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2,2':5',2''-Terthiophene

2,2':5',2''-Terthiophene Structure
2,2':5',2''-Terthiophene structure
CAS No.
1081-34-1
Chemical Name:
2,2':5',2''-Terthiophene
Synonyms
α-Terthiophene;terthienyl;TERTHIOPHENE;3TH;TTh;S1130;2,2':5';2,2':5',2;a-Terthienyl;5-BroMo-[2,2'
CBNumber:
CB7713541
Molecular Formula:
C12H8S3
Molecular Weight:
248.39
MDL Number:
MFCD00012167
MOL File:
1081-34-1.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-09-12 18:55:05
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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
InChI InChI=1S/C12H8S3/c1-3-9(13-7-1)11-5-6-12(15-11)10-4-2-8-14-10/h1-8H
InChIKey KXSFECAJUBPPFE-UHFFFAOYSA-N
SMILES C1(C2SC(C3SC=CC=3)=CC=2)SC=CC=1
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)
UNSPSC Code 12352103
NACRES NA.23

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P305+P351+P338
PPE Eyeshields, Gloves, type N95 (US)
Risk Statements  36/37/38
Safety Statements  22-24/25
WGK Germany  3
RTECS  WZ9717750
F  8-10
HS Code  29349990
Storage Class 11 - Combustible Solids
NFPA 704
0
1 0

2,2':5',2''-Terthiophene price More Price(61)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 311073 2,2′:5′,2′′-Terthiophene 99% 1081-34-1 1g $267 2026-04-30 Buy
TCI Chemical T1196 2,2':5',2''-Terthiophene (purified by sublimation) >98.0%(GC) 1081-34-1 1g $71 2026-04-30 Buy
TCI Chemical T1196 2,2':5',2''-Terthiophene (purified by sublimation) >98.0%(GC) 1081-34-1 5g $212 2026-04-30 Buy
Usbiological 419551 2,2':5',2''-Terthiophene 1081-34-1 250mg $319 2026-06-03 Buy
Usbiological 419551 2,2':5',2''-Terthiophene 1081-34-1 1g $425 2026-06-03 Buy
Product number Packaging Price Buy
311073 1g $267 Buy
T1196 1g $71 Buy
T1196 5g $212 Buy
419551 250mg $319 Buy
419551 1g $425 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.

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.

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 Suppliers ( 354)
Supplier Tel Email Country ProdList Advantage
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 179 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
Supplier Advantage
Zhengzhou Gecko Scientific Inc. 58
Henan Research New Material Co., Ltd. 58
J & K SCIENTIFIC LTD. 76
Meryer (Shanghai) Chemical Technology Co., Ltd. 62
Beijing Donghualituo Techonlogy Development Co.,Ltd. 59
future industrial shanghai co., ltd 65
Alfa Aesar 84
TCI (Shanghai) Development Co., Ltd. 81
JinYan Chemicals(ShangHai) Co.,Ltd. 60
Puyang Huicheng Electronic Material Co. Ltd. 64

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View Latest Price from 2,2':5',2''-Terthiophene manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
2,2':5',2''-TERTHIOPHENE pictures 2026-10-02 2,2':5',2''-TERTHIOPHENE
1081-34-1
 $47.00-393.00 25g 0.98 25kg Shanghai UCHEM Inc.
alpha-Terthiophene pictures 2026-09-02 alpha-Terthiophene
1081-34-1
 $1.00-200.00 1KG 99%, 99.5% Sublimated Henan Fengda Chemical Co., Ltd
2,2':5',2''-TERTHIOPHENE pictures 2026-08-20 2,2':5',2''-TERTHIOPHENE
1081-34-1
 $1.10 1g 99.00% 872-31-1 Dideu Industries Group Limited
  • alpha-Terthiophene pictures
  • alpha-Terthiophene
    1081-34-1
  • $1.00-200.00
  • 99%, 99.5% Sublimated
  • Henan Fengda Chemical Co., Ltd

2,2':5',2''-Terthiophene Spectrum

2,2':5',2''-TERTHIOPHENE(1081-34-1)MS2,2':5',2''-TERTHIOPHENE(1081-34-1)1HNMR2,2':5',2''-TERTHIOPHENE(1081-34-1)13CNMR2,2':5',2''-TERTHIOPHENE(1081-34-1)IR2,2':5',2''-TERTHIOPHENE(1081-34-1)Raman2,2':5',2''-TERTHIOPHENE(1081-34-1)FT-IR

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

5,5μμ-Dibromo-2,2μ:5μ,2μμ-terthiophene 3'-Methyl-2,2':5',2''-terthiophene 3'-Decyl-2,2':5',2''-terthiophene 2,2':5',2''-Terthiophene alpha-Sexithiophene
o-Quarterphenyl 2,2':5',2''-Terthiophene-5-carboxaldehyde 2-Bromoterthiophene 2,2':5',2''-Terthiophene-5-carbonitrile 2,2':5',2''-Terthiophene-5,5''-dicarbonitrile,5,5''-Dicyano-2,2':5',2''-terthiophene
5-Bromo-3'-decyl-2,2':5',2''-terthiophene 5''-Bromo-3'-decyl-2,2',5',2''-terthiophene 2 2':5' 2''-Terthiophene-5 5''-dicarbox& 5''-Bromo-2,2':5',2''-terthiophene-5-carboxaldehyde 3,3''-Dimethyl-2,2',5',2''-terthiophene
SALOR-INT L162191-1EA SALOR-INT L161616-1EA SALOR-INT L164909-1EA

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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' alpha-terthiophene 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 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':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 5',2'']terthiophene 2,2'':5'',2''''-Terthiophene 2,2'':5'',2''''-Terthiophene, 10 mM in DMSO 2,2':5',2''-Terthiophene (Synonyms: α-?Terthiophene 2,2':5',2''-Terthiophene (Standard) terthienyl TERTHIOPHENE α-Terthiophene 1081-34-1 1081-34-4 108-34-1 081-34-1 C12H8S3 Heterocyclic Building Blocks