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5,12-diphenyltetracene is a polycyclic aromatic hydrocarbon compound characterized by its chemical formula C26H18. It features a linear arrangement of four fused benzene rings, with two phenyl groups attached at the 5th and 12th positions. This dark purple solid is insoluble in water but readily soluble in organic solvents. Known for its high charge-carrier mobility, 5,12-diphenyltetracene is a semiconductor material that is currently under investigation for its potential in organic electronic devices.

27130-32-1

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27130-32-1 Usage

Uses

Used in Organic Electronic Devices:
5,12-diphenyltetracene is utilized as a semiconductor material in the development of organic field-effect transistors and organic photovoltaic cells due to its high charge-carrier mobility, which is crucial for the performance of these devices.
Used in Organic Synthesis and Materials Science Research:
The unique structure and properties of 5,12-diphenyltetracene make it a valuable compound for research in organic synthesis and materials science. Its potential applications in these fields are currently being explored, highlighting its importance in advancing scientific knowledge and technological innovation.

Check Digit Verification of cas no

The CAS Registry Mumber 27130-32-1 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,7,1,3 and 0 respectively; the second part has 2 digits, 3 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 27130-32:
(7*2)+(6*7)+(5*1)+(4*3)+(3*0)+(2*3)+(1*2)=81
81 % 10 = 1
So 27130-32-1 is a valid CAS Registry Number.

27130-32-1SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name 5,12-diphenyltetracene

1.2 Other means of identification

Product number -
Other names 5,12-diphenyl-naphthacene

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:27130-32-1 SDS

27130-32-1Relevant articles and documents

PBr3-mediated cyclization of 1,7-diyn-3,6-bis(propargyl carbonate)s: Synthesis of 5-bromotetracenes

Sun, Ning,Chen, Haoyi,Li, Xiangdong,Xu, Murong,Gan, Yi,Zhang, Liangwei,Liu, Yuanhong

, p. 10051 - 10061 (2018/05/31)

A new and straightforward method for the synthesis of 5-bromotetracenes through PBr3-mediated cyclization of 1,7- diyn-3,6-bis(propargyl carbonate)s has been developed. This method offers several advantages such as easily accessible starting materials, high efficiency, and wide functional group compatibility. In addition, chloro- and iodo-substituted tetracenes were also synthesized using appropriate halogenating reagents. The utility of the 5-bromotetracene products has been illustrated by their efficient transformations through various palladium-catalyzed cross-coupling reactions.

And four bonzene and pentacene synthetic method of compound

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Paragraph 0025; 0030-0032, (2016/10/10)

The invention relates to a synthesis method of tetracene and pentacene compounds. A plurality of double-acetylene propanol carbonate compounds are prepared from simple and available phthalic dicarboxaldehyde compound and aryl acetylene by using addition reaction of an alkynyl lithium reagent. The double-acetylene propanol carbonate compounds can react with an organic boronic acid in series in the presence of a catalytic amount of palladium reagent, so as to further synthetize the tetracene and pentacene compounds at good to excellent yield. The method has the characteristics of being available in raw materials, simple to operate, mild in condition, convenient and fast, excellent in yield and the like, and aryl and alkyl can be effectively led to skeletons of tetracene and pentacene by using the method.

A new synthetic route to substituted tetracenes and pentacenes via stereoselective [4+2] cycloadditions of 1,4-dihydro-1,4-epoxynaphthalene and isobenzofuran

Eda, Shohei,Eguchi, Fumiaki,Haneda, Hiroshi,Hamura, Toshiyuki

, p. 5963 - 5966 (2015/03/30)

Stereoselective [4+2] cycloadditions of 1,4-dihydro-1,4-epoxynaphthalene and isobenzofuran were described. Among several possibilities, syn-exo and/or anti-endo isomers were selectively produced depending on the substitution pattern of the reactants. Importantly, the syn-exo isomer underwent acid promoted aromatization, affording the corresponding tetracene. These findings enabled us to prepare a substituted pentacene with electron withdrawing groups.

Steric and Electronic Substituent Effects Influencing Regioselectivity of Tetracene Endoperoxidation

Baral, Rom Nath,Thomas, Samuel W.

, p. 11086 - 11091 (2015/11/18)

This paper describes the influence of steric and electronic factors in the regioselectivity of endoperoxide formation of tetracene derivatives using 1O2. A combination of kinetics experiments and product distributions resulting from these photosensitized oxidations demonstrates that, while the steric effect of o-alkyl groups on aryl substituents is highly localized to the substituted ring, the resistance to oxidation based on phenylethynyl substituents is more evenly distributed between the two reactive rings. These results are important for the rational design of highly persistent acenes.

Palladium-catalyzed highly efficient synthesis of tetracenes and pentacenes

Chen, Ming,Chen, Yifeng,Liu, Yuanhong

supporting information, p. 12189 - 12191 (2013/01/16)

Pd(0)-catalyzed cascade reactions of 1,7-diyn-3,6-bis(propargyl carbonate) with organoboronic acids have been developed, which provide one-pot access to functionalized tetracenes or pentacenes. The Royal Society of Chemistry 2012..

Integrated catalytic C-H transformations for one-pot synthesis of 1-arylisoindoles from isoindolines via palladium-catalyzed dehydrogenation followed by C-H arylation

Ohmura, Toshimichi,Kijima, Akihito,Suginome, Michinori

supporting information; experimental part, p. 1238 - 1241 (2011/05/03)

A one-pot conversion of isoindolines to 1-arylisoindoles was established from palladium-catalyzed cascade C-H transformations, that is, the dehydrogenation of isoindolines to give isoindoles, with subsequent C-H arylation of the isoindoles.(Figure Presented)

Acetylide-bridged tetracene dimers

Barlier, Vincent S.,Schlenker, Cody W.,Chin, Stephanie W.,Thompson, Mark E.

supporting information; experimental part, p. 3754 - 3756 (2011/05/02)

Alkyne linked tetracene dimers were synthesized from naphthacenequinone and terminal acetylenes. The silylethynyl tetracene dimers exhibit good solubility, high photostability, and broad absorbance leading to photocurrent generation in an organic photovoltaic device. The Royal Society of Chemistry.

Synthesis of acenes via coupling of 1,4-dilithiobutadienes with diiodoarenes in the presence of CuCl

Zhou, Lishan,Nakajima, Kiyohiko,Kanno, Ken-ichiro,Takahashi, Tamotsu

supporting information; experimental part, p. 2722 - 2726 (2009/09/06)

Dilithiobutadienes prepared from diiodobutadienes reacted with diiodobenzene or diiodonaphthalene to afford substituted naphthalene, anthracene, dihydronaphthacene, and dihydropentacene derivatives in the presence of CuCl and DMPU. Dihydronaphthacene and

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