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27757-85-3

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27757-85-3 Usage

Chemical Properties

Clear yellow liquid

Uses

Different sources of media describe the Uses of 27757-85-3 differently. You can refer to the following data:
1. 2-Thiophenemethylamine can be used as areactant involved in synthesis of Triazole-linked-thiopene conjugates and a biomimetic model for studies of metal detoxification and oxidative stress involving metallothionein.
2. 2-Thiophenemethylamine is Reactant involved in synthesis of: Triazole-linked-thiopene conjugates. It is used for biomimetic model for studies of metal detoxification and oxidative stress involving metallothionein.It is a reactant involved in studies of organocatalyzed asymmetric reductive amination of ketones.
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 metallothioneinSerotonin 5-HT1A receptor antagonists which have neuroprotective affects against ischemic cell damageImidazole- and piperonyl-containing thiadiazoles and pyrimidines for use as inducible oxide synthase dimerization inhibitorsOptoelectronic segmented polyurethanesReactant involved in:Studies of organocatalyzed asymmetric reductive amination of ketonesMetal-free aerobic oxidative coupling of amines to imines

Synthesis Reference(s)

Journal of the American Chemical Society, 68, p. 1389, 1946 DOI: 10.1021/ja01211a510

General Description

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

Purification Methods

Distil the amine under reduced pressure (nitrogen), from BaO, through a column packed with glass helices. The hydrochloride has m 193-194o (from EtOH/Me2CO) and the picrate has m 181-182o. [Beilstein 18 III/IV 7096.]

Check Digit Verification of cas no

The CAS Registry Mumber 27757-85-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,7,7,5 and 7 respectively; the second part has 2 digits, 8 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 27757-85:
(7*2)+(6*7)+(5*7)+(4*5)+(3*7)+(2*8)+(1*5)=153
153 % 10 = 3
So 27757-85-3 is a valid CAS Registry Number.
InChI:InChI=1/C5H7NS/c6-4-5-2-1-3-7-5/h1-3H,4,6H2

27757-85-3 Well-known Company Product Price

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  • Alfa Aesar

  • (A11700)  2-Thiophenemethylamine, 97%   

  • 27757-85-3

  • 5g

  • 355.0CNY

  • Detail
  • Alfa Aesar

  • (A11700)  2-Thiophenemethylamine, 97%   

  • 27757-85-3

  • 25g

  • 1136.0CNY

  • Detail
  • Alfa Aesar

  • (A11700)  2-Thiophenemethylamine, 97%   

  • 27757-85-3

  • 100g

  • 3642.0CNY

  • Detail
  • Aldrich

  • (220884)  2-Thiophenemethylamine  

  • 27757-85-3

  • 220884-5G

  • 490.23CNY

  • Detail

27757-85-3SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name thiophen-2-ylmethanamine

1.2 Other means of identification

Product number -
Other names 2-Thiophenemethylamine

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:27757-85-3 SDS

27757-85-3Relevant articles and documents

Synthesis, crystal structures, and optical properties of the π-π interacting pyrrolo[2,3-b]quinoxaline derivatives containing 2-thienyl substituent

Goszczycki, Piotr,Stadnicka, Katarzyna,Brela, Mateusz Z.,Grolik, Jaros?aw,Ostrowska, Katarzyna

, p. 337 - 346 (2017)

Three (E/Z)-diastereoisomers, based on pyrrolo[2,3-b]quinoxaline system as fluorophore and containing: 2-thienylmethyl (1), bis(2-thienylmethyl)-2-aminoethyl (3a), bis(2-thienylmethyl)-3-aminopropyl (3b) groups as substituents, were synthesized and characterized by X-ray structural analysis, PXRD, NMR, UV–Vis as well as fluorescence. These compounds are non-fluorescent in acetonitrile solution, however, they exhibit aggregation induced emission enhancement (AIEE) upon water addition and in solid state. X-ray structural analysis revealed that molecules with 2-thienylmethyl and bis(2-thienylmethyl)-2-aminoethyl groups form dimers and π-stacks through π-π interactions between anitiparallel oriented pyrroloquinoxaline cores with interplanar distances 3.45 ? and 3.20 ?, respectively. Conformation of bis(2-thienylmethyl)-3-aminopropyl group is imposed by incorporated DMSO-d6 solvent molecule and weak intermolecular S-π and CH-π interactions, that prevents π-π interaction between fluorophore cores. The correlation between crystal structure and fluorescent properties of synthesized molecules was discussed. The DFT calculations were performed to rationalize the differences between considered systems.

Zirconium-hydride-catalyzed site-selective hydroboration of amides for the synthesis of amines: Mechanism, scope, and application

Han, Bo,Jiao, Haijun,Wu, Lipeng,Zhang, Jiong

, p. 2059 - 2067 (2021/09/02)

Developing mild and efficient catalytic methods for the selective synthesis of amines is a longstanding research objective. In this respect, catalytic deoxygenative amide reduction has proven to be promising but challenging, as this approach necessitates selective C–O bond cleavage. Herein, we report the selective hydroboration of primary, secondary, and tertiary amides at room temperature catalyzed by an earth-abundant-metal catalyst, Zr-H, for accessing diverse amines. Various readily reducible functional groups, such as esters, alkynes, and alkenes, were well tolerated. Furthermore, the methodology was extended to the synthesis of bio- and drug-derived amines. Detailed mechanistic studies revealed a reaction pathway entailing aldehyde and amido complex formation via an unusual C–N bond cleavage-reformation process, followed by C–O bond cleavage.

Benzimidazole fragment containing Mn-complex catalyzed hydrosilylation of ketones and nitriles

Ganguli, Kasturi,Mandal, Adarsha,Sarkar, Bidisha,Kundu, Sabuj

supporting information, (2020/08/13)

The synthesis of a new bidentate (NN)–Mn(I) complex is reported and its catalytic activity towards the reduction of ketones and nitriles is studied. On comparing the reactivity of various other Mn(I) complexes supported by benzimidazole ligand, it was observed that the Mn(I) complexes bearing 6-methylpyridine and benzimidazole fragments exhibited the highest catalytic activity towards monohydrosilylation of ketones and dihydrosilylation of nitriles. Using this protocol, a wide range of ketones were selectively reduced to the corresponding silyl ethers. In case of unsaturated ketones, the chemoselective reduction of carbonyl group over olefinic bonds was observed. Additionally, selective dihydrosilylation of several nitriles were also achieved using this complex. Mechanistic investigations with radical scavengers suggested the involvement of radical species during the catalytic reaction. Stoichiometric reaction of the Mn(I) complex with phenylsilane revealed the formation of a new Mn(I) complex.

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