2,2′:5′,2′′-터티오펜

2,2′:5′,2′′-터티오펜 속성

2,2′:5′,2′′-터티오펜 C화학적 특성, 용도, 생산

화학적 성질

YELLOW TO YELLOW-BROWN POWDER

용도

α-Terthienyl was first recognized as a nematicidal constituent of marigolds, but in the presence of light, it is also highly toxic to larvae of several insect species, including mosquitoes. This electron donor thiophenederivative phototoxin is biosynthesized from polyacetylene precursors and appears to function as a photosensitizer catalyzing the formation of reactive oxygen species at the target site (25).

일반 설명

2,2′:5′,2′′-Terthiophene (TTh) may be prepared by nickel catalysed coupling reaction of grignard′s reagent derived from 2-bromothiophene and magnesium. It generates singlet oxygen. In nature, it is found in the floral extract of Tagetes minuta and Echinops grijisii. It is known to be toxic to mosquitoes. It also exihibits antifungal activity.

Synthesis

A common method for synthesizing 2,2':5',2''-terthiophene is a metal-catalyzed coupling reaction. This reaction can be obtained by coupling a Grignard reagent prepared with 2,5-dibromothiophene and 2-bromothiophene under nickel or palladium catalysis.

신진 대사 경로

When 14C-a-terthienyl is administered orally to rats in a single dose, two metabolites [1,4-di(2'-thienyl)]-1,4- butadione and 2-2' -bithiophene-5-carboxylic acid are identified in the urine.

Purification Methods

Possible impurities are bithienyl and polythienyls. Suspend it in H2O and steam distil it to remove bithienyl. The residue is cooled and extracted with CHCl3, dried (MgSO4), filtered, evaporated and the residue chromatographed on Al2O3 using pet ether/3% Me2CO as eluent. The terphenyl zone is then eluted from the Al2O3 with Et2O, the extract is evaporated and the residue is recrystallised from MeOH (40mL per g). The platelets are washed with cold MeOH and dried in air. [UV: Sease & Zechmeister J Am Chem Soc 69 270 1947; Uhlenbroek & Bijloo Recl Trav Chim Pays-Bas 79 1181 1960.] It has also been recrystallised from MeOH, *C6H6, pet ether or AcOH. [UV: Zechmeister & Sease J Am Chem Soc 69 273 1947, Steinkopf et al. Justus Liebigs Ann Chem 546 180 1941.] It is a phototoxic nematocide [Cooper & Nitsche Bioorg Chem 13 36 1985, Chan et al. Phytochem 14 2295 1975]. [Beilstein 19 III/IV 4763, 19/9 V 226.]

2,2′:5′,2′′-터티오펜 준비 용품 및 원자재

원자재

준비 용품

2,2′:5′,2′′-터티오펜 공급 업체

공급자	전화	이메일	국가	제품 수	이점
Zhengzhou Gecko Scientific Inc.	0371-63336364 17344886665	209932355@qq.com	China	103	58
Henan Research New Material Co., Ltd.	86-18903931531 18903931628	sales036@researchvip.com	China	180	58
J & K SCIENTIFIC LTD.	18210857532 18210857532	jkinfo@jkchemical.com	China	96815	76
Meryer (Shanghai) Chemical Technology Co., Ltd.	4006356688 18621169109	market03@meryer.com	China	40202	62
Beijing Donghualituo Techonlogy Development Co.,Ltd.	010-88425576	sales@dhltchem.com	China	793	59
future industrial shanghai co., ltd	400-0066400 13621662912	sales@jonln.com	China	1989	65
Alfa Aesar	400-6106006	saleschina@alfa-asia.com	China	30103	84
TCI (Shanghai) Development Co., Ltd.	021-67121386	Sales-CN@TCIchemicals.com	China	24512	81
JinYan Chemicals(ShangHai) Co.,Ltd.	13817811078	sales@jingyan-chemical.com	China	9963	60
Puyang Huicheng Electronic Material Co. Ltd.	0393-0393-8910800 15036113989	info@huichengchem.com	China	588	64

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