Thiophene-2-ethylamine Property

Melting point:

202 °C

Boiling point:

200-201 °C/750 mmHg (lit.)

Density 

1.087 g/mL at 25 °C (lit.)

refractive index 

n20/D 1.551(lit.)

Flash point:

190 °F

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

DMSO, Methanol

pka

9.47±0.10(Predicted)

form 

Liquid

Specific Gravity

1.087

color 

Colorless to yellow

Sensitive 

Air Sensitive

BRN 

106962

InChIKey

HVLUYXIJZLDNIS-UHFFFAOYSA-N

CAS DataBase Reference

30433-91-1(CAS DataBase Reference)

Safety

Hazard Codes 

Xn,Xi

Risk Statements 

20/21/22-36/37/38

Safety Statements 

26-36-37/39

RIDADR 

NA 1993 / PGIII

WGK Germany 

3

HazardClass 

IRRITANT

HazardClass 

8

PackingGroup 

II

HS Code 

29339900

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Thiophene-2-ethylamine Chemical Properties,Usage,Production

Chemical Properties

A colorless to yellow liquid with unstable properties requiring protection with nitrogen gas. It appears as a light yellow clear liquid, but turns red upon prolonged exposure.

Uses

[2-(Thiophene-2-yl)ethyl]amine is used in the synthesis of geldanamycin derivatives as HCV replication inhibitors targetting Hsp90.

Uses

2-Thiopheneethylamine (2-thiophene ethyl amine, 2-(thien-2-yl)ethylamine) is suitable to functionalize multiwall carbon nanotubes (MWCNT).
It may be used as a reactant in the synthesis of pyrimidine derivatives by reacting with various isothiocyanatoketones and acylguanidines derivatives by reacting with aroyl S-methylisothiourea.

General Description

2-Thiopheneethylamine (2-(thiophen-2-yl)ethanamine) is an aromatic amine. It undergoes microwave induced condensation with iminodiacetic acid to form the corresponding piperazine-2,6-dione derivatives. Its effect as a probable substitute to the pyridine ligand on the performance of poly(3-hexylthiophene)/CdSe hybrid solar cells has been investigated.

Synthesis

N,N-Dimethylformamide (DMF) reacts with thiophene to obtain 2-thiophenecarbaldehyde, then reacts with isopropyl chloroacetate to obtain 2-thiopheneacetaldehyde, and then reacts with hydroxylamine hydrochloride to obtain 2-thiopheneacetaldehyde oxime, and finally reduced to give 2-thiopheneethylamine.

References

[1] M. BARWIOLEK. Structural and spectral studies of silver(I) complexes with new Schiff bases derived from 2-thiopheneethylamine and their application in thin layer deposition by spin and dip coating techniques[J]. Polyhedron, 2017, 124: Pages 12-21. DOI:10.1016/j.poly.2016.12.011.
[2] BHUSHAN D. VARPE S B J. Schiff Base of Isatin with 2-Thiopheneethylamine and Its Mannich Bases: Synthesis, Docking, and In Vitro Anti-Inflammatory and Antitubercular Activity[J]. Russian Journal of Bioorganic Chemistry, 2022, 48 2: 372-379. DOI:10.1134/S1068162022020030.
[3] JUN YAN LEK. Understanding the Effect of Surface Chemistry on Charge Generation and Transport in Poly (3-hexylthiophene)/CdSe Hybrid Solar Cells[J]. ACS Applied Materials & Interfaces, 2011, 3 2: 287-292. DOI:10.1021/am100938f.
[4] SANDEEP KUMAR. Efficient synthesis of piperazine-2,6-dione and 4-(1H-indole-2-carbonyl)piperazine-2,6-dione derivatives and their evaluation for anticancer activity[J]. Medicinal Chemistry Research, 2013, 22 10: 4600-4609. DOI:10.1007/s00044-012-0438-7.