606-23-5,MFCD00003779
Catalog No.:AA0032JA

606-23-5 | 1,3-Indanedione

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Purity
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1g
95%
in stock  
$6.00   $4.00
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5g
95%
in stock  
$15.00   $11.00
- +
10g
95%
in stock  
$29.00   $20.00
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25g
95%
in stock  
$39.00   $27.00
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100g
95%
in stock  
$153.00   $107.00
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  • Technical Information
  • Properties
  • Upstream Synthesis Route
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
Technical Information
Catalog Number:
AA0032JA
Chemical Name:
1,3-Indanedione
CAS Number:
606-23-5
Molecular Formula:
C9H6O2
Molecular Weight:
146.1427
MDL Number:
MFCD00003779
SMILES:
O=C1CC(=O)c2c1cccc2
Properties
Properties
 
BP:
205.74°C (rough estimate)  
Form:
Solid  
MP:
129-132 °C(lit.)  
Refractive Index:
1.5049 (estimate)  
Storage:
Keep in dry area;Room Temperature;  

Computed Properties
 
Complexity:
186  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0  
Defined Bond Stereocenter Count:
0  
Formal Charge:
0  
Heavy Atom Count:
11  
Hydrogen Bond Acceptor Count:
2  
Hydrogen Bond Donor Count:
0  
Isotope Atom Count:
0  
Rotatable Bond Count:
0  
Undefined Atom Stereocenter Count:
0  
Undefined Bond Stereocenter Count:
0  
XLogP3:
0.6  

Upstream Synthesis Route

[1]MendeleevCommunications,2002,vol.12,#4,p.159-162

[1]JournaloftheChemicalSociety,PerkinTransactions2:PhysicalOrganicChemistry(1972-1999),1987,p.815-818

[2]Arkivoc,2018,vol.2018,#5,p.11-19

[3]ChemistryLetters,2015,vol.44,#7,p.958-960

[4]EuropeanJournalofOrganicChemistry,2012,#26,p.4947-4953,7

[5]JournaloftheAmericanChemicalSociety,2007,vol.129,#38,p.11674-11675

[6]ChemicalCommunications,2009,#27,p.4031-4033

[7]JournalofNanoscienceandNanotechnology,2014,vol.14,#10,p.7976-7980

Downstream Synthesis Route

[1]EuropeanJournalofMedicinalChemistry,1977,vol.12,p.125-130

[1]ChemischeBerichte,1964,vol.97,p.1482-1501

[1]ChemischeBerichte,1964,vol.97,p.1482-1501

606-23-5    3920-50-1   
2-(2H-pyrazol-3-ylmethylene)-1H-indene-1,3(2H)-dione 

[1]Heterocycles,1995,vol.41,p.2527-2552

606-23-5    78350-49-9   
diazobindone 
  1807-49-4    17220-38-1 

[1]MendeleevCommunications,2002,vol.12,p.159-162

Literature

Title: Base promoted synthesis of activated cyclopropanes bearing homologated carbonyl groups via tandem Michael addition-intramolecular enolate trapping.

Journal: Organic & biomolecular chemistry 20111207

Title: 2-[(3,5-Dimethyl-1-phenyl-1H-pyrazol-4-yl)methyl-idene]indan-1,3-dione.

Journal: Acta crystallographica. Section E, Structure reports online 20111201

Title: Synthesis, electronic, and electro-optical properties of emissive solvatochromic phenothiazinyl merocyanine dyes.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20110829

Title: A diversity-oriented synthesis of pyrazolo[4,3-f]quinoline derivatives with potential bioactivities via microwave-assisted multi-component reactions.

Journal: Molecular diversity 20110501

Title: Simple three-component method for the synthesis of spiroindeno[1,2-b]pyrido[2,3-d]pyrimidine-5,3'-indolines.

Journal: ACS combinatorial science 20110110

Title: Ultrasound-assisted synthesis of 2,2'-(2-oxoindoline-3,3-diyl)bis(1H-indene-1,3(2H)-dione) derivatives.

Journal: Ultrasonics sonochemistry 20110101

Title: A convenient ultrasound-promoted regioselective synthesis of fused polycyclic 4-aryl-3-methyl-4,7-dihydro-1H-pyrazolo[3,4-b]pyridines.

Journal: Ultrasonics sonochemistry 20100201

Title: 4'-Ferrocenyl-1'-methylacenapthylene-1-spiro-2'-pyrrolidine-3'-spiro-2''-indane-2,1'',3''(1H)-trione.

Journal: Acta crystallographica. Section E, Structure reports online 20091201

Title: Strapped calix[4]pyrroles bearing a 1,3-indanedione at a beta-pyrrolic position: chemodosimeters for the cyanide anion.

Journal: Organic letters 20090820

Title: Organic synthesis in water: a green protocol for the synthesis of 2-(cyclohexylamino)-3- aryl- indeno[1,2-b]furan-4-ones.

Journal: Molecular diversity 20090801

Title: Selective formation of spiro dihydrofurans and cyclopropanes through unexpected reaction of aldehydes with 1,3-dicarbonyl compounds.

Journal: Organic letters 20090604

Title: Design and microwave-assisted synthesis of naphtho[2,3-f]quinoline derivatives and their luminescent properties.

Journal: Journal of combinatorial chemistry 20090309

Title: The E3 ubiquitin-ligase Bmi1/Ring1A controls the proteasomal degradation of Top2alpha cleavage complex - a potentially new drug target.

Journal: PloS one 20090101

Title: Chemical substructures that enrich for biological activity.

Journal: Bioinformatics (Oxford, England) 20081101

Title: Synthesis and antimicrobial study of novel 1-aryl-2-oxo-indano[3,2-d]pyrido/pyrimido[1,2-b]pyrimidines.

Journal: Archiv der Pharmazie 20080701

Title: 2-(4,5,6,7,8,9-Hexahydro-6a-aza-phenyl-en-2-ylmethyl-ene)indan-1,3-dione.

Journal: Acta crystallographica. Section E, Structure reports online 20080701

Title: Towards the first inhibitors of trihydroxynaphthalene reductase from Curvularia lunata: synthesis of artificial substrate, homology modelling and initial screening.

Journal: Bioorganic & medicinal chemistry 20080601

Title: An efficient synthesis of pyrido[2,3-d]pyrimidine derivatives and related compounds under ultrasound irradiation without catalyst.

Journal: Ultrasonics sonochemistry 20080301

Title: Three-component synthesis and anticancer evaluation of polycyclic indenopyridines lead to the discovery of a novel indenoheterocycle with potent apoptosis inducing properties.

Journal: Organic & biomolecular chemistry 20071207

Title: Calorimetric and computational study of indanones.

Journal: The journal of physical chemistry. A 20071101

Title: Synthesis and molluscicidal activity of new chromene and pyrano[2,3-c]pyrazole derivatives.

Journal: Archiv der Pharmazie 20071001

Title: Rh(I)-catalyzed carbonylative cyclization reactions of alkynes with 2-bromophenylboronic acids leading to indenones.

Journal: Journal of the American Chemical Society 20070502

Title: Selective inhibition of carboxylesterases by isatins, indole-2,3-diones.

Journal: Journal of medicinal chemistry 20070419

Title: A green method for the electroorganic synthesis of new 1,3-Indandione derivatives.

Journal: Chemical & pharmaceutical bulletin 20061001

Title: Uptake and UV-photooxidation of gas-phase PAHs on the surface of atmospheric water films. 1. Naphthalene.

Journal: The journal of physical chemistry. A 20060727

Title: Three-component synthesis of functionalized 5-oxo-4,5-dihydroindeno[1,2-b]pyrans.

Journal: Molecular diversity 20060501

Title: Long-chain 3-acyl-4-hydroxycoumarins: structure and antibacterial activity.

Journal: Archiv der Pharmazie 20060301

Title: 1,3-indane-based chromogenic calixpyrroles with push-pull chromophores: synthesis and anion sensing.

Journal: Organic letters 20060202

Title: The genetic basis of resistance to anticoagulants in rodents.

Journal: Genetics 20050801

Title: Direct organocatalytic asymmetric heterodomino reactions: the Knoevenagel/Diels-Alder/epimerization sequence for the highly diastereoselective synthesis of symmetrical and nonsymmetrical synthons of benzoannelated centropolyquinanes.

Journal: The Journal of organic chemistry 20040903

Title: Gas-phase acidities of disubstituted methanes and of enols of carboxamides substituted by electron-withdrawing groups.

Journal: The Journal of organic chemistry 20040903

Title: Highly regio- and chemoselective palladium-catalyzed propargylallylation of activated olefins: a novel route to 1,7-enyne derivatives.

Journal: The Journal of organic chemistry 20040611

Title: Reactions of enols of amides with diazomethane.

Journal: The Journal of organic chemistry 20021004

Title: Synthesis and pharmacological properties of sulfur derivatives of indane-1,3-dione.

Journal: Acta poloniae pharmaceutica 20020101

Title: Structural assignment of isomeric 2-(2-quinolinyl)-1H-indene-1,3(2H)-dione mono- and disulfonic acids by liquid chromatography electrospray and atmospheric pressure chemical ionization tandem mass spectrometry.

Journal: Journal of mass spectrometry : JMS 20010901

Title: Hypolipidemic activity of indan-1,3-dione derivatives in rodents.

Journal: Journal of medicinal chemistry 19851101

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Additional Info:
SDS
Historical Records
Tags:606-23-5 Molecular Formula|606-23-5 MDL|606-23-5 SMILES|606-23-5 1,3-Indanedione
Catalog No.: AA0032JA
606-23-5,MFCD00003779
606-23-5 | 1,3-Indanedione
Pack Size: 1g
Purity: 95%
in stock
$6.00 $4.00
Pack Size: 5g
Purity: 95%
in stock
$15.00 $11.00
Pack Size: 10g
Purity: 95%
in stock
$29.00 $20.00
Pack Size: 25g
Purity: 95%
in stock
$39.00 $27.00
Pack Size: 100g
Purity: 95%
in stock
$153.00 $107.00
Quantity
- +
Add to Card
Order Now
bulk Quotation Request
Technical Information
Catalog Number: AA0032JA
Chemical Name: 1,3-Indanedione
CAS Number: 606-23-5
Molecular Formula: C9H6O2
Molecular Weight: 146.1427
MDL Number: MFCD00003779
SMILES: O=C1CC(=O)c2c1cccc2
Properties
BP: 205.74°C (rough estimate)  
Form: Solid  
MP: 129-132 °C(lit.)  
Refractive Index: 1.5049 (estimate)  
Storage: Keep in dry area;Room Temperature;  
Complexity: 186  
Covalently-Bonded Unit Count: 1  
Defined Atom Stereocenter Count: 0  
Defined Bond Stereocenter Count: 0  
Formal Charge: 0  
Heavy Atom Count: 11  
Hydrogen Bond Acceptor Count: 2  
Hydrogen Bond Donor Count: 0  
Isotope Atom Count: 0  
Rotatable Bond Count: 0  
Undefined Atom Stereocenter Count: 0  
Undefined Bond Stereocenter Count: 0  
XLogP3: 0.6  
Upstream Synthesis Route
606-23-5    78350-49-9    1807-49-4    17220-38-1 

[1]MendeleevCommunications,2002,vol.12,#4,p.159-162

606-23-5    109-77-3    1080-74-6 

[1]JournaloftheChemicalSociety,PerkinTransactions2:PhysicalOrganicChemistry(1972-1999),1987,p.815-818

[2]Arkivoc,2018,vol.2018,#5,p.11-19

[3]ChemistryLetters,2015,vol.44,#7,p.958-960

[4]EuropeanJournalofOrganicChemistry,2012,#26,p.4947-4953,7

[5]JournaloftheAmericanChemicalSociety,2007,vol.129,#38,p.11674-11675

[6]ChemicalCommunications,2009,#27,p.4031-4033

[7]JournalofNanoscienceandNanotechnology,2014,vol.14,#10,p.7976-7980

Downstream Synthesis Route
606-23-5    29334-16-5    60423-32-7 

[1]EuropeanJournalofMedicinalChemistry,1977,vol.12,p.125-130

606-23-5    1950-68-1    94538-69-9 

[1]ChemischeBerichte,1964,vol.97,p.1482-1501

606-23-5    1950-68-1    106627-72-9 

[1]ChemischeBerichte,1964,vol.97,p.1482-1501

606-23-5    3920-50-1   
2-(2H-pyrazol-3-ylmethylene)-1H-indene-1,3(2H)-dione 

[1]Heterocycles,1995,vol.41,p.2527-2552

606-23-5    78350-49-9   
diazobindone 
  1807-49-4    17220-38-1 

[1]MendeleevCommunications,2002,vol.12,p.159-162

Literature fold

Title: Base promoted synthesis of activated cyclopropanes bearing homologated carbonyl groups via tandem Michael addition-intramolecular enolate trapping.

Journal: Organic & biomolecular chemistry20111207

Title: 2-[(3,5-Dimethyl-1-phenyl-1H-pyrazol-4-yl)methyl-idene]indan-1,3-dione.

Journal: Acta crystallographica. Section E, Structure reports online20111201

Title: Synthesis, electronic, and electro-optical properties of emissive solvatochromic phenothiazinyl merocyanine dyes.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany)20110829

Title: A diversity-oriented synthesis of pyrazolo[4,3-f]quinoline derivatives with potential bioactivities via microwave-assisted multi-component reactions.

Journal: Molecular diversity20110501

Title: Simple three-component method for the synthesis of spiroindeno[1,2-b]pyrido[2,3-d]pyrimidine-5,3'-indolines.

Journal: ACS combinatorial science20110110

Title: Ultrasound-assisted synthesis of 2,2'-(2-oxoindoline-3,3-diyl)bis(1H-indene-1,3(2H)-dione) derivatives.

Journal: Ultrasonics sonochemistry20110101

Title: A convenient ultrasound-promoted regioselective synthesis of fused polycyclic 4-aryl-3-methyl-4,7-dihydro-1H-pyrazolo[3,4-b]pyridines.

Journal: Ultrasonics sonochemistry20100201

Title: 4'-Ferrocenyl-1'-methylacenapthylene-1-spiro-2'-pyrrolidine-3'-spiro-2''-indane-2,1'',3''(1H)-trione.

Journal: Acta crystallographica. Section E, Structure reports online20091201

Title: Strapped calix[4]pyrroles bearing a 1,3-indanedione at a beta-pyrrolic position: chemodosimeters for the cyanide anion.

Journal: Organic letters20090820

Title: Organic synthesis in water: a green protocol for the synthesis of 2-(cyclohexylamino)-3- aryl- indeno[1,2-b]furan-4-ones.

Journal: Molecular diversity20090801

Title: Selective formation of spiro dihydrofurans and cyclopropanes through unexpected reaction of aldehydes with 1,3-dicarbonyl compounds.

Journal: Organic letters20090604

Title: Design and microwave-assisted synthesis of naphtho[2,3-f]quinoline derivatives and their luminescent properties.

Journal: Journal of combinatorial chemistry20090309

Title: The E3 ubiquitin-ligase Bmi1/Ring1A controls the proteasomal degradation of Top2alpha cleavage complex - a potentially new drug target.

Journal: PloS one20090101

Title: Chemical substructures that enrich for biological activity.

Journal: Bioinformatics (Oxford, England)20081101

Title: Synthesis and antimicrobial study of novel 1-aryl-2-oxo-indano[3,2-d]pyrido/pyrimido[1,2-b]pyrimidines.

Journal: Archiv der Pharmazie20080701

Title: 2-(4,5,6,7,8,9-Hexahydro-6a-aza-phenyl-en-2-ylmethyl-ene)indan-1,3-dione.

Journal: Acta crystallographica. Section E, Structure reports online20080701

Title: Towards the first inhibitors of trihydroxynaphthalene reductase from Curvularia lunata: synthesis of artificial substrate, homology modelling and initial screening.

Journal: Bioorganic & medicinal chemistry20080601

Title: An efficient synthesis of pyrido[2,3-d]pyrimidine derivatives and related compounds under ultrasound irradiation without catalyst.

Journal: Ultrasonics sonochemistry20080301

Title: Three-component synthesis and anticancer evaluation of polycyclic indenopyridines lead to the discovery of a novel indenoheterocycle with potent apoptosis inducing properties.

Journal: Organic & biomolecular chemistry20071207

Title: Calorimetric and computational study of indanones.

Journal: The journal of physical chemistry. A20071101

Title: Synthesis and molluscicidal activity of new chromene and pyrano[2,3-c]pyrazole derivatives.

Journal: Archiv der Pharmazie20071001

Title: Rh(I)-catalyzed carbonylative cyclization reactions of alkynes with 2-bromophenylboronic acids leading to indenones.

Journal: Journal of the American Chemical Society20070502

Title: Selective inhibition of carboxylesterases by isatins, indole-2,3-diones.

Journal: Journal of medicinal chemistry20070419

Title: A green method for the electroorganic synthesis of new 1,3-Indandione derivatives.

Journal: Chemical & pharmaceutical bulletin20061001

Title: Uptake and UV-photooxidation of gas-phase PAHs on the surface of atmospheric water films. 1. Naphthalene.

Journal: The journal of physical chemistry. A20060727

Title: Three-component synthesis of functionalized 5-oxo-4,5-dihydroindeno[1,2-b]pyrans.

Journal: Molecular diversity20060501

Title: Long-chain 3-acyl-4-hydroxycoumarins: structure and antibacterial activity.

Journal: Archiv der Pharmazie20060301

Title: 1,3-indane-based chromogenic calixpyrroles with push-pull chromophores: synthesis and anion sensing.

Journal: Organic letters20060202

Title: The genetic basis of resistance to anticoagulants in rodents.

Journal: Genetics20050801

Title: Direct organocatalytic asymmetric heterodomino reactions: the Knoevenagel/Diels-Alder/epimerization sequence for the highly diastereoselective synthesis of symmetrical and nonsymmetrical synthons of benzoannelated centropolyquinanes.

Journal: The Journal of organic chemistry20040903

Title: Gas-phase acidities of disubstituted methanes and of enols of carboxamides substituted by electron-withdrawing groups.

Journal: The Journal of organic chemistry20040903

Title: Highly regio- and chemoselective palladium-catalyzed propargylallylation of activated olefins: a novel route to 1,7-enyne derivatives.

Journal: The Journal of organic chemistry20040611

Title: Reactions of enols of amides with diazomethane.

Journal: The Journal of organic chemistry20021004

Title: Synthesis and pharmacological properties of sulfur derivatives of indane-1,3-dione.

Journal: Acta poloniae pharmaceutica20020101

Title: Structural assignment of isomeric 2-(2-quinolinyl)-1H-indene-1,3(2H)-dione mono- and disulfonic acids by liquid chromatography electrospray and atmospheric pressure chemical ionization tandem mass spectrometry.

Journal: Journal of mass spectrometry : JMS20010901

Title: Hypolipidemic activity of indan-1,3-dione derivatives in rodents.

Journal: Journal of medicinal chemistry19851101

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