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1121-66-0,MFCD00004157
Catalog No.:AA008R80

1121-66-0 | Cyclohept-2-en-1-one

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1g
90%
in stock  
$9.00   $7.00
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5g
90%
in stock  
$34.00   $24.00
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10g
90%
in stock  
$62.00   $43.00
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25g
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$142.00   $100.00
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100g
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$563.00   $394.00
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA008R80
Chemical Name:
Cyclohept-2-en-1-one
CAS Number:
1121-66-0
Molecular Formula:
C7H10O
Molecular Weight:
110.1537
MDL Number:
MFCD00004157
SMILES:
C1CCC(=O)C=CC1
NSC Number:
155333
Properties
Properties
 
BP:
189.1 °C at 760 mmHg  
Form:
Liquid  
Refractive Index:
n20/D 1.494(lit.)  
Storage:
-20 ℃;  

Computed Properties
 
Complexity:
114  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
8  
Hydrogen Bond Acceptor Count:
1  
XLogP3:
1.4  

Downstream Synthesis Route

[1]Ali,HusseinM.;Naiini,AhmadA.;Brubaker,CarlH.[TetrahedronLetters,1991,vol.32,#40,p.5489-5492]

[2]Kantam,MannepalliLakshmi;Kishore,Ramineni;Yadav,Jagjit;Sudhakar,Medak;Venugopal,Akula[AdvancedSynthesisandCatalysis,2012,vol.354,#4,p.663-669]

[3]Koetz;Rosenbusch[ChemischeBerichte,1911,vol.44,p.464][JustusLiebigsAnnalenderChemie,1913,vol.400,p.74]Koetz;Blendermann;Maehnert;Rosenbusch[JustusLiebigsAnnalenderChemie,1913,vol.400,p.83]

[4]Lee,Hee-Yoon;An,Mihyun[TetrahedronLetters,2003,vol.44,#14,p.2775-2778]

[5]Doi,Takashi;Fukuyama,Takahide;Horiguchi,Jiro;Okamura,Takahiro;Ryu,Ilhyong[Synlett,2006,#5,p.721-724]

[6]Locationinpatent:experimentalpartLi,Xuefeng;Li,Liangchun;Tang,Yuanfu;Zhong,Ling;Cun,Linfeng;Zhu,Jin;Liao,Jian;Deng,Jingen[JournalofOrganicChemistry,2010,vol.75,#9,p.2981-2988]

[7]Lator,Alexis;Gaillard,Sylvain;Poater,Albert;Renaud,Jean-Luc[Chemistry-AEuropeanJournal,2018,vol.24,#22,p.5770-5774]

[8]Aboo,AhmedH.;Begum,Robina;Zhao,Liangliang;Farooqi,ZahoorH.;Xiao,Jianliang[CuihuaXuebao/ChineseJournalofCatalysis,2019,vol.40,#11,p.1795-1799]

[9]Klarner,Mara;Bieger,Sandra;Drechsler,Markus;Kempe,Rhett[ZeitschriftfurAnorganischeundAllgemeineChemie,2021,vol.647,#22,p.2157-2161]

[1]Corey,E.J.;Barrette,Ernie-Paul;Magriotis,PlatoA.[TetrahedronLetters,1985,vol.26,#48,p.5855-5858]

[2]Kumar,R.Senthil;Karthikeyan;Perumal,ParamasivanT.[CanadianJournalofChemistry,2008,vol.86,#7,p.720-725]

[3]Mousseronetal.[ComptesRendusHebdomadairesdesSeancesdel'AcademiedesSciences,1956,vol.243,p.1880]Jacquier;Fraisse[BulletindelaSocieteChimiquedeFrance,1956,p.559]Hodgkins;Flores[JournalofOrganicChemistry,1963,vol.28,p.3356,3358]

[4]Ansell,M.F.etal.[JournaloftheChemicalSocietyC:Organic,1968,p.217-225]

[5]Olah,G.A.;Liang,G.[JournaloftheAmericanChemicalSociety,1972,vol.94,#18,p.6434-6441]

[6]Heap,N.;Whitham,G.H.[JournaloftheChemicalSocietyB:PhysicalOrganic,1966,p.164-170]

[7]Kaneda,Kiyotomi;Jitsukawa,Koichiro;Itoh,Takashi;Teranishi,Shiichiro[JournalofOrganicChemistry,1980,vol.45,p.3004-3009]

[8]Ngo,AnhH.;Adams,MichaelJ.;Do,LoiH.[Organometallics,2014,vol.33,#23,p.6742-6745]

[1]Nicolaou;Montagnon;Baran;Zhong[JournaloftheAmericanChemicalSociety,2002,vol.124,#10,p.2245-2258]

[2]Koetz;Blendermann;Karpati;Rosenbusch[JustusLiebigsAnnalenderChemie,1913,vol.400,p.53]Koetz;Blendermann;Maehnert;Rosenbusch[JustusLiebigsAnnalenderChemie,1913,vol.400,p.83]

[3]Reich,H.J.etal.[JournaloftheAmericanChemicalSociety,1975,vol.97,#19,p.5434-5447]

[4]Toshimitsu,Akio;Owada,Hiroto;Uemura,Sakae;Okano,Masaya[TetrahedronLetters,1982,vol.23,#20,p.2105-2108]

[5]Engman,Lars[TetrahedronLetters,1985,vol.26,#51,p.6385-6388]

[6]Liu,Xufang;Zhang,Wei;Wang,Yujie;Zhang,Ze-Xin;Jiao,Lei;Liu,Qiang[JournaloftheAmericanChemicalSociety,2018,vol.140,#22,p.6873-6882]

[7]CurrentPatentAssignee:CHINAAGRICULTURALUNIVERSITY-CN113773180,2021,ALocationinpatent:Paragraph0008;0021-0024

[1]Huber,RobertS.;Jones,GrahamB.[JournalofOrganicChemistry,1992,vol.57,#21,p.5778-5780]

[2]Rideau,Emeline;You,Hengzhi;Sidera,Mireia;Claridge,TimothyD.W.;Fletcher,StephenP.[JournaloftheAmericanChemicalSociety,2017,vol.139,#15,p.5614-5624]

[3]Marr,Felix;Froehlich,Roland;Wibbeling,Birgit;Diedrich,Christian;Hoppe,Dieter[EuropeanJournalofOrganicChemistry,2002,#17,p.2970-2988]

[4]Fortunato,J.M.;Canem,B.[JournalofOrganicChemistry,1976,vol.41,#12,p.2194-2200]

[5]Trost,BarryM.;Richardson,Jeffery;Yong,Kelvin[JournaloftheAmericanChemicalSociety,2006,vol.128,#8,p.2540-2541]

[6]Trost,BarryM.;Xu,Jiayi;Schmidt,Thomas[JournaloftheAmericanChemicalSociety,2008,vol.130,#36,p.11852-11853]

[7]CurrentPatentAssignee:BRISTOL-MYERSSQUIBBCO-WO2012/145569,2012,A1Locationinpatent:Page/Pagecolumn96;97

[8]CurrentPatentAssignee:MERCK&COINC-WO2014/48065,2014,A1Locationinpatent:Page/Pagecolumn90

[9]Zhang,Hua;Zhang,Guo-Min;He,Shuai;Shi,Zhi-Chuan;Zhang,Xiao-Mei;Wang,Ji-Yu[OrganicLetters,2020,vol.22,#21,p.8337-8344]

[10]Hirano,Koji;Miura,Masahiro;Xu,Shibo[OrganicLetters,2020,vol.22,#22,p.9059-9064]

[1]JournalofOrganicChemistry,1980,vol.45,p.5278-5283

Literature

Title: Hydroxy-amide functionalized azolium salts for Cu-catalyzed asymmetric conjugate addition: stereocontrol based on ligand structure and copper precatalyst.

Journal: The Journal of organic chemistry 20120420

Title: Hyperaromatic stabilization of arenium ions: cyclohexa- and cycloheptadienyl cations-experimental and calculated stabilities and ring currents.

Journal: Journal of the American Chemical Society 20111214

Title: Reversal of stereoselectivity in the Cu-catalyzed conjugate addition reaction of dialkylzinc to cyclic enone in the presence of a chiral azolium compound.

Journal: The Journal of organic chemistry 20100820

Title: [Development of new synthetic reactions featuring tandem carbon-carbon bond formation].

Journal: Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan 20070901

Title: Analysis of a cycloheptenone derivative: an experimental and theoretical approach.

Journal: Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20060301

Title: Diastereoselective synthesis of five- and seven-membered rings by [2+2+1], [3+2], [3+2+2], and [4+3] carbocyclization reactions of beta-substituted (alkenyl)(methoxy)carbene complexes with methyl ketone lithium enolates.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20050819

Title: Diastereoselective synthesis of cycloheptadienol derivatives by a formal [5+2] carbocyclization reaction of alpha,beta,gamma,delta-diunsaturated (methoxy)carbene complexes with methyl ketone lithium enolates.

Journal: Angewandte Chemie (International ed. in English) 20041018

Title: Urease inhibitory activity of simple alpha,beta-unsaturated ketones.

Journal: Life sciences 20031024

Title: Mild, fast, and stereoselective epoxide opening by ketone enolate anions. Application to synthesis of the norlignan curculigine.

Journal: The Journal of organic chemistry 20030418

Title: Highly enantioselective 1,4-addition of diorganozinc reagents to cyclic enones using chiral diphosphite ligands derived from H8-binaphthol.

Journal: Organic letters 20021031

Title: Discovery of a new efficient chiral ligand for copper-catalyzed enantioselective Michael additions by high-throughput screening of a parallel library.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20010618

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