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220884

Sigma-Aldrich

2-Thiophenemethylamine

96%

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Synonym(s):
2-(Aminomethyl)thiophene
Empirical Formula (Hill Notation):
C5H7NS
CAS Number:
Molecular Weight:
113.18
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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

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2-Thiophenemethylamine 96%

220884

2-Thiophenemethylamine

2-Thiopheneethylamine 96%

423270

2-Thiopheneethylamine

2-Methylthianaphthene 97%

467456

2-Methylthianaphthene

2-Iodobenzothiophene 97%

766461

2-Iodobenzothiophene

bp

95-99 °C/28 mmHg (lit.)

bp

200-201 °C/750 mmHg (lit.)

bp

-

bp

-

density

1.103 g/mL at 25 °C (lit.)

density

1.087 g/mL at 25 °C (lit.)

density

-

density

-

form

liquid

form

liquid

form

solid

form

solid

refractive index

n20/D 1.5670 (lit.)

refractive index

n20/D 1.551 (lit.)

refractive index

-

refractive index

-

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

signalword

Danger

hcodes

Hazard Classifications

Skin Corr. 1B

Storage Class

8A - Combustible, corrosive hazardous materials

wgk_germany

WGK 3

flash_point_f

165.2 °F - closed cup

flash_point_c

74 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter


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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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