1665-35-6 Usage
Description
2-Phenyl-5-ethylnylthiophene is an organic compound characterized by the presence of a thiophene ring with a phenyl group at the 2nd position and an ethynyl group at the 5th position. This unique molecular structure endows it with specific chemical properties, making it a versatile building block in organic synthesis and a valuable intermediate in the production of various chemical compounds.
Uses
Used in Organic Synthesis:
2-Phenyl-5-ethylnylthiophene is used as a reactant in the palladium-catalyzed syntheses of naturally occurring acetylenic thiophenes and related compounds. Its ethynyl group allows for efficient coupling reactions with other organic molecules, facilitating the formation of complex molecular structures with potential applications in various fields.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2-Phenyl-5-ethylnylthiophene is used as a key intermediate in the synthesis of novel therapeutic agents. Its unique structure can be further modified to create new drug candidates with potential applications in treating various diseases and medical conditions.
Used in Material Science:
2-Phenyl-5-ethylnylthiophene is also utilized in material science for the development of new materials with specific properties. Its incorporation into polymers and other materials can lead to the creation of advanced materials with improved electrical, optical, or mechanical properties, which can be applied in various high-tech industries.
Check Digit Verification of cas no
The CAS Registry Mumber 1665-35-6 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,6,6 and 5 respectively; the second part has 2 digits, 3 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 1665-35:
(6*1)+(5*6)+(4*6)+(3*5)+(2*3)+(1*5)=86
86 % 10 = 6
So 1665-35-6 is a valid CAS Registry Number.
InChI:InChI=1/C12H8S/c1-2-11-8-9-12(13-11)10-6-4-3-5-7-10/h1,3-9H
1665-35-6Relevant articles and documents
Palladium-catalyzed direct alkynylation of thiophenes with halosilylacetylenes
Kato, Hayate,Tsukada, Naofumi
supporting information, (2021/02/20)
Silylethynylthiophenes were obtained from palladium-catalyzed alkynylation of various thiophenes with 1-halo-2-silylacetylenes. The α-position of thiophenes was alkynylated with high regioselectivity. The terminal silyl groups of products could be replaced by several functional groups.
PALLADIUM-CATALYZED SYNTHESES OF NATURALLY-OCCURRING ACETYLENIC THIOPHENS AND RELATED COMPOUNDS
Rossi, Renzo,Carpita, Adriano,Lezzi, Alessandro
, p. 2773 - 2780 (2007/10/02)
5-(3-buten-1-ynyl)-2,2'-bithienyl (1a), a natural product first isolated from Tagetes roots which shows nematicidal and photo-induced fungicidal activity, and 2-phenyl-5-(3-buten-1-ynyl) thiophen (1b) have been synthesized using two different methods.The first one (Method A) involves the palladium-catalyzed cross-coupling of vinyl bromide with the Grignard reagents derived from 5-ethynyl-2,2'-bithienyl (6a) and 2-ethynyl-5-phenylthiophen (6b).The second method (Method B) utilizes the coupling reaction of vinyl bromide with 6a and 6b, respectively, in the presence of a catalytic amount of (PPh3)4Pd and CuI.Such reaction, which was carried out under phase-transfer conditions employing BnEt3N(+)Cl(-) as phase transfer agent and 2.5N aq NaOH as base, has been also employed to prepare a large number of heterocyclic acetylene derivatives including some naturally-occuring compounds.The experimental conditions of Method B allow also the direct production of heterocyclic acetylene derivatives (1) starting from 1-alkynyltrimethylsilanes (5) and organic halides (2).
