Product Name

  • Name

    Furfurylamine

  • EINECS 210-536-9
  • CAS No. 617-89-0
  • Article Data103
  • CAS DataBase
  • Density 1.053 g/cm3
  • Solubility Soluble in water
  • Melting Point -70 °C(lit.)
  • Formula C5H7NO
  • Boiling Point 142.2 °C at 760 mmHg
  • Molecular Weight 97.1167
  • Flash Point 46.7 °C
  • Transport Information UN 2526 3/PG 3
  • Appearance Colorless to light yellow liquid
  • Safety 26-36/37/39-45-23-16
  • Risk Codes 10-21/22-34-20/21/22
  • Molecular Structure Molecular Structure of 617-89-0 (Furfurylamine)
  • Hazard Symbols CorrosiveC, FlammableF, IrritantXi
  • Synonyms Furfurylamine(6CI,7CI,8CI);(2-Furanylmethyl)amine;(2-Furylmethyl)amine;(Furan-2-yl)methanamine;1-(2-Furanyl)methanamine;2-(Aminomethyl)furan;2-Furanmethylamine;2-Furfurylamine;2-Furylmethanamine;NSC 49136;NSC 61168;a-Furfurylamine;
  • PSA 39.16000
  • LogP 1.43860

Synthetic route

furfural
98-01-1

furfural

furan-2-ylmethanamine
617-89-0

furan-2-ylmethanamine

Conditions
ConditionsYield
With ammonia; hydrogen In tetrahydrofuran at 80℃; for 2h; Autoclave;100%
With ammonia; hydrogen In methanol at 30℃; for 24h; Autoclave;91%
With ammonium hydroxide; Ni6AlO(z); hydrogen at 100℃; under 3000.3 Torr; for 5h; Autoclave;90%
(2-furyl)methyl alcohol
98-00-0

(2-furyl)methyl alcohol

furan-2-ylmethanamine
617-89-0

furan-2-ylmethanamine

Conditions
ConditionsYield
With ammonia In toluene at 100℃; under 5250.53 Torr; for 20h; Reagent/catalyst;94%
With ammonia; hydrogen In tetrahydrofuran at 180℃; for 60h; Autoclave;81.8%
With ammonia In tetrahydrofuran; dodecane at 180℃; under 3000.3 Torr; for 12h; Reagent/catalyst; Autoclave; Sealed tube; Inert atmosphere;43.1%
N-(furan-2-ylmethyl)formamide
72693-10-8

N-(furan-2-ylmethyl)formamide

furan-2-ylmethanamine
617-89-0

furan-2-ylmethanamine

Conditions
ConditionsYield
With caesium carbonate In methanol at 60℃; for 6h;94%
furfural
98-01-1

furfural

A

bis((furan-2-yl)methyl)amine
18240-50-1

bis((furan-2-yl)methyl)amine

B

furan-2-ylmethanamine
617-89-0

furan-2-ylmethanamine

Conditions
ConditionsYield
With ammonium hydroxide; 5% rhodium on activated aluminium oxide; hydrogen at 80℃; under 15001.5 Torr; for 3h; Reagent/catalyst; Temperature; Pressure; Autoclave;A 8.3%
B 91.7%
With ammonia; hydrogen In methanol at 100℃; under 22502.3 Torr; for 0.25h; Autoclave; Green chemistry;A 20%
B 44%
With ethanol; ammonia; nickel at 40 - 75℃; under 73550.8 Torr; Hydrogenation;
2-furaldehyde oxime
1121-47-7

2-furaldehyde oxime

furan-2-ylmethanamine
617-89-0

furan-2-ylmethanamine

Conditions
ConditionsYield
With borohydride exchange resin; nickel diacetate In methanol at 25℃; for 18h;84%
With hydrogenchloride In ethanol at 20℃; electroreduction at mercury cathode;75%
Stage #1: 2-furaldehyde oxime With hydrogenchloride In ethanol; water at 20℃; for 0.25h;
Stage #2: With zinc In ethanol; water for 1h; Reflux;
Stage #3:		70%
furfural
98-01-1

furfural

A

furan-2-ylmethanamine
617-89-0

furan-2-ylmethanamine

B

C10H11NO2

C10H11NO2

Conditions
ConditionsYield
With ammonium hydroxide; hydrogen In ethanol at 130℃; under 7500.75 Torr; for 12h; Autoclave;A 81.8%
B 9.1%
furfural
98-01-1

furfural

A

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

(2-furyl)methyl alcohol

B

furan-2-ylmethanamine
617-89-0

furan-2-ylmethanamine

Conditions
ConditionsYield
With ammonia; hydrogen In tetrahydrofuran at 80℃; for 2h; Autoclave;A 19.3%
B 80.7%
Stage #1: furfural With platinum on carbon; ammonia In water for 1h; Green chemistry;
Stage #2: With hydrogen In water at 80℃; under 15001.5 Torr; for 2h; Green chemistry;		A 71.5 %Chromat.
B 26.9 %Chromat.
With ammonium hydroxide; platinum on activated charcoal; hydrogen at 80℃; under 15001.5 Torr; for 3h; Autoclave;
(4-{tris[2-(perfluorohexyl)ethyl]silyl}benzyl) furfurylcarbamate

(4-{tris[2-(perfluorohexyl)ethyl]silyl}benzyl) furfurylcarbamate

furan-2-ylmethanamine
617-89-0

furan-2-ylmethanamine

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In methanol at 20℃; for 16h;80%
2-(furan-2-ylmethyl)isoindoline-1,3-dione
4667-83-8

2-(furan-2-ylmethyl)isoindoline-1,3-dione

furan-2-ylmethanamine
617-89-0

furan-2-ylmethanamine

Conditions
ConditionsYield
With hydrazine hydrate In 1,4-dioxane at 110℃; Gabriel Amine Synthesis; Inert atmosphere;78%
furfural
98-01-1

furfural

A

N-furfurylidenefurfurylamine
19377-82-3

N-furfurylidenefurfurylamine

B

furan-2-ylmethanamine
617-89-0

furan-2-ylmethanamine

C

2,4,5-tris(2-furyl)imidazoline
550-23-2

2,4,5-tris(2-furyl)imidazoline

Conditions
ConditionsYield
With ammonia; hydrogen In methanol at 100℃; under 22502.3 Torr; for 0.25h; Reagent/catalyst; Autoclave; Green chemistry;A 7%
B 76%
C 8%
...Expand
2-furancarbonitrile
617-90-3

2-furancarbonitrile

furan-2-ylmethanamine
617-89-0

furan-2-ylmethanamine

Conditions
ConditionsYield
With [Ru(H)(BH4)(CO)(PPh3)(3-(di-tert-butylphosphino)-N-((1-methyl-1H-imidazol-2 yl)methyl)propylamine)]; hydrogen In isopropyl alcohol at 150℃; for 3h; Inert atmosphere; Autoclave;75%
With ammonia; hydrogen In water; isopropyl alcohol at 110℃; under 15001.5 Torr; for 24h; Autoclave;73%
With [bis(2-methylallyl)cycloocta-1,5-diene]ruthenium(II); potassium tert-butylate; hydrogen; N,N'-dimesityl-4,5-dihydro-1H-imidazolium tetrafluoroborate In toluene at 80℃; under 26252.6 Torr; for 1h; chemoselective reaction;28 %Chromat.
(4-Methoxy-benzothiazol-2-yl)-carbamic acid tert-butyl ester
383866-35-1

(4-Methoxy-benzothiazol-2-yl)-carbamic acid tert-butyl ester

A

1-Furan-2-yl-methyl-3-(4-methoxy-7-phenyl-benzothiazol-2-yl)-urea

1-Furan-2-yl-methyl-3-(4-methoxy-7-phenyl-benzothiazol-2-yl)-urea

B

furan-2-ylmethanamine
617-89-0

furan-2-ylmethanamine

Conditions
ConditionsYield
A 66%
B n/a
furfural
98-01-1

furfural

A

TETRAHYDROFURFURYLAMINE
4795-29-3

TETRAHYDROFURFURYLAMINE

B

furan-2-ylmethanamine
617-89-0

furan-2-ylmethanamine

Conditions
ConditionsYield
With ammonia; hydrogen In tetrahydrofuran at 180℃; for 12h; Autoclave;A 40.7%
B 53.8%
With ammonia; hydrogen In methanol at 100℃; under 22502.3 Torr; for 0.25h; Autoclave; Green chemistry;A 34%
B 49%
With ethanol; ammonia; nickel at 180℃; under 73550.8 Torr; Hydrogenation;
2-furaldehyde oxime
1121-47-7

2-furaldehyde oxime

A

furan-2-ylmethanamine
617-89-0

furan-2-ylmethanamine

(±)-1,2-di(furan-2-yl)ethane-1,2-diamine

(±)-1,2-di(furan-2-yl)ethane-1,2-diamine

C

(1S,2R)-1,2-Di-furan-2-yl-ethane-1,2-diamine

(1S,2R)-1,2-Di-furan-2-yl-ethane-1,2-diamine

Conditions
ConditionsYield
With methanesulfonic acid; zinc In acetonitrile at 25℃; reduction;A 50%
B n/a
C n/a
With titanium tetrachloride; zinc In tetrahydrofuran at 25℃; reduction;A 3%
B n/a
C n/a
...Expand
furfural
98-01-1

furfural

A

TETRAHYDROFURFURYLAMINE
4795-29-3

TETRAHYDROFURFURYLAMINE

B

N-furfurylidenefurfurylamine
19377-82-3

N-furfurylidenefurfurylamine

C

furan-2-ylmethanamine
617-89-0

furan-2-ylmethanamine

Conditions
ConditionsYield
With 0.5% Ru/activated carbon; ammonia; hydrogen In methanol at 100℃; under 22502.3 Torr; for 0.25h; Autoclave; Green chemistry;A 6%
B 8%
C 40%
...Expand
(1E,2E)-1,2-bis(furan-2-ylmethylene)hydrazine
5428-37-5

(1E,2E)-1,2-bis(furan-2-ylmethylene)hydrazine

A

furan-2-ylmethanamine
617-89-0

furan-2-ylmethanamine

(±)-1,2-di(furan-2-yl)ethane-1,2-diamine

(±)-1,2-di(furan-2-yl)ethane-1,2-diamine

C

(1S,2R)-1,2-Di-furan-2-yl-ethane-1,2-diamine

(1S,2R)-1,2-Di-furan-2-yl-ethane-1,2-diamine

Conditions
ConditionsYield
With methanesulfonic acid; zinc In tetrahydrofuran at 25℃; for 8h; reduction;A 37%
B n/a
C n/a
With titanium tetrachloride; zinc In tetrahydrofuran at 25℃; for 8h; reduction;A 11%
B n/a
C n/a
...Expand
5-hydroxymethylfuran-2-ylmethylamine
88910-22-9

5-hydroxymethylfuran-2-ylmethylamine

A

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

(2-furyl)methyl alcohol

B

(furan-2,5-diyl) dimethanamine
2213-51-6

(furan-2,5-diyl) dimethanamine

C

furan-2-ylmethanamine
617-89-0

furan-2-ylmethanamine

Conditions
ConditionsYield
With ammonia In tetrahydrofuran; dodecane at 200℃; under 3000.3 Torr; for 12h; Autoclave; Sealed tube; Inert atmosphere;A 15.2%
B 25.4%
C 11%
...Expand
furfural
98-01-1

furfural

A

N-furfurylidenefurfurylamine
19377-82-3

N-furfurylidenefurfurylamine

B

furan-2-ylmethanamine
617-89-0

furan-2-ylmethanamine

Conditions
ConditionsYield
With ammonia; hydrogen In methanol at 80℃; under 15001.5 Torr; for 2h; Autoclave; Green chemistry;A 17%
B 22%
With Runano/TiO2; ammonia; hydrogen In methanol at 89.84℃; under 30003 Torr; for 4h;A 7 %Chromat.
B 72 %Chromat.
With ammonium hydroxide; hydrogen In methanol under 750.075 Torr; for 12h; Autoclave; Heating;A 10.2 %Chromat.
B 88.4 %Chromat.
(2-furyl)methyl alcohol
98-00-0

(2-furyl)methyl alcohol

A

Tetrahydrofurfuryl alcohol
97-99-4

Tetrahydrofurfuryl alcohol

B

furan-2-ylmethanamine
617-89-0

furan-2-ylmethanamine

Conditions
ConditionsYield
With ammonia In tetrahydrofuran; dodecane at 180℃; under 3000.3 Torr; for 12h; Autoclave; Sealed tube; Inert atmosphere;A 5%
B 13.8%
2-furancarbonitrile
617-90-3

2-furancarbonitrile

A

bis((furan-2-yl)methyl)amine
18240-50-1

bis((furan-2-yl)methyl)amine

B

furan-2-ylmethanamine
617-89-0

furan-2-ylmethanamine

Conditions
ConditionsYield
With ammonia; nickel Hydrogenation;
2-furaldehyde oxime
1121-47-7

2-furaldehyde oxime

A

bis((furan-2-yl)methyl)amine
18240-50-1

bis((furan-2-yl)methyl)amine

B

furan-2-ylmethanamine
617-89-0

furan-2-ylmethanamine

Conditions
ConditionsYield
With acetic acid; zinc
With ethanol; nickel Hydrogenation;
furfural phenylhydrazone
2216-75-3

furfural phenylhydrazone

ethanol
64-17-5

ethanol

sodium ethanolate
141-52-6

sodium ethanolate

A

furan-2-ylmethanamine
617-89-0

furan-2-ylmethanamine

B

aniline
62-53-3

aniline

...Expand
hydrofuramide
494-47-3

hydrofuramide

A

bis((furan-2-yl)methyl)amine
18240-50-1

bis((furan-2-yl)methyl)amine

B

furan-2-ylmethanamine
617-89-0

furan-2-ylmethanamine

Conditions
ConditionsYield
With ethanol; nickel at 40 - 75℃; under 73550.8 Torr; Hydrogenation;
Brenzschleimsaeurenitril
72667-24-4

Brenzschleimsaeurenitril

furan-2-ylmethanamine
617-89-0

furan-2-ylmethanamine

Conditions
ConditionsYield
With sulfuric acid; zinc
furan-2-carbaldehyde oxime
620-03-1

furan-2-carbaldehyde oxime

furan-2-ylmethanamine
617-89-0

furan-2-ylmethanamine

Conditions
ConditionsYield
With sodium amalgam; ethanol; acetic acid
With tetramethylammonium bromide Mechanism; polarographic reduction at pH=3, other supporting electrolytes; values of diffusion current constant;
N-Furan-2-ylmethyl-N'-(4-nitro-phenyl)-formamidine

N-Furan-2-ylmethyl-N'-(4-nitro-phenyl)-formamidine

A

furan-2-ylmethanamine
617-89-0

furan-2-ylmethanamine

B

p-nitroformanilide
16135-31-2

p-nitroformanilide

Conditions
ConditionsYield
With water; acetic acid In tetrahydrofuran Ambient temperature; Yield given;
2-Furan-2-ylmethyl-1,1,1,3,3,3-hexamethyl-disilazane
94807-36-0

2-Furan-2-ylmethyl-1,1,1,3,3,3-hexamethyl-disilazane

furan-2-ylmethanamine
617-89-0

furan-2-ylmethanamine

Conditions
ConditionsYield
With toluene-4-sulfonic acid In methanol Heating;
anti-furfuraldoxime
1450-58-4

anti-furfuraldoxime

furan-2-ylmethanamine
617-89-0

furan-2-ylmethanamine

Conditions
ConditionsYield
With tetramethylammonium bromide Mechanism; polarographic reduction at pH=3, other supporting electrolytes; values of diffusion current constant;
furfurol-phenylhydrazone

furfurol-phenylhydrazone

furan-2-ylmethanamine
617-89-0

furan-2-ylmethanamine

Conditions
ConditionsYield
With sodium amalgam; ethanol; acetic acid

Furfurylamine Chemical Properties

The Molecular Structure of Furfurylamine (CAS NO.617-89-0):

MF: C5H7NO
MW: 97.12
EINECS: 210-536-9
mp:  -70 °C(lit.)
bp:  145-146 °C(lit.)
density:  1.099 g/mL at 25 °C(lit.)
vapor density:  3.35 (vs air)
vapor pressure:  4 mm Hg ( 20 °C)
refractive index:  n20/D 1.490(lit.)
Fp:  116 °F
storage temp.:  Keep Cold
Water solubility:  soluble
Appearance:  colorless to light yellow liquid
IUPAC Name:  furan-2-ylmethanamine   
Product Categories: Pharmaceutical Intermediates;Anilines, Aromatic Amines and Nitro Compounds;Furan&Benzofuran;Amines;Furans
Synonyms: (2-Furylmethyl)amine ; 2-(Aminomethyl)furan ; 2-Furanmethylamine ; 2-Furfurylamine ; 5-18-09-00541 (Beilstein Handbook Reference) ; AI3-25428 ; BRN 0001614 ; EINECS 210-536-9 ; Methylamine, 1-(2-furyl)- ; USAF Q-1 ; alpha-Furfurylamine ; 2-Furanmethanamine ; 2-Furanmethanamine ; Furfurylamine [UN2526] [Flammable liquid]  

Furfurylamine Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 200mg/kg (200mg/kg)   National Technical Information Service. Vol. AD277-689

Furfurylamine Consensus Reports

 Furfurylamine (CAS NO.617-89-0) Market Research Report 2009

Furfurylamine Safety Profile

Hazard Codes: CorrosiveCFlammableFIrritantXi
Risk Statements: 10-21/22-34-20/21/22 
R10: Flammable
R21/22: Harmful in contact with skin and if swallowed
R34: Causes burns
R20/21/22: Harmful by inhalation, in contact with skin and if swallowed
Safety Statements: 26-36/37/39-45-23-16 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection
S45: In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S23: Do not breathe vapour
S16: Keep away from sources of ignition
RIDADR: UN 2526 3/PG 3
WGK Germany: 3
RTECS: LU9275000
Hazard Note: Harmful/Corrosive/Flammable
HazardClass: 3
PackingGroup: III
HS Code: 29321900

Furfurylamine Specification

Storage
It should be stored in a tightly closed container and in a cool dry area away from incompatible substances.Keep away from HEAT, sparks,flame and sources of ignition.
Handling
Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Use with adequate ventilation. Minimize dust generation and accumulation. Avoid contact with eyes, skin, clothing as well as ingestion and inhalation.
Small spills/leaks
Clean up spills right away while using the suitable protective equipment. Sweep up or absorb material, then place into a suitable clean, dry, closed container for disposal. Avoid generating dusty conditions. Provide ventilation.
Stability
It is stable under normal conditions.
First Aid Measures
Ingestion
Do not give anything by mouth to an unconscious person. Seek medical aid. Do not induce vomiting.Rinse mouth and drink 2-4 cupfuls of milk or WATER if conscious and alert.
Inhalation
Remove from exposure to fresh air right away.Give artificial respiration if not breathing. Give oxygen if breathing is difficult. Seek medical aid .
Skin
Seek medical aid. Flush skin with soap and WATER for at least 15 minutes while removing contaminated clothing and shoes. Wash clothing before reuse.
Eyes
Flush eyes with WATER for at least 15 minutes and lift the eyelids occasionally. Seek medical aid.
Personal Protection
Wear appropriate protective eyeglasses, gloves and clothing to prevent exposure.

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