138380-43-5

Basic information

• Product Name: 2-THIOPHENEGLYOXAL HYDRATE
• Synonyms: 2-THIOPHENEGLYOXAL HYDRATE;2-Thiopheneglyoxal hydrate 95%;2-THIOPHENEGLYOXAL HYDRATE, 95+%;2-Thiophenylglyoxal hydrate;Zinc04204386;2,2-Dihydroxy-1-(thiophen-2-yl)ethanone
• CAS NO: 138380-43-5
• Molecular Formula: C₆H₆O₃S
• Molecular Weight: 158.18
• Mol File: 138380-43-5.mol

Chemical Properties

• Boiling Point: 309.1 °C at 760 mmHg
• Flash Point: 140.7 °C
• Appearance: /
• Vapor Pressure: 0.000282mmHg at 25°C
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2-THIOPHENEGLYOXAL HYDRATE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-THIOPHENEGLYOXAL HYDRATE(138380-43-5)
• EPA Substance Registry System: 2-THIOPHENEGLYOXAL HYDRATE(138380-43-5)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 138380-43-5(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Tetrahedron Letters, 32, p. 6215, 1991 DOI: 10.1016/0040-4039(91)80792-5

InChI:InChI=1/C6H4O2S.H2O/c7-4-5(8)6-2-1-3-9-6;/h1-4H;1H2

Upstream product

• 72676-21-2 2-diazo-1-(thiophen-2-yl)ethanone 
• 88-15-3 2-Acetylthiophene 
• 51445-63-7 oxo-thiophen-2-yl-acetaldehyde 
• 5271-67-0 2-Thiophenecarbonyl chloride 

Downstream Products

• 77440-31-4 4-fenil-α-propionato d'etile 
• 40353-41-1 2-(thiophen-2-yl)quinoxaline 
• 1153714-93-2 ethyl (2R,3S)-1-(4-methoxyphenyl)-3-(thiophene-2-carbonyl)aziridine-2-carboxylate 
• 1207743-73-4 3-(2'-thienylcarbonyl)cyclopropane-1,1,2,2-tetracarbonitrile 
• 1431927-80-8 dimethyl 4-(2-amino-1-cyano-2-oxoethyl)-1-(4-chlorophenyl)-5-(thiophen-2-yl)-1H-pyrrole-2,3-dicarboxylate 
• 613652-98-5 C₂₀H₂₀N₂O₅S₃ 

Relevant articles and documents

Synthesis and X-ray Characterization of Alkali Metal 2-Acyl-1,1,3,3-tetracyanopropenides

A novel route for synthesis of 2-acyl-1,1,3,3-tetracyanopropenides (ATCN) salts in high yields and excellent purities starting from readily available methyl ketones, malononitrile, bromine, and alkali metal acetates is reported. The starting aryl(heteroaryl) methyl ketones were oxidized to the corresponding α-ketoaldehydes by new a DMSO-NaBr-H2SO4 oxidation system in yields up to 90% within a short reaction time of 8-10 min. The subsequent stages of ATCN preparation are realized in aqueous media without use of any toxic solvents, in accordance with principle 5 of "green chemistry". Lithium, sodium, potassium, rubidium, and cesium 2-benzoyl-1,1,3,3-tetracyanopropenides were characterized by X-ray diffraction analysis. These salts show a good potential for synthesis of five- and six-membered heterocycles and may serve as potentially useful ligands in coordination and supramolecular chemistry.

Metal-free dual sp3 C-H functionalization: I2- promoted domino oxidative cyclization to construct 2,5-disubstituted oxazoles

An I2-promoted sp3 C-H functionalization has been developed for the synthesis of 2,5-disubstituted oxazoles from easily available methyl ketones and benzylamines without any metal and peroxide catalyst. This domino oxidative cyclization process involves the cleavage of C-H bond and the formation of C-N, C-O bonds.

A highly efficient and enantioselective intramolecular cannizzaro reaction under TOX/Cu(II) catalysis

An asymmetric intramolecular Cannizzaro reaction of aryl and alkyl glyoxals with alcohols has been realized with an unprecedented high level of enantioselectivity, on the basis of a newly developed congested TOX ligand and a gradual liberation protocol of active glyoxals from glyoxal monohydrates. Preliminary results suggested a mechanism of enantioselective addition of alcohols to glyoxals contributing most to the stereoselectivity, other than by the dynamic kinetic resolution of hemiacetal intermediates.

Oxidation of diazo compounds by dimethyl dioxirane: An extremely mild and efficient method for the preparation of labile α-oxo-aldehydes

A novel method for the preparation of α-oxo-aldehydes by dimethyl dioxirane oxidation of α-diazoketones is described. The procedure is particularly useful when the desired compound cannot be purified by chromatography or distillation: the by-products (ace