2,2':5',2''-TERTHIOPHENE

2,2':5',2''-TERTHIOPHENE Struktur
1081-34-1
CAS-Nr.
1081-34-1
Englisch Name:
2,2':5',2''-TERTHIOPHENE
Synonyma:
3TH;TTh;S1130;2,2':5';2,2':5',2;terthienyl;TERTHIOPHENE;a-Terthienyl;5-BroMo-[2,2';JACS-1081-34-1
CBNumber:
CB7713541
Summenformel:
C12H8S3
Molgewicht:
248.39
MOL-Datei:
1081-34-1.mol

2,2':5',2''-TERTHIOPHENE Eigenschaften

Schmelzpunkt:
93-95 °C(lit.)
Siedepunkt:
160 °C (0.1 mmHg)
Dichte
1.4602 (rough estimate)
Brechungsindex
1.6200 (estimate)
Flammpunkt:
160°C/0.1mm
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
Löslichkeit
Chloroform (Slightly), Methanol (Slightly)
Aggregatzustand
Solid
Farbe
Light Yellow
Wasserlöslichkeit
Insoluble in water.
Merck 
14,9174
BRN 
178604
CAS Datenbank
1081-34-1(CAS DataBase Reference)
EPA chemische Informationen
.alpha.-Terthiophene (1081-34-1)
Sicherheit
  • Risiko- und Sicherheitserklärung
  • Gefahreninformationscode (GHS)
R-Sätze: 36/37/38
S-Sätze: 22-24/25
WGK Germany  3
RTECS-Nr. WZ9717750
8-10
HS Code  29349990
Bildanzeige (GHS) GHS hazard pictograms
Alarmwort Warnung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H315 Verursacht Hautreizungen. Hautreizung Kategorie 2 Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P264, P280, P302+P352, P321,P332+P313, P362
H319 Verursacht schwere Augenreizung. Schwere Augenreizung Kategorie 2 Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P264, P280, P305+P351+P338,P337+P313P
H335 Kann die Atemwege reizen. Spezifische Zielorgan-Toxizität (einmalige Exposition) Kategorie 3 (Atemwegsreizung) Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" />
Sicherheit
P261 Einatmen von Staub vermeiden.
P305+P351+P338 BEI KONTAKT MIT DEN AUGEN: Einige Minuten lang behutsam mit Wasser spülen. Eventuell vorhandene Kontaktlinsen nach Möglichkeit entfernen. Weiter spülen.

2,2':5',2''-TERTHIOPHENE Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:

R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.

S-Sätze Betriebsanweisung:

S22:Staub nicht einatmen.
S24/25:Berührung mit den Augen und der Haut vermeiden.

Chemische Eigenschaften

YELLOW TO YELLOW-BROWN POWDER

Verwenden

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).

Allgemeine Beschreibung

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.

Stoffwechselwegen

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.

läuterung methode

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''-TERTHIOPHENE Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


2,2':5',2''-TERTHIOPHENE Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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  • 2,5-BIS(2-THIENYL)THIOPHENE
  • 2,5-DI(2-THIENYL)THIOPHENE
  • 2,2′:5′,2′′-Terthiophene,α-Terthienyl, 2,5-Di(2-thienyl)thiophene
  • 2,2':5',2-TERTHIENYL
  • 2,2',5',2''-TERTHIOPHENE
  • 2,2':5',2''-Terthiophene 99%
  • 2,2':5',2''-Terthiophene (purified by sublimation)
  • ALPHA-TERTHIENYL
  • 2,5-Di(thien-2-yl)thiophene
  • 2,2 :5 ,2 -Terthiophene 
  • 2,5-Di(2-thienyl)thiophene alpha-Terthienyl
  • 2,2':5',2''-Terthiophene (=α-Terthienyl)
  • 5-BroMo-[2,2'
  • 2,2':5',2''-TERTHIOPHENE
  • TERTHIOPHENE
  • alpha-terthiophene
  • terthienyl
  • alpha-TERTHIENYL (2,2':5',2
  • 5',2''Terthiophene
  • 2,2':5'
  • 2''-TERTHIOPHENE
  • 2,2':5',2''-Terthiophene (=alpha-Terthienyl)
  • α-Terthienyl, 2,5-Di(2-thienyl)thiophene
  • Alpha-terthienyl,99+%
  • 2,5-Bis(thiophene-2-yl)thiophene
  • a-Terthienyl
  • 2,2':5',2''-Terthiophene ,99%
  • 2,3-dithiophen-2-ylthiophene
  • 3TH
  • 2,5-Di(2-thienyl)thiophene alpha-Terth
  • TTh
  • Alpha-trithiophene
  • JACS-1081-34-1
  • 2,2':5',2''-Terthiophene, 99%, for synthesis
  • α-Terthiophene
  • 2,2':5',2''-TERTHIOPHENE ISO 9001:2015 REACH
  • S1130
  • Sanlian thiophene
  • 2,2':5',2''-Terthiophene (7CI, 8CI, 9CI, ACI)
  • Osa(2-octen-1-ylsuccinic anhydride, mixture of cis and trans)
  • 2,2 ': 5', 2 '' - Trithiophene
  • 2,2',2''-Terthiophene
  • 2,2':5',2''-Terthiophene
  • 2,2',2''-Terthiophene
  • 2,2':5',2"-Terthiophene
  • 2,2':5',2
  • 2,2':5',2'-TERTHIOPHENE
  • 2,2,5,2-Terthiophene in isooctane
  • 2,2,5,2-Terthiophene in toluene
  • 1081-34-1
  • 1081-34-4
  • 108-34-1
  • C12H8S3
  • Heterocyclic Building Blocks
  • Thiophenes
  • Building Blocks
  • Reagents for Conducting Polymer Research
  • Thiophene Derivatives (for Conduting Polymer Research)
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