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

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

CAS No.: 1081-34-1

Chemical Name:: 2,2':5',2''-TERTHIOPHENE

Synonyms: 3TH;TTh;S1130;2,2':5';2,2':5',2;terthienyl;TERTHIOPHENE;a-Terthienyl;5-BroMo-[2,2';JACS-1081-34-1

CBNumber:: CB7713541

Molecular Formula:: C12H8S3

Molecular Weight:: 248.39

MDL Number:: MFCD00012167

MOL File:: 1081-34-1.mol

MSDS File:: SDS

Last updated:2024-10-31 13:32:20

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

Melting point	93-95 °C(lit.)
Boiling point	160 °C (0.1 mmHg)
Density	1.4602 (rough estimate)
refractive index	1.6200 (estimate)
Flash point	160°C/0.1mm
storage temp.	Keep in dark place,Sealed in dry,Room Temperature
solubility	Chloroform (Slightly), Methanol (Slightly)
form	Solid
color	Light Yellow
Water Solubility	Insoluble in water.
Merck	14,9174
BRN	178604
CAS DataBase Reference	1081-34-1(CAS DataBase Reference)
EWG's Food Scores	1
FDA UNII	0P77RAU2RR
EPA Substance Registry System	.alpha.-Terthiophene (1081-34-1)

SAFETY

Risk and Safety Statements

Symbol(GHS)

GHS07

Signal word

Warning

Hazard statements

H315-H319-H335

Precautionary statements

P261-P305+P351+P338

Risk Statements

36/37/38

Safety Statements

22-24/25

WGK Germany

RTECS

WZ9717750

8-10

HS Code

29349990

NFPA 704

	0
1		0

2,2':5',2''-TERTHIOPHENE price More Price(41)

Manufacturer	Product number	Product description	CAS number	Packaging	Price	Updated	Buy
Sigma-Aldrich	311073	2,2′:5′,2′′-Terthiophene 99%	1081-34-1	1g	$242	2024-03-01	Buy
TCI Chemical	T1196	2,2':5',2''-Terthiophene (purified by sublimation) >98.0%(GC)	1081-34-1	1g	$71	2024-03-01	Buy
TCI Chemical	T1196	2,2':5',2''-Terthiophene (purified by sublimation) >98.0%(GC)	1081-34-1	5g	$212	2024-03-01	Buy
Alfa Aesar	A16748	2,2':5',2''-Terthiophene, 99%	1081-34-1	1g	$186	2024-03-01	Buy
Alfa Aesar	A16748	2,2':5',2''-Terthiophene, 99%	1081-34-1	5g	$592.65	2024-03-01	Buy

Product number	Packaging	Price	Buy
311073	1g	$242	Buy
T1196	1g	$71	Buy
T1196	5g	$212	Buy
A16748	1g	$186	Buy
A16748	5g	$592.65	Buy

2,2':5',2''-TERTHIOPHENE Chemical Properties,Uses,Production

Chemical Properties

YELLOW TO YELLOW-BROWN POWDER

Uses

2,2'':5'',2''''-Terthiophene is a thiophene compound isolated from the roots of Echinops transiliensis, and was studied for its larvicidal activity against Aedes aegypti. 2,2'':5'',2''''-Terthiophene also showed inhibitory effects on dispersal ability of Bursaphelenchus xylophilus when used synergistically with certain antibiotics.

Uses

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).

Definition

ChEBI: 2,2':5',2''-terthiophene is a terthiophene.

Synthesis Reference(s)

Synthetic Communications, 19, p. 307, 1989 DOI: 10.1080/00397918908050983
Synthesis, p. 462, 1991 DOI: 10.1055/s-1991-26494

General Description

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.

Metabolic pathway

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''-TERTHIOPHENE Preparation Products And Raw materials

Raw materials

2,5-Dibromothiophene 2-Bromothiophene Diethyl ether Magnesium

Preparation Products

ALPHA-SEXITHIOPHENE 2,2':5,2''-terthiophene-5,5''-diboronic acid

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

Global( 324)Suppliers

Supplier	Tel	Email	Country	ProdList	Advantage
Hebei Mojin Biotechnology Co., Ltd	+86 13288715578 +8613288715578	sales@hbmojin.com	China	12829	58
Shanghai UCHEM Inc.	+862156762820 +86-13564624040	sales@myuchem.com	China	7388	58
Henan Fengda Chemical Co., Ltd	+86-371-86557731 +86-13613820652	info@fdachem.com	China	20288	58
Springchem New Material Technology Co.,Limited	+86-021-62885108 +8613917661608	info@spring-chem.com	China	2068	57
Shanghai Daken Advanced Materials Co.,Ltd	+86-371-66670886	info@dakenam.com	China	18648	58
ATK CHEMICAL COMPANY LIMITED	+undefined-21-51877795	ivan@atkchemical.com	China	32820	60
Shanghai Zheyan Biotech Co., Ltd.	18017610038	zheyansh@163.com	CHINA	3619	58
career henan chemical co	+86-0371-86658258 +8613203830695	sales@coreychem.com	China	29886	58
Changzhou Ansciep Chemical Co., Ltd.	+86 519 86305871	sales@ansciepchem.com	CHINA	4241	58
Hebei Weibang Biotechnology Co., Ltd	+8615531157085	abby@weibangbio.com	China	8816	58

Supplier	Advantage
Hebei Mojin Biotechnology Co., Ltd	58
Shanghai UCHEM Inc.	58
Henan Fengda Chemical Co., Ltd	58
Springchem New Material Technology Co.,Limited	57
Shanghai Daken Advanced Materials Co.,Ltd	58
ATK CHEMICAL COMPANY LIMITED	60
Shanghai Zheyan Biotech Co., Ltd.	58
career henan chemical co	58
Changzhou Ansciep Chemical Co., Ltd.	58
Hebei Weibang Biotechnology Co., Ltd	58

View Lastest Price from 2,2':5',2''-TERTHIOPHENE manufacturers

Update time	Product	Price	Min. Order	Purity	Supply Ability	Manufacturer
2024-10-31	2,2':5',2''-Terthiophene 1081-34-1	US $29.00 / mg		99.17%	10g	TargetMol Chemicals Inc.
2024-09-27	2,2':5',2''-TERTHIOPHENE 1081-34-1	US $47.00-393.00 / g	25g	0.98	25kg	Shanghai UCHEM Inc.
2024-01-02	alpha-Terthiophene 1081-34-1	US $200.00-1.00 / KG	1KG	99%, 99.5% Sublimated	g-kg-tons, free sample is available	Henan Fengda Chemical Co., Ltd

2,2':5',2''-Terthiophene
1081-34-1
US $29.00 / mg
99.17%
TargetMol Chemicals Inc.

2,2':5',2''-TERTHIOPHENE
1081-34-1
US $47.00-393.00 / g
0.98
Shanghai UCHEM Inc.

alpha-Terthiophene
1081-34-1
US $200.00-1.00 / KG
99%, 99.5% Sublimated
Henan Fengda Chemical Co., Ltd

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

2,2':5',2''-TERTHIOPHENE(1081-34-1)MS 2,2':5',2''-TERTHIOPHENE(1081-34-1)¹HNMR 2,2':5',2''-TERTHIOPHENE(1081-34-1)¹³CNMR 2,2':5',2''-TERTHIOPHENE(1081-34-1)IR 2,2':5',2''-TERTHIOPHENE(1081-34-1)Raman 2,2':5',2''-TERTHIOPHENE(1081-34-1)FT-IR

1081-34-1(2,2':5',2''-TERTHIOPHENE)Related Search:

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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)