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Furan CAS No.110-00-9
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110-00-9 Usage

InChI:InChI=1/C4H4O/c1-2-4-5-3-1/h1-4H

110-00-9 Well-known Company Product Price

Brand (Code)Product description CAS number Packaging Price Detail
Alfa Aesar (A13102)  Furan, 99%, stab. with ca 250ppm BHT    110-00-9 100ml 97.0CNY Detail
Alfa Aesar (A13102)  Furan, 99%, stab. with ca 250ppm BHT    110-00-9 500ml 231.0CNY Detail
Alfa Aesar (A13102)  Furan, 99%, stab. with ca 250ppm BHT    110-00-9 2500ml 932.0CNY Detail

110-00-9SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name furan

1.2 Other means of identification

Product number -
Other names tetrole oxide

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Food Contaminant: CONTAMINANT
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:110-00-9 SDS

110-00-9Synthetic route

furfural
98-01-1

furfural

furan
110-00-9

furan

Conditions
ConditionsYield
With carbon dioxide; palladium/alumina at 145℃; under 45004.5 Torr; for 6.5h; Green chemistry;99%
With carbon dioxide; 5% Pd(II)/C(eggshell) at 250℃; under 112511 Torr; Supercritical conditions;98%
With palladium nanoparticles deposited on porous SBA-15 In cyclohexane at 150℃; for 24h; Molecular sieve;96%
2',6'-exo-spirodioxatricyclo<5.2.1.02,6>dec-8'-en-3'-one>
82660-71-7

2',6'-exo-spirodioxatricyclo<5.2.1.02,6>dec-8'-en-3'-one>

A

furan
110-00-9

furan

B

1-oxaspiro<4.4>non-3-en-2-one
5732-90-1

1-oxaspiro<4.4>non-3-en-2-one

Conditions
ConditionsYield
In tetrahydrofuran at 130℃;A n/a
B 98%
[3-(1-Benzylamino-pentyl)-7-oxa-bicyclo[2.2.1]hept-5-en-2-yl]-methanol

[3-(1-Benzylamino-pentyl)-7-oxa-bicyclo[2.2.1]hept-5-en-2-yl]-methanol

A

furan
110-00-9

furan

B

(Z)-4-Benzylamino-oct-2-en-1-ol

(Z)-4-Benzylamino-oct-2-en-1-ol

Conditions
ConditionsYield
at 120℃; for 0.25h; Irradiation;A n/a
B 98%
{3-[1-(4-Methoxy-benzylamino)-pentyl]-7-oxa-bicyclo[2.2.1]hept-5-en-2-yl}-methanol

{3-[1-(4-Methoxy-benzylamino)-pentyl]-7-oxa-bicyclo[2.2.1]hept-5-en-2-yl}-methanol

A

furan
110-00-9

furan

B

(Z)-4-(4-Methoxy-benzylamino)-oct-2-en-1-ol

(Z)-4-(4-Methoxy-benzylamino)-oct-2-en-1-ol

Conditions
ConditionsYield
at 120℃; for 0.25h; Irradiation;A n/a
B 98%
[3-(1-Dibenzylamino-pentyl)-7-oxa-bicyclo[2.2.1]hept-5-en-2-yl]-methanol

[3-(1-Dibenzylamino-pentyl)-7-oxa-bicyclo[2.2.1]hept-5-en-2-yl]-methanol

A

furan
110-00-9

furan

B

(Z)-4-Dibenzylamino-oct-2-en-1-ol

(Z)-4-Dibenzylamino-oct-2-en-1-ol

Conditions
ConditionsYield
at 140℃; for 0.166667h; Irradiation;A n/a
B 98%
{3-[4-Benzyloxy-1-(4-methoxy-benzylamino)-butyl]-7-oxa-bicyclo[2.2.1]hept-5-en-2-yl}-methanol

{3-[4-Benzyloxy-1-(4-methoxy-benzylamino)-butyl]-7-oxa-bicyclo[2.2.1]hept-5-en-2-yl}-methanol

A

furan
110-00-9

furan

B

(Z)-7-Benzyloxy-4-(4-methoxy-benzylamino)-hept-2-en-1-ol

(Z)-7-Benzyloxy-4-(4-methoxy-benzylamino)-hept-2-en-1-ol

Conditions
ConditionsYield
at 120℃; for 0.25h; Irradiation;A n/a
B 98%
[3-(4-Benzyloxy-1-dibenzylamino-butyl)-7-oxa-bicyclo[2.2.1]hept-5-en-2-yl]-methanol

[3-(4-Benzyloxy-1-dibenzylamino-butyl)-7-oxa-bicyclo[2.2.1]hept-5-en-2-yl]-methanol

A

furan
110-00-9

furan

B

(Z)-7-Benzyloxy-4-dibenzylamino-hept-2-en-1-ol

(Z)-7-Benzyloxy-4-dibenzylamino-hept-2-en-1-ol

Conditions
ConditionsYield
at 140℃; for 0.166667h; Irradiation;A n/a
B 98%
2',6'-exo-spirodioxatricyclo<5.2.1.02,6>dec-8'-en-3'-one>
82660-72-8

2',6'-exo-spirodioxatricyclo<5.2.1.02,6>dec-8'-en-3'-one>

A

furan
110-00-9

furan

B

1-oxa-spiro[4.5]dec-3-en-2-one
4435-19-2

1-oxa-spiro[4.5]dec-3-en-2-one

Conditions
ConditionsYield
In tetrahydrofuran at 130℃; under 7 Torr;A n/a
B 97%
epoxybutene
930-22-3

epoxybutene

A

2,5-dihydrofuran
1708-29-8

2,5-dihydrofuran

B

furan
110-00-9

furan

C

trans-Crotonaldehyde
123-73-9

trans-Crotonaldehyde

Conditions
ConditionsYield
tetra-n-heptylammonium iodide; tributyltin iodide In para-xylene at 109 - 117℃; for 0.75h;A 96.1%
B n/a
C n/a
2-methoxyfuran
25414-22-6

2-methoxyfuran

trans-Crotonaldehyde
123-73-9

trans-Crotonaldehyde

dichloroacetic acid (DCA)

dichloroacetic acid (DCA)

(2S,5S)-5-benzyl-2-(tert-butyl)-3-methylimidazolidin-4-one
346440-54-8

(2S,5S)-5-benzyl-2-(tert-butyl)-3-methylimidazolidin-4-one

furan
110-00-9

furan

Conditions
ConditionsYield
In diethyl ether; chloroform95%
3-bromofurane
22037-28-1

3-bromofurane

A

furan
110-00-9

furan

B

furan-3-d
6142-87-6

furan-3-d

Conditions
ConditionsYield
With n-butyllithium; deuteromethanol In tetrahydrofuran; cyclohexane at -65℃;A 6%
B 93%
1-(2-furyl)ethanol
4208-64-4

1-(2-furyl)ethanol

furan
110-00-9

furan

Conditions
ConditionsYield
With 1,10-Phenanthroline; oxygen; copper diacetate; silver nitrate; sodium hydroxide In dimethyl sulfoxide at 140℃; under 3750.38 Torr; for 12h; Autoclave; Green chemistry;91%
C13H13NO4
95641-44-4

C13H13NO4

A

furan
110-00-9

furan

B

1,3,5-trimethyl-4H-furo<3,4-c>pyrrole-4,6(5H)-dione

1,3,5-trimethyl-4H-furo<3,4-c>pyrrole-4,6(5H)-dione

Conditions
ConditionsYield
at 500℃; under 0.01 Torr; Irradiation;A n/a
B 90%
5-hydroxymethyl-2-furfuraldehyde
67-47-0

5-hydroxymethyl-2-furfuraldehyde

furan
110-00-9

furan

Conditions
ConditionsYield
With 1,10-Phenanthroline; oxygen; copper diacetate; silver nitrate; sodium hydroxide In dimethyl sulfoxide at 140℃; under 3750.38 Torr; for 12h; Autoclave; Green chemistry;90%
(1R,2S,5R,6S,7S)-5-(2'-oxo-1'-propyl)-4,10-dioxatricyclo<5.2.1.O2,6>dec-8-ene
124031-50-1

(1R,2S,5R,6S,7S)-5-(2'-oxo-1'-propyl)-4,10-dioxatricyclo<5.2.1.O2,6>dec-8-ene

A

furan
110-00-9

furan

B

(R)-2-(2'-oxo-1'-propyl)-2,5-dihydrofuran
124031-52-3

(R)-2-(2'-oxo-1'-propyl)-2,5-dihydrofuran

Conditions
ConditionsYield
at 500℃; under 0.01 Torr; flash termolyses, contact time = 50 ms;A n/a
B 82%
2-Furan-2-yl-4-hydroxy-6-oxo-4-phenyl-cyclohexanecarboxylic acid ethyl ester
148066-39-1

2-Furan-2-yl-4-hydroxy-6-oxo-4-phenyl-cyclohexanecarboxylic acid ethyl ester

A

furan
110-00-9

furan

B

ethyl 3-hydroxy-[1,1'-biphenyl]-4-carboxylate
148066-43-7

ethyl 3-hydroxy-[1,1'-biphenyl]-4-carboxylate

Conditions
ConditionsYield
With perchloric acid In benzene for 10h; Heating;A n/a
B 82%
(1R,2S,5R,6S,7S)-5-cyanomethyl-4,10-dioxatricyclo<5.2.1.O2,6>dec-8-ene
124031-49-8

(1R,2S,5R,6S,7S)-5-cyanomethyl-4,10-dioxatricyclo<5.2.1.O2,6>dec-8-ene

A

furan
110-00-9

furan

B

(R)-2-cyanomethyl-2,5-dihydrofuran
124031-51-2

(R)-2-cyanomethyl-2,5-dihydrofuran

Conditions
ConditionsYield
at 500℃; under 0.01 Torr; flash termolyses, contact time = 50 ms;A n/a
B 80%
diethyl 7-oxabicyclo[2.2.1]hepta-2(3),5(6)-diene-2,3-dicarboxylate
24736-85-4

diethyl 7-oxabicyclo[2.2.1]hepta-2(3),5(6)-diene-2,3-dicarboxylate

aniline
62-53-3

aniline

A

furan
110-00-9

furan

B

diethyl (Z)-2-(phenylamino)but-2-enedioate

diethyl (Z)-2-(phenylamino)but-2-enedioate

Conditions
ConditionsYield
In neat (no solvent) at 90℃; for 6h; Solvent; Temperature; Schlenk technique; Green chemistry;A n/a
B 77%
furfural
98-01-1

furfural

A

Tetrahydrofurfuryl alcohol
97-99-4

Tetrahydrofurfuryl alcohol

B

furan
110-00-9

furan

C

2-methylfuran
534-22-5

2-methylfuran

D

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

(2-furyl)methyl alcohol

Conditions
ConditionsYield
With hydrogen In methanol at 119.84℃; under 7500.75 Torr; for 1h; Catalytic behavior; Solvent; Reagent/catalyst; Autoclave;A 6.2%
B 8.9%
C 7.7%
D 75.5%
With hydrogen In isopropyl alcohol at 180℃; under 15001.5 Torr; for 5h; Kinetics; Catalytic behavior; Time; Autoclave; Sealed tube;A 13%
B 22%
C 54%
D 8%
With hydrogen at 250℃; under 760.051 Torr;A 10.2%
B 13.5%
C 38.6%
D 19%
furfural
98-01-1

furfural

A

furan
110-00-9

furan

B

2-methylfuran
534-22-5

2-methylfuran

Conditions
ConditionsYield
With hydrogen at 210℃; Catalytic behavior; Temperature;A 24.5%
B 75.4%
With nickel supported catalyst In methanol; water at 260℃; under 7500.75 Torr; for 4h; Reagent/catalyst; Inert atmosphere; Autoclave;A 58%
B 31%
With hydrogen; palladium on activated charcoal at 200℃; Product distribution; other catalysts, other temperatures, different ratios of H2, other selectivity;
Conditions
ConditionsYield
at 358℃; for 0.000833333h; Product distribution; Curie-point pyrolysis;A 15.3%
B 74%
C 2%
morpholine
110-91-8

morpholine

diethyl 7-oxabicyclo[2.2.1]hepta-2(3),5(6)-diene-2,3-dicarboxylate
24736-85-4

diethyl 7-oxabicyclo[2.2.1]hepta-2(3),5(6)-diene-2,3-dicarboxylate

A

furan
110-00-9

furan

B

diethyl (Z)-2-(morpholino)-2-butenedioate
116308-60-2

diethyl (Z)-2-(morpholino)-2-butenedioate

Conditions
ConditionsYield
In neat (no solvent) at 90℃; for 0.0166667h; Schlenk technique; Green chemistry;A n/a
B 73%
furfural
98-01-1

furfural

A

furan
110-00-9

furan

B

2-methylfuran
534-22-5

2-methylfuran

C

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

(2-furyl)methyl alcohol

Conditions
ConditionsYield
With hydrogen In methanol at 119.84℃; for 1h; Catalytic behavior; Solvent; Reagent/catalyst; Autoclave;A 13.4%
B 10.3%
C 70.7%
With hydrogen at 210℃;A 56.6%
B 11.5%
C 16.2%
With hydrogen In isopropyl alcohol at 240℃; under 18751.9 Torr; for 1h; Catalytic behavior; Temperature;A 39%
B 7.3%
C 25.9%
1,4-butenediol
6117-80-2

1,4-butenediol

furan
110-00-9

furan

Conditions
ConditionsYield
With oxygen; palladium diacetate; copper (I) acetate at 40℃; for 20h;70%
4-(3,6-Dihydro-[1,2]oxazin-2-yl)-benzoic acid methyl ester
82698-71-3

4-(3,6-Dihydro-[1,2]oxazin-2-yl)-benzoic acid methyl ester

A

furan
110-00-9

furan

B

1-(4-(methyl carboxylate) phenyl) pyrrole
23351-08-8

1-(4-(methyl carboxylate) phenyl) pyrrole

C

4-methoxycarbonyl aniline
619-45-4

4-methoxycarbonyl aniline

Conditions
ConditionsYield
In methanol Irradiation;A n/a
B 70%
C 24%
diethyl 7-oxabicyclo[2.2.1]hepta-2(3),5(6)-diene-2,3-dicarboxylate
24736-85-4

diethyl 7-oxabicyclo[2.2.1]hepta-2(3),5(6)-diene-2,3-dicarboxylate

4-phenyl-1-piperazine
92-54-6

4-phenyl-1-piperazine

A

furan
110-00-9

furan

B

diethyl 2-(4-phenylpiperazin-1-yl)fumarate

diethyl 2-(4-phenylpiperazin-1-yl)fumarate

Conditions
ConditionsYield
In neat (no solvent) at 90℃; for 0.0166667h; Schlenk technique; Green chemistry;A n/a
B 70%
D-Mannose
530-26-7

D-Mannose

A

furan
110-00-9

furan

B

furfural
98-01-1

furfural

C

Glycolaldehyde
141-46-8

Glycolaldehyde

D

hydroxy-2-propanone
116-09-6

hydroxy-2-propanone

Conditions
ConditionsYield
at 358℃; for 0.000833333h; Product distribution; Curie-point pyrolysis;A 2.2%
B 63.4%
C 18.4%
D 7.2%
furan
110-00-9

furan

maleic anhydride
108-31-6

maleic anhydride

exo-3,6-epoxy-1,2,3,6-tetrahydrophthalic anhydride
6118-51-0

exo-3,6-epoxy-1,2,3,6-tetrahydrophthalic anhydride

Conditions
ConditionsYield
In neat (no solvent, solid phase) for 1h; Diels-Alder Cycloaddition; Milling;100%
In toluene at 110℃; for 24h; Diels-Alder Cycloaddition; Reflux; stereospecific reaction;100%
at 25℃; for 16h; Diels-Alder reaction;98%
furan
110-00-9

furan

tetrahydrofuran
109-99-9

tetrahydrofuran

Conditions
ConditionsYield
With 3% Pd/C; hydrogen In isopropyl alcohol at 219.84℃; under 25858.1 Torr; for 5h; Inert atmosphere;100%
With hydrogen; acetic acid In water at 39.84℃; for 2h; Inert atmosphere;98%
With ruthenium; hydrogen; 1-butyl-3-methylimidazolium Tetrafluoroborate at 25℃; under 22502.3 Torr; for 36h; Autoclave; chemoselective reaction;95%
furan
110-00-9

furan

maleic anhydride
108-31-6

maleic anhydride

7-oxanorborn-5-ene-2,3-dicarboxylic anhydride
5426-09-5

7-oxanorborn-5-ene-2,3-dicarboxylic anhydride

Conditions
ConditionsYield
In diethyl ether Diels-Alder reaction;100%
In diethyl ether at 20℃; for 6h; Diels-Alder Cycloaddition;98%
In toluene at 20℃; for 72h;97%
furan
110-00-9

furan

cyclobutanone
1191-95-3

cyclobutanone

1-(furan-2-yl)cyclobutan-1-ol
131041-44-6

1-(furan-2-yl)cyclobutan-1-ol

Conditions
ConditionsYield
Stage #1: furan With n-butyllithium; N,N,N,N,-tetramethylethylenediamine In tetrahydrofuran; hexanes at -78℃; for 1h; Inert atmosphere;
Stage #2: cyclobutanone In tetrahydrofuran; hexanes at -78℃; for 1h; Inert atmosphere;
Stage #3: With ammonium chloride In tetrahydrofuran; hexanes; water
100%
Stage #1: furan With n-butyllithium In tetrahydrofuran; hexane at 0 - 20℃; for 4h; Inert atmosphere;
Stage #2: cyclobutanone In tetrahydrofuran; hexane at 0℃; for 1h; Inert atmosphere;
82%
Stage #1: furan With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 3h; Inert atmosphere;
Stage #2: cyclobutanone In tetrahydrofuran; hexane at -78 - 20℃; for 3h; Inert atmosphere;
71%
furan
110-00-9

furan

dimethyl diazomalonate
6773-29-1

dimethyl diazomalonate

2-((Z)-4-Oxo-but-2-enylidene)-malonic acid dimethyl ester
120508-09-0

2-((Z)-4-Oxo-but-2-enylidene)-malonic acid dimethyl ester

Conditions
ConditionsYield
With rhodium(II) acetate at 20℃; for 96h;100%
furan
110-00-9

furan

Se-methyl heptaneselenoate
67132-63-2

Se-methyl heptaneselenoate

1-furan-2-yl-heptan-1-one
5466-40-0

1-furan-2-yl-heptan-1-one

Conditions
ConditionsYield
With copper (I) trifluoromethane sulfonate benzene In benzene for 0.25h; Ambient temperature;100%
With <(CF3SO3Cu)2PhH>; calcium carbonate In benzene for 0.25h; Ambient temperature; Yield given;
furan
110-00-9

furan

ethyl bromopyruvate tert-butoxycarbonylhydrazone
136035-18-2

ethyl bromopyruvate tert-butoxycarbonylhydrazone

t-Butyl ethyl 1,4,4a,7a-tetrahydrofuro<3,2-c>pyridazine-1,3-dicarboxylate
136035-33-1

t-Butyl ethyl 1,4,4a,7a-tetrahydrofuro<3,2-c>pyridazine-1,3-dicarboxylate

Conditions
ConditionsYield
With sodium carbonate In dichloromethane for 16h; Ambient temperature;100%
furan
110-00-9

furan

acrylonitrile
107-13-1

acrylonitrile

5-cyano-7-oxabicyclo<2.2.1>hept-2-ene
53750-68-8

5-cyano-7-oxabicyclo<2.2.1>hept-2-ene

Conditions
ConditionsYield
With zinc(II) iodide at 40℃; for 48h;100%
With zinc(II) chloride at 20℃; for 16h;90%
Stage #1: acrylonitrile With zinc(II) chloride at 20℃; for 0.166667h;
Stage #2: furan at 20℃; for 14h;
83%
furan
110-00-9

furan

(Phenyl) iodonium triflate
1026360-69-9

(Phenyl) iodonium triflate

1,4-epoxy-1,4-dihydronaphthalene
573-57-9

1,4-epoxy-1,4-dihydronaphthalene

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride In dichloromethane for 0.166667h; Ambient temperature;100%
With tetrabutyl ammonium fluoride In tetrahydrofuran; toluene at 20℃; for 0.5h;64%
furan
110-00-9

furan

<4-Methyl-6-(trimethylsilyl)phenyl>(phenyl) iodonium triflate

<4-Methyl-6-(trimethylsilyl)phenyl>(phenyl) iodonium triflate

6-Methyl-1,4-dihydronaphthalene-1,4-endo-oxide

6-Methyl-1,4-dihydronaphthalene-1,4-endo-oxide

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride In dichloromethane Ambient temperature;100%
furan
110-00-9

furan

<2-Methyl-6-(trimethylsilyl)phenyl>(phenyl) iodonium triflate

<2-Methyl-6-(trimethylsilyl)phenyl>(phenyl) iodonium triflate

5-Methyl-1,4-dihydronaphthalene-1,4-endo-oxide

5-Methyl-1,4-dihydronaphthalene-1,4-endo-oxide

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride In dichloromethane Ambient temperature;100%
furan
110-00-9

furan

methyl 2-(2,6-dichlorophenyl)-2H-azirine-3-carboxylate
98081-82-4

methyl 2-(2,6-dichlorophenyl)-2H-azirine-3-carboxylate

(1R,3R,4S,5S)-3-(2,6-Dichloro-phenyl)-8-oxa-2-aza-tricyclo[3.2.1.02,4]oct-6-ene-4-carboxylic acid methyl ester

(1R,3R,4S,5S)-3-(2,6-Dichloro-phenyl)-8-oxa-2-aza-tricyclo[3.2.1.02,4]oct-6-ene-4-carboxylic acid methyl ester

Conditions
ConditionsYield
In tetrahydrofuran for 168h; Ambient temperature;100%
furan
110-00-9

furan

(phenyl)[2,4,5-tris(trimethylsilyl)phenyl]iodonium triflate
1026471-76-0

(phenyl)[2,4,5-tris(trimethylsilyl)phenyl]iodonium triflate

1,4-endoxy-1,4-dihydro-6,7-bis(trimethylsilyl)naphthalene
220300-23-2

1,4-endoxy-1,4-dihydro-6,7-bis(trimethylsilyl)naphthalene

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride In tetrahydrofuran; dichloromethane at 20℃; for 0.333333h;100%
With tetrabutyl ammonium fluoride; diisopropylamine In tetrahydrofuran; dichloromethane for 0.166667h; Ambient temperature; Yield given;
With tetrabutyl ammonium fluoride In tetrahydrofuran at 20℃;600 mg
furan
110-00-9

furan

(5-(methoxycarbonyl)-2-(trimethylsilyl)phenyl)(phenyl)iodonium trifluoromethanesulfonate

(5-(methoxycarbonyl)-2-(trimethylsilyl)phenyl)(phenyl)iodonium trifluoromethanesulfonate

11-oxa-tricyclo[6.2.1.0(2,7)]undeca-2,4,6,9-tetraene-4-carboxylic acid methyl ester
232264-73-2

11-oxa-tricyclo[6.2.1.0(2,7)]undeca-2,4,6,9-tetraene-4-carboxylic acid methyl ester

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride In tetrahydrofuran; dichloromethane at 0℃; for 0.5h;100%
furan
110-00-9

furan

methyl 2,4,6-tri(tert-butyl)phenylglyoxylate

methyl 2,4,6-tri(tert-butyl)phenylglyoxylate

6-methoxycarbonyl-endo-6-(2',4',6'-tri(tert-butyl)phenyl)-2,7-dioxabicyclo[3.2.0]hept-3-ene

6-methoxycarbonyl-endo-6-(2',4',6'-tri(tert-butyl)phenyl)-2,7-dioxabicyclo[3.2.0]hept-3-ene

Conditions
ConditionsYield
In benzene Cycloaddition; UV-irradiation;100%
furan
110-00-9

furan

5,5,5',5'-Tetramethyl-5H,5'H-[3,3']bipyrazolyl
86958-27-2

5,5,5',5'-Tetramethyl-5H,5'H-[3,3']bipyrazolyl

A

2,7-dimethyl-octa-2,6-dien-4-yne
68470-88-2

2,7-dimethyl-octa-2,6-dien-4-yne

B

(1S,5S,6S)-6-(4-Methyl-pent-3-en-1-ynyl)-2-oxa-bicyclo[3.1.0]hex-3-ene
86958-28-3, 87036-98-4

(1S,5S,6S)-6-(4-Methyl-pent-3-en-1-ynyl)-2-oxa-bicyclo[3.1.0]hex-3-ene

C

N2

N2

Conditions
ConditionsYield
In various solvent(s) at 12℃; Irradiation; pyrex, Philips HPK 125;A 100%
B 68%
C n/a
furan
110-00-9

furan

4-methyl-benzaldehyde
104-87-0

4-methyl-benzaldehyde

2-[α-(4-tolyl)-α-hydroxymethyl]furan
224962-61-2

2-[α-(4-tolyl)-α-hydroxymethyl]furan

Conditions
ConditionsYield
Stage #1: furan With n-butyllithium In tetrahydrofuran; hexane for 1h; Reflux; Inert atmosphere;
Stage #2: 4-methyl-benzaldehyde In tetrahydrofuran; hexane at 20℃; for 0.166667h;
100%
Stage #1: furan With n-butyllithium; N,N,N,N,-tetramethylethylenediamine In hexane for 0.5h; Metallation; lithiation; Heating;
Stage #2: 4-methyl-benzaldehyde In tetrahydrofuran; hexane at 20℃; for 0.5h; Substitution;
84%
Stage #1: furan With n-butyllithium; N,N,N,N,-tetramethylethylenediamine In diethyl ether; hexane at 0℃; for 1h;
Stage #2: 4-methyl-benzaldehyde In tetrahydrofuran; diethyl ether; hexane at 0℃; for 0.25h;
56%
furan
110-00-9

furan

Phenyl[2-(trimethylsilyl)phenyl]iodonium trifluoromethanesulfonate

Phenyl[2-(trimethylsilyl)phenyl]iodonium trifluoromethanesulfonate

1,4-dihydronaphthalene-1,4-epoxide
573-57-9

1,4-dihydronaphthalene-1,4-epoxide

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride In tetrahydrofuran; dichloromethane at 20℃; for 0.5h; cycloaddition; elimination;100%
furan
110-00-9

furan

[2-methyl-6-(trimethylsilyl)phenyl](phenyl)iodonium triflate

[2-methyl-6-(trimethylsilyl)phenyl](phenyl)iodonium triflate

3-methyl-11-oxatricyclo[6.2.1.02,7]undeca-2(7)3,5,9-tetraene
19061-32-6

3-methyl-11-oxatricyclo[6.2.1.02,7]undeca-2(7)3,5,9-tetraene

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride In tetrahydrofuran; dichloromethane at 20℃; for 0.5h; cycloaddition; elimination;100%
furan
110-00-9

furan

[4-methyl-2-(trimethylsilyl)phenyl](phenyl)iodonium triflate

[4-methyl-2-(trimethylsilyl)phenyl](phenyl)iodonium triflate

1,4-dihydro-1,4-epoxy-6-methylnaphthalene
19061-31-5

1,4-dihydro-1,4-epoxy-6-methylnaphthalene

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride In tetrahydrofuran; dichloromethane at 20℃; for 0.5h; cycloaddition; elimination;100%
furan
110-00-9

furan

2-azidoacrylic acid benzyl ester
328119-67-1

2-azidoacrylic acid benzyl ester

benzyl 8-oxa-2-azatricyclo[3.2.1.02,4]oct-6-ene-4-carboxylate

benzyl 8-oxa-2-azatricyclo[3.2.1.02,4]oct-6-ene-4-carboxylate

Conditions
ConditionsYield
Stage #1: 2-azidoacrylic acid benzyl ester In toluene at 110℃;
Stage #2: furan In toluene at 20℃; for 168h; Diels-Alder reaction; Further stages.;
100%
furan
110-00-9

furan

(1S,4R)-bicyclo[2.2.1]heptan-2-one
497-38-1, 2630-41-3

(1S,4R)-bicyclo[2.2.1]heptan-2-one

(1S,2R,4R)-2-endo-hydroxy-2-exo-(2'-furyl)bicyclo-[2.2.1]heptane

(1S,2R,4R)-2-endo-hydroxy-2-exo-(2'-furyl)bicyclo-[2.2.1]heptane

Conditions
ConditionsYield
Stage #1: furan With n-butyllithium In tetrahydrofuran; hexane at 20℃; for 1h;
Stage #2: (1S,4R)-bicyclo[2.2.1]heptan-2-one In tetrahydrofuran; hexane at 20℃; for 6h;
100%
With n-butyllithium In tetrahydrofuran at 20℃; for 18h;100%
furan
110-00-9

furan

maleiimide
541-59-3

maleiimide

3,6-epoxy-1,2,3,6-tetrahydrophthalimide
6253-28-7, 19878-26-3, 42074-03-3

3,6-epoxy-1,2,3,6-tetrahydrophthalimide

Conditions
ConditionsYield
In diethyl ether Diels-Alder reaction;100%
In diethyl ether at 100℃; for 8h; Autoclave;99%
In diethyl ether at 100℃; Inert atmosphere; Sealed tube;99%
furan
110-00-9

furan

3-maleimidepropionic acid
7423-55-4

3-maleimidepropionic acid

3-((3aR,4S,7R,7aS)-1,3-dioxo-1,3,3a,4,7,7a-hexahydro-2H-4,7-epoxyisoindol-2-yl)propanoic acid

3-((3aR,4S,7R,7aS)-1,3-dioxo-1,3,3a,4,7,7a-hexahydro-2H-4,7-epoxyisoindol-2-yl)propanoic acid

Conditions
ConditionsYield
In chloroform at 38℃; for 120h;100%
In chloroform at 35℃; for 336000h; Diels-Alder reaction;74%
Stage #1: furan; 3-maleimidepropionic acid In chloroform Darkness; Heating;
Stage #2: In methanol; ethyl acetate at 45℃; for 0.25h;
65%
furan
110-00-9

furan

C6H16N2*2C9H18N(1-)*C4H9Na*Mg(2+)

C6H16N2*2C9H18N(1-)*C4H9Na*Mg(2+)

C6H16N2*C4H3NaO*(C4H3O)2Mg

C6H16N2*C4H3NaO*(C4H3O)2Mg

Conditions
ConditionsYield
In hexane at 20℃; for 1h;100%
furan
110-00-9

furan

8-Bromo-1-octene
2695-48-9

8-Bromo-1-octene

2-(oct-7-enyl)furan

2-(oct-7-enyl)furan

Conditions
ConditionsYield
Stage #1: furan With n-butyllithium In tetrahydrofuran; hexane at -78 - 20℃; for 5h;
Stage #2: 8-Bromo-1-octene In tetrahydrofuran; hexane at -78 - 20℃;
100%
Stage #1: furan With n-butyllithium In tetrahydrofuran; hexane at 20℃; for 4h;
Stage #2: 8-Bromo-1-octene In tetrahydrofuran; hexane at 20℃; Further stages.;
furan
110-00-9

furan

[Rh(H)(Ph)(η5-pentamethylcyclopentadienyl)(PMe3)]
81971-46-2

[Rh(H)(Ph)(η5-pentamethylcyclopentadienyl)(PMe3)]

(C5Me5)Rh(PMe3)(2-furanyl)H
161301-05-9

(C5Me5)Rh(PMe3)(2-furanyl)H

Conditions
ConditionsYield
In hexane N2-atmosphere; stirring (60°C, 23 h); evapn. (vac.);100%
furan
110-00-9

furan

[Ru(1,5-cyclooctadiene)(1,3,5-cyclooctatriene)]

[Ru(1,5-cyclooctadiene)(1,3,5-cyclooctatriene)]

triethylphosphine
554-70-1

triethylphosphine

[Ru(1-5-η5-C8H11)(2-furyl)(PEt3)2]
656260-97-8

[Ru(1-5-η5-C8H11)(2-furyl)(PEt3)2]

Conditions
ConditionsYield
In hexane (N2); standard Schlenk technique; hexane and PEt3 were added via syringeto mixt. of Ru complex and ligand; mixt. was stirred at room temp. for 20 h; volatiles evapd. with oil diffusion pump; crystd. from hexane at -30°C; recrystd. (pentane);100%
furan
110-00-9

furan

10-(trimethylsilyl)phenanthren-9-yl trifluoromethanesulfonate
252054-91-4

10-(trimethylsilyl)phenanthren-9-yl trifluoromethanesulfonate

1,4-dihydro-1,4-epoxytriphenylene

1,4-dihydro-1,4-epoxytriphenylene

Conditions
ConditionsYield
With cesium fluoride In acetonitrile at 40℃; for 16h; Inert atmosphere;100%
With tetrabutyl ammonium fluoride In tetrahydrofuran at 20℃; for 2h;81%
furan
110-00-9

furan

6-bromo-2,5,8-trimethoxy-4-methylquinoline
1136845-05-0

6-bromo-2,5,8-trimethoxy-4-methylquinoline

5-aza-8-methyl-6,9,10-Dimethoxy-1,4-dihydro-1,4-epoxyanthracene
1136845-02-7

5-aza-8-methyl-6,9,10-Dimethoxy-1,4-dihydro-1,4-epoxyanthracene

Conditions
ConditionsYield
With lithium diisopropyl amide In tetrahydrofuran at -75℃; for 3h;100%

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