2-Methyl-1,3-cyclopentanedione supplier

Name
2-Methyl-1,3-cyclopentanedione
EINECS 212-153-2
CAS No. 765-69-5
Article Data49
CAS DataBase
Density 1.102 g/cm³
Solubility
Melting Point 212-215 °C(lit.)
Formula C₆H₈O₂
Boiling Point 218 °C at 760 mmHg
Molecular Weight 112.128
Flash Point 78.5 °C
Transport Information
Appearance light beige to tan crystalline powder
Safety 22-24/25-36-26
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms 2-Methyl-1,3-cyclopentadione;NSC 54458;
PSA 34.14000
LogP 0.55450

Synthetic route

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

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

B: 637-88-7
1,4-Cyclohexanedione

Conditions

Conditions	Yield
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%

: 614-45-9
tert-Butyl peroxybenzoate

: 3859-41-4
1,3-cyclopentadione

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

Conditions

Conditions	Yield
With acetic acid; copper(l) chloride at 120℃;	68%

: 110-15-6
succinic acid

: 79-03-8
propionyl chloride

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

Conditions

Conditions	Yield
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;

: 4505-54-8
3-methylcyclopentane-1,2,4-trione

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

Conditions

Conditions	Yield
With semicarbazide hydrochloride anschliessendes Erhitzen mit KOH in Aethylenglykol;

: 4505-54-8
3-methylcyclopentane-1,2,4-trione

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

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

Conditions

Conditions	Yield
With ethanol; platinum Hydrogenation;
With ethanol; platinum

: 108-30-5
succinic acid anhydride

: 79-03-8
propionyl chloride

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

Conditions

Conditions	Yield
With aluminium trichloride; nitromethane 1.) heating, 2.) 80 deg C, 3 h; Yield given. Multistep reaction;

: 125113-32-8
2-(1-ethoxy-ethyl)-2-trimethylsilanyloxy-cyclobutanone

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

Conditions

Conditions	Yield
With Nafion-H; trifluoroacetic acid at 85℃; for 10h; Yield given;

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

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

B: 101-81-5
Diphenylmethane

Conditions

Conditions	Yield
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

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

B: 86-73-7
9H-fluorene

Conditions

Conditions	Yield
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: 765-69-5
2-Methylcyclopentane-1,3-dione

B: 637-88-7
1,4-Cyclohexanedione

Conditions

Conditions	Yield
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.

: 17082-61-0
1,2-bis(trimethylsiloxy)cyclobutene

: 534-15-6
1,1-dimethoxyethane

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

Conditions

Conditions	Yield
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.;

: 781-38-4
(3-methyl-2,4,5-trioxo-cyclopentyl)-glyoxylic acid ethyl ester

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

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: aqueous phosphoric acid 2: water containing ethanol; platinum View Scheme

: 393125-77-4
C6H10N2O2

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

Conditions

Conditions	Yield
With gold(III) tribromide; dimethylglyoxal In ethanol; water at 20℃; for 15h; pH=7;	100 %Spectr.

: 3859-41-4
1,3-cyclopentadione

: 75-07-0
acetaldehyde

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

Conditions

Conditions	Yield
With diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; rac-Pro-OH In ethanol at 25℃;

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

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

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

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In benzene for 16h; Heating;	100%
With toluene-4-sulfonic acid	100%
With toluene-4-sulfonic acid In benzene for 8h; Heating;	99%

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

: 78-94-4
methyl vinyl ketone

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

Conditions

Conditions	Yield
With triethylamine In acetonitrile at 20℃;	100%
With acetic acid In water at 75℃; for 4h;	98%
With triethylamine In dichloromethane for 12h;	95%

: 186581-53-3, 908094-01-9
diazomethane

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

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

Conditions

Conditions	Yield
In diethyl ether	100%

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

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

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

Conditions

Conditions	Yield
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%

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

: 107-02-8
acrolein

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

Conditions

Conditions	Yield
In water Ambient temperature;	100%
In water at 20℃; for 18h;	100%
In water at 20℃; for 18h; Inert atmosphere;	100%

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

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

: 1215086-43-3
C12H16O2

Conditions

Conditions	Yield
With tetrabutyl ammonium fluoride In tetrahydrofuran	100%

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

: 77-78-1
dimethyl sulfate

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

Conditions

Conditions	Yield
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;

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

: 31706-95-3
1'-Hydroxymethyleugenol

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

Conditions

Conditions	Yield
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%

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

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

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

Conditions

Conditions	Yield
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;

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

: 107-18-6
allyl alcohol

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

Conditions

Conditions	Yield
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%

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

: 623-05-2
(4-hydroxyphenyl)methanol

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

Conditions

Conditions	Yield
In water at 80℃; for 12h;	97%

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

: 57-14-7
1,1-dimethylhydrazine

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

Conditions

Conditions	Yield
for 4h; Heating;	97%
With toluene-4-sulfonic acid In benzene Heating;	96%

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

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

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

Conditions

Conditions	Yield
With 1,8-diazabicyclo[5.4.0]undec-7-ene; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran for 34h; Ambient temperature;	96%

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

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

Conditions

Conditions	Yield
With iodine; triethylamine; triphenylphosphine In acetonitrile at 80 - 90℃; for 6h;	96%
With triphenylphosphine diiodide	92%
With triphenylphosphine diiodide; triethylamine In acetonitrile for 3h; Heating;	92%

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

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

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

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran Heating;	95.4%

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

: 78-94-4
methyl vinyl ketone

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

Conditions

Conditions	Yield
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

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

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

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

Conditions

Conditions	Yield
In diethyl ether; water Ambient temperature; two phase system;	95%
In diethyl ether; water for 6h;	95%

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

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

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

Conditions

Conditions	Yield
In benzene at 25℃; for 48h;	95%

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

: 358-23-6
trifluoromethylsulfonic anhydride

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

Conditions

Conditions	Yield
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;

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

: 627-27-0
homoalylic alcohol

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

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In toluene for 12h; Reflux;	95%

: 541-59-3
maleiimide

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

: 108-22-5
Isopropenyl acetate

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

Conditions

Conditions	Yield
With toluene-4-sulfonic acid for 14h; Diels-Alder Cycloaddition; Reflux;	95%

...Expand

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

: 98-74-8
4-Nitrobenzenesulfonyl chloride

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

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 30℃; for 0.5h; Reagent/catalyst; Solvent; Temperature; Inert atmosphere;	95%

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

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

Conditions

Conditions	Yield
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%

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

: 591-87-7
Allyl acetate

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

Conditions

Conditions	Yield
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%

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

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

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

Conditions

Conditions	Yield
With triethylamine In ethyl acetate for 36h; Ambient temperature;	94%

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

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

Conditions

Conditions	Yield
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;

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

: 463-49-0
1,2-propanediene

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

A: 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

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

Conditions

Conditions	Yield
With sodium hydride; triphenylphosphine; lithium chloride; bis(dibenzylideneacetone)-palladium(0) In dimethyl sulfoxide at 65℃; for 76h;	A 94% B 5% C 16%

...Expand

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

: 74-88-4
methyl iodide

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

Conditions

Conditions	Yield
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%

: 530-48-3
1,1-Diphenylethylene

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

A: 119-61-9
benzophenone

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

Conditions

Conditions	Yield
With oxygen; manganese(II) acetate In acetic acid at 23℃; for 15h;	A 5% B 93%

...Expand

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

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

Conditions

Conditions	Yield
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%

2-Methyl-1,3-cyclopentanedione Chemical Properties

The Molecular formula of 2-Methyl-1,3-cyclopentanedione(765-69-5):C₆H₈O₂
The Molecular Weight of 2-Methyl-1,3-cyclopentanedione(765-69-5):112.13
The Molecular Structure of 2-Methyl-1,3-cyclopentanedione(765-69-5) is:

Density:1.102 g/cm³
Melting point:212-215 ^°C(lit.)
Boiling point:218 ^°C at 760 mmHg
Flash point:78.5 ^°C
Index of Refraction:1.463
Molar Refractivity:28.02 cm³
Molar Volume:101.7 cm³
Polarizability:11.11 10^-24m³
Surface Tension:35.9 dyne/cm
Enthalpy of Vaporization:45.44 kJ/mol
Vapour Pressure:0.129 mmHg at 25^°C
Appearance:light beige - tan and crystalline powder
IUPAC Name:2-methylcyclopentane-1,3-dione
Synonyms:2-Methyl-1,3-cyclopentadione;2-METHYLCYCLOPENTAN-1,3-DIONE;2-METHYL-1,3-CYCLOPENTANEDIONE;METHYLCYCLE-D;2-Methylcyclopentane-1,3-dione,98%;2-METHYL-1,3-CYCLOPENTANEDIONE(METHYLCYCLO-D);1,3-Cyclopentanedione, 2-methyl-

2-Methyl-1,3-cyclopentanedione Uses

Used as a pharmaceutical intermediate

2-Methyl-1,3-cyclopentanedione Toxicity Data With Reference

RTECS#: CAS# 765-69-5: None listed
LD50/LC50: RTECS: Not available.
Carcinogenicity: 2-Methyl-1,3-cyclopentanedione - Not listed as a carcinogen by ACGIH, IARC, NTP, or CA Prop 65.

2-Methyl-1,3-cyclopentanedione Safety Profile

Hazard Codes
Xi:Irritant
Risk Statements
R36/37/38:Irritating to eyes, respiratory system and skin .
Safety Statements
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
Hazard Note:rritant
HS Code:9142900

2-Methyl-1,3-cyclopentanedione Specification

Chemical Stability: Stable under normal temperatures and pressures.
Hazardous Decomposition Products Carbon monoxide, carbon dioxide.
Hazardous Polymerization Will not occur.
Conditions to Avoid: Incompatible materials.
Incompatibilities with Other Materials Strong oxidizing agents.

Product Name

2-Methyl-1,3-cyclopentanedione

Synthetic route

2-Methyl-1,3-cyclopentanedione Chemical Properties

2-Methyl-1,3-cyclopentanedione Uses

2-Methyl-1,3-cyclopentanedione Toxicity Data With Reference

2-Methyl-1,3-cyclopentanedione Safety Profile

2-Methyl-1,3-cyclopentanedione Specification

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