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Thiophene-2-ethylamine

Product NameThiophene-2-ethylamine
CAS30433-91-1
MFC6H9NS
MW127.21
EINECS250-196-9
MOL File30433-91-1.mol

Chemical Properties

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
InChI	1S/C6H9NS/c7-4-3-6-2-1-5-8-6/h1-2,5H,3-4,7H2
InChIKey	HVLUYXIJZLDNIS-UHFFFAOYSA-N
SMILES	NCCc1cccs1
CAS DataBase Reference	30433-91-1(CAS DataBase Reference)

Safety Information

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
Storage Class	10 - Combustible liquids
Hazard Classifications	Acute Tox. 4 Dermal Acute Tox. 4 Inhalation Acute Tox. 4 Oral Eye Irrit. 2 Skin Irrit. 2 STOT SE 3

MSDS

Provider	Language
Thiophene-2-ethylamine	English
SigmaAldrich	English
ACROS	English
ALFA	English

Usage And Synthesis

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.

Thiophene-2-ethylamine

Chemical Properties

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