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22219-36-9

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22219-36-9 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 22219-36-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,2,2,1 and 9 respectively; the second part has 2 digits, 3 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 22219-36:
(7*2)+(6*2)+(5*2)+(4*1)+(3*9)+(2*3)+(1*6)=79
79 % 10 = 9
So 22219-36-9 is a valid CAS Registry Number.

22219-36-9Relevant academic research and scientific papers

Synthesis of Quinolines via the Metal-free Visible-Light-Mediated Radical Azidation of Cyclopropenes

Smyrnov, Vladyslav,Muriel, Bastian,Waser, Jerome

, p. 5435 - 5439 (2021/07/21)

We report the synthesis of quinolines using cyclopropenes and an azidobenziodazolone (ABZ) hypervalent iodine reagent as an azide radical source under visible-light irradiation. Multisubstituted quinoline products were obtained in 34-81% yield. The reaction was most efficient for 3-trifluoromethylcyclopropenes, affording valuable 4-trifluoromethylquinolines. The transformation probably proceeds through the cyclization of an iminyl radical formed by the addition of the azide radical on the cyclopropene double bond, followed by ring-opening and fragmentation.

Photoredox-Catalyzed α-Aminoalkylcarboxylation of Allenes with CO2

Hahm, Hyungwoo,Baek, Doohyun,Kim, Dowon,Park, Seongwook,Ryoo, Jeong Yup,Hong, Sukwon

supporting information, p. 3879 - 3884 (2021/05/29)

The photoredox-catalyzed α-aminoalkylcarboxylation of aryl allenes with CO2 and N,N-dimethylanilines is reported for the first time (26 examples, up to 96% yield). In the case of electron-deficient allenes, good regioselectivity was observed (up to 94:6), exclusively generating kinetic products over thermodynamic products. This protocol is a novel synthetic method for highly functionalized β,γ-unsaturated γ-aminobutyric esters.

Regioselective Diboron-Mediated Semireduction of Terminal Allenes

Gates, Ashley M.,Santos, Webster L.

, p. 4619 - 4624 (2019/12/11)

A method for the regioselective reduction of the terminal double bond of 1,1-disubstituted allenes has been developed. In the presence of a palladium catalyst, tetrahydroxydiboron and stoichiometric water, allene semireduction proceeds in high yield to afford Z-alkenes selectively.

Rhodium-catalyzed polymerization of 3,3-diarylcyclopropenes involving a 1,4-rhodium migration

Shintani, Ryo,Iino, Ryo,Nozaki, Kyoko

supporting information, p. 7849 - 7852 (2014/06/23)

A new mode of metal-catalyzed polymerization reaction has been developed by exploiting the ability of 1,4-rhodium migration of an organorhodium(I) species. Specifically, it has been demonstrated that 3,3-diarylcyclopropenes undergo polymerization through

Reactions of vinylidenecyclopropanes with diphenyl diselenide in the presence of AIBN and thermally-induced further transformations

Yuan, Wei,Wei, Yin,Shi, Min,Li, Yuxue

supporting information; scheme or table, p. 1280 - 1285 (2012/03/26)

In conclusion, we have developed a novel tandem reaction of VDCPs 1 with PhSeSePh to give the corresponding bicyclo[3.1.0]hexane derivatives 4 in good yields in the presence of AIBN, which could undergo a thermal-induced radical 1,4-hydrogen shift through

An efficient method for the synthesis of alkylidenecyclobutanones by gold-catalyzed oxidative ring enlargement of vinylidenecyclopropanes

Yuan, Wei,Dong, Xiang,Wei, Yin,Shi, Min

, p. 10501 - 10505 (2012/11/13)

Rings of gold: Vinylidenecyclopropanes can undergo efficient oxidative ring enlargements under mild conditions to give the corresponding alkylidenecyclobutanone derivatives in good yields (see scheme). A plausible mechanism for this transformation has bee

Halogenation reagents initiating ring opening of vinylidenecyclopropanes: Easy access to halogenated tetrahydropyrans

Yuan, Wei,Shi, Min

supporting information; scheme or table, p. 995 - 999 (2011/06/17)

A novel synthetic protocol that uses halogenation reagents (NBS, NIS and selectfluor) to initiate intramolecular ring-opening reactions of diarylvinylidenecyclopropanes (VDCPs) connected to alcohol-bearing chains has been developed. The approach provides

Lewis acid promoted reactions of ethenetricarboxylates with allenes: Synthesis of indenes and γ-lactones via conjugate addition/cyclization reaction

Yamazaki, Shoko,Yamamoto, Yuko,Fukushima, Yugo,Takebayashi, Masachika,Ukai, Tetsuma,Mikata, Yuji

supporting information; experimental part, p. 5216 - 5222 (2010/09/05)

(Figure presented) Indenes are important core structures in organic chemistry. Few simple arylallenes have been used to construct indene skeletons by Friedel-Crafts reaction. Lewis acid catalyzed reaction of ethenetricarboxylates 1 and arylallenes has been examined in this study. The reaction of arylallenes and ethenetricarboxylate triesters with SnCl4 gave indene derivatives efficiently, via a conjugate addition/Friedel-Crafts cyclization reaction. On the other hand, the reactions of 1,1-diethyl 2-hydrogen ethenetricarboxylate and arylallenes or alkylallenes with SnCl4 at -78 °C or room temperature and subsequent treatment with Et3N gave γ-lactones. The reactions of triethyl ethenetricarboxylate and 1,1-dialkylallenes with SnCl4 at room temperature also gave γ-lactones.

Rhodium(I)-catalyzed intramolecular ene reaction of vinylidenecyclopropanes and alkenes for the formation of bicyclo[5.1.0]octylenes

Li, Wei,Yuan, Wei,Shi, Min,Hernandez, Erik,Li, Guigen

supporting information; scheme or table, p. 64 - 67 (2010/03/03)

"Chemical Equation Presented" An efficient catalytic system for the intramolecular ene reaction of allene and alkene of diarylvinylidenecyclopropanes has been established. The reaction was achieved by using [RhCl(CO)2]2 as the cataly

Au/Ag-catalyzed intramolecular ring-opening of vinylidene-cyclopropanes (VDCPs): An easy access to functional tetrahydropyrans

Li, Wel,Yuan, Wel,Pindl, Surech,Shi, Min,Li, Guigen

supporting information; experimental part, p. 920 - 923 (2010/06/16)

Chemical Equation Presentation An intramolecular ring-opening of vinylidenecyclopropanes (VDCPs) tethered with alcohol chains has been established. A serles of transition metal catalysts and their combinations have been screened under mild conditions, and

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