Product Name

  • Name

    5,6-Dimethoxy-1-indanone

  • EINECS 218-287-8
  • CAS No. 2107-69-9
  • Article Data54
  • CAS DataBase
  • Density 1.179 g/cm3
  • Solubility
  • Melting Point 118-120 °C
  • Formula C11H12O3
  • Boiling Point 339.7 °C at 760 mmHg
  • Molecular Weight 192.214
  • Flash Point 150.4 °C
  • Transport Information
  • Appearance white to light yellow crystal powder
  • Safety 22-24/25-36-26
  • Risk Codes 20/21/22-36/37/38
  • Molecular Structure Molecular Structure of 2107-69-9 (5,6-Dimethoxy-1-indanone)
  • Hazard Symbols HarmfulXn, IrritantXi
  • Synonyms 5,6-Dimethoxyindan-1-one;5,6-dimethoxy-2,3-dihydroinden-1-one;2,3-Dihydro-5,6-dimethoxy-1H-inden-1-one;1H-Inden-1-one,2,3-dihydro-5,6-dimethoxy-;5,6-Dimethoxy Indanone;5,6-dimethoxy-1-indelene-1-one;
  • PSA 35.53000
  • LogP 1.83270

Synthetic route

3,4-methoxycinnamic acid
2107-70-2

3,4-methoxycinnamic acid

5,6-dimethoxy-1-indanone
2107-69-9

5,6-dimethoxy-1-indanone

Conditions
ConditionsYield
With trifluorormethanesulfonic acid In dichloromethane at 80℃; for 1h; Friedel-Crafts Acylation; High pressure; Inert atmosphere; Green chemistry;100%
With trifluorormethanesulfonic acid In dichloromethane at 0 - 80℃;100%
With trifluorormethanesulfonic acid In dichloromethane at 0 - 80℃; for 1.5h; Sealed tube;96%
2-ethenyl-4,5-dimethoxybenzaldehyde
52095-39-3

2-ethenyl-4,5-dimethoxybenzaldehyde

5,6-dimethoxy-1-indanone
2107-69-9

5,6-dimethoxy-1-indanone

Conditions
ConditionsYield
With bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate; 6-diphenylphosphinomethyl-3-methyl-2-aminopyridine In toluene at 150℃; for 1h; Inert atmosphere;98%
With acetic acid; L-proline at 120℃; for 24h; Catalytic behavior; Reagent/catalyst; Temperature; Green chemistry;90%
6-hydroxy-5-methoxyindan-1-one
90843-62-2

6-hydroxy-5-methoxyindan-1-one

methyl iodide
74-88-4

methyl iodide

5,6-dimethoxy-1-indanone
2107-69-9

5,6-dimethoxy-1-indanone

Conditions
ConditionsYield
Stage #1: 6-hydroxy-5-methoxyindan-1-one With sodium hydride In tetrahydrofuran at 0℃; for 0.5h; Inert atmosphere;
Stage #2: methyl iodide In tetrahydrofuran at 20℃; for 1h;
90.1%
carbon monoxide
201230-82-2

carbon monoxide

1-iodo-4,5-dimethoxy-2-vinylbenzene

1-iodo-4,5-dimethoxy-2-vinylbenzene

5,6-dimethoxy-1-indanone
2107-69-9

5,6-dimethoxy-1-indanone

Conditions
ConditionsYield
With pyridine; palladium diacetate; tetrabutyl-ammonium chloride In N,N-dimethyl-formamide at 100℃; under 760 Torr; for 24h;82%
3-(3,4-dimethoxy-phenyl)-propionyl chloride
51842-87-6

3-(3,4-dimethoxy-phenyl)-propionyl chloride

5,6-dimethoxy-1-indanone
2107-69-9

5,6-dimethoxy-1-indanone

Conditions
ConditionsYield
With rhenium(I) pentacarbonyl bromide In 1,2-dichloro-ethane for 2h; Heating;80%
With aluminium trichloride In dichloromethane at 20℃; for 3h;40.2 g
With aluminum (III) chloride In dichloromethane at 20℃; for 2h;
(5,6-dimethoxyindan-1-yl)methanol

(5,6-dimethoxyindan-1-yl)methanol

5,6-dimethoxy-1-indanone
2107-69-9

5,6-dimethoxy-1-indanone

Conditions
ConditionsYield
With silica gel; pyridinium chlorochromate In dichloromethane at 25℃; for 6h;72%
dimethyl 2-((3-(3,4-dimethoxyphenyl)propanoyl)oxy)succinate
64803-82-3

dimethyl 2-((3-(3,4-dimethoxyphenyl)propanoyl)oxy)succinate

5,6-dimethoxy-1-indanone
2107-69-9

5,6-dimethoxy-1-indanone

Conditions
ConditionsYield
With aluminum (III) chloride In dichloromethane at 0 - 20℃; Friedel-Crafts Acylation; Inert atmosphere; regioselective reaction;70%
1-bromo-4,5-dimethoxy-2-vinylbenzene
5293-43-6

1-bromo-4,5-dimethoxy-2-vinylbenzene

molybdenum hexacarbonyl

molybdenum hexacarbonyl

5,6-dimethoxy-1-indanone
2107-69-9

5,6-dimethoxy-1-indanone

Conditions
ConditionsYield
With pyridine; tetrabutyl-ammonium chloride; tri tert-butylphosphoniumtetrafluoroborate; palladium diacetate In N,N-dimethyl-formamide at 130℃; for 0.333333h; microwave irradiation;67%
3,4-methoxycinnamic acid
2107-70-2

3,4-methoxycinnamic acid

A

5,6-dimethoxy-1-indanone
2107-69-9

5,6-dimethoxy-1-indanone

B

6,7-dimethoxy-2,3-dihydro-1H-inden-1-one
57441-74-4

6,7-dimethoxy-2,3-dihydro-1H-inden-1-one

Conditions
ConditionsYield
With terbium(III) trifluoromethanesulfonate In chlorobenzene at 250℃; for 1h; Friedel-Crafts reaction;A 65%
B 5%
5-(3,4-dimethoxybenzyl)-2,2-dimethyl-[1,3]dioxane-4,6-dione
154317-78-9

5-(3,4-dimethoxybenzyl)-2,2-dimethyl-[1,3]dioxane-4,6-dione

5,6-dimethoxy-1-indanone
2107-69-9

5,6-dimethoxy-1-indanone

Conditions
ConditionsYield
With scandium tris(trifluoromethanesulfonate) In nitromethane at 100℃; for 0.75h; Friedel-Crafts acylation;59%
1,2-dimethoxybenzene
91-16-7

1,2-dimethoxybenzene

N,N-Dimethylacrylamide
2680-03-7

N,N-Dimethylacrylamide

5,6-dimethoxy-1-indanone
2107-69-9

5,6-dimethoxy-1-indanone

Conditions
ConditionsYield
With trifluoromethanesulfonic acid anhydride In 1,2-dichloro-ethane for 6h; Heating;42%
With trifluoromethylsulfonic anhydride; potassium carbonate 1.) dichloroethane, reflux, 6 h, 2.) dichloroethane, ether, 1 h; Yield given. Multistep reaction;
1-(3,4-dimethoxyphenyl)prop-2-en-1-one
33731-40-7

1-(3,4-dimethoxyphenyl)prop-2-en-1-one

5,6-dimethoxy-1-indanone
2107-69-9

5,6-dimethoxy-1-indanone

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In dichloromethane for 5h; Heating;3.4%
6,7-dimethoxy-1-oxo-1H-isothiochromene-3-carboxylic acid
56661-87-1

6,7-dimethoxy-1-oxo-1H-isothiochromene-3-carboxylic acid

5,6-dimethoxy-1-indanone
2107-69-9

5,6-dimethoxy-1-indanone

Conditions
ConditionsYield
With nickel
5,6-dimethoxy-3-oxo-indan-1-carboxylic acid
62956-63-2

5,6-dimethoxy-3-oxo-indan-1-carboxylic acid

5,6-dimethoxy-1-indanone
2107-69-9

5,6-dimethoxy-1-indanone

Conditions
ConditionsYield
With quinoline; copper at 230℃;
5,6-dimethoxy-1H-indene
40243-67-2

5,6-dimethoxy-1H-indene

A

5,6-dimethoxy-1-indanone
2107-69-9

5,6-dimethoxy-1-indanone

B

5,6-dimethoxy-1H-inden-2(3H)-one
30117-82-9

5,6-dimethoxy-1H-inden-2(3H)-one

Conditions
ConditionsYield
With diborane In tetrahydrofuran a) 0 deg C, 15 min, b) 20 deg C, 45 min;
With diborane In tetrahydrofuran a) 0 deg C, 15 min, b) 20 deg C, 45 min; Title compound not separated from byproducts;
ethanol
64-17-5

ethanol

6,7-dimethoxy-1-oxo-1H-isothiochromene-3-carboxylic acid
56661-87-1

6,7-dimethoxy-1-oxo-1H-isothiochromene-3-carboxylic acid

Raney nickel

Raney nickel

5,6-dimethoxy-1-indanone
2107-69-9

5,6-dimethoxy-1-indanone

dimethyl sulfate
77-78-1

dimethyl sulfate

6-oxy-5-methoxy-hydrindone-(1)

6-oxy-5-methoxy-hydrindone-(1)

5,6-dimethoxy-1-indanone
2107-69-9

5,6-dimethoxy-1-indanone

Conditions
ConditionsYield
With alkaline solution
3,4-methoxycinnamic acid
2107-70-2

3,4-methoxycinnamic acid

benzene
71-43-2

benzene

P2O5

P2O5

5,6-dimethoxy-1-indanone
2107-69-9

5,6-dimethoxy-1-indanone

phosphorus pentachloride
10026-13-8, 874483-75-7

phosphorus pentachloride

3,4-methoxycinnamic acid
2107-70-2

3,4-methoxycinnamic acid

petroleum ether

petroleum ether

5,6-dimethoxy-1-indanone
2107-69-9

5,6-dimethoxy-1-indanone

Conditions
ConditionsYield
Behandlung des entstandenen Chlorids mit AlCl3;
sulfuric acid
7664-93-9

sulfuric acid

5,6-dimethoxy-1-oxo-2,3-dihydro-1H-indene-2-carbonitrile
106648-24-2

5,6-dimethoxy-1-oxo-2,3-dihydro-1H-indene-2-carbonitrile

5,6-dimethoxy-1-indanone
2107-69-9

5,6-dimethoxy-1-indanone

1-(3-Hydroxy-phenoxy)-5,6-dimethoxy-indan-1-ol

1-(3-Hydroxy-phenoxy)-5,6-dimethoxy-indan-1-ol

diluted NaOH-solution

diluted NaOH-solution

A

5,6-dimethoxy-1-indanone
2107-69-9

5,6-dimethoxy-1-indanone

B

recorcinol
108-46-3

recorcinol

3-(3,4-dimethoxyphenyl)propanoic acid sodium salt

3-(3,4-dimethoxyphenyl)propanoic acid sodium salt

5,6-dimethoxy-1-indanone
2107-69-9

5,6-dimethoxy-1-indanone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: oxalyl chloride; DMF / CH2Cl2
2: 40.2 g / AlCl3 / CH2Cl2 / 3 h / 20 °C
View Scheme
3,4-dimethoxy-benzaldehyde
120-14-9

3,4-dimethoxy-benzaldehyde

polymer-PPh2(1+)-CH2-Ph*Br(1-)

polymer-PPh2(1+)-CH2-Ph*Br(1-)

5,6-dimethoxy-1-indanone
2107-69-9

5,6-dimethoxy-1-indanone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: piperidinium acetate / ethanol / 0.5 h
1.2: 77 percent / NaBH3CN / ethanol / 0 - 20 °C
2.1: 59 percent / Sc(OTf)3 / nitromethane / 0.75 h / 100 °C
View Scheme
2-iodo-4,5-dimethoxybenzaldehyde
61203-53-0

2-iodo-4,5-dimethoxybenzaldehyde

5,6-dimethoxy-1-indanone
2107-69-9

5,6-dimethoxy-1-indanone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: n-BuLi / tetrahydrofuran / 0.5 h / 0 °C
1.2: 90 percent / tetrahydrofuran
2.1: 82 percent / Pd(OAc)2; pyridine; n-Bu4NCl / dimethylformamide / 24 h / 100 °C / 760 Torr
View Scheme
5,6-dimethoxy-2,3-dihydro-1H-inden-1-ol
33884-52-5

5,6-dimethoxy-2,3-dihydro-1H-inden-1-ol

5,6-dimethoxy-1-indanone
2107-69-9

5,6-dimethoxy-1-indanone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: dimethyl sulfoxide / 6 h / 180 °C
2: diborane / tetrahydrofuran / a) 0 deg C, 15 min, b) 20 deg C, 45 min
View Scheme
3,4-dimethoxycinnamic acid
2316-26-9

3,4-dimethoxycinnamic acid

5,6-dimethoxy-1-indanone
2107-69-9

5,6-dimethoxy-1-indanone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium amalgam; alkali
2: benzene; P2O5
View Scheme
Multi-step reaction with 2 steps
1: H2 / Raney-Ni / ethanol / 100 °C / 66195.7 Torr
2: H3PO4, P2O5
View Scheme
Multi-step reaction with 2 steps
1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 14 h / 60 °C / 114008 Torr
2: phosphorus pentoxide; phosphoric acid / 6 h / 120 °C
View Scheme
Multi-step reaction with 2 steps
1: palladium 10% on activated carbon; hydrogen / ethanol / 40 °C
2: trifluorormethanesulfonic acid / dichloromethane / 1 h / 80 °C
View Scheme
3,4-dimethoxy-trans-cinnamic acid
14737-89-4

3,4-dimethoxy-trans-cinnamic acid

5,6-dimethoxy-1-indanone
2107-69-9

5,6-dimethoxy-1-indanone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: platinum; acetic acid / Hydrogenation
2: HF
View Scheme
3,4-dimethoxy-cinnamic acid ethyl ester
20583-78-2

3,4-dimethoxy-cinnamic acid ethyl ester

5,6-dimethoxy-1-indanone
2107-69-9

5,6-dimethoxy-1-indanone

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: potassium hydroxide; methanol
2: sodium amalgam; alkali
3: benzene; P2O5
View Scheme
3,4-dimethoxy-benzaldehyde
120-14-9

3,4-dimethoxy-benzaldehyde

5,6-dimethoxy-1-indanone
2107-69-9

5,6-dimethoxy-1-indanone

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: (i) Py, (ii) aq. HCl
2: H2 / Raney-Ni / ethanol / 100 °C / 66195.7 Torr
3: H3PO4, P2O5
View Scheme
Multi-step reaction with 2 steps
1: triethylammonium formate / N,N-dimethyl-formamide / 6 h / 20 °C
2: polyphosphoric acid / 2 h / 20 - 100 °C
View Scheme
Multi-step reaction with 3 steps
1: pyridine / 16 h / 80 °C
2: palladium 10% on activated carbon; hydrogen / ethyl acetate / 14 h / 60 °C / 114008 Torr
3: phosphorus pentoxide; phosphoric acid / 6 h / 120 °C
View Scheme
5,6-dimethoxy-1-indanone
2107-69-9

5,6-dimethoxy-1-indanone

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

5,6-dimethoxy-2-methoxycarbonylindan-1-one
119035-03-9

5,6-dimethoxy-2-methoxycarbonylindan-1-one

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran; mineral oil Reflux; Inert atmosphere;100%
With sodium hydride In paraffin oil at 90℃;92%
With sodium hydride In paraffin oil at 90℃; Inert atmosphere;92%
5,6-dimethoxy-1-indanone
2107-69-9

5,6-dimethoxy-1-indanone

1-benzyl-4-formylpiperidine
22065-85-6

1-benzyl-4-formylpiperidine

1-benzyl-4-<(5,6-dimethoxy-1-oxoindan-2-ylidenyl)methyl>piperidine
120014-07-5

1-benzyl-4-<(5,6-dimethoxy-1-oxoindan-2-ylidenyl)methyl>piperidine

Conditions
ConditionsYield
With potassium hydroxide; N-benzyl-N,N,N-triethylammonium chloride In water; toluene at 20℃; Product distribution / selectivity; Inert atmosphere; Reflux;100%
With sodium methylate In methanol; ethanol at 79℃; for 1.58333h; Product distribution / selectivity; Heating / reflux;93.4%
With sodium methylate In methanol at 66℃; for 1h; Product distribution / selectivity; Heating / reflux;93.9%
5,6-dimethoxy-1-indanone
2107-69-9

5,6-dimethoxy-1-indanone

5,6-dihydroxy-indan-1-one
124702-80-3

5,6-dihydroxy-indan-1-one

Conditions
ConditionsYield
With boron tribromide In chloroform at -78℃; for 4h;100%
With boron tribromide In dichloromethane98%
With boron tribromide In dichloromethane at -78 - 20℃; for 1h;98%
5,6-dimethoxy-1-indanone
2107-69-9

5,6-dimethoxy-1-indanone

5,6-dimethoxy-1H-inden-1,2(3H)-dione 2-oxime

5,6-dimethoxy-1H-inden-1,2(3H)-dione 2-oxime

Conditions
ConditionsYield
100%
5,6-dimethoxy-1-indanone
2107-69-9

5,6-dimethoxy-1-indanone

p-nitrophenyl isothiocyanate
2131-61-5

p-nitrophenyl isothiocyanate

5,6-dimethoxyindan-1-one N-(4-nitrophenyl)thiosemicarbazone

5,6-dimethoxyindan-1-one N-(4-nitrophenyl)thiosemicarbazone

Conditions
ConditionsYield
With hydrazine hydrate; acetic acid In isopropyl alcohol at 90℃; under 1875.19 Torr; for 1.08333h; Microwave irradiation;100%
5,6-dimethoxy-1-indanone
2107-69-9

5,6-dimethoxy-1-indanone

piperonal
120-57-0

piperonal

2-[1-Benzo[1,3]dioxol-5-yl-meth-(E)-ylidene]-5,6-dimethoxy-indan-1-one

2-[1-Benzo[1,3]dioxol-5-yl-meth-(E)-ylidene]-5,6-dimethoxy-indan-1-one

Conditions
ConditionsYield
With sodium hydroxide In ethanol for 0.0125h; Irradiation;99%
piperidine
110-89-4

piperidine

5,6-dimethoxy-1-indanone
2107-69-9

5,6-dimethoxy-1-indanone

1-(5,6-dimethoxy-1H-inden-3-yl)piperidine

1-(5,6-dimethoxy-1H-inden-3-yl)piperidine

Conditions
ConditionsYield
With titanium tetrachloride In toluene at -10 - 20℃; Inert atmosphere;99%
5,6-dimethoxy-1-indanone
2107-69-9

5,6-dimethoxy-1-indanone

2-bromo-5,6-dimethoxy-1-indanone
2747-08-2

2-bromo-5,6-dimethoxy-1-indanone

Conditions
ConditionsYield
With bromine In ethyl acetate at 10 - 20℃; for 0.5h;98%
With bromine In methanol at 20℃; for 0.5h;84%
With copper(ll) bromide In ethyl acetate Reflux;81%
5,6-dimethoxy-1-indanone
2107-69-9

5,6-dimethoxy-1-indanone

5-chloroindole 2,3-dione
17630-76-1

5-chloroindole 2,3-dione

5-Chloro-3-[5,6-dimethoxy-1-oxo-indan-(2E)-ylidene]-1,3-dihydro-indol-2-one

5-Chloro-3-[5,6-dimethoxy-1-oxo-indan-(2E)-ylidene]-1,3-dihydro-indol-2-one

Conditions
ConditionsYield
With hydrogenchloride In acetic acid at 100℃; for 1.25h;98%
5,6-dimethoxy-1-indanone
2107-69-9

5,6-dimethoxy-1-indanone

2-chloro-6-methoxyquinolin-3-carboxaldehyde
73568-29-3

2-chloro-6-methoxyquinolin-3-carboxaldehyde

2-[1-(2-Chloro-6-methoxy-quinolin-3-yl)-meth-(E)-ylidene]-5,6-dimethoxy-indan-1-one

2-[1-(2-Chloro-6-methoxy-quinolin-3-yl)-meth-(E)-ylidene]-5,6-dimethoxy-indan-1-one

Conditions
ConditionsYield
With sodium hydroxide In methanol at 20℃; for 12h;98%
pyridine-4-carbaldehyde
872-85-5

pyridine-4-carbaldehyde

5,6-dimethoxy-1-indanone
2107-69-9

5,6-dimethoxy-1-indanone

(E)-5, 6-dimethoxy-2-(pyridin-4-ylmethylene)-2, 3-dihydro-1H-inden-1-one
877606-65-0

(E)-5, 6-dimethoxy-2-(pyridin-4-ylmethylene)-2, 3-dihydro-1H-inden-1-one

Conditions
ConditionsYield
With toluene-4-sulfonic acid In toluene for 6h; Reflux;98%
With toluene-4-sulfonic acid In toluene for 6h; Heating;95.6%
With toluene-4-sulfonic acid In toluene for 6h; Reflux;90%
pyridine-4-carbaldehyde
872-85-5

pyridine-4-carbaldehyde

5,6-dimethoxy-1-indanone
2107-69-9

5,6-dimethoxy-1-indanone

5,6-dimethoxy-2-[(pyridin-4-yl)methylene]-1-indanone
4803-74-1

5,6-dimethoxy-2-[(pyridin-4-yl)methylene]-1-indanone

Conditions
ConditionsYield
With potassium hydroxide In water at 25 - 30℃; for 3h; Product distribution / selectivity;98%
Stage #1: pyridine-4-carbaldehyde; 5,6-dimethoxy-1-indanone With toluene-4-sulfonic acid In toluene for 6h; Heating / reflux;
Stage #2: With sodium carbonate In water for 0.5 - 1h;
95.8%
With potassium iodide; calcium chloride In acetone at 40 - 50℃; for 4h; Reagent/catalyst; Time;92.2%
5,6-dimethoxy-1-indanone
2107-69-9

5,6-dimethoxy-1-indanone

Diethyl carbonate
105-58-8

Diethyl carbonate

5,6-(dimethoxy)-2-(ethoxycarbonyl)-indan-1-one
53295-44-6

5,6-(dimethoxy)-2-(ethoxycarbonyl)-indan-1-one

Conditions
ConditionsYield
Stage #1: Diethyl carbonate With sodium hydride In tetrahydrofuran; oil for 1.5h; Heating / reflux;
Stage #2: 5,6-dimethoxy-1-indanone In tetrahydrofuran; oil for 3h; Heating / reflux;
98%
Stage #1: Diethyl carbonate With sodium hydride In tetrahydrofuran for 1.5h; Heating / reflux;
Stage #2: 5,6-dimethoxy-1-indanone In tetrahydrofuran for 3h; Heating / reflux;
98%
With sodium hydride In toluene; mineral oil for 6h; Reflux;85%
5,6-dimethoxy-1-indanone
2107-69-9

5,6-dimethoxy-1-indanone

benzyl alcohol
100-51-6

benzyl alcohol

2-benzyl-5,6-dimethoxy-2,3-dihydro-1H-inden-1-one
74402-02-1

2-benzyl-5,6-dimethoxy-2,3-dihydro-1H-inden-1-one

Conditions
ConditionsYield
With potassium phosphate tribasic trihydrate; C39H32Cl2N5PRu In tert-Amyl alcohol at 120℃; for 4h; Inert atmosphere; Schlenk technique;98%
With trifuran-2-yl-phosphane; C48H34F6N4O4Pd2; lithium hydroxide In neat (no solvent) at 100℃; for 24h; Inert atmosphere; Schlenk technique; Sealed tube;92%
5,6-dimethoxy-1-indanone
2107-69-9

5,6-dimethoxy-1-indanone

4-Methylbenzyl alcohol
589-18-4

4-Methylbenzyl alcohol

5,6-dimethoxy-2-(4-methylbenzyl)-2,3-dihydro-1H-inden-1-one

5,6-dimethoxy-2-(4-methylbenzyl)-2,3-dihydro-1H-inden-1-one

Conditions
ConditionsYield
With potassium phosphate tribasic trihydrate; C39H32Cl2N5PRu In tert-Amyl alcohol at 120℃; for 4h; Inert atmosphere; Schlenk technique;98%
5,6-dimethoxy-1-indanone
2107-69-9

5,6-dimethoxy-1-indanone

methyllithium
917-54-4

methyllithium

5,6-dimethoxy-3-methyl-1H-indene
127600-31-1

5,6-dimethoxy-3-methyl-1H-indene

Conditions
ConditionsYield
In tetrahydrofuran; diethyl ether for 16h; Ambient temperature; -55 deg C to room temperature;97%
5,6-dimethoxy-1-indanone
2107-69-9

5,6-dimethoxy-1-indanone

3-bromo-5,6-dimethoxy-1-indanone
537690-41-8

3-bromo-5,6-dimethoxy-1-indanone

Conditions
ConditionsYield
With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) In tetrachloromethane for 2.5h; Heating;97%
With N-Bromosuccinimide; dibenzoyl peroxide In tetrachloromethane for 4h; Reagent/catalyst; Solvent; Reflux;80.4%
5,6-dimethoxy-1-indanone
2107-69-9

5,6-dimethoxy-1-indanone

2-butenyloxyamine hydrochloride
113211-42-0

2-butenyloxyamine hydrochloride

5,6-dimethoxyindan-1-one oxime O-crotyl ether

5,6-dimethoxyindan-1-one oxime O-crotyl ether

Conditions
ConditionsYield
With sodium acetate In ethanol for 2h; Heating;95%
5,6-dimethoxy-1-indanone
2107-69-9

5,6-dimethoxy-1-indanone

5,6-dimethoxy-indan-1,2-dione-2-oxime
2107-85-9

5,6-dimethoxy-indan-1,2-dione-2-oxime

Conditions
ConditionsYield
With hydrogenchloride; n-Butyl nitrite In methanol at 40℃; for 0.5h;95%
With hydrogenchloride; n-Butyl nitrite In methanol; water at 40℃; for 2.5h;93%
With hydrogenchloride; n-Butyl nitrite In methanol at 40℃; for 0.5h;92%
5,6-dimethoxy-1-indanone
2107-69-9

5,6-dimethoxy-1-indanone

2,4-dibromo-5,6-dimethoxyindan-1-one

2,4-dibromo-5,6-dimethoxyindan-1-one

Conditions
ConditionsYield
With bromine In acetic acid at 20℃; for 2h;95%
5,6-dimethoxy-1-indanone
2107-69-9

5,6-dimethoxy-1-indanone

4-benzaldehyde

4-benzaldehyde

2-(4-(4-(2-hydroxyethyl)piperazin-1-yl)benzylidene)-5,6-dimethoxy-2,3-dihydro-1H-inden-1-one

2-(4-(4-(2-hydroxyethyl)piperazin-1-yl)benzylidene)-5,6-dimethoxy-2,3-dihydro-1H-inden-1-one

Conditions
ConditionsYield
With potassium hydroxide In methanol at 20℃; for 48h; Claisen-Schmidt Condensation;95%
5,6-dimethoxy-1-indanone
2107-69-9

5,6-dimethoxy-1-indanone

1,1-dimethylhydrazine
57-14-7

1,1-dimethylhydrazine

2-(5,6-dimethoxy-2,3-dihydro-1H-inden-1-ylidene)-1,1-dimethylhydrazine

2-(5,6-dimethoxy-2,3-dihydro-1H-inden-1-ylidene)-1,1-dimethylhydrazine

Conditions
ConditionsYield
With trifluoroacetic acid In benzene Reflux; Dean-Stark; Inert atmosphere;95%
5,6-dimethoxy-1-indanone
2107-69-9

5,6-dimethoxy-1-indanone

5,6-dimethoxyindane
59078-28-3

5,6-dimethoxyindane

Conditions
ConditionsYield
With hydrogenchloride; mercury; zinc In water; toluene for 6h; Heating;94%
With amalgamated zinc71%
With hydrogenchloride; mercury; zinc
5,6-dimethoxy-1-indanone
2107-69-9

5,6-dimethoxy-1-indanone

5-nitroisatin
611-09-6

5-nitroisatin

3-[5,6-Dimethoxy-1-oxo-indan-(2E)-ylidene]-5-nitro-1,3-dihydro-indol-2-one

3-[5,6-Dimethoxy-1-oxo-indan-(2E)-ylidene]-5-nitro-1,3-dihydro-indol-2-one

Conditions
ConditionsYield
With hydrogenchloride In acetic acid at 100℃; for 1.25h;94%
5,6-dimethoxy-1-indanone
2107-69-9

5,6-dimethoxy-1-indanone

indole-2,3-dione
91-56-5

indole-2,3-dione

2,3-dimethoxy-11H-indeno<1,2-b>quinoline-10-carboxylic acid

2,3-dimethoxy-11H-indeno<1,2-b>quinoline-10-carboxylic acid

Conditions
ConditionsYield
With hydrogenchloride In acetic acid at 105℃; for 16h;94%
5,6-dimethoxy-1-indanone
2107-69-9

5,6-dimethoxy-1-indanone

2-chloro-5,6,7-trimethoxyquinoline-3-carboxaldehyde
68236-25-9

2-chloro-5,6,7-trimethoxyquinoline-3-carboxaldehyde

2-[1-(2-Chloro-5,6,7-trimethoxy-quinolin-3-yl)-meth-(E)-ylidene]-5,6-dimethoxy-indan-1-one

2-[1-(2-Chloro-5,6,7-trimethoxy-quinolin-3-yl)-meth-(E)-ylidene]-5,6-dimethoxy-indan-1-one

Conditions
ConditionsYield
With sodium hydroxide In methanol at 20℃; for 12h;94%
5,6-dimethoxy-1-indanone
2107-69-9

5,6-dimethoxy-1-indanone

4-Phenylbenzaldehyde
3218-36-8

4-Phenylbenzaldehyde

2-([1,1′-biphenyl]-4-ylmethylene)-5,6-dimethoxy-2,3-dihydro-1H-inden-1-one

2-([1,1′-biphenyl]-4-ylmethylene)-5,6-dimethoxy-2,3-dihydro-1H-inden-1-one

Conditions
ConditionsYield
With potassium hydroxide In ethanol; water at 50℃; for 72h;93.8%
5,6-dimethoxy-1-indanone
2107-69-9

5,6-dimethoxy-1-indanone

5,6-dimethoxy-1-aminoindane
91247-06-2

5,6-dimethoxy-1-aminoindane

Conditions
ConditionsYield
With ammonia; hydrogen In ethanol at 100℃; under 3750.38 - 33753.4 Torr; Pressure; Autoclave;93.3%
Multi-step reaction with 2 steps
1: hydroxylamine hydrochloride, NaOH, H2O / ethanol / 0.33 h / Heating
2: Raney nickel, NaOH, H2O / ethanol / 1 h
View Scheme

5,6-Dimethoxy-1-indanone Chemical Properties

Molecular Structure of 5,6-Dimethoxyindan-1-one (CAS NO. 2107-69-9):

IUPAC Name: 5,6-Dimethoxy-2,3-dihydroinden-1-one 
Molecular Formula: C11H12O3
Molecular Weight: 192.211180 g/mol
Index of Refraction: 1.549
Molar Refractivity: 51.91 cm3
Molar Volume: 163 cm3
Polarizability: 20.58 × 10-24 cm3
Surface Tension: 41.9 dyne/cm
Density: 1.179 g/cm3
Flash Point: 150.4 °C
Enthalpy of Vaporization: 58.32 kJ/mol
Boiling Point: 339.7 °C at 760 mmHg
Vapour Pressure: 9.02E-05 mmHg at 25 °C
Melting Point: 118-120 °C
EINECS: 218-287-8
Product Categories: Indane/Indanone and Derivatives;Indanone & Indene;API intermediates;Aromatics Compounds;Intermediates of Donepezil;Aromatics;C11 to C12;Carbonyl Compounds;Ketones

5,6-Dimethoxy-1-indanone Safety Profile

Safety Information of 5,6-Dimethoxyindan-1-one (CAS NO. 2107-69-9):
Hazard Codes: Xn,Xi Harmful
Risk Statements: 20/21/22-36/37/38
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed
R36/37/38:Irritating to eyes, respiratory system and skin
Safety Statements: 22-24/25-36-26
S22:Do not breathe dust
S24/25:Avoid contact with skin and eyes
S36:Wear suitable protective clothing
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
WGK Germany: 3

5,6-Dimethoxy-1-indanone Specification

  5,6-Dimethoxyindan-1-one with cas registry number of 2107-69-9 is white to light yellow crystal powder, also called NSC 401450 ; 1H-Inden-1-one, 2,3-dihydro-5,6-dimethoxy- .

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