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220884

Sigma-Aldrich

2-Thiophenemethylamine

96%

Synonym(s):

2-(Aminomethyl)thiophene

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About This Item

Empirical Formula (Hill Notation):
C5H7NS
CAS Number:
27757-85-3
Molecular Weight:
113.18
EC Number:
248-639-6
MDL number:
MFCD00005460
UNSPSC Code:
12352100
PubChem Substance ID:
24853197
NACRES:
NA.22

Assay

96%

form

liquid
liquid

refractive index

n20/D 1.5670 (lit.)

bp

95-99 °C/28 mmHg (lit.)

density

1.103 g/mL at 25 °C (lit.)

SMILES string

NCc1cccs1

InChI

1S/C5H7NS/c6-4-5-2-1-3-7-5/h1-3H,4,6H2

InChI key

FKKJJPMGAWGYPN-UHFFFAOYSA-N

General description

2-Thiophenemethylamine is a potential ligand replacement for poly(3-hexylthiophene)/CdSe hybrid solar cells.

Application

2-Thiophenemethylamine was used in preparation of:
  • naphthalene-thiophene hybrid molecule (Z)-1-((thiophen-2-ylmethylamino)methylene)naphthalen-2(1H)-one
  • fluorescent Pd2+ sensor, N-butyl-4-(p-methyloxy)-phenylethynyl-5-thiophenemethylamino-1,8-naphthalimide
Reactant involved in synthesis of:
  • Triazole-linked-thiopene conjugates for use as a biomimetic model for studies of metal detoxification and oxidative stress involving metallothionein
  • Serotonin 5-HT1A receptor antagonists which have neuroprotective affects against ischemic cell damage
  • Imidazole- and piperonyl-containing thiadiazoles and pyrimidines for use as inducible oxide synthase dimerization inhibitors
  • Optoelectronic segmented polyurethanes

Reactant involved in:
  • Studies of organocatalyzed asymmetric reductive amination of ketones
  • Metal-free aerobic oxidative coupling of amines to imines

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

165.2 °F - closed cup

Flash Point(C)

74 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Debasis Karak et al.
Dalton transactions (Cambridge, England : 2003), 42(19), 6708-6715 (2013-04-10)
A naphthalene-thiophene hybrid molecule (Z)-1-((thiophen-2-ylmethylamino)methylene)naphthalen-2(1H)-one () was prepared by condensation of 2-thiophenemethylamine and 2-hydroxy-1-naphthaldehyde. According to FTIR, (1)H NMR spectrometry and single crystal X-ray analysis, exists in the cis-keto-amine tautomeric form. behaves like a molecular AND type binary logic gate
Liping Duan et al.
Chemical communications (Cambridge, England), (47)(47), 6339-6341 (2008-12-03)
A new fluorescent Pd2+ sensor , N-butyl-4-(p-methyloxy)-phenylethynyl-5-thiophenemethylamino-1,8-naphthalimide, was designed and synthesized. It showed highly selective on-off fluorescence changes for Pd2+ among the representative transition and heavy metallic cations, and its fluorescence was efficiently quenched by 5 equivalents of Pd2+ in
Jun Yan Lek et al.
ACS applied materials & interfaces, 3(2), 287-292 (2011-01-26)
For hybrid solar cells, interfacial chemistry is one of the most critical factors for good device performance. We have demonstrated that the size of the surface ligands and the dispersion of nanoparticles in the solvent and in the polymer are
Adesola Abimbola Adeleke et al.
Journal of inorganic biochemistry, 214, 111266-111266 (2020-11-10)
Synthesis and spectroscopic characterization of five ligands ((E)-2-((pyridin-2-ylmethylene)amino)phenol L1, 2-(pyridin-2-yl)benzo[d]thiazole L2, (E)-N-(2-fluorophenyl)-1-(pyridin-2-yl)methanimine L3, (E)-1-(pyridin-2-yl)-N-(p-tolyl)methanimine L4 and (E)-1-(pyridin-2-yl)-N-(thiophen-2-ylmethyl)methanimine L5 along with fifteen silver(I) complexes of L1 - L5, with a general formula [AgL2]+X- (L = Schiff base and X = NO3-, ClO4- or CF3SO3-) is

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