3216-50-0

Usage

Uses

Used in Pharmaceutical Industry:
2-(DIMETHYLAMINO)THIOPHENE is used as a building block for the synthesis of various pharmaceuticals, contributing to the development of new drugs and therapeutic agents. Its unique structure and properties make it a valuable component in the creation of innovative and effective medications.
Used in Agrochemical Industry:
In the agrochemical sector, 2-(DIMETHYLAMINO)THIOPHENE serves as a key component in the synthesis of various agrochemicals, such as pesticides and herbicides. Its incorporation into these products enhances their effectiveness in protecting crops and controlling pests.
Used in Materials Science:
2-(DIMETHYLAMINO)THIOPHENE is utilized in materials science for its interesting electronic and optical properties. Researchers are exploring its potential applications in the development of advanced materials, such as organic semiconductors and optoelectronic devices, due to its unique characteristics.
Overall, 2-(DIMETHYLAMINO)THIOPHENE is a versatile and useful chemical with a variety of applications in the field of organic chemistry, making it an essential component in the synthesis of various compounds and materials across different industries.

Upstream product

• 556-61-6 methyl thioisocyanate 
• 74-99-7 prop-1-yne 
• 74-88-4 methyl iodide 
• 7774-74-5 Thiophene-2-thiol 
• 124-40-3 dimethyl amine 

Downstream Products

• 163928-43-6 5-N,N-dimethylamino-2,2'-bithiophene 

Relevant academic research and scientific papers

One-pot syntheses of 2-N-Alkylamino-, 2-N-Phenylamino-2-N,N-Dialkylamino-, and 2-N-Alkyl-N-phenylaminothiophenes

A number of 2-N-alkylamino- or 2-N-phenylamino-, 2-N,N-dialkylamino-, and 2-N-alkyl-N-phenylaminothiophenes have been prepared in good yields by adding a solution of tert-butylalcohol and potassium tert-butoxide in dimethylsulfoxide to a solution of the adduct from a lithiated 1-alkyne, RCH2C≡CLi, or the lithiated allene, tBuCH=C=CHLi, and isothiocyanate, R′N=C=S, in tetrahydrofuran and subsequently hydrolyzing the reaction mixture or quenching it with methyl iodide.

Fluorescent bithiophene chromophores: synthesis and application in cd exciton chirality studies

Bithiophene chromophores were synthesized and used to derivatize NH2 and OH groups in aminocyclohexane, (1R, 2R)-diaminocyclohexane, (1R, 2R)-trans-1,2-cyclohexanediol and methyl L-acosamidine for their application in the exciton chirality method. Schiff base, ester and amide derivatives were generated in good yields and were found to exhibit exciton-split CD curves. Besides their absorption at long wavelengths (red-shifted) in the visible range, the bithiophene derivatives showed fluorescence and solvatochromic properties.

THE RATES OF BASE CLEAVAGE OF SUBSTITUTED 2-THIENYLTRIMETHYLSILANES. AB INITIO CALCULATIONS OF THE ACIDITIES OF MONOSUBSTITUTED THIOPHENS

Rates of cleavage in NaOMe-MeOH at 50 deg C have been determined for the mono-substituted 2-trimethylsilylthiophens X*C4H2S*SiMe3-2 with X = H, 3-NO2, 3-Br, 4-Br-, and 5-NO2, -CN, -COPh, -Me, -OMe and -NMe2, and for one disubstituted compound, 4,5-Br2*C4HS*SiMe3-2.For several compounds the rate and product isotope effects have also been determined.The energies involved in the process X*C4H3S X*C4H2S- for deprotonation at the 2-position have been calculated by an ab initio method (STO-3G), and the results used in analysis of the substituent effects in the cleavage of the XC4H2S*SiMe3-2 compounds.The results are consistent with the view the aryl anions separate in the rate-determining step of the cleavage.The isotope effects are all close to unity, whereas by comparison with results for XC6H4CH2SiMe3 and related species of similar reactivity, values in the region of 10 would be expected for the 3- and 5-NO2 compounds if the product isotope effect for a carbanion R depended only in the pKa of RH.The difference between the thienyl- and benzyl-type anions is attributed to the absence of conjugative delocalization of the charge in the former. Approximate pKa values are derived for the 2-positions of the X*C4H3S compounds.