27761-02-0

Basic information

• Product Name: 2,2'-THENOIN
• Synonyms: 2,2'-THENOIN;2-HYDROXY-1,2-DI(2-THIENYL)ETHAN-1-ONE;2-HYDROXY-1,2-DI-2-THIENYLETHANONE;ALPHA-HYDROXY-2-THENYL 2-THIENYL KETONE;2,2'-Thenoin, HPLC 97%;2,2'-Thenoin,97%;2-Hydroxy-1,2-di-2-thienylethanone alpha-Hydroxy-2-thenyl 2-Thienyl Ketone;2-hydroxy-1,2-dithiophen-2-ylethanone
• CAS NO: 27761-02-0
• Molecular Formula: C₁₀H₈O₂S₂
• Molecular Weight: 224.3
• Mol File: 27761-02-0.mol
• Article Data: 14

Chemical Properties

• Melting Point: 114-115 °C
• Boiling Point: 410.8°Cat760mmHg
• Flash Point: 202.2°C
• Appearance: /
• Density: 1.411g/cm³
• PKA: 11.45±0.20(Predicted)
• CAS DataBase Reference: 2,2'-THENOIN(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2'-THENOIN(27761-02-0)
• EPA Substance Registry System: 2,2'-THENOIN(27761-02-0)

Safety Data

• Hazard Codes: Xn
• Statements: 20/21/22
• Safety Statements: 36/37/39-26-22
• Hazardous Substances Data: 27761-02-0(Hazardous Substances Data)

Usage

Chemical Properties

White to pink-beige crystalline powder

Upstream product

• 98-03-3 thiophene-2-carbaldehyde 
• 292638-85-8 acrylic acid methyl ester 

Downstream Products

• 1523487-92-4 (4,5-di(thiophen-2-yl)-1H-imidazol-2-yl)(phenyl)methanone 
• 1615691-63-8 (4S,5R)-4-phenyl-5-(thiophen-2-yl)-5-(thiophene-2-carbonyl)dihydrofuran-2(3H)-one 
• 81321-98-4 2,3-bis(thiophen-2-yl)quinoxaline 
• 75861-31-3 2-amino-3-cyano-4,5-di(2-thienyl)furane 
• 527-72-0 2-thiophenylcarboxylic acid 

Relevant articles and documents

Nickel dithiolenes containing pendant thiophene units: Precursors to dithiolene-polythiophene hybrid materials

The synthesis, electrochemical and spectroscopic properties of the new thiophene-substituted metal dithiolene complexes [Ni(b-3ted)2] (3) and [NBu4][Ni(b-3ted)2] ([NBu4][3]) are described [b-3ted = bis(3-thienyl)-1,2-ethylenedithiolene] and compared with new studies of the known compounds [Ni(b-2ted)2] (2) and [NBu 4][Ni(b-2ted)2] ([NBu4][2]). X-Ray structures were determined for the neutral complexes 2 and 3 and both showed planar nickel dithiolene units with thiophene groups twisted out of the molecular plane, precluding close molecular π-stacking. Electrochemical investigations revealed two redox processes corresponding to interconversion between neutral, monoanionic and dianionic species for 3, analogous to 2. Oxidation of 0.1 mM [3]- in CH3CN was shown to give a green molecular film of 3 which, in contrast to as-prepared crystals of 3, showed significant conductivity. Electrochemical polymerisation of 3 carried out at different concentrations resulted in films; electrochemical, SNIFTIRS and UV-Vis results were consistent with incorporation of the intact metal dithiolene complex in these films. In contrast, electrochemical polymerisation of 2 gave a film charateristic of a polymerised thiophene but with no evidence of incorporation of the intact metal dithiolene complex. Copolymerisation of 3 with thiophene gave a gold-coloured electropolymerised film of significant conductivity that, upon dissolution in CH2Cl2, showed the characteristic low energy absorption of the Ni-dithiolene complex, confirming its incorporation. This copolymerisation approach offers a versatile route to the synthesis of metal dithiolene-polythiophene hybrid films. The Royal Society of Chemistry.

A thiophene-derived hexaazatriphenylene (HAT) fluorescent sensor for the selective detection of Ag+ ion

Herein, by symmetrically merging six thiophene units into the hexaazatriphenylene (HAT) core, a HAT-based sensor (1) was designed and synthesized, which was found capable of exhibiting selective recognition of Ag+ with detection limit as low as 1.79 × 10?6 M in chloroform featuring with significant fluorescence “turn-off” property. Through the systematical investigation with UV–Vis absorption, fluorescence spectroscopy and the naked-eye experiments, as well as the 1H NMR titration and the Job's plot, it was revealed that sensor 1 could complex with Ag+ in a stoichiometric ratio of 2:3. We envisage the construction of such a thiophene-derived HAT molecule is conducive to exploring new type of Ag+ sensors, and it also will bring potential application in environmental detection.

Synthesis of functionalized γ-lactones via a three-component cascade reaction catalyzed by consecutive N-heterocyclic carbene systems

Two consecutive N-heterocyclic carbene (NHC) catalytic systems were combined in a one-pot cascade reaction for the assembly of aromatic aldehydes and 2-haloenals into a structurally complex γ-lactone backbone. To our knowledge, this is the first report of NHC-catalyzed [3 + 2] annulation of α,β-unsaturated acylazoliums with 1,2-bisnucleophiles.

Enantioselective reduction and deracemisation using the non-conventional yeast Pichia glucozyma in water/organic solvent biphasic systems: Preparation of (S)-1,2-diaryl-2-hydroxyethanones (benzoins)

Water/organic solvent two-liquid-phase systems have been successfully applied in the synthesis of enantiomerically pure (S)-benzoin through two different methodologies catalysed by whole cells from the non-conventional yeast Pichia glucozyma: the stereoselective monoreduction of benzil and the deracemisation of benzoin. The presence of the organic solvent influences the redox systems implied in the reactions, avoiding the formation of the corresponding diols, increasing the enantioselectivity and allowing the easy isolation of the products in high yields and excellent enantiomeric excesses. The use of both strategies has been extended to the preparation of different chiral benzoin derivatives.