632-16-6 Usage
Description
2,3-Dimethylthiophene is an organic compound belonging to the class of thiophenes, characterized by the presence of sulfur in the heterocyclic ring structure. It is a colorless liquid with a distinctive odor and is known for its chemical reactivity, particularly in the formation of aldehydes through formylation.
Uses
Used in Chemical Synthesis Industry:
2,3-Dimethylthiophene is used as a precursor in the synthesis of various organic compounds, particularly for the production of dimethylthiophene aldehyde through formylation. This aldehyde possesses the aldehyde group in the free a-position, which is crucial for further chemical reactions and the creation of a wide range of derivatives with potential applications in different industries.
Used in Pharmaceutical Industry:
The dimethylthiophene aldehyde derived from 2,3-Dimethylthiophene can be utilized in the development of pharmaceutical compounds. The presence of the aldehyde group in the a-position allows for the attachment of various functional groups, enabling the design of new drugs with specific therapeutic properties.
Used in Flavor and Fragrance Industry:
Due to its distinctive odor, 2,3-Dimethylthiophene and its derivatives can be used as components in the flavor and fragrance industry. The unique scent profile can contribute to the creation of novel fragrances or enhance existing ones, as well as provide distinctive flavors for food and beverage products.
Used in Material Science:
The chemical reactivity of 2,3-Dimethylthiophene makes it a candidate for the development of new materials with specific properties. For instance, its derivatives can be incorporated into polymers to create materials with tailored characteristics, such as improved thermal stability, electrical conductivity, or mechanical strength.
Synthesis Reference(s)
Journal of the American Chemical Society, 73, p. 4033, 1951 DOI: 10.1021/ja01152a524
Check Digit Verification of cas no
The CAS Registry Mumber 632-16-6 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 6,3 and 2 respectively; the second part has 2 digits, 1 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 632-16:
(5*6)+(4*3)+(3*2)+(2*1)+(1*6)=56
56 % 10 = 6
So 632-16-6 is a valid CAS Registry Number.
InChI:InChI=1/C6H8S/c1-5-3-4-7-6(5)2/h3-4H,1-2H3
632-16-6Relevant articles and documents
Unusual ipso substitution of diaryliodonium bromides initiated by a single-electron-transfer oxidizing process
Dohi, Toshifumi,Ito, Motoki,Yamaoka, Nobutaka,Morimoto, Koji,Fujioka, Hiromichi,Kita, Yasuyuki
supporting information; experimental part, p. 3334 - 3337 (2010/08/04)
(Chemical Equation Presented) Aromatic substitution: The treatment of diaryliodonium bromides 1 with aromatic nucleophiles 2, afforded a variety of heteroaryl-containing biaryls 3 in good yields. The ipso-substitution process at the heteroaryl ring in 1 occurs through the formation of aromatic cation radicals, which are initiated by the single-electron-transfer (SET) oxidation of 2. (HFIP = hexafluoroisopropanol)
1,3-bicyclo[1.1.1]pentanediyl: The shortest rigid linear connector of phenylated photochromic units and a 1,5-dimethoxy-9,10-di(phenylethynyl) anthracene fluorophore
De Meijere, Armin,Ligang, Zhao,Belov, Vladimir N.,Bossi, Mariano,Noltemeyer, Matthias,Hell, Stefan W.
, p. 2503 - 2516 (2008/04/01)
An excess of bis-1,3-(4-iodophenyl)bicyclo[1.1.1]pentane, prepared in 63% yield by iodination of 1.3-diphenylbicyclo[1.1.1]pentane, was selectively mono-coupled with 9-ethynyl-1,5-dimethoxy-10-phenylethynylanthracene (26), and subsequently with the zinc derivatives of 1-(2-methyl/methoxy-4-methyl-5- phenylthiophen-3-yl)-2-(2-methyl/methoxy-4-methylthiophen-3-yl) perfluorocyclopentenes (38-H-41-H). Regioselective synthesis of the 2-unsubslituted thiophenes 38-H-41-H required intermediate prepara tion of 2-trimethylsilyl-3,5-dimethyl-4-bromothiophene (37) or 2-trimethylsilyl-5- methoxy-3-methyl-4-bromothiophene (40). Protection of the α-position of the thiophene ring with a 2-trimethylsilyl group blocks the rearrangement of the 4-lithio derivatives into the corresponding 2-lithiated thiophenes. With the bicyclo[1.1.1]pentane frag ment linking the photochromic units 1-3 and 1,5-dimethoxy-9,10-di(phenylethynyl)anthracene as a fluorescent part, quantitative resonance energy transfer between the excited state of the fluorophore (donor) and the closed form of the photochromic units 1-3 (acceptors) was observed. The closed forms of the methoxy-substituted photochromic units 2 and 3 are less resistant to UV light (313 nm) than the closed form of 1.
