfuran
534-22-5

2-methylfuran

Conditions
ConditionsYield
With hydrogen In methanol at 25℃; for 1h; Reagent/catalyst; Sealed tube; Green chemistry;A 8%
B 52%
C 25%
With Ni/Al2O3; hydrogen at 180℃; under 7500.75 Torr; Reagent/catalyst; Flow reactor;
(2-furyl)methyl alcohol
98-00-0

(2-furyl)methyl alcohol

A

2-methyltetrahydrofuran
96-47-9

2-methyltetrahydrofuran

B

Tetrahydrofurfuryl alcohol
97-99-4

Tetrahydrofurfuryl alcohol

Conditions
ConditionsYield
With hydrogen In methanol at 25℃; under 750.075 Torr; for 1h; Reagent/catalyst; Sealed tube; Green chemistry;A 25%
B 52%
With water; hydrogen at 199.84℃; under 60006 Torr; for 3h; Autoclave;
With hydrogen In ethanol at 60℃; under 2250.23 Torr; for 2h;
With hydrogen at 200℃; under 760.051 Torr; Flow reactor;A 5.3 %Chromat.
B 94.5 %Chromat.
2-methyltetrahydrofuran
96-47-9

2-methyltetrahydrofuran

rac-5-iodopentan-2-ol
90397-87-8

rac-5-iodopentan-2-ol

Conditions
ConditionsYield
With aluminium trichloride; sodium iodide In acetonitrile at 0℃; for 2h; regioselective ring opening of var. 2 subst. tetrahydrofurans;100%
With aluminium trichloride; sodium iodide In acetonitrile at 0℃; for 2h;100%
With aluminum (III) chloride; sodium iodide In acetonitrile at 0 - 20℃; for 5h; Inert atmosphere; Schlenk technique;58%
2-methyltetrahydrofuran
96-47-9

2-methyltetrahydrofuran

aniline
62-53-3

aniline

(+/-)-2-methyl-1-phenylpyrrolidine
33342-99-3, 160751-58-6, 160751-59-7

(+/-)-2-methyl-1-phenylpyrrolidine

Conditions
ConditionsYield
With carbon dioxide; alumina In toluene at 237℃; under 108011 Torr; Flow reactor; Supercritical conditions;100%
Stage #1: aniline With 1,8-diazabicyclo[5.4.0]undec-7-ene; trichlorophosphate In 5,5-dimethyl-1,3-cyclohexadiene at 90℃; for 0.25h;
Stage #2: 2-methyltetrahydrofuran In 5,5-dimethyl-1,3-cyclohexadiene at 110℃; for 15h; Sealed tube;
93%
With trimethylaluminum In toluene at 20 - 110℃; for 16h;78%
2-methyltetrahydrofuran
96-47-9

2-methyltetrahydrofuran

1,5,9-trimesityldipyrromethene
1114543-34-8

1,5,9-trimesityldipyrromethene

dibutylmagnesium
1191-47-5

dibutylmagnesium

C45H56MgN2O

C45H56MgN2O

Conditions
ConditionsYield
Stage #1: 1,5,9-trimesityldipyrromethene; dibutylmagnesium In toluene for 0.25h; Inert atmosphere; Schlenk technique; Glovebox;
Stage #2: 2-methyltetrahydrofuran In toluene Inert atmosphere; Schlenk technique; Glovebox;
100%
2-methyltetrahydrofuran
96-47-9

2-methyltetrahydrofuran

acetyl chloride
75-36-5

acetyl chloride

1-acetoxy-4-chloropentane
36978-15-1

1-acetoxy-4-chloropentane

Conditions
ConditionsYield
With [(IPr=S)BiCl3]*CHCl3 In dichloromethane at 20℃; for 2h; Reagent/catalyst; regioselective reaction;98%
K[Pt(C2H4)Cl3] In 2-methyltetrahydrofuran for 24h; Ambient temperature;70%
With zinc
2-methyltetrahydrofuran
96-47-9

2-methyltetrahydrofuran

1,4-Diiodopentane
55930-45-5

1,4-Diiodopentane

Conditions
ConditionsYield
With O-phenyl phosphorodichloridate; sodium iodide for 24h; Heating;98%
With N,N-diethyl-1,1,1-trimethylsilanamine; methyl iodide In toluene at 80 - 90℃; for 103h; Ring cleavage; iodination; diiodation; diiodination;51%
2-methyltetrahydrofuran
96-47-9

2-methyltetrahydrofuran

2,2-Dimethylpropanoyl iodide
61915-52-4

2,2-Dimethylpropanoyl iodide

4-pivaloyloxy-1-iodopentane
82131-08-6

4-pivaloyloxy-1-iodopentane

Conditions
ConditionsYield
In neat (no solvent) at 20℃; Green chemistry;98%
2-methyltetrahydrofuran
96-47-9

2-methyltetrahydrofuran

Phenoxyacetyl iodide
79929-43-4

Phenoxyacetyl iodide

C13H17IO3

C13H17IO3

Conditions
ConditionsYield
In neat (no solvent) at 20℃; Green chemistry;97%
2-methyltetrahydrofuran
96-47-9

2-methyltetrahydrofuran

benzoyl chloride
98-88-4

benzoyl chloride

4-chloro-1-pentyl benzoate
36978-17-3

4-chloro-1-pentyl benzoate

Conditions
ConditionsYield
With molybdenum(V) chloride In 1,2-dichloro-ethane at 50℃; for 3h;96%
With zinc(II) oxide In neat (no solvent) at 0 - 20℃; Green chemistry;94%
With iron In 1,2-dichloro-ethane at 70℃; for 8h; Time; Schlenk technique; Inert atmosphere; regioselective reaction;91%
2-methyltetrahydrofuran
96-47-9

2-methyltetrahydrofuran

(S)-2-acetoxypropanoyl chloride
36394-75-9

(S)-2-acetoxypropanoyl chloride

4-chloropentyl (S)-(-)-2-acetoxypropionate

4-chloropentyl (S)-(-)-2-acetoxypropionate

Conditions
ConditionsYield
With bismuth(III) chloride In dichloromethane at 20℃;96%
2-methyltetrahydrofuran
96-47-9

2-methyltetrahydrofuran

acetic anhydride
108-24-7

acetic anhydride

Conditions
ConditionsYield
With aminosulfonic acid In acetic acid at 60℃; for 4h;95%
With sulfuric acid at 20℃; for 20h;70%
With ytterbium(III) triflate Heating;47%
at 170 - 180℃;
at 240℃;
2-methyltetrahydrofuran
96-47-9

2-methyltetrahydrofuran

4-methoxy-benzoyl chloride
100-07-2

4-methoxy-benzoyl chloride

4-chloropentyl 4-methoxybenzoate
27749-09-3

4-chloropentyl 4-methoxybenzoate

Conditions
ConditionsYield
With zinc(II) oxide In neat (no solvent) at 0 - 20℃; for 2.5h; Green chemistry; regioselective reaction;95%
With iron In 1,2-dichloro-ethane at 70℃; Schlenk technique; Inert atmosphere; regioselective reaction;93%
With iron pentacarbonyl Heating;
2-methyltetrahydrofuran
96-47-9

2-methyltetrahydrofuran

Benzoyl bromide
618-32-6

Benzoyl bromide

4-bromopentyl benzoate

4-bromopentyl benzoate

Conditions
ConditionsYield
With bismuth(III) bromide In dichloromethane at 20℃; for 4h;95%
With palladium diacetate at 100℃; for 2h; Microwave irradiation;81.9%
2-methyltetrahydrofuran
96-47-9

2-methyltetrahydrofuran

2-Fluoro-benzoyl iodide
79929-48-9

2-Fluoro-benzoyl iodide

C12H14FIO2

C12H14FIO2

Conditions
ConditionsYield
In neat (no solvent) at 20℃; Green chemistry;95%
2-methyltetrahydrofuran
96-47-9

2-methyltetrahydrofuran

dimethylcarbamoyl iodide
13358-75-3

dimethylcarbamoyl iodide

C8H16INO2

C8H16INO2

Conditions
ConditionsYield
In neat (no solvent) at 20℃; Green chemistry;95%
2-methyltetrahydrofuran
96-47-9

2-methyltetrahydrofuran

ethyl iodoacetate
598-40-3

ethyl iodoacetate

Propionic acid 4-iodo-1-methyl-butyl ester
149741-97-9

Propionic acid 4-iodo-1-methyl-butyl ester

Conditions
ConditionsYield
In neat (no solvent) at 20℃; Green chemistry;95%
2-methyltetrahydrofuran
96-47-9

2-methyltetrahydrofuran

Acetyl bromide
506-96-7

Acetyl bromide

A

1-acetoxy-4-bromopentane
26923-92-2

1-acetoxy-4-bromopentane

B

acetic acid-(4-bromo-1-methyl-butyl ester)
26923-93-3

acetic acid-(4-bromo-1-methyl-butyl ester)

Conditions
ConditionsYield
With zinc(II) chloride 1.) 21 deg C, 0.5 h, 2.) reflux, 2.5 h; Yields of byproduct given. Title compound not separated from byproducts;A 93%
B n/a
With zinc(II) chloride 1.) 21 deg C, 0.5 h, 2.) reflux, 2.5 h; Yield given. Title compound not separated from byproducts;A 93%
B n/a
2-methyltetrahydrofuran
96-47-9

2-methyltetrahydrofuran

1-amino-3-methylbenzene
108-44-1

1-amino-3-methylbenzene

2-methyl-1-(m-tolyl)pyrrolidine

2-methyl-1-(m-tolyl)pyrrolidine

Conditions
ConditionsYield
Stage #1: 1-amino-3-methylbenzene With 1,8-diazabicyclo[5.4.0]undec-7-ene; trichlorophosphate at 90℃; for 0.25h;
Stage #2: 2-methyltetrahydrofuran at 110℃; for 10h; Sealed tube;
93%
2-methyltetrahydrofuran
96-47-9

2-methyltetrahydrofuran

Phenoxyacetyl chloride
701-99-5

Phenoxyacetyl chloride

4-chloropentyl phenoxyacetate

4-chloropentyl phenoxyacetate

Conditions
ConditionsYield
With bismuth(III) chloride In dichloromethane at 20℃;92%
2-methyltetrahydrofuran
96-47-9

2-methyltetrahydrofuran

4-methyl-benzoyl chloride
874-60-2

4-methyl-benzoyl chloride

4-chloropentyl-4-methylbenzoate

4-chloropentyl-4-methylbenzoate

Conditions
ConditionsYield
With iron In 1,2-dichloro-ethane at 70℃; Schlenk technique; Inert atmosphere; regioselective reaction;92%
2-methyltetrahydrofuran
96-47-9

2-methyltetrahydrofuran

4-fluorobenzoyl chloride
403-43-0

4-fluorobenzoyl chloride

4-chloropentyl 4-fluorobenzoate

4-chloropentyl 4-fluorobenzoate

Conditions
ConditionsYield
With zinc(II) oxide In neat (no solvent) at 0 - 20℃; for 2h; Green chemistry; regioselective reaction;92%
With iron In 1,2-dichloro-ethane at 70℃; Schlenk technique; Inert atmosphere; regioselective reaction;88%
2-methyltetrahydrofuran
96-47-9

2-methyltetrahydrofuran

silver hexafluoroantimonate

silver hexafluoroantimonate

C36H52ClInN2O2

C36H52ClInN2O2

C46H72InN2O4(1+)*F6Sb(1-)

C46H72InN2O4(1+)*F6Sb(1-)

Conditions
ConditionsYield
at -30 - 20℃; for 0.333333h; Darkness;92%
2-methyltetrahydrofuran
96-47-9

2-methyltetrahydrofuran

3,5-dimethyl-N-ethylaniline
13342-22-8

3,5-dimethyl-N-ethylaniline

1-(3,5-dimethylphenyl)-2-methylpyrrolidine

1-(3,5-dimethylphenyl)-2-methylpyrrolidine

Conditions
ConditionsYield
With titanium tetrachloride; 1,8-diazabicyclo[5.4.0]undec-7-ene In dichloromethane; o-xylene at 120℃; for 14h; Sealed tube;92%

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