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| CAS No.: | 4795-29-3 |
|---|---|
| Name: | 2-Tetrahydrofurfurylamine |
| Article Data: | 43 |
| Molecular Structure: | |
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|
|
| Formula: | C5H11NO |
| Molecular Weight: | 101.148 |
| Synonyms: | Furfurylamine,tetrahydro- (6CI,7CI,8CI);(2-Tetrahydrofurylmethyl)amine;(RS)-(2-Tetrahydrofuryl)methylamine;(RS)-2-Tetrahydrofurfurylamine;(Tetrahydrofuran-2-yl)methanamine;(Tetrahydrofuran-2-ylmethyl)amine;1-(Tetrahydrofuran-2-yl)methanamine;2-(Aminomethyl)tetrahydrofuran;2-Tetrahydrofuranmethanamine;2-Tetrahydrofurfurylamine;C-(Tetrahydrofuran-2-yl)methylamine;N-[(Oxolan-2-yl)methyl]amine;NSC 76037;Tetrahydrofurfurylamine;2-aminomethyltetrahydrofuran; |
| EINECS: | 225-351-9 |
| Density: | 0.967 g/cm3 |
| Melting Point: | 156 °C at 760 mmHg |
| Boiling Point: | 45.6 °C |
| Flash Point: | 114 °F |
| Solubility: | miscible with water |
| Appearance: | Colorless to light yellow liquid |
| Hazard Symbols: |
 Xi
|
| Risk Codes: | 10-36/37/38 |
| Safety: | 26-36-37/39-16 |
| Transport Information: | UN 2943 3/PG 3 |
| PSA: | 35.25000 |
| LogP: | 0.82440 |
| Conditions | Yield |
|---|---|
| With ammonia; hydrogen In tetrahydrofuran at 180℃; for 48h; Autoclave; | 94% |
| With ammonia; hydrogen In tetrahydrofuran at 180℃; for 48h; Autoclave; | 94 %Chromat. |
| Stage #1: (2-furyl)methyl alcohol With ammonia; nickel In tetrahydrofuran at 20℃; under 2625.26 Torr; for 0.333333h; Autoclave; Stage #2: With hydrogen In tetrahydrofuran at 180℃; under 7500.75 Torr; for 48h; Temperature; Pressure; Reagent/catalyst; |
| Conditions | Yield |
|---|---|
| With ammonia; hydrogen In tetrahydrofuran at 180℃; for 12h; Autoclave; | A 5.1% B 91% |
| Multi-step reaction with 2 steps 1: ammonia; hydrogen / tetrahydrofuran / 2 h / 80 °C / Autoclave 2: ammonia; hydrogen / tetrahydrofuran / 24 h / 160 °C / Autoclave View Scheme |
| Conditions | Yield |
|---|---|
| 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-furanoic acid
A
tetrahydrofuran
B
piperidine
C
TETRAHYDROFURFURYLAMINE
D
1-pentanamine
E
N-butylamine
| Conditions | Yield |
|---|---|
| Stage #1: 2-furanoic acid With cyclopentyl methyl ether; ammonia at 200℃; under 4500.45 Torr; Sealed tube; Green chemistry; Stage #2: With cyclopentyl methyl ether; ammonia; hydrogen at 200℃; under 42004.2 Torr; for 6.5h; Cooling with ice; Green chemistry; | A 13% B 9% C 43% D 6% E 10% |
furfural
A
TETRAHYDROFURFURYLAMINE
B
N-furfurylidenefurfurylamine
C
furan-2-ylmethanamine
| Conditions | Yield |
|---|---|
| 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% |
| Conditions | Yield |
|---|---|
| With ammonia; hydrogen at 89.84℃; for 4h; High pressure; | 36% |
| Hydrogenation; | |
| With platinum(IV) oxide Hydrogenation; | |
| With palladium on activated charcoal; acetic acid Hydrogenation; | |
| With nickel at 115 - 140℃; under 58840.6 Torr; Hydrogenation; |
| Conditions | Yield |
|---|---|
| With ammonia; hydrogen In tetrahydrofuran at 160℃; for 24h; Autoclave; | A 12.6% B 34.2% |
| With ammonia; hydrogen In tetrahydrofuran at 160℃; for 24h; Autoclave; | A 15.5% B 11% |
| With ammonia; hydrogen In tetrahydrofuran at 160℃; for 24h; Autoclave; | A 15.5 %Chromat. B 11 %Chromat. |
| Conditions | Yield |
|---|---|
| With ammonia; water at 150℃; im versilberten Gefaess; |
| Conditions | Yield |
|---|---|
| With ammonia; nickel at 200℃; unter Druck; | |
| With nickel-aluminium barium hydroxide-catalyst; ammonia; hydrogen at 210℃; under 12503.6 Torr; |
| Conditions | Yield |
|---|---|
| With kieselguhr; ethanol; nickel at 100℃; under 51485.6 - 80905.8 Torr; Hydrogenation; |
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The Tetrahydrofurfurylamine, also known as 2-Tetrahydrofurfurylamine, is an organic compound with the formula C5H11NO. It belongs to the product categories of Furan & Benzofuran; Amines. Its EINECS registry number is 225-351-9. With the CAS registry number 4795-29-3, its IUPAC name is oxolan-2-ylmethanamine.
Physical properties of Tetrahydrofurfurylamine: (1)ACD/LogP: -0.66; (2)#H bond acceptors: 2; (3)#H bond donors: 2; (4)#Freely Rotating Bonds: 2; (5)Index of Refraction: 1.453; (6)Molar Refractivity: 28.28 cm3; (7)Molar Volume: 104.5 cm3; (8)Surface Tension: 37.2 dyne/cm; (9)Density: 0.967 g/cm3; (10)Flash Point: 45.6 °C; (11)Enthalpy of Vaporization: 39.27 kJ/mol; (12)Boiling Point: 156 °C at 760 mmHg; (13)Vapour Pressure: 2.95 mmHg at 25°C.
Uses of Tetrahydrofurfurylamine: it can be used to produce N-tetrahydrofurfuryl-phthalimide with phthalic acid anhydride by heating. This reaction will need solvent CHCl3. The yield is about 95.2%.
When you are using this chemical, please be cautious about it as the following:
This chemical may cause inflammation to the skin or other mucous membranes. It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. Whenever you will contact it, please wear suitable protective clothing, gloves and eye/face protection.
You can still convert the following datas into molecular structure:
(1)Canonical SMILES: C1CC(OC1)CN
(2)InChI: InChI=1S/C5H11NO/c6-4-5-2-1-3-7-5/h5H,1-4,6H2
(3)InChIKey: YNOGYQAEJGADFJ-UHFFFAOYSA-N
The toxicity data is as follows:
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| mouse | LD50 | intraperitoneal | 200mg/kg (200mg/kg) | National Technical Information Service. Vol. AD277-689, |
