Home Other Heterocycles 35836-73-8
35836-73-8,MFCD00075187
Catalog No.:AA003MXW

35836-73-8 | 2-((1R,5S)-6,6-Dimethylbicyclo[3.1.1]hept-2-en-2-yl)ethanol

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25g
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500g
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA003MXW
Chemical Name:
2-((1R,5S)-6,6-Dimethylbicyclo[3.1.1]hept-2-en-2-yl)ethanol
CAS Number:
35836-73-8
Molecular Formula:
C11H18O
Molecular Weight:
166.2600
MDL Number:
MFCD00075187
SMILES:
OCCC1=CC[C@H]2C[C@@H]1C2(C)C
Properties
Properties
 
BP:
235°C at 760 mmHg  
Form:
Liquid  
Refractive Index:
n20/D 1.493  
Storage:
Room Temperature;Keep in dry area;  

Computed Properties
 
Complexity:
215  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
2  
Heavy Atom Count:
12  
Hydrogen Bond Acceptor Count:
1  
Hydrogen Bond Donor Count:
1  
Rotatable Bond Count:
2  
XLogP3:
2.1  

Downstream Synthesis Route

[1]Allard;Berge[BulletindelaSocieteChimiquedeFrance,1955,p.1399,1407]Ohloff;Schade[AngewandteChemie,1955,vol.67,p.427]Kitchen[JournaloftheAmericanChemicalSociety,1951,vol.73,p.2368]Rutowskii;Alferowa[ZhurnalPrikladnoiKhimii,1951,vol.24,p.532,534;engl.Ausg.S.583,584]

[2]Bochwic,B.;Markowicz,S.W.[RocznikiChemii,1976,vol.50,p.87-96]

[3]Paquette,Leo,A.;Gugelchuk,Melinda;McLaughlin,MarkL.[JournalofOrganicChemistry,1987,vol.52,#21,p.4732-4740]

[4]Salzer,A.;Schmalle,H.;Stauber,R.;Streiff,S.[JournalofOrganometallicChemistry,1991,vol.408,#3,p.403-424]

[5]Bochwic,B.;Markowicz,S.[RocznikiChemii,1970,vol.44,p.1595-1597]

[6]Paquette,LeoA.;McLaughlin,MarkL.[OrganicSyntheses,1990,vol.68,p.220-220]

[1]Balczewski,Piotr;Bachowska,Barbara;Bialas,Tomasz;Biczak,Robert;Wieczorek,WandaM.;Balinska,Agnieszka[JournalofAgriculturalandFoodChemistry,2007,vol.55,#5,p.1881-1892]

[2]Honey,MarkA.;Karodia,Nazira;Wheelhouse,RichardT.;Yu,Jiangou[JournalofMolecularLiquids,2020,vol.316]

[3]Abraham,RaymondJ.;Jones-Parry,Richard;Giddings,RodneyM.;Guy,Jonathan;Whittaker,David[JournaloftheChemicalSociety.PerkintransactionsI,1998,#4,p.643-646]

[4]Scianowski,Jacek;Szumera,Jakub;Pacuta,AgataJ.;Rafiñski,Zbigniew[Arkivoc,2016,vol.2017,#2,p.272-284]

[5]Allard;Berge[BulletindelaSocieteChimiquedeFrance,1955,p.1399,1407]Ohloffetal.[ChemischeBerichte,1956,vol.89,p.1549,1553]

[6]Bochwic,B.;Markowicz,S.[RocznikiChemii,1970,vol.44,p.1595-1597]Bochwic,B.;Markowicz,S.W.[RocznikiChemii,1976,vol.50,p.87-96]

[7]Roy,ChandraD.;Brown,HerbertC.[AustralianJournalofChemistry,2007,vol.60,#11,p.835-842]

[1]Adamson,Christopher;Kajino,Hidetoshi;Kanai,Motomu;Kawashima,ShigehiroA.;Yamatsugu,Kenzo[JournaloftheAmericanChemicalSociety,2021,vol.143,#37,p.14976-14980]

[2]Locationinpatent:experimentalpartChapado,Laura;Linares-Palomino,PabloJ.;Badia,Concepcion;Salido,Sofia;Nogueras,Manuel;Sanchez,Adolfo;Altarejos,Joaquin[Molecules,2009,vol.14,#8,p.2780-2800]

[3]Bain[JournaloftheAmericanChemicalSociety,1946,vol.68,p.638,641]CurrentPatentAssignee:PPGINDUSTRIESINC-US2427345,1944,A

[4]Eigenmann;Arnold[JournaloftheAmericanChemicalSociety,1959,vol.81,p.3440]Allard;Berge[BulletindelaSocieteChimiquedeFrance,1956,p.1787,1790]

[5]CurrentPatentAssignee:ABBVIEINC-US2012/122888,2012,A1Locationinpatent:Page/Pagecolumn22

[6]CurrentPatentAssignee:ABBVIEINC-US2012/122890,2012,A1Locationinpatent:Page/Pagecolumn18

[7]CurrentPatentAssignee:PURDUEPHARMAL.P.-WO2012/85648,2012,A1

[8]CurrentPatentAssignee:PPGINDUSTRIESINC-US2427343,1944,ACurrentPatentAssignee:PPGINDUSTRIESINC-US2427344,1944,A

[1]Bartlettetal.[JustusLiebigsAnnalenderChemie,1959,vol.623,p.217,247]

[2]Bain[JournaloftheAmericanChemicalSociety,1946,vol.68,p.638,641]CurrentPatentAssignee:NELIORESINPROC-US2340294,1941,A

[3]CurrentPatentAssignee:SYNTAPHARMACEUTICALSCORP.-WO2015/116774,2015,A1Locationinpatent:Paragraph00306

[4]Costa,ViniciusV.;DaSilvaRocha,KellyA.;Oliveira,LuizC.A.;Kozhevnikova,ElenaF.;Kozhevnikov,IvanV.;Gusevskaya,ElenaV.[RSCAdvances,2016,vol.6,#49,p.43217-43222]

[1]Weissman,StevenA.;Ramachandran,P.Veeraraghavan[TetrahedronLetters,1996,vol.37,#22,p.3791-3794]

[2]Cointeaux,Laure;Berrien,Jean-François;Mayrargue,Joëlle[TetrahedronLetters,2002,vol.43,#35,p.6275-6277]

[3]Balczewski,Piotr;Bachowska,Barbara;Bialas,Tomasz;Biczak,Robert;Wieczorek,WandaM.;Balinska,Agnieszka[JournalofAgriculturalandFoodChemistry,2007,vol.55,#5,p.1881-1892]

[4]Midland,M.Mark;Kazubski,Aleksander;Woodling,RichardE.[JournalofOrganicChemistry,1991,vol.56,#3,p.1068-1074]

[5]Roy,ChandraD.;Brown,HerbertC.[MonatsheftefurChemie,2007,vol.138,#8,p.747-753]

[6]vonDollen,Breanna;Wood,JohnL.;Savage,QuentinR.;Jones,AndrewJ.;Garner,CharlesM.[Tetrahedron,2022,vol.108]

[7]Paquette,Leo,A.;Gugelchuk,Melinda;McLaughlin,MarkL.[JournalofOrganicChemistry,1987,vol.52,#21,p.4732-4740]

[8]Paquette,LeoA.;McLaughlin,MarkL.[OrganicSyntheses,1990,vol.68,p.220-220]

[9]Uvarov,VladimirM.;deVekki,DimitryA.[Phosphorus,SulfurandSiliconandtheRelatedElements,2020,vol.195,#5,p.376-387]

[10]Salzer,A.;Schmalle,H.;Stauber,R.;Streiff,S.[JournalofOrganometallicChemistry,1991,vol.408,#3,p.403-424]

[11]Scianowski,Jacek;Szumera,Jakub;Pacuta,AgataJ.;Rafiñski,Zbigniew[Arkivoc,2016,vol.2017,#2,p.272-284]

[12]McMahon,Kevin;Wagner,PeterJ.[CanadianJournalofChemistry,2003,vol.81,#6,p.669-672]

[13]Arnold;Danzig[JournaloftheAmericanChemicalSociety,1957,vol.79,p.892]Ohloffetal.[ChemischeBerichte,1956,vol.89,p.1549,1553]

[14]Midland,M.Mark;Kazubski,Aleksander[JournalofOrganicChemistry,1992,vol.57,#10,p.2953-2956]

[15]Dang,Hai-Shan;Diart,Valerie;Roberts,BrianP.[JournaloftheChemicalSociety.PerkintransactionsI,1994,#8,p.1033-1042]

[16]Brown,HerbertC.;Randad,RamnarayanS.;Bhat,KrishnaS.;Zaidlewicz,Marek;Weissman,StevenA.;etal.[JournalofOrganicChemistry,1988,vol.53,#23,p.5513-5518]

[17]Roy,ChandraD.;Brown,HerbertC.[AustralianJournalofChemistry,2007,vol.60,#11,p.835-842]

[18]Akgun,Burcin;Hall,DennisG.[AngewandteChemie-InternationalEdition,2016,vol.55,#12,p.3909-3913][Angew.Chem.,2016,p.3977-3981,5]

Literature
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Tags:35836-73-8 Molecular Formula|35836-73-8 MDL|35836-73-8 SMILES|35836-73-8 2-((1R,5S)-6,6-Dimethylbicyclo[3.1.1]hept-2-en-2-yl)ethanol