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4H-Cyclopenta(2,1-b:3,4-b')dithiophene

HCID 136232
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Basic informationNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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Basic information

CAS
389-58-2
Standard SMILES
c1cc2c(s1)-c1sccc1C2
InChIKey
UITASDKJJNYORO-UHFFFAOYSA-N
Molecular formula
C9H6S2
Average molar mass
178.281 g/mol
Monoisotopic mass
177.99109219

Names & identifiers

Preferred name
4H-Cyclopenta(2,1-b:3,4-b')dithiophene
IUPAC
4H-Cyclopenta[1,2-b:5,4-b']bisthiophene
English name
3,4-Dithia-7H-cyclopenta[a]pentalene
Molecular formula
C9H6S2
Molecular weight
178.27

Names & synonyms

4H-Cyclopenta[2,1-b:3,4-b']dithiophene4H-cyclopenta[1,2-b:5,4-b']dithiopheneDTCPPS1371(389-58-2)3,4-b']dithiophene4H-Cyclopenta[2,1-bCyclopentylthiopheneH-Cyclopenta[2,1-b:3,4-b4H-Cyclopenta[2,1-b:3,4-b

Database identifiers

CAS
389-58-2
PubChem CID
136232
DTXSID
DTXSID90192145
EC Number
875-138-5
Nikkaji
J3.295.316F、J79.610G

Properties

Physicochemical properties

Melting point
71 to · 71.0 to 75.0 °C
Boiling point
307.8 · 307.8±22.0 °C(Predicted)
Density
1.4 · 1.400
storage temp.
2 · Keep in dark place,Inert atmosphere,2-8°C
solubility
soluble in Toluene
form
powder to crystal
color
White to Light yellow to Dark green
λmax
305 nm · 305nm(EtOH)(lit.)
InChI
InChI=1S/C9H6S2/c1-3-10-8-6(1)5-7-2-4-11-9(7)8/h1-4H,5H2
InChIKey
UITASDKJJNYORO-UHFFFAOYSA-N
SMILES
C12C3SC=CC=3CC=1C=CS2
CAS DataBase Reference
389 · 389-58-2
Symbol(GHS)
7 · GHS07
Signal word
Warning
Hazard statements
335 · H335-H319-H315
Precautionary statements
264 · P264-P280-P302+P352-P321-P332+P313-P362-P264-P280-P305+P351+P338-P337+P313P
HS Code
2934.99 · 2934.99.4400

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

Safety data

hs_code
2934.99.4400
Signal word
Warning
Symbol(GHS)
GHS07
Hazard statements
H335-H319-H315
Precautionary statements
P264-P280-P302+P352-P321-P332+P313-P362-P264-P280-P305+P351+P338-P337+P313P

Chemistry & industry

Applications · 2 items

Description4H-cyclopenta[2,1-b:3,4-b′]dithiophene, also known as CPDT, a rigid coplanar structure favouring ππ intermolecular interactions with good electron-donating properties, has been one of the most attractive building blocks for organic field effect transistors and organic electronics. The five-member ring in the middle also offer the function to have side-chain manipulation to enhance solubility in solutions for device fabrications, morphology and polymer processing. One of the intensively studied polymer for organic electrons, PCPDTBT, with the alternating CPDT and 2,1,3- benzothiadiazole (BT) units, has demonstrated device performance of PCE over 6% [5]

Uses4H-Cyclopenta[2,1-b:3,4-b'']dithiophene is useful in the synthesis of donor-acceptor copolymers.

Upstream & downstream products

Upstream raw materials

4H-Cyclopenta[2,1-b:3,4-b']dithiophene-4-carboxylic acid3-Thiophenemethanol, 2-iodo-α-(2-iodo-3-thienyl)-Thiophene, 3,3'-methylenebis-Thiophene, 3,3'-methylenebis[2-bromo-di(thiophen-3-yl)methanol3,3'-Dibromo-2,2'-bithiophene2-Hydroxy-1,2-di-3-thienylethanone1,2-di-3-Thienyl-1,2-ethanedioneBis[(pinacolato)boryl]Methane2-hydroxy-2,2-di(thiophen-3-yl)acetic acidBis(2-iodothiophen-3-yl)methanone4H-Cyclopenta[2,1-b:3,4-b']dithiophen-4-one3-Thiophenecarboxaldehyde

Downstream products

4,4-Dihexyl-4H-cyclopenta[1,2-b:5,4-b']dithiophene4,4-di(n-octyl)-4H-cyclopenta[2,1-b:3,4-b']dithiophene

Suppliers100 total

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
郑州阿尔法化工有限公司+86-18530059196 · [email protected]
湖北永阔科技有限公司027-59223108 15972152991 · [email protected]
湖北万得化工有限公司15377098680 15377098680 · [email protected]
杭州奥得科技有限公司0571-88772972-0 15057128248 · [email protected]
Suzhou Victorypharm Co.,Ltd.+86-13916956214 · [email protected]
上海遐瑞医药科技有限公司+86-021-61551413 · [email protected]
T&W GROUP021-61551611 13296011611 · [email protected]
Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]
苏州维塔力生物医药有限公司512-68242903 13916956214 · [email protected]
Hangzhou Sage Chemical Co., Ltd.+86057186818502 13588463833 · [email protected]
安耐吉化学&3A(安徽泽升科技股份有限公司)400-0056266 · [email protected]
上海浦洛凯医药科技有限公司17269768198 · [email protected]
郑州研德生物科技有限公司0371-63682289 15538176268 · [email protected]
湖北广奥生物科技有限公司027-02702759223056 18162699093 · [email protected]
希仕化工科技(上海)有限公司021-60499358 13661956116 · [email protected]
苏州科同生物医药科技有限公司0512-65922110 13375197137 · [email protected]
QINGDAO KAIENSI INTERNATIONAL TRADE CO.,LTD.+86-0532-8699-9256 +86-18518128472 · [email protected]
上海遐瑞医药科技有限公司+86 21 61551611
南京诺利斯医药科技有限公司13901585132 · [email protected]
TCI AMERICA800-4238616 · [email protected]
TOKYO CHEMICAL INDUSTRY CO., LTD.03-36680489 · [email protected]
TCI Europe320-37350700 · [email protected]
深圳睿迅光电材料科技有限公司0755-26718755 13266723223 · [email protected]
苏州亚科科技股份有限公司0512-87182055 13451648594 · [email protected]
苏州信一药谷生物科技有限公司0512-65757861-8000 · [email protected]
苏州乔纳森新材料科技有限公司0512-68312916,63926215 18912725070;18013709950 · [email protected]
上海毕得医药科技股份有限公司400-164-7117 18317119277 · [email protected]
苏州纳凯科技有限公司0512-62872180 18994314770 · [email protected]
苏州朗行生物科技有限公司0512-62968256 18550502935 · [email protected]
雷丁试剂0510-85629785 18013409632 · [email protected]
苏州络森生物科技有限公司0512-87888687 13626191410 · [email protected]
陕西缔都医药化工有限公司+86-029-81138252 +86-173 9270 1263 · [email protected]
杭州杰恒化工有限公司0571-87396432 · [email protected]
上海寰川实业有限公司021-61478794 · [email protected]
上海双福生物科技有限公司+86-021-58380978 13482386415 · [email protected]
江苏艾康生物医药研发有限公司025-66028182 17714375163 · [email protected]
陕西缔都医药化工有限公司+86-29-87569262 +86-15003564040 · [email protected]
上海拓目化工有限公司13391076197 · [email protected]
湖北巨胜科技有限公司027-59599241 18871490274 · [email protected]
吉林中科研伸科技有限公司0431-80534353 19917294565 · [email protected]
宁波智锐新材料有限公司0574-87487840-805 15888368997
江苏倍达医药科技有限公司0512-63009836 18994340901 · [email protected]
盐城希曼生物科技有限公司0515-88280676; 18921872653 · [email protected]
江苏吉阿生物科技有限公司0512-62867016; 13771772901 · [email protected]
西安美川生物科技有限公司029-89275612 +8618991951683 · [email protected]
武汉欣扬瑞和化学科技有限公司13720181483 13720181483 · [email protected]
南京凯木可科技有限公司15077877613 · [email protected]
箴德化工科技(上海)有限公司15601952568 · [email protected]
上海氟星化工有限公司021-56402937 18516568683 · [email protected]

Related reactions

8 records
New reaction record
HRID 502079 reaction equation
HRID 502079As reactantuspto-grants-2010_08
HRID 502081 reaction equation
HRID 502081As reactantuspto-grants-2010_08
HRID 506142 reaction equation
HRID 506142As reactantuspto-grants-2010_08
HRID 506144 reaction equation
HRID 506144As reactantuspto-grants-2010_08
HRID 557687 reaction equation
HRID 557687As reactantuspto-grants-2011_11
HRID 557689 reaction equation
HRID 557689As reactantuspto-grants-2011_11
HRID 1694855 reaction equation
HRID 1694855As reactantuspto-grants-2012_04
HRID 1797766 reaction equation
HRID 1797766As reactantuspto-grants-2013_01

Compound notes

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On this pageBasic informationNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes