Home Aldehydes 4265-16-1
4265-16-1,MFCD00015463
Catalog No.:AA003NYR

4265-16-1 | Benzo[b]furan-2-carboxaldehyde

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1g
98%
in stock  
$21.00   $15.00
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5g
95%
in stock  
$35.00   $25.00
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25g
98%
in stock  
$143.00   $100.00
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100g
98%
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$279.00   $195.00
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  • Technical Information
  • Properties
  • Upstream Synthesis Route
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Upstream Synthesis Route
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA003NYR
Chemical Name:
Benzo[b]furan-2-carboxaldehyde
CAS Number:
4265-16-1
Molecular Formula:
C9H6O2
Molecular Weight:
146.1427
MDL Number:
MFCD00015463
SMILES:
O=Cc1cc2c(o1)cccc2
FEMA Number:
3128
Properties
Properties
 
BP:
251.5°C at 760 mmHg  
Form:
Liquid  
MP:
9-9.5 °C  
Refractive Index:
n20/D 1.633(lit.)  
Stability:
Air Sensitive  
Storage:
Keep in dry area;Room Temperature;  

Computed Properties
 
Complexity:
156  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
11  
Hydrogen Bond Acceptor Count:
2  
Rotatable Bond Count:
1  
XLogP3:
2.3  

Upstream Synthesis Route

[1]ChemicalCommunications,2017,vol.53,#54,p.7545-7548

[2]OrganicLetters,2012,vol.14,#3,p.844-847

[3]LettersinDrugDesignandDiscovery,2014,vol.11,#8,p.975-984

[4]ChemMedChem,2017,vol.12,#3,p.257-270

[5]Patent:WO2016/114816,2016,A1,.Locationinpatent:Paragraph0331

[6]Chemistry-AEuropeanJournal,2006,vol.12,#10,p.2739-2744

[7]TetrahedronAsymmetry,2008,vol.19,#4,p.500-511

[8]MedicinalChemistryResearch,2014,vol.23,#3,p.1599-1611

[9]Patent:US2017/37038,2017,A1,.Locationinpatent:Paragraph0137;0138;0139

[10]CollectionofCzechoslovakChemicalCommunications,1982,vol.47,#12,p.3288-3296

[11]Patent:WO2011/130419,2011,A2,.Locationinpatent:Page/Pagecolumn49

[12]JournaloftheChemicalSociety,1955,p.3688,3692

[13]IndianJournalofChemistry-SectionBOrganicChemistryIncludingMedicinalChemistry,1989,vol.28,#5,p.385-390

[14]JournalofMedicinalChemistry,2002,vol.45,#20,p.4559-4570

[15]Phosphorus,SulfurandSiliconandtheRelatedElements,2008,vol.183,#1,p.136-143

[16]JournalofOrganicChemistry,2018,

[1]GreenChemistry,2012,vol.14,#5,p.1493-1501

[2]AdvancedSynthesisandCatalysis,2016,vol.358,#7,p.1157-1163

[3]JournaloftheAmericanChemicalSociety,2008,vol.130,#10,p.2898-2899

[4]AngewandteChemie-InternationalEdition,2015,vol.54,#14,p.4241-4245

[5]EuropeanJournalofOrganicChemistry,2015,vol.2015,#19,p.4071-4076

[6]ChemischeBerichte,1988,vol.121,p.2259-2262

[7]Patent:US6420375,2002,B1,

[8]EuropeanJournalofOrganicChemistry,2014,vol.2014,#4,p.772-780

[9]EuropeanJournalofOrganicChemistry,2014,vol.2014,#4,p.772-780

[10]Synlett,2016,vol.27,#16,p.2372-2377

[11]OrganicLetters,2017,vol.19,#11,p.2865-2868

[1]OrganicandBiomolecularChemistry,2017,vol.15,#6,p.1530-1536

[2]JournaloftheIndianChemicalSociety,1980,vol.57,#6,p.633-636

[3]AngewandteChemie-InternationalEdition,2015,vol.54,#14,p.4241-4245

[4]EuropeanJournalofOrganicChemistry,2015,vol.2015,#19,p.4071-4076

[5]AdvancedSynthesisandCatalysis,2016,vol.358,#7,p.1157-1163

[1]OrganicLetters,2017,vol.19,#7,p.1646-1649

[1]Patent:US5037853,1991,A,

[2]Patent:US5120752,1992,A,

Downstream Synthesis Route

[1]ChemicalCommunications,2017,vol.53,p.7545-7548

[2]OrganicLetters,2012,vol.14,p.844-847

[3]Lettersindrugdesignanddiscovery,2014,vol.11,p.975-984

[4]Synlett,2020,vol.31,p.492-496

[5]ChemMedChem,2017,vol.12,p.257-270

[6]Patent:WO2016/114816,2016,A1.Locationinpatent:Paragraph0331

[7]Chemistry-AEuropeanJournal,2006,vol.12,p.2739-2744

[8]TetrahedronAsymmetry,2008,vol.19,p.500-511

[9]MedicinalChemistryResearch,2014,vol.23,p.1599-1611

[10]Patent:US2017/37038,2017,A1.Locationinpatent:Paragraph0137;0138;0139

[11]CollectionofCzechoslovakChemicalCommunications,1982,vol.47,p.3288-3296

[12]Patent:WO2011/130419,2011,A2.Locationinpatent:Page/Pagecolumn49

[13]JournaloftheChemicalSociety,1955,p.3688,3692

[14]IndianJournalofChemistry-SectionBOrganicandMedicinalChemistry,1989,vol.28,p.385-390

[15]JournalofMedicinalChemistry,2002,vol.45,p.4559-4570

[16]Phosphorus,SulfurandSiliconandtheRelatedElements,2008,vol.183,p.136-143

[17]JournalofOrganicChemistry,2018,vol.83,p.11541-11551

[1]BulletindelaSocieteChimiquedeFrance,1945,vol.<5>12,p.609,615

[1]JournaloftheChemicalSociety,1955,p.3688,3692

[1]CurrentPatentAssignee:OREXOAB-WO2008/110793,2008,A1Locationinpatent:Page/Pagecolumn109

[2]CurrentPatentAssignee:SHENZHENLANGRUNINVESTMENTCO.,LTD.-US2017/37038,2017,A1Locationinpatent:Paragraph0137;0140;0141

[3]CurrentPatentAssignee:KEYTHERASUZHOUPHARMACEUTICALS-US2022/64113,2022,A1

[4]CurrentPatentAssignee:KEYTHERASUZHOUPHARMACEUTICALS-US2022/64113,2022,A1Locationinpatent:Paragraph0214-0217

[5]CurrentPatentAssignee:KEYTHERASUZHOUPHARMACEUTICALS-US2022/64113,2022,A1Locationinpatent:Paragraph0214-0217

[6]Shi,Yi-Min;Yang,Li-Juan;Chen,Wen;Sun,Cheng-Jun;Xu,Xiao-Liang;Zhou,Shu-Ya;Zhang,Hong-Bin;Yang,Xiao-Dong[Lettersindrugdesignanddiscovery,2014,vol.11,#8,p.975-984]

[7]CurrentPatentAssignee:BRISTOL-MYERSSQUIBBCO-WO2008/115516,2008,A2Locationinpatent:Page/Pagecolumn68

[8]Wan,Wei-Chao;Chen,Wen;Liu,Lan-Xiang;Li,Yan;Yang,Li-Juan;Deng,Xiao-Yan;Zhang,Hong-Bin;Yang,Xiao-Dong[MedicinalChemistryResearch,2014,vol.23,#3,p.1599-1611]

[9]Perego,LucaA.;Wagschal,Simon;Grüber,Raymond;Fleurat-Lessard,Paul;ElKaïm,Laurent;Grimaud,Laurence[AdvancedSynthesisandCatalysis,2019,vol.361,#1,p.151-159]

[10]Korvinson,KirillA.;Akula,HariK.;Malinchak,CasinaT.;Sebastian,Dellamol;Wei,Wei;Khandaker,TashriqueA.;Andrzejewska,MagdalenaR.;Zajc,Barbara;Lakshman,MaheshK.[AdvancedSynthesisandCatalysis,2020,vol.362,#1,p.166-176]

[11]Conroy,Trent;Manohar,Madhura;Gong,Yu;Wilkinson,ShaneM.;Webster,Michael;Lieberman,BrianP.;Banister,SamuelD.;Reekie,TristanA.;Mach,RobertH.;Rendina,LouisM.;Kassiou,Michael[OrganicandBiomolecularChemistry,2016,vol.14,#39,p.9388-9405]

[12]Schwarz,KevinJ.;Yang,Chao;Fyfe,JamesW.B.;Snaddon,ThomasN.[AngewandteChemie-InternationalEdition,2018,vol.57,#37,p.12102-12105][Angew.Chem.,2018,vol.130,p.12278-12281,4]

[13]Xi,Zi-Wei;Yang,Lei;Wang,Dan-Yan;Feng,Chuan-Wei;Qin,Yufeng;Shen,Yong-Miao;Pu,Chaodan;Peng,Xiaogang[JournalofOrganicChemistry,2021,vol.86,#3,p.2474-2488]

[14]Cao,Dawei;Xia,Shumei;Pan,Pan;Zeng,Huiying;Li,Chao-Jun;Peng,Yong[GreenChemistry,2021,vol.23,#19,p.7539-7543]

[15]Reichstein;Reichstein[HelveticaChimicaActa,1930,vol.13,p.1275,1280]

[16]DeDios,Alfonso;Prieto,Lourdes;Martín,JoseAlfredo;Rubio,Almudena;Ezquerra,Jesus;Tebbe,Mark;LópezDeUralde,Beatriz;Martín,Justina;Sánchez,Ana;LeTourneau,DeborahL.;McGee,JamesE.;Boylan,Carole;ParrJr.,ThomasR.;Smith,MicheleC.[JournalofMedicinalChemistry,2002,vol.45,#20,p.4559-4570]

[17]Mukhanova;Kukushkin;Ivanov;Alekseeva;Granik[RussianChemicalBulletin,2007,vol.56,#2,p.325-329]

[18]CurrentPatentAssignee:MERCK&COINC-US6071916,2000,A

[19]CurrentPatentAssignee:Merck&Co.,Inc.-US6180634,2001,B2

[20]CurrentPatentAssignee:Merck&Co.,Inc.-US6180634,2001,B2

[21]Paizs,Csaba;Katona,Adrian;Retey,Janos[Chemistry-AEuropeanJournal,2006,vol.12,#10,p.2739-2744]Podea,PaulaVeronica;Tosa,MonicaIoana;Paizs,Csaba;Irimie,FlorinDan[TetrahedronAsymmetry,2008,vol.19,#4,p.500-511]

[22]Manley,DavidW.;Buzzetti,Luca;MacKessack-Leitch,Andrew;Walton,JohnC.[Molecules,2014,vol.19,#9,p.15324-15338]

[23]Oliver,M.Paige;Crouse,GaryD.;Demeter,DavidA.;Sparks,ThomasC.[JournalofAgriculturalandFoodChemistry,2015,vol.63,#23,p.5571-5577]

[24]Senaweera,Sameera;Weaver,JimmieD.[ChemicalCommunications,2017,vol.53,#54,p.7545-7548]

[25]Patel,Purvish;Rousseaux,SophieA.L.[Synlett,2020,vol.31,#5,p.492-496]

4265-16-1    4271-96-9    109-94-4   
1-methyl-2-<(2-benzofuryl)vinyl>-1,4,5,6-tetrahydropyrimidineformate 

[1]EuropeanJournalofMedicinalChemistry,1993,vol.28,p.979-982

Literature

Title: (Z)-3-(1-Benzofuran-2-yl)-2-(3,4,5-tri-meth-oxy-phen-yl)acrylonitrile.

Journal: Acta crystallographica. Section E, Structure reports online 20120301

Title: A novel and facile synthesis of 3-(2-benzofuroyl)- and 3,6-bis(2-benzofuroyl)carbazole derivatives.

Journal: Beilstein journal of organic chemistry 20110101

Title: P(PhCH2NCH2CH2)3N catalysis of Mukaiyama aldol reactions of aliphatic, aromatic, and heterocyclic aldehydes and trifluoromethyl phenyl ketone.

Journal: The Journal of organic chemistry 20091106

Title: Metal-free carbon-carbon bond-forming reductive coupling between boronic acids and tosylhydrazones.

Journal: Nature chemistry 20090901

Title: Naturally occurring labdane diterpene and benzofuran from Globba pendula.

Journal: Natural product communications 20090801

Title: Highly efficient cyclization of o-iodobenzoates with aldehydes catalyzed by cobalt bidentate phosphine complexes: a novel entry to chiral phthalides.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20070101

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SDS
Tags:4265-16-1 Molecular Formula|4265-16-1 MDL|4265-16-1 SMILES|4265-16-1 Benzo[b]furan-2-carboxaldehyde |Heterocyclic_Building_Blocks