Product Name

  • Name

    3-Furaldehyde

  • EINECS
  • CAS No. 498-60-2
  • Article Data41
  • CAS DataBase
  • Density 1.145 g/cm3
  • Solubility Soluble in water, benzene, chloroform, alcohol and ether.
  • Melting Point 148-149.5 °C
  • Formula C5H4O2
  • Boiling Point 145.3 °C at 760 mmHg
  • Molecular Weight 96.0856
  • Flash Point 48.3 °C
  • Transport Information UN 1989 3/PG 3
  • Appearance Colorless to light yellow liquid
  • Safety 26-36-45-36/37-16-3
  • Risk Codes 10-36/37/38-23/25-21
  • Molecular Structure Molecular Structure of 498-60-2 (3-Furaldehyde)
  • Hazard Symbols IrritantXi, FlammableF, ToxicT
  • Synonyms 3-Furylcarboxaldehyde;3-Furylaldehyde;3-Furfural;3-Formylfuran;3-Furaldehyde(7CI,8CI);Furan-3-carbaldehyde;
  • PSA 30.21000
  • LogP 1.09210

Synthetic route

3-Diacetoxymethyl-furan
859077-01-3

3-Diacetoxymethyl-furan

furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

Conditions
ConditionsYield
With iron(II) sulfate In benzene for 0.25h; Heating;98%
furan-3-methanol
4412-91-3

furan-3-methanol

furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

Conditions
ConditionsYield
With 4,4'-bis-(dichloroiodo)-biphenyl; tetraethylammonium bromide In chloroform at 20℃; for 0.75h;90%
With calcium persulfate; silica gel for 0.0833333h; microwave irradiation;90%
With silica gel; 4-acetylamino-2,2,6,6-tetramethylpiperidine-1-oxoammonium perchlorate In dichloromethane Ambient temperature;89%
(CH3CNO)2(CH3CNOH)2Co(C5H5N)(OOCH2C4H3O)

(CH3CNO)2(CH3CNOH)2Co(C5H5N)(OOCH2C4H3O)

A

furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

B

furan-3-methanol
4412-91-3

furan-3-methanol

Conditions
ConditionsYield
In methanol decomposition of the complex by refluxing in methanol under N2 for 6-8 h; evapn. of the solvent, extn. of the organic compounds with ether, gas chromatography;A 15%
B 85%
Methyl 3-(3'-furanyl)prop-2-en-1-oate
99595-62-7

Methyl 3-(3'-furanyl)prop-2-en-1-oate

furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

Conditions
ConditionsYield
With oxygen; palladium diacetate; toluene-4-sulfonic acid In water at 100℃; under 6080.41 Torr; for 24h; Autoclave;69%
furan-3-carbonyl chloride
26214-65-3

furan-3-carbonyl chloride

furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

Conditions
ConditionsYield
With tetrahydrogenoboratebis(triphenylphosphine)copper(I); triphenylphosphine In acetone for 1h; Ambient temperature;67%
With Pd-BaSO4; thiourea; xylene Hydrogenation;
3-iodofuran
29172-20-1

3-iodofuran

carbon monoxide
201230-82-2

carbon monoxide

furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

Conditions
ConditionsYield
With rhodium(III) chloride trihydrate; hydrogen; triethylamine; triphenylphosphine In N,N-dimethyl acetamide at 90℃; under 7500.75 Torr; for 12h; Autoclave;66%
With tri-n-butyl-tin hydride; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran at 50℃; under 2280 Torr;60%
3-bromofurane
22037-28-1

3-bromofurane

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

Conditions
ConditionsYield
Stage #1: 3-bromofurane With n-butyllithium In 2-methyltetrahydrofuran; dodecane; hexane at -75℃; for 0.333333h; Inert atmosphere;
Stage #2: N,N-dimethyl-formamide In 2-methyltetrahydrofuran; dodecane; hexane at -75 - 20℃; Heating;
65%
3-Furoic acid
488-93-7

3-Furoic acid

furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

Conditions
ConditionsYield
With Bis(N-methylpiperazinyl) aluminum hydride In tetrahydrofuran for 8h; Heating;62%
With hydrogen; 2,2-dimethylpropanoic anhydride; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran at 80℃; under 22501.8 Torr; for 48h;90 % Spectr.
Multi-step reaction with 2 steps
1: 83 percent / LiAlH4 / tetrahydrofuran / 22 h / Heating
2: 80 percent / CrO3, pyridine / CH2Cl2 / 0.33 h
View Scheme
3-iodofuran
29172-20-1

3-iodofuran

carbon dioxide
124-38-9

carbon dioxide

furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

Conditions
ConditionsYield
With rhodium(III) iodide; hydrogen; acetic anhydride; triethylamine; triphenylphosphine In N,N-dimethyl acetamide at 100℃; for 24h; Autoclave;38%
3-bromofurane
22037-28-1

3-bromofurane

carbon dioxide
124-38-9

carbon dioxide

furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

Conditions
ConditionsYield
With rhodium(III) iodide; dichloro [1,1'-bis(diphenylphosphino)propane]palladium(II); hydrogen; acetic anhydride; triethylamine; triphenylphosphine In N,N-dimethyl acetamide at 100℃; for 24h; Autoclave;35%
(-)-(2S)-benzyloxy-2,5-dihydrofuran-4-carboxaldehyde
104322-42-1

(-)-(2S)-benzyloxy-2,5-dihydrofuran-4-carboxaldehyde

furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

Conditions
ConditionsYield
With Duolit reasin In dichloromethane for 1h;
(+)-(2R)-benzyloxy-2,5-dihydrofuran-4-carboxaldehyde
104322-41-0

(+)-(2R)-benzyloxy-2,5-dihydrofuran-4-carboxaldehyde

furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

Conditions
ConditionsYield
With Duolit resin In dichloromethane for 1h;
3-Furan-3-yl-2,3-dihydroxy-N-(2-methoxy-5-oxo-cyclopent-1-enyl)-N-methyl-propionamide
81311-92-4

3-Furan-3-yl-2,3-dihydroxy-N-(2-methoxy-5-oxo-cyclopent-1-enyl)-N-methyl-propionamide

furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

Conditions
ConditionsYield
With sodium periodate In ethanol; water at 17℃; for 1h;
3-Diacetoxymethyl-furan
859077-01-3

3-Diacetoxymethyl-furan

furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

Conditions
ConditionsYield
With iron(II) sulfate In benzene for 0.25h; Heating;98%
furan-3-methanol
4412-91-3

furan-3-methanol

furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

Conditions
ConditionsYield
With 4,4'-bis-(dichloroiodo)-biphenyl; tetraethylammonium bromide In chloroform at 20℃; for 0.75h;90%
With calcium persulfate; silica gel for 0.0833333h; microwave irradiation;90%
With silica gel; 4-acetylamino-2,2,6,6-tetramethylpiperidine-1-oxoammonium perchlorate In dichloromethane Ambient temperature;89%
(CH3CNO)2(CH3CNOH)2Co(C5H5N)(OOCH2C4H3O)

(CH3CNO)2(CH3CNOH)2Co(C5H5N)(OOCH2C4H3O)

A

furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

B

furan-3-methanol
4412-91-3

furan-3-methanol

Conditions
ConditionsYield
In methanol decomposition of the complex by refluxing in methanol under N2 for 6-8 h; evapn. of the solvent, extn. of the organic compounds with ether, gas chromatography;A 15%
B 85%
Methyl 3-(3'-furanyl)prop-2-en-1-oate
99595-62-7

Methyl 3-(3'-furanyl)prop-2-en-1-oate

furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

Conditions
ConditionsYield
With oxygen; palladium diacetate; toluene-4-sulfonic acid In water at 100℃; under 6080.41 Torr; for 24h; Autoclave;69%
furan-3-carbonyl chloride
26214-65-3

furan-3-carbonyl chloride

furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

Conditions
ConditionsYield
With tetrahydrogenoboratebis(triphenylphosphine)copper(I); triphenylphosphine In acetone for 1h; Ambient temperature;67%
With Pd-BaSO4; thiourea; xylene Hydrogenation;
3-iodofuran
29172-20-1

3-iodofuran

carbon monoxide
201230-82-2

carbon monoxide

furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

Conditions
ConditionsYield
With rhodium(III) chloride trihydrate; hydrogen; triethylamine; triphenylphosphine In N,N-dimethyl acetamide at 90℃; under 7500.75 Torr; for 12h; Autoclave;66%
With tri-n-butyl-tin hydride; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran at 50℃; under 2280 Torr;60%
3-bromofurane
22037-28-1

3-bromofurane

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

Conditions
ConditionsYield
Stage #1: 3-bromofurane With n-butyllithium In 2-methyltetrahydrofuran; dodecane; hexane at -75℃; for 0.333333h; Inert atmosphere;
Stage #2: N,N-dimethyl-formamide In 2-methyltetrahydrofuran; dodecane; hexane at -75 - 20℃; Heating;
65%
3-Furoic acid
488-93-7

3-Furoic acid

furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

Conditions
ConditionsYield
With Bis(N-methylpiperazinyl) aluminum hydride In tetrahydrofuran for 8h; Heating;62%
With hydrogen; 2,2-dimethylpropanoic anhydride; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran at 80℃; under 22501.8 Torr; for 48h;90 % Spectr.
Multi-step reaction with 2 steps
1: 83 percent / LiAlH4 / tetrahydrofuran / 22 h / Heating
2: 80 percent / CrO3, pyridine / CH2Cl2 / 0.33 h
View Scheme
3-iodofuran
29172-20-1

3-iodofuran

carbon dioxide
124-38-9

carbon dioxide

furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

Conditions
ConditionsYield
With rhodium(III) iodide; hydrogen; acetic anhydride; triethylamine; triphenylphosphine In N,N-dimethyl acetamide at 100℃; for 24h; Autoclave;38%
3-bromofurane
22037-28-1

3-bromofurane

carbon dioxide
124-38-9

carbon dioxide

furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

Conditions
ConditionsYield
With rhodium(III) iodide; dichloro [1,1'-bis(diphenylphosphino)propane]palladium(II); hydrogen; acetic anhydride; triethylamine; triphenylphosphine In N,N-dimethyl acetamide at 100℃; for 24h; Autoclave;35%
(-)-(2S)-benzyloxy-2,5-dihydrofuran-4-carboxaldehyde
104322-42-1

(-)-(2S)-benzyloxy-2,5-dihydrofuran-4-carboxaldehyde

furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

Conditions
ConditionsYield
With Duolit reasin In dichloromethane for 1h;
(+)-(2R)-benzyloxy-2,5-dihydrofuran-4-carboxaldehyde
104322-41-0

(+)-(2R)-benzyloxy-2,5-dihydrofuran-4-carboxaldehyde

furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

Conditions
ConditionsYield
With Duolit resin In dichloromethane for 1h;
3-Furan-3-yl-2,3-dihydroxy-N-(2-methoxy-5-oxo-cyclopent-1-enyl)-N-methyl-propionamide
81311-92-4

3-Furan-3-yl-2,3-dihydroxy-N-(2-methoxy-5-oxo-cyclopent-1-enyl)-N-methyl-propionamide

furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

Conditions
ConditionsYield
With sodium periodate In ethanol; water at 17℃; for 1h;
cellulose

cellulose

A

furfural
98-01-1

furfural

B

furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

C

1-benzofurane
271-89-6

1-benzofurane

D

2-buten-4-olide
497-23-4

2-buten-4-olide

Conditions
ConditionsYield
With air at 400 - 600℃; Oxidation; Formation of xenobiotics;
benzyl 2,3-anhydro-β-L-ribopyranoside
65359-87-7

benzyl 2,3-anhydro-β-L-ribopyranoside

furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: N,N,N',N'-tetramethylurea, lithium bromide / toluene / 0.13 h / Heating
2: Duolit reasin / CH2Cl2 / 1 h
View Scheme
Multi-step reaction with 4 steps
1: 91 percent / dimethylsulfoxide, oxalyl chloride / CH2Cl2 / 0.25 h / -60 °C
2: 27 percent / sodium borodeuteride / methanol / 0.75 h
3: N,N,N',N'-tetramethylurea, lithium bromide / toluene / 0.13 h / Heating
4: Duolit reasin / CH2Cl2 / 1 h
View Scheme
benzyl 2,3-anhydro-β-L-erythropentopyranosid-4-ulose
79974-79-1

benzyl 2,3-anhydro-β-L-erythropentopyranosid-4-ulose

furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 27 percent / sodium borodeuteride / methanol / 0.75 h
2: N,N,N',N'-tetramethylurea, lithium bromide / toluene / 0.13 h / Heating
3: Duolit reasin / CH2Cl2 / 1 h
View Scheme
benzyl 3,4-anhydro-β-L-ribopyranoside
104292-65-1

benzyl 3,4-anhydro-β-L-ribopyranoside

furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 34 percent / N,N,N',N'-tetranethylurea, lithium bromide / toluene / 0.13 h / Heating
2: Duolit reasin / CH2Cl2 / 1 h
View Scheme
benzyl 4-bromo-4-deoxy-α-D-lyxopyranoside
104292-63-9

benzyl 4-bromo-4-deoxy-α-D-lyxopyranoside

furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 90 percent / sodium methoxide / methanol / 1 h / Ambient temperature
2: 34 percent / N,N,N',N'-tetranethylurea, lithium bromide / toluene / 0.13 h / Heating
3: Duolit reasin / CH2Cl2 / 1 h
View Scheme
benzyl 2,3-anhydro-4-deuterio-β-L-ribopyranoside

benzyl 2,3-anhydro-4-deuterio-β-L-ribopyranoside

furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: N,N,N',N'-tetramethylurea, lithium bromide / toluene / 0.13 h / Heating
2: Duolit reasin / CH2Cl2 / 1 h
View Scheme
2,4-furan dicarboxylic acid
4282-28-4

2,4-furan dicarboxylic acid

furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: copper-powder; quinoline
2: benzene; thionyl chloride
3: palladium/barium sulfate; xylene; thiourea / Hydrogenation
View Scheme
propene
187737-37-7

propene

A

furfural
98-01-1

furfural

B

furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

C

poly(methacrylic acid)
79-41-4

poly(methacrylic acid)

D

allyl acrylate
999-55-3

allyl acrylate

E

benzaldehyde
100-52-7

benzaldehyde

F

acetic acid
64-19-7

acetic acid

G

propionic acid
802294-64-0

propionic acid

H

acrylic acid
79-10-7

acrylic acid

I

acrolein
107-02-8

acrolein

Conditions
ConditionsYield
Gas phase;
propene
187737-37-7

propene

propane
74-98-6

propane

cyclopropane
75-19-4

cyclopropane

A

furfural
98-01-1

furfural

B

furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

C

poly(methacrylic acid)
79-41-4

poly(methacrylic acid)

D

allyl acrylate
999-55-3

allyl acrylate

E

benzaldehyde
100-52-7

benzaldehyde

F

acetic acid
64-19-7

acetic acid

G

propionic acid
802294-64-0

propionic acid

H

acrylic acid
79-10-7

acrylic acid

I

acrolein
107-02-8

acrolein

Conditions
ConditionsYield
With water; oxygen; [Bi2W2O9. 2WO3]0.5 [Mo12Co5.5Fe2.94Si1.59K0.08Ox]1, Mo12V3W1.2Cu2.4,4Ox Conversion of starting material;
(CH3CNO)2(CH3CNOH)2Co(C5H5N)(OOCH2C4H3O)

(CH3CNO)2(CH3CNOH)2Co(C5H5N)(OOCH2C4H3O)

furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

Conditions
ConditionsYield
In benzene decomposition of the complex by refluxing in benzene under N2 for 6-8 h; evapn. of the solvent, extn. of the organic compound with ether, gas chromatography;
C10H10O4

C10H10O4

furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

Conditions
ConditionsYield
With Na0274MnO2*6H2O; oxygen In butan-1-ol at 100℃; under 760.051 Torr; for 4h; Green chemistry;94 %Chromat.
ethyl 2-pentenoate
2445-93-4

ethyl 2-pentenoate

acetaldehyde
75-07-0

acetaldehyde

furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

Conditions
ConditionsYield
Stage #1: ethyl 2-pentenoate; acetaldehyde With iron(III) chloride; palladium on activated charcoal; acetic acid In methanol at 40 - 90℃; for 8h;
Stage #2: With diisobutylaluminium hydride
methyl methacrylate
97-63-2

methyl methacrylate

acetaldehyde
75-07-0

acetaldehyde

furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

Conditions
ConditionsYield
Stage #1: methyl methacrylate; acetaldehyde With palladium diacetate; acetic acid; copper dichloride In isopropyl alcohol at 40 - 90℃; for 8.5h;
Stage #2: With sodium bis(2-methoxyethoxy)aluminium dihydride Reagent/catalyst; Solvent;
acetaldehyde
75-07-0

acetaldehyde

acrylic acid methyl ester
292638-85-8

acrylic acid methyl ester

furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

Conditions
ConditionsYield
Stage #1: acetaldehyde; acrylic acid methyl ester With hydrogenchloride; ruthenium trichloride; palladium on activated charcoal In methanol at 40 - 90℃; for 4h;
Stage #2: With diisobutylaluminium hydride
furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

ethyl (triphenylphosphoranylidene)acetate
1099-45-2

ethyl (triphenylphosphoranylidene)acetate

(E)-3-Furan-3-yl-acrylic acid ethyl ester
58963-70-5

(E)-3-Furan-3-yl-acrylic acid ethyl ester

Conditions
ConditionsYield
In benzene Heating;100%
In tetrahydrofuran for 2h; Wittig reaction; Reflux;99%
In dichloromethane at 20℃; Wittig Olefination; Inert atmosphere;
furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

C3H8N2O2

C3H8N2O2

C11H20N2O4Si
191088-70-7

C11H20N2O4Si

Conditions
ConditionsYield
With lithium diisopropyl amide In tetrahydrofuran at -78℃;100%
furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

2,2',2''-triaminotriethylamine
4097-89-6

2,2',2''-triaminotriethylamine

N-furan-3-ylmethyl-N',N'-bis-{2-[(furan-3-ylmethyl)-amino]-ethyl}-ethane-1,2-diamine

N-furan-3-ylmethyl-N',N'-bis-{2-[(furan-3-ylmethyl)-amino]-ethyl}-ethane-1,2-diamine

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In methanol under 2585.74 Torr; for 24h;100%
furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

1,5-diamino-3-azapentane
111-40-0

1,5-diamino-3-azapentane

N-furan-3-ylmethyl-N'-{2-[(furan-3-ylmethyl)-amino]-ethyl}-ethane-1,2-diamine

N-furan-3-ylmethyl-N'-{2-[(furan-3-ylmethyl)-amino]-ethyl}-ethane-1,2-diamine

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In methanol under 2585.74 Torr; for 24h;100%
furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

trimethyl phosphonoacetate
5927-18-4

trimethyl phosphonoacetate

Methyl 3-(3'-furanyl)prop-2-en-1-oate
99595-62-7

Methyl 3-(3'-furanyl)prop-2-en-1-oate

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran at 0℃;100%
furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

nitromethane
75-52-5

nitromethane

3-(2-nitrovinyl)furan
53916-74-8

3-(2-nitrovinyl)furan

Conditions
ConditionsYield
With acetic acid; N-butylamine for 0.5h; Henry Nitro Aldol Condensation; Molecular sieve; Reflux;100%
With ammonium acetate at 90℃; for 1h; Henry reaction; Microwave irradiation;83%
With sodium methylate at 0℃; for 0.0833333h;
furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

trimethylsulfoxonium iodide
1774-47-6

trimethylsulfoxonium iodide

3-furyloxirane
158397-53-6

3-furyloxirane

Conditions
ConditionsYield
Stage #1: trimethylsulfoxonium iodide With potassium hydroxide; water In acetonitrile at 40℃; for 0.5h;
Stage #2: furan-3-carboxaldehyde In tetrahydrofuran at 40℃; for 18h;
100%
furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

(S)-(tert-butyl) 2-(2-oxopropyl)pyrrolidine-1-carboxylate
1250851-46-7

(S)-(tert-butyl) 2-(2-oxopropyl)pyrrolidine-1-carboxylate

(2S)-(tert-butyl) 2-[4-(furan-3-yl)-4-hydroxy-2-oxobutyl]pyrrolidine-1-carboxylate
1621089-87-9

(2S)-(tert-butyl) 2-[4-(furan-3-yl)-4-hydroxy-2-oxobutyl]pyrrolidine-1-carboxylate

Conditions
ConditionsYield
Stage #1: tert-butyl (2S)-2-(2'-oxopropyl)pyrrolidine-1-carboxylate With di-n-butylboryl trifluoromethanesulfonate; N-ethyl-N,N-diisopropylamine In diethyl ether at -78℃; for 1h; Inert atmosphere;
Stage #2: furan-3-carboxaldehyde In diethyl ether at -78℃; for 5h; Inert atmosphere;
Stage #3: With dihydrogen peroxide In methanol; aq. phosphate buffer at 0 - 20℃; for 1h; pH=7.2; Inert atmosphere;
100%
furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

allenylmagnesium bromide
18295-60-8

allenylmagnesium bromide

3-(1-hydroxybut-3-ynyl)furan
196957-16-1

3-(1-hydroxybut-3-ynyl)furan

Conditions
ConditionsYield
With mercury dichloride at -78 - 0℃;99%
In diethyl ether for 1h; Ambient temperature;98%
at -78 - 0℃;
furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

ethyl (triphenylphosphoranylidene)acetate
1099-45-2

ethyl (triphenylphosphoranylidene)acetate

trans-3-furan-3-yl-acrylic acid ethyl ester
58963-70-5

trans-3-furan-3-yl-acrylic acid ethyl ester

Conditions
ConditionsYield
In tetrahydrofuran for 2h; Heating / reflux;99%
In dichloromethane for 2h;96%
In dichloromethane94%
furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

allyl bromide
106-95-6

allyl bromide

(+/-)-1-(furan-3-yl)but-3-en-1-ol
283612-33-9

(+/-)-1-(furan-3-yl)but-3-en-1-ol

Conditions
ConditionsYield
With ammonium chloride; zinc In tetrahydrofuran Barbier reaction;99%
With ammonium chloride; zinc In tetrahydrofuran; water at 20℃; for 1h;98%
With ammonium chloride; zinc In tetrahydrofuran; water at 25℃; Barbier reaction;95%
With indium; sodium iodide In N,N-dimethyl-formamide at 20℃;
With zinc In tetrahydrofuran at 0 - 20℃;
furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

propargyl bromide
106-96-7

propargyl bromide

3-(1-hydroxybut-3-ynyl)furan
196957-16-1

3-(1-hydroxybut-3-ynyl)furan

Conditions
ConditionsYield
Stage #1: propargyl bromide With magnesium; mercury dichloride In diethyl ether at 0℃; for 3h;
Stage #2: furan-3-carboxaldehyde In diethyl ether at -78 - 0℃;
99%
Stage #1: propargyl bromide With magnesium; mercury dichloride In diethyl ether; toluene at 0℃; for 4h; Inert atmosphere;
Stage #2: furan-3-carboxaldehyde In diethyl ether; toluene at -78 - 0℃; for 0.666667h; Inert atmosphere;
97%
With zinc In diethyl ether; N,N-dimethyl-formamide; toluene at 20℃; for 12h; Inert atmosphere;94%
furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

acetylenemagnesium bromide
4301-14-8

acetylenemagnesium bromide

1-(furan-3-yl)-1-hydroxy-2-propyne
169377-39-3

1-(furan-3-yl)-1-hydroxy-2-propyne

Conditions
ConditionsYield
In tetrahydrofuran at 0 - 20℃; for 5h;99%
In tetrahydrofuran at 0 - 23℃; Grignard reaction;99%
With ammonium chloride In tetrahydrofuran
In tetrahydrofuran at 0 - 25℃;
With ammonium chloride In tetrahydrofuran
furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

furan-3-methanol
4412-91-3

furan-3-methanol

Conditions
ConditionsYield
With sodium tetrahydroborate; water In diethyl ether at 0℃; for 0.5h;99%
With sodium tetrahydroborate; water In diethyl ether at 0 - 20℃; for 0.5h;99%
With formic acid; [Ir(2,2':6',2'’-terpyridine)(1,10-phenanthroline)Cl](PF6)2; sodium formate In ethanol; water at 100℃; for 0.25h; pH=Ca. 5; Microwave irradiation; chemoselective reaction;98%
furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

5-hydroxy-4,6-dimethyl-3-heptanone
71699-33-7

5-hydroxy-4,6-dimethyl-3-heptanone

furan-3-carboxylic acid (1SR,2SR,3SR)-3-hydroxy-1-isopropyl-2-methylpentyl ester

furan-3-carboxylic acid (1SR,2SR,3SR)-3-hydroxy-1-isopropyl-2-methylpentyl ester

Conditions
ConditionsYield
Stage #1: furan-3-carboxaldehyde With samarium diiodide In tetrahydrofuran at 20℃; for 0.5h; Inert atmosphere;
Stage #2: 5-hydroxy-4,6-dimethyl-3-heptanone In tetrahydrofuran at -15℃; for 1h; Evans-Tishchenko coupling reaction; Inert atmosphere; optical yield given as %de; diastereoselective reaction;
99%
furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

nitromethane
75-52-5

nitromethane

(S)-1-(furan-3-yl)-2-nitroethanol
1005420-80-3

(S)-1-(furan-3-yl)-2-nitroethanol

Conditions
ConditionsYield
With (2S,5R)-2-(methylaminomethyl)-1-methyl-5-phenylpyrrolidine; triethylamine; copper(ll) bromide In tetrahydrofuran at -25℃; for 72h; Henry Nitro Aldol Condensation; Inert atmosphere; Schlenk technique; enantioselective reaction;99%
furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

5-iodo-1-trimethylsilyl-1-pentyne
35761-91-2

5-iodo-1-trimethylsilyl-1-pentyne

1-(fur-3-yl)-6-(trimethylsilyl)hex-5-yn-1-ol

1-(fur-3-yl)-6-(trimethylsilyl)hex-5-yn-1-ol

Conditions
ConditionsYield
Stage #1: 5-iodo-1-trimethylsilyl-1-pentyne With tert.-butyl lithium In diethyl ether; pentane at -78℃; for 1h; Inert atmosphere;
Stage #2: furan-3-carboxaldehyde In diethyl ether; pentane at -78 - 20℃; for 1h; Inert atmosphere;
99%
furan-3-carboxaldehyde
498-60-2

furan-3-carboxaldehyde

ethylmagnesium bromide
925-90-6

ethylmagnesium bromide

1-(furan-3-yl)propan-1-ol
66346-65-4

1-(furan-3-yl)propan-1-ol

Conditions
ConditionsYield
In tetrahydrofuran; diethyl ether at 0℃; for 3h;98%
In tetrahydrofuran; diethyl ether at -20℃; for 2h;

3-Furaldehyde Specification

The 3-Furaldehyde with CAS registry number of 498-60-2 is also known as 3-Furylcarboxaldehyde. The IUPAC name is Furan-3-carbaldehyde. It belongs to product categories of Aromatic Aldehydes & Derivatives (substituted); Furan&Benzofuran; API intermediates. In addition, the formula is C5H4O2 and the molecular weight is 96.08. This chemical is a colorless to light yellow liquid and should be sealed in ventilated and dry place away from oxides at the temperature of 2-8 °C.

Physical properties about 3-Furaldehyde are: (1)ACD/LogP: 0.51; (2)ACD/LogD (pH 5.5): 0.51; (3)ACD/LogD (pH 7.4): 0.51; (4)ACD/BCF (pH 5.5): 1.44; (5)ACD/BCF (pH 7.4): 1.44; (6)ACD/KOC (pH 5.5): 45.19; (7)ACD/KOC (pH 7.4): 45.19; (8)#H bond acceptors: 2; (9)#Freely Rotating Bonds: 1; (10)Index of Refraction: 1.515; (11)Molar Refractivity: 25.3 cm3; (12)Molar Volume: 83.8 cm3; (13)Surface Tension: 36.5 dyne/cm; (14)Density: 1.145 g/cm3; (15)Flash Point: 48.3 °C; (16)Enthalpy of Vaporization: 38.24 kJ/mol; (17)Boiling Point: 145.3 °C at 760 mmHg; (18)Vapour Pressure: 4.88 mmHg at 25 °C.

Preparation of 3-Furaldehyde: it is prepared by reaction of 3-iodo-furan  with carbon monoxide. The reaction needs reagent Bu3SnH and solvent tetrahydrofuran over a Pd(PPh3)4 catalyst at the temperature of 50 °C. The yield is about 60%.

3-Furaldehyde is prepared by reaction of 3-iodo-furan  with carbon monoxide.

Uses of 3-Furaldehyde: it is used to produce N-furan-3-ylmethylene-N'-pyridin-2-yl-hydrazine by reaction with 2-hydrazino-pyridine. The reaction occurs with solvent ethanol and other condition of heating on a steam bath for 30 minutes. The yield is about 83%.

3-Furaldehyde is used to produce N-furan-3-ylmethylene-N'-pyridin-2-yl-hydrazine by reaction with 2-hydrazino-pyridine.

When you are using this chemical, please be cautious about it. As a chemical, it is irritating to eyes, respiratory system and skin. What's more, it is toxic by inhalation and if swallowed. It is also flammable. During using it, wear suitable protective clothing and gloves. Keep in a cool place away from sources of ignition. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If accident happens or you feel unwell seek medical advice immediately.

You can still convert the following datas into molecular structure:
1. Canonical SMILES: C1=COC=C1C=O
2. InChI: InChI=1S/C5H4O2/c6-3-5-1-2-7-4-5/h1-4H
3. InChIKey: AZVSIHIBYRHSLB-UHFFFAOYSA-N

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