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Bicyclo[1.1.0]butane, 1-(phenylsulfonyl)- is a chemical with a specific purpose. Lookchem provides you with multiple data and supplier information of this chemical.

80989-84-0

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80989-84-0 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 80989-84-0 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 8,0,9,8 and 9 respectively; the second part has 2 digits, 8 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 80989-84:
(7*8)+(6*0)+(5*9)+(4*8)+(3*9)+(2*8)+(1*4)=180
180 % 10 = 0
So 80989-84-0 is a valid CAS Registry Number.

80989-84-0SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name 3-(benzenesulfonyl)bicyclo[1.1.0]butane

1.2 Other means of identification

Product number -
Other names Bicyclo[1.1.0]butane,1-(phenylsulfonyl)

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:80989-84-0 SDS

80989-84-0Relevant articles and documents

One-Pot Synthesis of Strain-Release Reagents from Methyl Sulfones

Jung, Myunggi,Lindsay, Vincent N. G.

supporting information, p. 4764 - 4769 (2022/04/07)

Sulfone-substituted bicyclo[1.1.0]butanes and housanes have found widespread application in organic synthesis due to their bench stability and high reactivity in strain-releasing processes in the presence of nucleophiles or radical species. Despite their increasing utility, their preparation typically requires multiple steps in low overall yield. In this work, we report an expedient and general one-pot procedure for the synthesis of 1-sulfonylbicyclo[1.1.0]butanes from readily available methyl sulfones and inexpensive epichlorohydrin via the dialkylmagnesium-mediated formation of 3-sulfonylcyclobutanol intermediates. Furthermore, the process was extended to the formation of 1-sulfonylbicyclo[2.1.0]pentane (housane) analogues when 4-chloro-1,2-epoxybutane was used as the electrophile instead of epichlorohydrin. Both procedures could be applied on a gram scale with similar efficiency and are shown to be fully stereospecific in the case of housanes when an enantiopure epoxide was employed, leading to a streamlined access to highly valuable optically active strain-release reagents.

Photochemical Strain-Release-Driven Cyclobutylation of C(sp3)-Centered Radicals

Ernouf, Guillaume,Chirkin, Egor,Rhyman, Lydia,Ramasami, Ponnadurai,Cintrat, Jean-Christophe

supporting information, p. 2618 - 2622 (2019/11/19)

A new photoredox-catalyzed decarboxylative radical addition approach to functionalized cyclobutanes is described. The reaction involves an unprecedented formal Giese-type addition of C(sp3)-centered radicals to highly strained bicyclo[1.1.0]but

Ti-Catalyzed Radical Alkylation of Secondary and Tertiary Alkyl Chlorides Using Michael Acceptors

Wu, Xiangyu,Hao, Wei,Ye, Ke-Yin,Jiang, Binyang,Pombar, Gisselle,Song, Zhidong,Lin, Song

supporting information, p. 14836 - 14843 (2018/11/10)

Alkyl chlorides are common functional groups in synthetic organic chemistry. However, the engagement of unactivated alkyl chlorides, especially tertiary alkyl chlorides, in transition-metal-catalyzed C-C bond formation remains challenging. Herein, we describe the development of a TiIII-catalyzed radical addition of 2° and 3° alkyl chlorides to electron-deficient alkenes. Mechanistic data are consistent with inner-sphere activation of the C-Cl bond featuring TiIII-mediated Cl atom abstraction. Evidence suggests that the active TiIII catalyst is generated from the TiIV precursor in a Lewis-acid-assisted electron transfer process.

DISULFIDE BIOCONJUGATION

-

Page/Page column 26-28, (2018/11/22)

Compounds and methods are provided for one-step functionalization of disulfide bonds in proteins.

Organic chemistry: Strain-release amination

Gianatassio, Ryan,Lopchuk, Justin M.,Wang, Jie,Pan, Chung-Mao,Malins, Lara R.,Prieto, Liher,Brandt, Thomas A.,Collins, Michael R.,Gallego, Gary M.,Sach, Neal W.,Spangler, Jillian E.,Zhu, Huichin,Zhu, Jinjiang,Baran, Phil S.

, p. 241 - 246 (2016/01/25)

To optimize drug candidates, modern medicinal chemists are increasingly turning to an unconventional structural motif: small, strained ring systems. However, the difficulty of introducing substituents such as bicyclo[1.1.1]pentanes, azetidines, or cyclobutanes often outweighs the challenge of synthesizing the parent scaffold itself. Thus, there is an urgent need for general methods to rapidly and directly append such groups onto core scaffolds. Here we report a general strategy to harness the embedded potential energy of effectively spring-loaded C-C and C-N bonds with the most oft-encountered nucleophiles in pharmaceutical chemistry, amines. Strain-release amination can diversify a range of substrates with a multitude of desirable bioisosteres at both the early and late stages of a synthesis. The technique has also been applied to peptide labeling and bioconjugation.

NEW BRIDGEHEAD-SUBSTITUTED 1-(ARYLSULFONYL)BICYCLOBUTANES AND SOME NOVEL ADDITION REACTIONS OF THE BICYCLIC SYSTEM

Gaoni, Yehiel

, p. 2819 - 2840 (2007/10/02)

In view of planned syntheses of target cyclobutane derivatives, a series of new 3-substituted bicyclobutanes was prepared from sulfones 1-7.Some novel addition reactions involving the central bond were then applied to several of the new compounds as well

Preparation of Ring-Substituted (Arylsulfonyl)cyclopropanes and (Arylsulfonyl)bicyclobutanes from γ,δ-Epoxy Sulfones

Gaoni, Yehiel

, p. 2564 - 2571 (2007/10/02)

Treatment of γ,δ-epoxy sulfones 2 with n-butyllithium provides 1-(hydroxyalkyl)-2-(arylsulfonyl)cyclopropanes (3).Dehydration of the latter, when applicable, yields 1-alkenyl-2-(arylsulfonyl)cyclopropanes (5) which can be epoxidized and converted by a sec

A SIMPLE ONE-POT PREPARATION OF 1-ARYLSULFONYLBICYCLOBUTANES FROM γ,δ-EPOXYSULFONES

Gaoni, Yehiel

, p. 4339 - 4340 (2007/10/02)

Sequential treatment of γ,δ-epoxysulfones with butyl lithium, methanesulfonyl chloride, and butyl lithium provides 1-arylsulfonylbicyclobutanes in over 50percent overall yields.

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