5-NITROFURFURAL supplier | CasNO.698-63-5

Name
5-Nitrofurfural
EINECS 211-816-3
CAS No. 698-63-5
Article Data48
CAS DataBase
Density 1.473 g/cm³
Solubility Sparingly soluble in water
Melting Point 37-39 °C(lit.)
Formula C₅H₃NO₄
Boiling Point 252.2 °C at 760 mmHg
Molecular Weight 141.083
Flash Point 118.6 °C
Transport Information UN 1325 4.1/PG 2
Appearance Yellow to brown crystalline low melting solid
Safety 16-36/37
Risk Codes 11-68
Molecular Structure
Hazard Symbols F, Xn
Synonyms 2-Furaldehyde,5-nitro- (6CI,8CI);2-Formyl-5-nitrofuran;5-Nitro-2-furaldehyde;5-Nitro-2-furancarboxaldehyde;5-Nitro-2-furylaldehyde;5-Nitro-2-furylcarboxaldehyde;5-Nitrofurfural;5-Nitrofurfuraldehyde;Furadoxyl;NSC 111144;NSC 5574;
PSA 76.03000
LogP 1.52350

Synthetic route

: 98-01-1
furfural

: 698-63-5
5-nitrofurane-2-carboxaldehyde

Conditions

Conditions	Yield
With Nitrogen dioxide In acetonitrile at 20℃; under 750.075 Torr; for 6h;	78%
With nitric acid; acetic anhydride at -30℃; for 2h;	22%
Stage #1: furfural With sulfuric acid; nitric acid; acetic anhydride at 0℃; for 1h; Stage #2: With sulfuric acid In water at 110℃; for 0.0833333h;
Multi-step reaction with 2 steps 1: nitric acid; sulfuric acid / 1 h / 0 °C 2: sulfuric acid / 0.03 h / 540 °C View Scheme

: 2493-04-1
(5-nitrofuran-2-yl)methanol

: 698-63-5
5-nitrofurane-2-carboxaldehyde

Conditions

Conditions	Yield
With manganese(II) nitrate hexahydrate; copper(II) nitrate trihydrate; acetic acid In α,α,α-trifluorotoluene at 50℃; for 2h; In air; chemoselective reaction;	95%
With manganese(IV) oxide In dichloromethane at 20℃; for 12h; Solvent; Reagent/catalyst;	90%
With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In neat (no solvent) at 20℃; for 2h; Milling;	89%
With manganese(IV) oxide; sulfuric acid
With rhodium contaminated with carbon at 150℃; under 60006 Torr; for 4h; Supercritical conditions;

: 92-55-7
5-nitro-2-furfuraldehyde diacetate

: 698-63-5
5-nitrofurane-2-carboxaldehyde

Conditions

Conditions	Yield
With caro's acid; silica gel In dichloromethane for 0.0916667h; Heating;	100%
With sulphated zirconia In acetonitrile at 60℃; for 2h; Microwave irradiation;	100%
With indium(III) chloride; sulfuric acid; orthoformic acid triethyl ester at 78 - 85℃; for 1.5h; Reagent/catalyst;	89.2%

: 5-nitro-2-furaldehyde diacetate

: 698-63-5
5-nitrofurane-2-carboxaldehyde

Conditions

Conditions	Yield
With sulfuric acid at 540℃; for 0.0333333h;	83%

: 5-nitrofurfurylidine diacetate

: 698-63-5
5-nitrofurane-2-carboxaldehyde

Conditions

Conditions	Yield
With sulfuric acid In water at 0 - 50℃; for 0.833333 - 0.916667h;

: 13529-17-4
5-Formyl-2-furancarboxylic acid

: 698-63-5
5-nitrofurane-2-carboxaldehyde

Conditions

Conditions	Yield
With nitronium tetrafluoborate; silver carbonate In N,N-dimethyl acetamide at 90℃; for 12h; Inert atmosphere; Schlenk technique; regioselective reaction;	87%

: 20782-91-6
2-(bromomethyl)-5-nitrofuran

: 698-63-5
5-nitrofurane-2-carboxaldehyde

Conditions

Conditions	Yield
With benzo[c]cinnoline; 2,6-di-tert-butyl-4-methylpyridine In acetonitrile at 80℃; Kornblum Aldehyd Synthesis;	80%

: 20782-90-5
5-nitrofurfuryl azide

: 698-63-5
5-nitrofurane-2-carboxaldehyde

Conditions

Conditions	Yield
With hydrogenchloride In ethanol at 35℃;	67%

: 623-17-6
furfurylacetate

: 698-63-5
5-nitrofurane-2-carboxaldehyde

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: nitric acid; acetic acid anhydride 2: aqueous sulfuric acid 3: manganese (IV)-oxide; aqueous sulfuric acid View Scheme
Multi-step reaction with 3 steps 1: nitric acid / acetic anhydride / 1 h 2: sodium hydroxide / methanol / 3 h / 20 °C 3: manganese(IV) oxide / dichloromethane / 12 h / 20 °C View Scheme

: 5407-68-1
2-Acetoxymethyl-5-nitro-furan

: 698-63-5
5-nitrofurane-2-carboxaldehyde

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: aqueous sulfuric acid 2: manganese (IV)-oxide; aqueous sulfuric acid View Scheme
Multi-step reaction with 2 steps 1: sodium hydroxide / methanol / 3 h / 20 °C 2: manganese(IV) oxide / dichloromethane / 12 h / 20 °C View Scheme

: 17163-15-4
2-Dibutoxymethyl-5-nitro-furan

: 698-63-5
5-nitrofurane-2-carboxaldehyde

Conditions

Conditions	Yield
With tin(IV) chloride In 1,2-dichloro-ethane at 0℃; for 0.25h; Yield given;
With boron trifluoride diethyl etherate In 1,2-dichloro-ethane at 0℃; for 0.25h; Yield given;

: 5904-70-1
2-acetoxy-2-diacetoxymethyl-5-nitro-2,5-dihydrofuran

: 698-63-5
5-nitrofurane-2-carboxaldehyde

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: pyridine 2: aqueous sulfuric acid View Scheme

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

: 698-63-5
5-nitrofurane-2-carboxaldehyde

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: acetic acid anhydride; nitric acid 2: acetone; sodium iodide 3: air; chloroform / Einwirkung von Tageslicht View Scheme
Multi-step reaction with 4 steps 1: sodium acetate / toluene / 4 h / Reflux 2: nitric acid / acetic anhydride / 1 h 3: sodium hydroxide / methanol / 3 h / 20 °C 4: manganese(IV) oxide / dichloromethane / 12 h / 20 °C View Scheme

: 4077-58-1
2-(iodomethyl)-5-nitrofuran

: 698-63-5
5-nitrofurane-2-carboxaldehyde

Conditions

Conditions	Yield
With air; chloroform Einwirkung von Tageslicht;

: 20782-91-6
2-(bromomethyl)-5-nitrofuran

A: 698-63-5
5-nitrofurane-2-carboxaldehyde

B: 17163-18-7
5-nitro-2-furancarbaldehyde dimethylacetal

C: 98603-34-0
2-(2-methyl-1-propenyl)-5-nitrofuran

D: 2-(2-methyl-2-nitropropyl)-5-nitrofuran

Conditions

Conditions	Yield
With sodium 2-nitropropane In methanol for 4h; Irradiation; Further byproducts given;	A 4% B 7% C 11% D 5%

...Expand

: 4077-62-7
2-nitro-5-nitrooxymethyl furan

: 698-63-5
5-nitrofurane-2-carboxaldehyde

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: acetone; sodium iodide 2: air; chloroform / Einwirkung von Tageslicht View Scheme

: 499979-42-9
hydroxyamino-(5-nitro-furan-2-yl)-methanol

: 698-63-5
5-nitrofurane-2-carboxaldehyde

Conditions

Conditions	Yield
With phosphate buffer; potassium chloride In water at 25℃; Equilibrium constant;

: 499979-43-0
(hydroxy-methyl-amino)-(5-nitro-furan-2-yl)-methanol

A: 698-63-5
5-nitrofurane-2-carboxaldehyde

B: 593-77-1
N-Methylhydroxylamine

Conditions

Conditions	Yield
With phosphate buffer; potassium chloride In water at 25℃; Equilibrium constant;

: 499979-45-2
(cyclohexyl-hydroxy-amino)-(5-nitro-furan-2-yl)-methanol

A: 698-63-5
5-nitrofurane-2-carboxaldehyde

B: 2211-64-5
N-cyclohexyl-hydroxylamine

Conditions

Conditions	Yield
With phosphate buffer; potassium chloride In water at 25℃; Equilibrium constant;

: 156-44-5
N-(5-nitrofurfurylidene)aniline

A: 698-63-5
5-nitrofurane-2-carboxaldehyde

B: 62-53-3
aniline

Conditions

Conditions	Yield
In water at 25℃; Equilibrium constant; other pH;

: 5-Nitro-furan-2-carbaldehyde

: 698-63-5
5-nitrofurane-2-carboxaldehyde

Conditions

Conditions	Yield
In water; N,N-dimethyl-formamide Rate constant; effect of water content in DMF;

: 4077-58-1
2-(iodomethyl)-5-nitrofuran

: 67-66-3
chloroform

: 698-63-5
5-nitrofurane-2-carboxaldehyde

Conditions

Conditions	Yield
Aufbewahren im Licht;

: 24163-39-1
sodium 2-nitropropane

: 20782-91-6
2-(bromomethyl)-5-nitrofuran

A: 698-63-5
5-nitrofurane-2-carboxaldehyde

B: 17163-18-7
5-nitro-2-furancarbaldehyde dimethylacetal

C: 98603-34-0
2-(2-methyl-1-propenyl)-5-nitrofuran

D: 2-(2-methyl-2-nitropropyl)-5-nitrofuran

E: 2-(1-hydroxy-2-methyl-2-nitropropyl)-5-nitrofuran

Conditions

Conditions	Yield
In methanol for 4h; Product distribution; Mechanism; Irradiation; also with O2; without irradiation; further reagent; other solvent;

...Expand

: 698-63-5
5-nitrofurane-2-carboxaldehyde

: 537-47-3
4-phenyl-semicarbazide

: 133218-17-4
N-(5-Nitro-2-furfurylidene)-4-phenylsemicarbazide

Conditions

Conditions	Yield
In not given for 0.25h; Heating;	100%

: 698-63-5
5-nitrofurane-2-carboxaldehyde

: 53406-38-5
1H-indol-1-amine

: 113698-47-8
1-<(5-nitrofurfurylidene)amino>indole

Conditions

Conditions	Yield
for 0.25h; Heating;	100%
Yield given;

: 698-63-5
5-nitrofurane-2-carboxaldehyde

: 1044569-46-1
1-hydrazinophthalazine

: 1-(5-nitrofurfurylidene)-2-(1-phthalazinyl)hydrazine

Conditions

Conditions	Yield
for 0.25h; Heating;	100%

: 698-63-5
5-nitrofurane-2-carboxaldehyde

: 7385-52-6
3-(N-sulphonylhydrazino)benzoic acid

: N'-(5-nitrofurfurylidene)-3-carboxybenzenesulphonohydrazide

Conditions

Conditions	Yield
for 0.25h; Heating;	100%

: 698-63-5
5-nitrofurane-2-carboxaldehyde

: 19062-39-6
3-amino-2-hydrazinoquinazolin-4(3H)-one

: 3-(5-nitrofurfurylideneamino)-2-<2-(5-nitrofurfurylidene)hydrazino>-4(3H)-quinazolinone

Conditions

Conditions	Yield
for 0.25h; Heating;	100%

: 698-63-5
5-nitrofurane-2-carboxaldehyde

: 4706-13-2
N-(1-hydroxy-2-methylprop-2-yl)-hydroxylamine

: 25943-90-2
1-Hydroxy-2-methyl-N-(5-nitrofurfuryliden)-2-propanamin-N-oxid

Conditions

Conditions	Yield
In ethanol Ambient temperature;	100%

: 698-63-5
5-nitrofurane-2-carboxaldehyde

: 870-46-2
t-butoxycarbonylhydrazine

: N'-tert-butyl-2-((5-nitrofuran-2-yl)methylene)hydrazinecarboxylate

Conditions

Conditions	Yield
for 0.25h; Heating;	100%
In ethanol at 20℃;	65%

: 698-63-5
5-nitrofurane-2-carboxaldehyde

: 5690-46-0
2-amino-1H-benzo[de]isoquinoline-1,3(2H)-dione

: N-(5-nitrofurfurylideneamino)-1,8-naphthalenedicarboximide

Conditions

Conditions	Yield
for 0.25h; Heating;	100%

: 698-63-5
5-nitrofurane-2-carboxaldehyde

: 18912-37-3
4-methoxybenzyl hydrazinecarboxylate

: 4-methoxybenzyl 3-(5-nitrofurfurylidene)carbazate

Conditions

Conditions	Yield
for 0.25h; Heating;	100%

: 698-63-5
5-nitrofurane-2-carboxaldehyde

: 92166-40-0
N-[2-(hydrazinylcarbonyl)phenyl]benzamide

: N'-(5-nitrofurfurylidene)-2-(benzoylamino)benzohydrazide

Conditions

Conditions	Yield
for 0.25h; Heating;	100%

: 698-63-5
5-nitrofurane-2-carboxaldehyde

: 205177-10-2
7-Bromo-3-hydrazino-1,2,4-triazino<5,6-b>indole

: 113361-52-7
N-(8-Bromo-5H-[1,2,4]triazino[5,6-b]indol-3-yl)-N'-[1-(5-nitro-furan-2-yl)-meth-(E)-ylidene]-hydrazine

Conditions

Conditions	Yield
In N,N-dimethyl-formamide for 1h; Heating;	100%

: 698-63-5
5-nitrofurane-2-carboxaldehyde

: 3-amino-5-chloro-2(3H)-benzoxazolone

: 5-chloro-3-(5-nitrofurfurylideneamino)-2(3H)-benzoxazolone

Conditions

Conditions	Yield
for 0.25h; Heating;	100%

: 698-63-5
5-nitrofurane-2-carboxaldehyde

: 2-phenyl-1H-indol-1-amine

: 2-phenyl-1-(5-nitrofurfurylideneamino)indole

Conditions

Conditions	Yield
for 0.25h; Heating;	100%

: 698-63-5
5-nitrofurane-2-carboxaldehyde

: 51420-32-7
2-hydrazinyl-4,5-dihydro-1H-imidazole

: 953-23-1
1-(4,5-dihydro-2-imidazolyl)-2-(5-nitrofurfurylidene)hydrazine

Conditions

Conditions	Yield
for 0.25h; Heating;	100%

: 698-63-5
5-nitrofurane-2-carboxaldehyde

: 13821-25-5
2,7-diaminobenzo[lmn][3,8]phenanthroline-1,3,6,8(2H,7H)-tetraone

: N,N'-bis(5-nitrofurfurylideneamino)-1,4,5,8-naphthalenetetracarboxylic diimide

Conditions

Conditions	Yield
for 0.25h; Heating;	100%

: 698-63-5
5-nitrofurane-2-carboxaldehyde

: 3257-39-4
3-amino-6-chloro-2-methyl-4(3H)-quinazolinone

: 3605-91-2
2-methyl-6-chloro-3-(5-nitrofurfurylideneamino)-4(3H)-quinazolinone

Conditions

Conditions	Yield
for 0.25h; Heating;	100%

: 698-63-5
5-nitrofurane-2-carboxaldehyde

: 292638-85-8
acrylic acid methyl ester

: 2-[hydroxy-(5-nitro-furan-2-yl)-methyl]acrylic acid, 1-methyl ester

Conditions

Conditions	Yield
With 1,4-diaza-bicyclo[2.2.2]octane In 1,4-dioxane; water at 20℃; for 0.5h; Baylis-Hillman reaction;	100%

: 698-63-5
5-nitrofurane-2-carboxaldehyde

: 106-49-0
p-toluidine

: 2666-86-6
N-(2-nitrofurfurylidene)-p-toluidine

Conditions

Conditions	Yield
In methanol at 20℃; for 24h;	100%
In methanol at 20℃; for 24h;

: 698-63-5
5-nitrofurane-2-carboxaldehyde

: 1616615-78-1
10-amino-3-phenyl-1,2,4-triazino[4,3-a]benzimidazol-4(10H)-one

: 10-(5-nitrofurfurylidene)amino-3-phenyl-1,2,4-triazino[4,3-a]benzimidazol-4(10H)-one

Conditions

Conditions	Yield
With acetic acid for 0.25h; Reflux;	100%

: 698-63-5
5-nitrofurane-2-carboxaldehyde

: 104-94-9
4-methoxy-aniline

: 74675-72-2
N-(5-nitrofurfurylidene)-p-anisidine

Conditions

Conditions	Yield
In methanol at 20℃; for 24h;	100%
In dimethyl sulfoxide at 20℃; for 3h;
With magnesium sulfate In dichloromethane at 20℃;

: 698-63-5
5-nitrofurane-2-carboxaldehyde

: 5351-23-5
4-hydroxybenzoic acid hydrazide

: 965-52-6
4-hydroxy-N’-((5-nitrofuran-2-yl)methylene)benzohydrazide

Conditions

Conditions	Yield
In water Acidic conditions; Reflux;	99.8%
In ethanol for 2h; Reflux;	91.4%

: 698-63-5
5-nitrofurane-2-carboxaldehyde

: 2493-04-1
(5-nitrofuran-2-yl)methanol

Conditions

Conditions	Yield
With aluminum isopropoxide In isopropyl alcohol for 4h; Heating;	99%
With sodium tetrahydroborate In tetrahydrofuran; water at 20℃; for 1h; Reduction;	93%
With chloro-trimethyl-silane; tert-Amyl alcohol; sodium hydride; zinc(II) chloride In tetrahydrofuran at 63℃; for 0.25h;	84%

: 698-63-5
5-nitrofurane-2-carboxaldehyde

: 1033778-65-2
7-fluoro-2-methyl-6-morpholin-4-yl-3H-quinazolin-4-one

: (E)-7-fluoro-6-morpholin-4-yl-2-[2-(5-nitrofuran-2-yl)vinyl]-3H-quinazolin-4-one

Conditions

Conditions	Yield
With sulfuric acid In water; acetic acid for 24h; Heating / reflux;	99%

: 698-63-5
5-nitrofurane-2-carboxaldehyde

: 108-24-7
acetic anhydride

: 92-55-7
5-nitro-2-furfuraldehyde diacetate

Conditions

Conditions	Yield
With sulphated zirconia at 0℃; for 8h; regioselective reaction;	99%

: 698-63-5
5-nitrofurane-2-carboxaldehyde

: 107-37-9
allyltrichlorosilane

: 1151548-83-2
(S)-(-)-1-(5-nitro-2-furyl)but-3-en-1-ol

Conditions

Conditions	Yield
With (R)-methyl p-tolyl sulfoxide; tetra-(n-butyl)ammonium iodide; N-ethyl-N,N-diisopropylamine In dichloromethane at -78℃; for 18h; optical yield given as %ee; enantioselective reaction;	99%
Stage #1: allyltrichlorosilane With C20H28N2O2S2; tetrabutylammomium bromide; N-ethyl-N,N-diisopropylamine In dichloromethane at -78℃; for 0.0833333h; Inert atmosphere; Stage #2: 5-nitrofurane-2-carboxaldehyde In dichloromethane at -78℃; Inert atmosphere; Stage #3: With water; sodium hydrogencarbonate In dichloromethane optical yield given as %ee; enantioselective reaction;	64%

: 698-63-5
5-nitrofurane-2-carboxaldehyde

: 105761-77-1
(1R,2S,3R,4S)-(3-hydroxymethyl-7-oxa-bicyclo[2.2.1]hept-5-en-2-yl)methanol

: C13H13NO6

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In dichloromethane at 20℃; for 30h;	99%

: 698-63-5
5-nitrofurane-2-carboxaldehyde

: 79-19-6
thiosemicarbazide

: 831-71-0, 146827-83-0
5-nitro-furfural thiosemicarbazone

Conditions

Conditions	Yield
In methanol for 3h; Reflux;	98%
In ethanol for 0.05h; Condensation; microwave irradiation;	83%
With ethanol; acetic acid

: 67-52-7
BARBITURIC ACID

: 698-63-5
5-nitrofurane-2-carboxaldehyde

: 19144-58-2
5-(5-nitrofurylidene)-2,4,6 (1H,3H,5H)pyrimidinetrione

Conditions

Conditions	Yield
With Montmorillonite KSF for 0.0666667h; Irradiation;	98%

: 698-63-5
5-nitrofurane-2-carboxaldehyde

: 100-63-0
phenylhydrazine

: 726-50-1
1-(5-nitrofuran-2-ylmethylene)-2-phenylhydrazine

Conditions

Conditions	Yield
Stage #1: phenylhydrazine With acetic acid In water for 0.0833333h; Sonication; Stage #2: 5-nitrofurane-2-carboxaldehyde In dimethyl sulfoxide at 20℃; for 0.5h; Sonication;	98%
aniline at 25℃; Rate constant; var. concentration of aniline and phenylhydrazine;
With acetic acid In ethanol Heating;

5-NITROFURFURAL Chemical Properties

5-Nitrofurfural(698-63-5) can be also named as 5-nitrofurfuraldehyde; Nitrofuraldehyde,97%; 5-Nitro-2-furaldehyde,(5-Nitrofurfural); 2-Formyl-5-nitrofuran;2-Furaldehyde, 5-nitro-;5-Furancarboxaldehyde, 5-nitro-;5-nitro-2-furaldehyd;5-Nitro-2-furancarboxaldehyde;5-nitro-5-furancarboxaldehyd;5-nitro-5-furancarboxaldehyde;5-Nitro-furan-2-carbaldehyde,and so on.5-Nitrofurfural(698-63-5) is usually in the form of brown crystals.

CAS: 698-63-5
Molecular Formula: C₅H₃NO₄
Molecular Weight: 141.08
Molecular structure:
EINECS: 211-816-3
Melting point: 37-39 °C(lit.)
Boiling point: 121 °C10 mm Hg(lit.)
Density: 1.349 g/mL at 25 °C(lit.)
Refractive index: n20/D 1.59(lit.)
Flash point: 92 °F
Storage temp.: Flammables area
Water Solubility: sparingly soluble
Sensitive: Air & Light Sensitive
BRN: 120539
Molar Refractivity: 31.85 cm³
Molar Volume: 95.7 cm³
Polarizability: 12.62 10^-24cm³
Surface Tension: 55.9 dyne/cm
Density: 1.473 g/cm³
Enthalpy of Vaporization: 48.96 kJ/mol
Vapour Pressure: 0.0196 mmHg at 25°C

5-NITROFURFURAL Uses

5-Nitrofurfural(698-63-5) can be commonly used as pharmaceutical intermediates.

5-NITROFURFURAL Toxicity Data With Reference

1.		mmo-sat 1 nmol/plate		MUREAV Mutation Research. 81 (1981),21.
2.		dnr-esc 50 µg/disc		MUREAV Mutation Research. 81 (1981),21.

RTECS: LT7200000

5-NITROFURFURAL Consensus Reports

EPA Genetic Toxicology Program.

5-NITROFURFURAL Safety Profile

Mutation data reported. When heated to decomposition it emits toxic fumes of NO_x.

Hazard Codes: F,Xi,Xn
Risk Statements: 11-68-10
Safety Statements: 16-36/37
RIDADR: UN 1325 4.1/PG 2
WGK Germany: 3
Hazard Note: Irritant
HazardClass: 3.2
PackingGroup: III
HS Code: 29321900
Hazardous Substances Data: 698-63-5(Hazardous Substances Data)

Product Name

5-Nitrofurfural

Synthetic route

5-NITROFURFURAL Chemical Properties

5-NITROFURFURAL Uses

5-NITROFURFURAL Toxicity Data With Reference

5-NITROFURFURAL Consensus Reports

5-NITROFURFURAL Safety Profile

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