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4795-29-3

Basic Information
CAS No.: 4795-29-3
Name: 2-Tetrahydrofurfurylamine
Article Data: 43
Molecular Structure:
Molecular Structure of 4795-29-3 (2-Tetrahydrofurfurylamine)
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: IrritantXi
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
Synthetic route
98-00-0

(2-furyl)methyl alcohol

4795-29-3

TETRAHYDROFURFURYLAMINE

Conditions
ConditionsYield
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;
98-01-1

furfural

A

97-99-4

Tetrahydrofurfuryl alcohol

B

4795-29-3

TETRAHYDROFURFURYLAMINE

Conditions
ConditionsYield
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
98-01-1

furfural

A

4795-29-3

TETRAHYDROFURFURYLAMINE

B

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;
88-14-2

2-furanoic acid

A

109-99-9

tetrahydrofuran

B

110-89-4

piperidine

C

4795-29-3

TETRAHYDROFURFURYLAMINE

D

110-58-7

1-pentanamine

E

109-73-9

N-butylamine

Conditions
ConditionsYield
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%
98-01-1

furfural

A

4795-29-3

TETRAHYDROFURFURYLAMINE

B

19377-82-3

N-furfurylidenefurfurylamine

C

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%
617-89-0

furan-2-ylmethanamine

4795-29-3

TETRAHYDROFURFURYLAMINE

Conditions
ConditionsYield
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;
98-00-0

(2-furyl)methyl alcohol

A

97-99-4

Tetrahydrofurfuryl alcohol

B

4795-29-3

TETRAHYDROFURFURYLAMINE

Conditions
ConditionsYield
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.
3003-84-7

Tetrahydrofurfuryl chloride

4795-29-3

TETRAHYDROFURFURYLAMINE

Conditions
ConditionsYield
With ammonia; water at 150℃; im versilberten Gefaess;
97-99-4

Tetrahydrofurfuryl alcohol

4795-29-3

TETRAHYDROFURFURYLAMINE

Conditions
ConditionsYield
With ammonia; nickel at 200℃; unter Druck;
With nickel-aluminium barium hydroxide-catalyst; ammonia; hydrogen at 210℃; under 12503.6 Torr;
494-47-3

hydrofuramide

A

4795-29-3

TETRAHYDROFURFURYLAMINE

B

18240-50-1

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

Conditions
ConditionsYield
With kieselguhr; ethanol; nickel at 100℃; under 51485.6 - 80905.8 Torr; Hydrogenation;
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Consensus Reports

Reported in EPA TSCA Inventory.

Standards and Recommendations

DOT Classification:  3; Label: Flammable Liquid

Specification

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%.

Tetrahydrofurfurylamine can be used to produce N-tetrahydrofurfuryl-phthalimide with phthalic acid anhydride by heating

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,

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