Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

220884

Sigma-Aldrich

2-Thiophenemethylamine

96%

Synonym(s):

2-(Aminomethyl)thiophene

Sign Into View Organizational & Contract Pricing
All Photos(1)

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
Pricing and availability is not currently available.

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.)

functional group

amine

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[1].

Application

2-Thiophenemethylamine was used in preparation of:
  • naphthalene-thiophene hybrid molecule (Z)-1-((thiophen-2-ylmethylamino)methylene)naphthalen-2(1H)-one[2]
  • fluorescent Pd2+ sensor, N-butyl-4-(p-methyloxy)-phenylethynyl-5-thiophenemethylamino-1,8-naphthalimide[3]
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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
BCCL4028
BCCG3947
BCCC6555
BCBZ5320
BCBZ4869

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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
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
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

Questions

1–2 of 2 Questions  

  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

      Helpful?

  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

      Helpful?

Reviews

No rating value

Active Filters

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service