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765-69-5

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765-69-5 Usage

Chemical Properties

LIGHT BEIGE TO TAN CRYSTALLINE POWDER

Uses

Different sources of media describe the Uses of 765-69-5 differently. You can refer to the following data:
1. 2-Methyl-1,3-cyclopentanedione was used as a reactant in the identification and characterization of benzil (diphenylethane-1,2-dione) analogues as inhibitors of mammalian carboxylesterases.
2. 2-Methyl-1,3-cyclopentanedione hs been used to explore deoxycholic acid (DCA) induced changes in cell signaling. DCA is a secondary bile acid implicated in numerous pathological conditions. It has also been used in the synthesis of (-)-curcumanolide A and (-)-curcumalactone by aldol-lactonization.

Synthesis Reference(s)

Synthetic Communications, 19, p. 373, 1989 DOI: 10.1080/00397918908050676

Check Digit Verification of cas no

The CAS Registry Mumber 765-69-5 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 7,6 and 5 respectively; the second part has 2 digits, 6 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 765-69:
(5*7)+(4*6)+(3*5)+(2*6)+(1*9)=95
95 % 10 = 5
So 765-69-5 is a valid CAS Registry Number.
InChI:InChI=1/C6H8O2/c1-4-5(7)2-3-6(4)8/h7H,2-3H2,1H3

765-69-5 Well-known Company Product Price

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  • Alfa Aesar

  • (A13936)  2-Methylcyclopentane-1,3-dione, 98%   

  • 765-69-5

  • 5g

  • 251.0CNY

  • Detail
  • Alfa Aesar

  • (A13936)  2-Methylcyclopentane-1,3-dione, 98%   

  • 765-69-5

  • 25g

  • 1162.0CNY

  • Detail
  • Alfa Aesar

  • (A13936)  2-Methylcyclopentane-1,3-dione, 98%   

  • 765-69-5

  • 100g

  • 4303.0CNY

  • Detail

765-69-5SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-Methyl-1,3-cyclopentanedione

1.2 Other means of identification

Product number -
Other names 1,3-Cyclopentanedione, 2-methyl-

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:765-69-5 SDS

765-69-5Synthetic route

Co{(N4C19H6(CH3)8)(CH2CH2COOC3H7)4(CH2COOC3H7)3}(CH2CHC(O)CH2CH2C(O))(1+)

Co{(N4C19H6(CH3)8)(CH2CH2COOC3H7)4(CH2COOC3H7)3}(CH2CHC(O)CH2CH2C(O))(1+)

A

2-Methylcyclopentane-1,3-dione
765-69-5

2-Methylcyclopentane-1,3-dione

B

1,4-Cyclohexanedione
637-88-7

1,4-Cyclohexanedione

Conditions
ConditionsYield
In methanol Irradiation (UV/VIS); anaerobic irradiation 1h with visible light at 20°C; analyzing products by GLC;A 69%
B 19%
In water Irradiation (UV/VIS); anaerobic irradiation 1h with visible light in single-compartment vesicle of N,N-dihexadecyl-Nα-(6-(trimethylammonio)hexanoyl)-L-alaninamide bromide at 20°C; phosphate-borate buffer; analyzing products by GLC;A 19%
B 67%
In benzene Irradiation (UV/VIS); anaerobic irradiation 1h with visible light at 20°C; analyzing products by GLC;A 57%
B 28%
tert-Butyl peroxybenzoate
614-45-9

tert-Butyl peroxybenzoate

1,3-cyclopentadione
3859-41-4

1,3-cyclopentadione

2-Methylcyclopentane-1,3-dione
765-69-5

2-Methylcyclopentane-1,3-dione

Conditions
ConditionsYield
With acetic acid; copper(l) chloride at 120℃;68%
succinic acid
110-15-6

succinic acid

propionyl chloride
79-03-8

propionyl chloride

2-Methylcyclopentane-1,3-dione
765-69-5

2-Methylcyclopentane-1,3-dione

Conditions
ConditionsYield
Stage #1: succinic acid With aluminum (III) chloride; nitromethane at 20℃; for 1h; Inert atmosphere;
Stage #2: propionyl chloride at 80℃; for 3h; Inert atmosphere;
63%
With aluminum oxide 1.) nitromethane, 2.) 80 deg C, 3 h; Multistep reaction;
Stage #1: succinic acid With aluminum (III) chloride In nitromethane for 3.5h; Reflux; Inert atmosphere;
Stage #2: propionyl chloride In nitromethane for 2.5h; Reflux; Inert atmosphere;
3-methylcyclopentane-1,2,4-trione
4505-54-8

3-methylcyclopentane-1,2,4-trione

2-Methylcyclopentane-1,3-dione
765-69-5

2-Methylcyclopentane-1,3-dione

Conditions
ConditionsYield
With semicarbazide hydrochloride anschliessendes Erhitzen mit KOH in Aethylenglykol;
3-methylcyclopentane-1,2,4-trione
4505-54-8

3-methylcyclopentane-1,2,4-trione

A

2-Methylcyclopentane-1,3-dione
765-69-5

2-Methylcyclopentane-1,3-dione

B

4-hydroxy-2-methyl-1,3-cyclopentanedione
4800-04-8

4-hydroxy-2-methyl-1,3-cyclopentanedione

Conditions
ConditionsYield
With ethanol; platinum Hydrogenation;
With ethanol; platinum
succinic acid anhydride
108-30-5

succinic acid anhydride

propionyl chloride
79-03-8

propionyl chloride

2-Methylcyclopentane-1,3-dione
765-69-5

2-Methylcyclopentane-1,3-dione

Conditions
ConditionsYield
With aluminium trichloride; nitromethane 1.) heating, 2.) 80 deg C, 3 h; Yield given. Multistep reaction;
2-(1-ethoxy-ethyl)-2-trimethylsilanyloxy-cyclobutanone
125113-32-8

2-(1-ethoxy-ethyl)-2-trimethylsilanyloxy-cyclobutanone

2-Methylcyclopentane-1,3-dione
765-69-5

2-Methylcyclopentane-1,3-dione

Conditions
ConditionsYield
With Nafion-H; trifluoroacetic acid at 85℃; for 10h; Yield given;
2-(Diphenylmethyl)-2-methyl-1,3-cyclopentandion

2-(Diphenylmethyl)-2-methyl-1,3-cyclopentandion

A

2-Methylcyclopentane-1,3-dione
765-69-5

2-Methylcyclopentane-1,3-dione

B

Diphenylmethane
101-81-5

Diphenylmethane

Conditions
ConditionsYield
With 9,10-dihydroanthracene In 1,3,5-trimethyl-benzene at 221℃; Kinetics; Rate constant; different temperatures; ΔG(excit.)300, ΔH(excit.), ΔS(excit.);A n/a
B 75 % Chromat.
2-Fluorenyl-2-methyl-1,3-cyclopentandion

2-Fluorenyl-2-methyl-1,3-cyclopentandion

A

2-Methylcyclopentane-1,3-dione
765-69-5

2-Methylcyclopentane-1,3-dione

B

9H-fluorene
86-73-7

9H-fluorene

Conditions
ConditionsYield
With 9,10-dihydroanthracene In 1,3,5-trimethyl-benzene at 221℃; Kinetics; Rate constant; different temperatures; ΔG(excit.)300, ΔH(excit.), ΔS(excit.);A n/a
B 82 % Chromat.
C<*>OCH2CH2COC<*>HCH2-Cob(III)7C3-ester (1)

C<*>OCH2CH2COC<*>HCH2-Cob(III)7C3-ester (1)

A

2-Methylcyclopentane-1,3-dione
765-69-5

2-Methylcyclopentane-1,3-dione

B

1,4-Cyclohexanedione
637-88-7

1,4-Cyclohexanedione

Conditions
ConditionsYield
N+C5Ala2C16 vesicle at 20℃; Irradiation; in aqueous phosphate-borate buffer;A 19 % Chromat.
B 67 % Chromat.
In methanol at 20℃; Irradiation;A 69 % Chromat.
B 19 % Chromat.
1,2-bis(trimethylsiloxy)cyclobutene
17082-61-0

1,2-bis(trimethylsiloxy)cyclobutene

1,1-dimethoxyethane
534-15-6

1,1-dimethoxyethane

2-Methylcyclopentane-1,3-dione
765-69-5

2-Methylcyclopentane-1,3-dione

Conditions
ConditionsYield
Stage #1: 1,2-bis(trimethylsiloxy)cyclobutene; 1,1-dimethoxyethane With boron trifluoride diethyl etherate In dichloromethane at -78 - 20℃; for 4h;
Stage #2: With trifluoroacetic acid for 24h; Heating; Further stages.;
(3-methyl-2,4,5-trioxo-cyclopentyl)-glyoxylic acid ethyl ester
781-38-4

(3-methyl-2,4,5-trioxo-cyclopentyl)-glyoxylic acid ethyl ester

2-Methylcyclopentane-1,3-dione
765-69-5

2-Methylcyclopentane-1,3-dione

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: aqueous phosphoric acid
2: water containing ethanol; platinum
View Scheme
C6H10N2O2
393125-77-4

C6H10N2O2

2-Methylcyclopentane-1,3-dione
765-69-5

2-Methylcyclopentane-1,3-dione

Conditions
ConditionsYield
With gold(III) tribromide; dimethylglyoxal In ethanol; water at 20℃; for 15h; pH=7;100 %Spectr.
1,3-cyclopentadione
3859-41-4

1,3-cyclopentadione

acetaldehyde
75-07-0

acetaldehyde

2-Methylcyclopentane-1,3-dione
765-69-5

2-Methylcyclopentane-1,3-dione

Conditions
ConditionsYield
With diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; rac-Pro-OH In ethanol at 25℃;
2-Methylcyclopentane-1,3-dione
765-69-5

2-Methylcyclopentane-1,3-dione

2-methyl-propan-1-ol
78-83-1

2-methyl-propan-1-ol

3-isobutoxy-2-methyl-2-cyclopenten-1-one
22117-97-1

3-isobutoxy-2-methyl-2-cyclopenten-1-one

Conditions
ConditionsYield
With toluene-4-sulfonic acid In benzene for 16h; Heating;100%
With toluene-4-sulfonic acid100%
With toluene-4-sulfonic acid In benzene for 8h; Heating;99%
2-Methylcyclopentane-1,3-dione
765-69-5

2-Methylcyclopentane-1,3-dione

methyl vinyl ketone
78-94-4

methyl vinyl ketone

2-methyl-2-(3-oxobutyl)-1,3-cyclopentanedione
25112-78-1

2-methyl-2-(3-oxobutyl)-1,3-cyclopentanedione

Conditions
ConditionsYield
With triethylamine In acetonitrile at 20℃;100%
With acetic acid In water at 75℃; for 4h;98%
With triethylamine In dichloromethane for 12h;95%
2-Methylcyclopentane-1,3-dione
765-69-5

2-Methylcyclopentane-1,3-dione

3-methoxy-2-methylcyclopent-2-enone
3883-56-5

3-methoxy-2-methylcyclopent-2-enone

Conditions
ConditionsYield
In diethyl ether100%
2-Methylcyclopentane-1,3-dione
765-69-5

2-Methylcyclopentane-1,3-dione

4-penten-3-one
1629-58-9

4-penten-3-one

2-(3-oxopentyl)-2-methylcyclopentane-1,3-diones
34927-37-2

2-(3-oxopentyl)-2-methylcyclopentane-1,3-diones

Conditions
ConditionsYield
With acetic acid; hydroquinone In water at 75℃;100%
With triethylamine In ethyl acetate for 120h;90%
With triethylamine In ethyl acetate at 25℃; for 12h;89%
2-Methylcyclopentane-1,3-dione
765-69-5

2-Methylcyclopentane-1,3-dione

acrolein
107-02-8

acrolein

2-methyl-2-(2-formylethyl)-1,3-cyclopentanedione
66976-99-6

2-methyl-2-(2-formylethyl)-1,3-cyclopentanedione

Conditions
ConditionsYield
In water Ambient temperature;100%
In water at 20℃; for 18h;100%
In water at 20℃; for 18h; Inert atmosphere;100%
2-Methylcyclopentane-1,3-dione
765-69-5

2-Methylcyclopentane-1,3-dione

1-iodo-5-hexyne
2468-56-6

1-iodo-5-hexyne

C12H16O2
1215086-43-3

C12H16O2

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride In tetrahydrofuran100%
2-Methylcyclopentane-1,3-dione
765-69-5

2-Methylcyclopentane-1,3-dione

dimethyl sulfate
77-78-1

dimethyl sulfate

3-methoxy-2-methylcyclopent-2-enone
3883-56-5

3-methoxy-2-methylcyclopent-2-enone

Conditions
ConditionsYield
With potassium carbonate In acetone for 8h; Reflux;99%
With potassium carbonate In acetone at 20 - 60℃; for 8h;95%
With potassium carbonate In acetone at 20℃; for 4h; Reflux;
2-Methylcyclopentane-1,3-dione
765-69-5

2-Methylcyclopentane-1,3-dione

1'-Hydroxymethyleugenol
31706-95-3

1'-Hydroxymethyleugenol

2-(3',4'-dimethoxycinnamyl)-2-methylcyclopentane-1,3-dione
160514-96-5

2-(3',4'-dimethoxycinnamyl)-2-methylcyclopentane-1,3-dione

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran for 0.5h; Product distribution; Heating; further solvents and catalysts;98.6%
With tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran for 0.5h; Heating;98.6%
2-Methylcyclopentane-1,3-dione
765-69-5

2-Methylcyclopentane-1,3-dione

1,1,1,3,3,3-hexamethyl-disilazane
999-97-3

1,1,1,3,3,3-hexamethyl-disilazane

2-methyl-3-(trimethylsilyloxy)cyclopent-2-enone
84348-14-1

2-methyl-3-(trimethylsilyloxy)cyclopent-2-enone

Conditions
ConditionsYield
With 1H-imidazole at 120℃; for 2h; Neat (no solvent);98%
With 1H-imidazole Heating;
With 1H-imidazole at 20 - 130℃; for 3h; Inert atmosphere;
2-Methylcyclopentane-1,3-dione
765-69-5

2-Methylcyclopentane-1,3-dione

allyl alcohol
107-18-6

allyl alcohol

2-allyl-2-methyl-1,3-cyclopentanedione
26828-48-8

2-allyl-2-methyl-1,3-cyclopentanedione

Conditions
ConditionsYield
With Ru(Cp*)(η3-C3H5)(p-CH3C6H5SO3)2 In dichloromethane; acetonitrile at 50℃; for 3h; regioselective reaction;98%
With tetrakis(triphenylphosphine) palladium(0); carbon dioxide In dichloromethane under 15200 Torr; for 24h; Ambient temperature;65%
2-Methylcyclopentane-1,3-dione
765-69-5

2-Methylcyclopentane-1,3-dione

(4-hydroxyphenyl)methanol
623-05-2

(4-hydroxyphenyl)methanol

2-(4-hydroxybenzyl)-2-methyl-1,3-cyclopentanedione
112621-27-9

2-(4-hydroxybenzyl)-2-methyl-1,3-cyclopentanedione

Conditions
ConditionsYield
In water at 80℃; for 12h;97%
2-Methylcyclopentane-1,3-dione
765-69-5

2-Methylcyclopentane-1,3-dione

1,1-dimethylhydrazine
57-14-7

1,1-dimethylhydrazine

2-methyl-1,3-cyclopentanedione-dimethylhydrazone
124015-86-7

2-methyl-1,3-cyclopentanedione-dimethylhydrazone

Conditions
ConditionsYield
for 4h; Heating;97%
With toluene-4-sulfonic acid In benzene Heating;96%
2-Methylcyclopentane-1,3-dione
765-69-5

2-Methylcyclopentane-1,3-dione

(E)-3-(trimethylsilyl)-2-propenyl acetate
86422-21-1

(E)-3-(trimethylsilyl)-2-propenyl acetate

2-Methyl-2-((E)-3-trimethylsilanyl-allyl)-cyclopentane-1,3-dione
147974-05-8

2-Methyl-2-((E)-3-trimethylsilanyl-allyl)-cyclopentane-1,3-dione

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran for 34h; Ambient temperature;96%
2-Methylcyclopentane-1,3-dione
765-69-5

2-Methylcyclopentane-1,3-dione

3-iodo-2-methyl-2-cyclopentenone
56778-49-5

3-iodo-2-methyl-2-cyclopentenone

Conditions
ConditionsYield
With iodine; triethylamine; triphenylphosphine In acetonitrile at 80 - 90℃; for 6h;96%
With triphenylphosphine diiodide92%
With triphenylphosphine diiodide; triethylamine In acetonitrile for 3h; Heating;92%
2-Methylcyclopentane-1,3-dione
765-69-5

2-Methylcyclopentane-1,3-dione

1-(4-methoxylphenyl)-2-propen-1-ol
51410-44-7

1-(4-methoxylphenyl)-2-propen-1-ol

2-[(E)-3-(4-Methoxy-phenyl)-allyl]-2-methyl-cyclopentane-1,3-dione

2-[(E)-3-(4-Methoxy-phenyl)-allyl]-2-methyl-cyclopentane-1,3-dione

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran Heating;95.4%
2-Methylcyclopentane-1,3-dione
765-69-5

2-Methylcyclopentane-1,3-dione

methyl vinyl ketone
78-94-4

methyl vinyl ketone

(+/-)-7a-methyl-2,3,7,7a,tetrahydro-1H-indene-1,5(6H)-dione
19576-08-0

(+/-)-7a-methyl-2,3,7,7a,tetrahydro-1H-indene-1,5(6H)-dione

Conditions
ConditionsYield
With lipase from porcine pancreas In methanol; water Robinson Annulation; Green chemistry; Enzymatic reaction;95%
Stage #1: 2-Methylcyclopentane-1,3-dione; methyl vinyl ketone With aluminum oxide at 20℃; for 0.166667h; Michael addition;
Stage #2: With pyrrolidine for 0.05h; Robinson annulation; microwave irradiation;
45%
With pyridine; toluene; tert-butyl alcohol Erhitzen des Reaktionsprodukts mit Essigsaeure und Toluol-4-sulfonsaeure;
With triethylamine In ethyl acetate
2-Methylcyclopentane-1,3-dione
765-69-5

2-Methylcyclopentane-1,3-dione

4,10-bisthia-1,2,3,4,9,10-hexahydrophenanthrenylideneethylisothiuroniumacetate
78500-02-4

4,10-bisthia-1,2,3,4,9,10-hexahydrophenanthrenylideneethylisothiuroniumacetate

8,14-seco-1,6-dithiabenz<3,4>estra-3,5(10),9(11)-triene-14,17-dione
78500-03-5

8,14-seco-1,6-dithiabenz<3,4>estra-3,5(10),9(11)-triene-14,17-dione

Conditions
ConditionsYield
In diethyl ether; water Ambient temperature; two phase system;95%
In diethyl ether; water for 6h;95%
2-Methylcyclopentane-1,3-dione
765-69-5

2-Methylcyclopentane-1,3-dione

2-(diethoxyphosphoryl)acrylic acid di(cyclohexylamine) salt

2-(diethoxyphosphoryl)acrylic acid di(cyclohexylamine) salt

2-(Diethoxy-phosphoryl)-3-(1-methyl-2,5-dioxo-cyclopentyl)-propionic acid; compound with dicyclohexyl-amine

2-(Diethoxy-phosphoryl)-3-(1-methyl-2,5-dioxo-cyclopentyl)-propionic acid; compound with dicyclohexyl-amine

Conditions
ConditionsYield
In benzene at 25℃; for 48h;95%
2-Methylcyclopentane-1,3-dione
765-69-5

2-Methylcyclopentane-1,3-dione

trifluoromethylsulfonic anhydride
358-23-6

trifluoromethylsulfonic anhydride

trifluoromethanesulfonic acid 2-methyl-3-oxocyclopent-1-enyl ester
134050-29-6

trifluoromethanesulfonic acid 2-methyl-3-oxocyclopent-1-enyl ester

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dichloromethane at -78 - -40℃; for 1h;95%
With pyridine In dichloromethane at -78 - 20℃; Inert atmosphere;92%
Stage #1: 2-Methylcyclopentane-1,3-dione With N-ethyl-N,N-diisopropylamine In dichloromethane at -78℃; for 0.166667h; Sealed tube; Inert atmosphere;
Stage #2: trifluoromethylsulfonic anhydride In dichloromethane at -78℃; for 1h; Sealed tube; Inert atmosphere;
92%
With 2,6-dimethylpyridine In dichloromethane at -78 - 20℃; for 1.5h;
2-Methylcyclopentane-1,3-dione
765-69-5

2-Methylcyclopentane-1,3-dione

homoalylic alcohol
627-27-0

homoalylic alcohol

3-but-3-enyloxy-2-methyl-cyclopent-2-enone
1116036-47-5

3-but-3-enyloxy-2-methyl-cyclopent-2-enone

Conditions
ConditionsYield
With toluene-4-sulfonic acid In toluene for 12h; Reflux;95%
maleiimide
541-59-3

maleiimide

2-Methylcyclopentane-1,3-dione
765-69-5

2-Methylcyclopentane-1,3-dione

Isopropenyl acetate
108-22-5

Isopropenyl acetate

1,8-diacetoxy-9-methyl-4-azatricyclo[5.2.1.02,6]dec-8-ene-3,5-dione

1,8-diacetoxy-9-methyl-4-azatricyclo[5.2.1.02,6]dec-8-ene-3,5-dione

Conditions
ConditionsYield
With toluene-4-sulfonic acid for 14h; Diels-Alder Cycloaddition; Reflux;95%
2-Methylcyclopentane-1,3-dione
765-69-5

2-Methylcyclopentane-1,3-dione

4-Nitrobenzenesulfonyl chloride
98-74-8

4-Nitrobenzenesulfonyl chloride

2-methyl-3-oxocyclopent-1-en-1-yl 4-nitrobenzenesulfonate

2-methyl-3-oxocyclopent-1-en-1-yl 4-nitrobenzenesulfonate

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 30℃; for 0.5h; Reagent/catalyst; Solvent; Temperature; Inert atmosphere;95%
2-Methylcyclopentane-1,3-dione
765-69-5

2-Methylcyclopentane-1,3-dione

3-chloro-2-methylcyclopent-2-en-1-one
35173-23-0

3-chloro-2-methylcyclopent-2-en-1-one

Conditions
ConditionsYield
With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane 0 deg C, 5 min, then to room temp., 30 min;94%
With triethylamine; dichlorotriphenylphosphorane In benzene for 4h; Ambient temperature;92%
With lithium hydride; O-phenyl phosphorodichloridate; lithium chloride In tetrahydrofuran for 2h; Ambient temperature;83%
2-Methylcyclopentane-1,3-dione
765-69-5

2-Methylcyclopentane-1,3-dione

Allyl acetate
591-87-7

Allyl acetate

2-allyl-2-methyl-1,3-cyclopentanedione
26828-48-8

2-allyl-2-methyl-1,3-cyclopentanedione

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0) In methanol Heating;94%
tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran at 25℃;94%
tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran for 72h;76%
2-Methylcyclopentane-1,3-dione
765-69-5

2-Methylcyclopentane-1,3-dione

6-(2-benzyloxy-3-methoxyphenyl)-1-hexen-3-one
131943-93-6

6-(2-benzyloxy-3-methoxyphenyl)-1-hexen-3-one

(+/-)-2-<6-(2-benzyloxy-3-methoxyphenyl)-3-oxohexyl>-2-methylcyclopentane-1,3-dione
131943-94-7

(+/-)-2-<6-(2-benzyloxy-3-methoxyphenyl)-3-oxohexyl>-2-methylcyclopentane-1,3-dione

Conditions
ConditionsYield
With triethylamine In ethyl acetate for 36h; Ambient temperature;94%
2-Methylcyclopentane-1,3-dione
765-69-5

2-Methylcyclopentane-1,3-dione

2-bromo-2-methylcyclopentane-1,3-dione
3883-60-1

2-bromo-2-methylcyclopentane-1,3-dione

Conditions
ConditionsYield
Stage #1: 2-Methylcyclopentane-1,3-dione With magnesium(II) perchlorate at 0 - 5℃; for 0.0833333h;
Stage #2: With N-bromosaccharin at 0 - 5℃;
94%
With bromine; triethylamine In ethyl acetate at 80℃; for 1h;
With methanol; tetraethylammonium bromide; Dess-Martin periodane In chloroform at 20℃; for 0.0833333h;
2-Methylcyclopentane-1,3-dione
765-69-5

2-Methylcyclopentane-1,3-dione

1,2-propanediene
463-49-0

1,2-propanediene

6-methoxy-3,4-dihydronaphthalene-1-yl triflate
115375-59-2

6-methoxy-3,4-dihydronaphthalene-1-yl triflate

A

2-<2-(6-methoxy-3,4-dihydronaphthalen-1-yl)prop-2-ene-1-yl>-2-methylcyclopentane-1,3-dione
57346-12-0

2-<2-(6-methoxy-3,4-dihydronaphthalen-1-yl)prop-2-ene-1-yl>-2-methylcyclopentane-1,3-dione

B

1-isopropenyl-6-methoxynaphthalene

1-isopropenyl-6-methoxynaphthalene

C

2-Methyl-2-(3-methyl-2-methylene-but-3-enyl)-cyclopentane-1,3-dione
183194-89-0

2-Methyl-2-(3-methyl-2-methylene-but-3-enyl)-cyclopentane-1,3-dione

Conditions
ConditionsYield
With sodium hydride; triphenylphosphine; lithium chloride; bis(dibenzylideneacetone)-palladium(0) In dimethyl sulfoxide at 65℃; for 76h;A 94%
B 5%
C 16%
2-Methylcyclopentane-1,3-dione
765-69-5

2-Methylcyclopentane-1,3-dione

methyl iodide
74-88-4

methyl iodide

2,2-dimethylcyclopentane-1,3-dione
3883-58-7

2,2-dimethylcyclopentane-1,3-dione

Conditions
ConditionsYield
Stage #1: 2-Methylcyclopentane-1,3-dione; methyl iodide With potassium hydroxide In 1,4-dioxane; water Heating / reflux;
Stage #2: With hydrogenchloride In water at 120℃; for 0.25h;
93%
With potassium hydroxide In 1,4-dioxane; water at 20℃; Reflux;93%
With potassium hydroxide In 1,4-dioxane; water Reflux;68%
1,1-Diphenylethylene
530-48-3

1,1-Diphenylethylene

2-Methylcyclopentane-1,3-dione
765-69-5

2-Methylcyclopentane-1,3-dione

A

benzophenone
119-61-9

benzophenone

B

1-hydroxy-6-methyl-4,4-diphenyl-2,3-dioxabicyclo<4.3.0>nonan-7-one
142605-75-2

1-hydroxy-6-methyl-4,4-diphenyl-2,3-dioxabicyclo<4.3.0>nonan-7-one

Conditions
ConditionsYield
With oxygen; manganese(II) acetate In acetic acid at 23℃; for 15h;A 5%
B 93%
2-Methylcyclopentane-1,3-dione
765-69-5

2-Methylcyclopentane-1,3-dione

3-Bromo-2-methylcyclopent-2-en-1-one
56671-87-5

3-Bromo-2-methylcyclopent-2-en-1-one

Conditions
ConditionsYield
With triethylamine; dibromotriphenylphosphorane In benzene for 4h; Ambient temperature;93%
With Oxalyl bromide; N,N-dimethyl-formamide In dichloromethane 0 deg C, 5 min, then to room temp., 30 min;88%
With Oxalyl bromide; N,N-dimethyl-formamide In dichloromethane at 0 - 20℃; for 4.25h; Inert atmosphere;83%

765-69-5Relevant articles and documents

Ni-catalyzed reductive antiarylative cyclization of alkynones

Zhou, Zhijun,Liu, Wenfeng,Kong, Wangqing

supporting information, p. 6982 - 6987 (2020/09/15)

A new catalyst system for the antiarylative cyclization of alkynones and aryl halides through a reductive cross-coupling strategy is developed. The transformation proceeds smoothly in the absence of organometallic reagents and features high functional group tolerance. This method provides an effective platform to access a wide variety of synthetically useful endocyclic tetrasubstituted allylic alcohols in a stereoselective manner.

Method for preparing 2-methyl-1,3-dicarbonyl derivative

-

Paragraph 0044, (2016/10/08)

The invention discloses a method for preparing a 2-methyl-1,3-dicarbonyl derivative. A 1,3-dicarbonyl derivative serves as an initiator, raw materials are easy to obtain, and a great variety of raw materials are available. The product obtained through the method has high type diversity and can be used directly or used for other further reactions. Besides, only organic peroxides and a catalytic amount of inorganic copper salt are used, so that cost is low. According to the method, a reaction is conducted in air, reaction conditions are mild, pollution is small, reaction time is short, the yield of the target product is high, reaction operation and aftertreatment are easy, and the method is suitable for industrial production.

Palladium-catalyzed synthesis of substituted cycloheptane-1,4-diones by an asymmetric ring-expanding allylation (AREA)

Schulz, Sabrina R.,Blechert, Siegfried

, p. 3966 - 3970 (2008/03/12)

(Chemical Equation Presented) The right AREA: Functionalized, seven-and eight-membered carbocycles are available from an asymmetric Pd-catalyzed decarboxylative fragmentation of strained bicyclo[3.2.0]heptane-2-ones (see scheme, dba = trans,trans-dibenzylidene-acetone). The products were formed in a sequence of [2+2] cycloaddition, retro-aldol reaction, and asymmetric allylation of ketone enolates.

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