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1,3-Indanedione
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Name

1,3-Indanedione

 EINECS 210-109-7
CAS No. 606-23-5 Density 1.31 g/cm3
PSA 34.14000 LogP 1.45570
Solubility Soluble in ethanol, ether, benzene, slightly soluble in water. Melting Point 129-132 °C
Formula C9H6O2 Boiling Point 302.5 °C at 760 mmHg
Molecular Weight 146.145 Flash Point 113 °C
Transport Information N/A Appearance Yellow to green fine crystalline powder
Safety 24/25-36/37/39-27-26 Risk Codes 33-36/37/38
Molecular Structure Molecular Structure of 606-23-5 (1,3-Indanedione) Hazard Symbols IrritantXi
Synonyms

1,3-Diketohydrindene;1,3-Indandione;3-hydroxyinden-1-one;1H-indene-1,3(2H)-dione;1H-Indene-1, 3 (2H)-dione;indan-1,3-dione;indene-1,3-dione;1,3-Indanedione 97%;

Article Data 80

1,3-Indanedione Synthetic route

(-)-trans-(1R,3R)-1,3-Dihydroxyindane

A

606-23-5

1H-indene-1,3(2H)-dione

B

(R)-3-hydroxy-2,3-dihydro-1H-inden-1-one

Conditions
ConditionsYield
With Shvo's Catalyst In acetone at 35℃; for 20h; Air;A n/a
B 95%
26976-59-0

3-hydroxy-2,3-dihydro-1H-inden-1-one

606-23-5

1H-indene-1,3(2H)-dione

Conditions
ConditionsYield
With Jones reagent In acetone at 20℃; for 2h;95%
60414-82-6

2,3-dihydro-1H-indene-1,3-diol

606-23-5

1H-indene-1,3(2H)-dione

Conditions
ConditionsYield
With trifluorormethanesulfonic acid; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In 1,4-dioxane at 20℃; for 0.333333h;92%
98-88-4

benzoyl chloride

1663-67-8

malonoyl dichloride

606-23-5

1H-indene-1,3(2H)-dione

Conditions
ConditionsYield
With aluminium trichloride In nitrobenzene at 80℃; for 5h; Mechanism; other aromatic acyl chlorides;90%
With aluminium trichloride In nitrobenzene at 80℃; for 5h;90%
117560-06-2

3-phenyliodonio-1,2,4-trioxo-1,2,3,4-tetrahydronaphthalenide

606-23-5

1H-indene-1,3(2H)-dione

Conditions
ConditionsYield
In acetonitrile for 1h; Heating;90%
131-11-3

phthalic acid dimethyl ester

141-78-6

ethyl acetate

606-23-5

1H-indene-1,3(2H)-dione

Conditions
ConditionsYield
Stage #1: phthalic acid dimethyl ester; ethyl acetate With sodium methylate at 12 - 80℃; Large scale;
Stage #2: With hydrogenchloride In water at 45 - 55℃; for 5h; Large scale;		83.2%
6351-10-6

1-Indanol

A

606-23-5

1H-indene-1,3(2H)-dione

B

83-33-0

inden-1-one

Conditions
ConditionsYield
With manganese(III) Schiff-base; dihydrogen peroxide at 20℃; for 5h;A 14%
B 83%
With C26H30F6MnN6O6S2; dihydrogen peroxide; acetic acid In acetonitrile at 20℃; for 1h; chemoselective reaction;A 9%
B 61%
131-11-3

phthalic acid dimethyl ester

64-19-7

acetic acid

606-23-5

1H-indene-1,3(2H)-dione

Conditions
ConditionsYield
Stage #1: phthalic acid dimethyl ester; acetic acid With sodium methylate at 12 - 80℃;
Stage #2: With hydrogenchloride In water at 45 - 55℃; for 5h;		82.7%

1-oxo-1H-inden-3-yl pivalate

107428-05-7

dimethyl 2,2-di(but-2-yn-1-yl)malonate

A

606-23-5

1H-indene-1,3(2H)-dione

B

dimethyl 4,10-dimethyl-9-oxo-3,9-dihydrocyclopenta[b]fluorene-2,2(1H)-dicarboxylate

Conditions
ConditionsYield
With calcium hydride; 1,5-hexadienerhodium(I)-chloride dimer; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl In 1,2-dichloro-ethane at 80℃; for 15h; Schlenk technique; Inert atmosphere;A 10%
B 76%
496-11-7

INDANE

A

606-23-5

1H-indene-1,3(2H)-dione

B

6351-10-6

1-Indanol

C

83-33-0

inden-1-one

Conditions
ConditionsYield
With sodium percarbonate; adogen 464; bis-(tributyltin oxide) dioxochromium(VI); toluene-4-sulfonic acid In acetonitrile at 80 - 83℃; for 20h;A 4%
B 5%
C 70%
With sodium percarbonate; adogen 464; bis-(tributyltin oxide) dioxochromium(VI) In acetonitrile at 80 - 83℃; for 20h; Product distribution; benzylic oxidation with various reagents, solvent dependence;A 2%
B 10%
C 60%
With dipyridinium dichromate; sodium percarbonate; adogen 464 In 1,2-dichloro-ethane at 80 - 83℃; for 20h;A 6%
B 7%
C 30%

1,3-Indanedione Chemical Properties

The molecular formula of 1,3-Indanedione(606-23-5) is C9H6O2  and its formula weight is  146.14.
The density of  1,3-Indanedione(606-23-5) is 1.37 g/cm3  and it has a  melting point of  129-132 °C(lit.). The boiling point is  283°C.
The chemical synonyms of 1,3-Indanedione(606-23-5) are 1,3-DIOXOINDANE;1,3-DIKETOHYDRINDENE;1,3-HYDRINDENEDIONE;1,3-Indanedione;1,3-INDANEDIONE;AURORA KA-7365;DIKETOHYDRINDENE;1,3-Indanone
The molecular structure of 1,3-Indanedione(606-23-5):

1,3-Indanedione Uses

1,3-Indanedione(606-23-5) is an anticoagulant used as a rodenticide.
Certain derivatives are used in human medicine.

1,3-Indanedione Toxicity Data With Reference

RTECS#: CAS# 606-23-5: NK5070000 
LD50/LC50: ipr-mus LDLo:100 mg/kg ARTODN    Archives of Toxicology. 33 (1975),191.
Carcinogenicity: 1,3-INDANEDIONE, 97% - Not listed as a carcinogen by ACGIH, IARC, NTP, or CA Prop 65. 
Other: See actual entry in RTECS for complete information.

1,3-Indanedione Consensus Reports

Reported in EPA TSCA Inventory.

1,3-Indanedione Safety Profile

A poison by intraperitoneal route. Experimental teratogenic and reproductive effects. When heated to decomposition it emits acrid smoke and fumes.
Hazard Codes  Xi
Risk Statements  33-36/37/38
Safety Statements  24/25-36/37/39-27-26
WGK Germany  3
RTECS  NK5070000
HS Code  29143900

1,3-Indanedione Specification

Chemical Stability: Stable under normal temperatures and pressures. 
Conditions to Avoid: Incompatible materials. 
Incompatibilities with Other Materials Strong oxidizing agents. 
Hazardous Decomposition Products Irritating and toxic fumes and gases. 
Hazardous Polymerization Has not been reported.
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