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9-(4-chlorobenzylidene)-9H-fluorene is an organic compound with the chemical formula C19H13Cl. It is a derivative of fluorene, a polycyclic aromatic hydrocarbon, featuring a 4-chlorobenzylidene group attached to the 9-position of the fluorene core. 9-(4-chlorobenzylidene)-9H-fluorene is characterized by its yellow crystalline appearance and is soluble in organic solvents. It is primarily used in the synthesis of various pharmaceuticals, agrochemicals, and other specialty chemicals due to its unique chemical structure and reactivity. The presence of the chlorine atom in the molecule allows for further functionalization and substitution reactions, making it a valuable intermediate in organic synthesis.

1229-71-6

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1229-71-6 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 1229-71-6 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,2,2 and 9 respectively; the second part has 2 digits, 7 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 1229-71:
(6*1)+(5*2)+(4*2)+(3*9)+(2*7)+(1*1)=66
66 % 10 = 6
So 1229-71-6 is a valid CAS Registry Number.

1229-71-6SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 9-[(4-chlorophenyl)methylidene]fluorene

1.2 Other means of identification

Product number -
Other names 9-(4-Chlor-benzyliden)-fluoren

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:1229-71-6 SDS

1229-71-6Relevant academic research and scientific papers

Potassium fluoride supported on alumina induced aldol condensation of fluorene

Lu, Wen-Xing,Yan, Chao-Guo,Yao, Rong

, p. 3719 - 3723 (1996)

In the presence of potassium fluoride supported on alumina as a solid base, fluorene condensated smoothly with aromatic aldehydes in DMF at 150°C to give dibenzofulvenes in fair yield (44-90%).

Palladium-catalyzed coupling reaction of 2-iodobiphenyls with alkenyl bromides for the construction of 9-(diorganomethylidene)fluorenes

Zhao, Ya-Heng,Wang, Jian-Long,Zhou, Yun-Bing,Liu, Miao-Chang,Wu, Hua-Yue

supporting information, p. 8250 - 8253 (2021/10/12)

An atom economical protocol for the construction of 9-(diorganomethylidene)fluorenes through palladium-catalyzed coupling reactions of 2-iodobiphenyls with alkenyl bromides has been reported. The reaction proceeds through the C-H activation/oxidative addition/reduction elimination/intramolecular Heck coupling reaction to afford a series of 9-(diorganomethylidene)fluorenes with good yields. Control experiments demonstrate that a five-membered palladacycle acts as a key intermediate and β-H elimination serves as the rate-limiting step.

An N-heterocyclic carbene-catalyzed switchable reaction of 9-(trimethylsilyl)fluorene and aldehydes: Chemoselective synthesis of dibenzofulvenes and fluorenyl alcohols

Ma, Yu-Chuan,Luo, Jin-Yun,Zhang, Shi-Chu,Lu, Shu-Hui,Du, Guang-Fen,He, Lin

supporting information, p. 3717 - 3721 (2021/05/04)

An N-heterocyclic carbene-catalyzed synthesis of dibenzofulvenes and fluorenyl alcohols was developed. In the presence of 10 mol% NHC (1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene) and 4 ? molecular sieves, 9-(trimethylsilyl)fluorene undergoes an olef

Intermolecular oxidative Friedel-Crafts reaction triggered ring expansion affording 9,10-diarylphenanthrenes

Jin, Tienan,Yang, Lu,Gridnev, Ilya D.,Terada, Masahiro

supporting information, p. 8920 - 8924 (2020/12/02)

A novel intermolecular tandem oxidative aromatic coupling between arylidene fluorenes and unfunctionalized aromatics mediated by a DDQ/TFA oxidation system has been developed for the construction of 9,10-diary-lphenanthrenes (DAPs). The formation of a benzylic carbocation species possessing a quaternary sp3-carbon center on the fluorene moiety by an intermolecular oxidative Friedel-Crafts reaction of two different arenes successfully triggered the subsequent ring expansion to afford DAPs.

Iron(III) nitrate-induced aerobic and catalytic oxidative cleavage of olefins

Amaya, Toru,Fujimoto, Hayato

, p. 2657 - 2660 (2018/06/04)

Microwave-assisted catalytic oxidative cleavage of olefins using Fe(NO3)3·9H2O under O2 is reported. This reaction system is particularly effective when 9-benzylidene-9H-fluorene derivatives are used as substrates even though they are tri- and tetra-substituted olefins.

Pd-Catalyzed Autotandem Reactions with N-Tosylhydrazones. Synthesis of Condensed Carbo- and Heterocycles by Formation of a C-C Single Bond and a C-C Double Bond on the Same Carbon Atom

Paraja, Miguel,Valdés, Carlos

supporting information, p. 2034 - 2037 (2017/04/27)

A new Pd-catalyzed autotandem reaction is introduced that consists of the cross-coupling of a benzyl bromide with a N-tosylhydrazone followed by an intramolecular Heck reaction with an aryl bromide. During the process, a single and a double C-C bond are formed on the same carbon atom. Two different arrangements for the reactive functional groups are possible, rendering great flexibility to the transformation. The same strategy led to 9-methylene-9H-fluorenes, 9-methylene-9H-xanthenes, 9-methylene-9,10-dihydroacridines, and also dihydropyrroloisoquinoline and dihydroindoloisoquinoline derivatives.

New synthesis of dibenzofulvenes by palladium-catalyzed double cross-coupling reactions

Shimizu, Masaki,Nagao, Ikuhiro,Kiyomoto, Shin-Ichi,Hiyama, Tamejiro

, p. 1277 - 1284,8 (2020/09/09)

Palladium-catalyzed double cross-coupling reactions of 1,1-bis(pinacolato) borylalk-1-enes with 2,2′-dibromobiaryls and of 9-stannafluorenes with 1,1-dibromoalk-1-enes have been demonstrated to serve as new synthetic methods for dibenzofulvenes.

A comparative study in oxidative free radical reactions between 9-benzylidene-9-h fluorene derivatives and β-dicarbony1 compounds in the presence of mn(oac) 3 and can

Demirhan, Hulya,Arslan, Mustafa,Zengin, Mustafa,Kucukislamoglu, Mustafa

scheme or table, p. 488 - 494 (2012/04/23)

The reactions of some 1,3-dicarbonyl compounds with 9-benzylidene-9-H- fluorene derivatives in the presence of manganese(III)acetate and ceric ammonium nitrate (CAN) were searched. 9-benzylidene-9-H-fluorene compounds form mainly [2+3] dipolar cycloadditi

Facile synthesis of 1,2-diaryl- and triarylethenes with supported fluoride bases

Hellwinkel,Goke,Karle

, p. 973 - 978 (2007/10/02)

Differently substituted arenecarbaldehydes, mainly benzaldehydes, can be very efficiently condensed with a wide variety of methylbenzenes having an electron-withdrawing group in the para-position, as well as with fluorenes, xanthene, cyclopentadienes and indenes by using a standardized KF- or CsF-Al2O3 base system in dimethylformamide.

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