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Basic Information
CAS No.: 823-36-9
Name: 2-Ethyl-1,3-cyclopentanedione
Article Data: 39
Molecular Structure:
Molecular Structure of 823-36-9 (2-Ethyl-1,3-cyclopentanedione)
Formula: C7H10O2
Molecular Weight: 126.155
Synonyms: 2-Ethylcyclopentane-1,3-dione;UNII-91A82TE3OS;1,3-Cyclopentanedione, 2-ethyl-;
EINECS: 212-512-3
Density: 1.057 g/cm3
Melting Point: 172-175 °C
Boiling Point: 232.9 °C at 760 mmHg
Flash Point: 84.8 °C
Appearance: off-white to yellow-beige crystalline powder
Safety: 24/25
PSA: 34.14000
LogP: 0.94460
Synthetic route
3859-39-0

2-acetylcyclopentane-1,3-dione

823-36-9

2-ethyl-1,3-cyclopentanedione

Conditions
ConditionsYield
With triethylsilane; boron trifluoride diethyl etherate In trifluoroacetic acid Ambient temperature;96%
With hydrogenchloride; sodium cyanoborohydride In tetrahydrofuran75%
With hydrogenchloride; sodium cyanoborohydride In tetrahydrofuran at 20℃;75%
3859-41-4

1,3-cyclopentadione

75-07-0

acetaldehyde

A

823-36-9

2-ethyl-1,3-cyclopentanedione

B

1093646-55-9

C13H16O4

Conditions
ConditionsYield
With diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; L-proline In dichloromethane at 25℃; for 0.25h;A 90%
B 10%
3859-41-4

1,3-cyclopentadione

75-07-0

acetaldehyde

823-36-9

2-ethyl-1,3-cyclopentanedione

Conditions
ConditionsYield
With diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; L-proline In dichloromethane at 20℃; for 1h; Inert atmosphere;75%
With diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; L-proline In dichloromethane at 20℃; for 48h;
4505-53-7

3-ethyl-cyclopentane-1,2,4-trione

823-36-9

2-ethyl-1,3-cyclopentanedione

Conditions
ConditionsYield
(i) semicarbazide*HCl, NaOAc, aq. EtOH, (ii) NaOH, HOCH2CH2OH; Multistep reaction;
125113-33-9

2-(1-Ethoxy-propyl)-2-trimethylsilanyloxy-cyclobutanone

823-36-9

2-ethyl-1,3-cyclopentanedione

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

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

A

823-36-9

2-ethyl-1,3-cyclopentanedione

B

101-81-5

Diphenylmethane

Conditions
ConditionsYield
With 9,10-dihydroanthracene In 1,3,5-trimethyl-benzene at 210℃; Kinetics; Rate constant; different temperatures; ΔG(excit.)300, ΔH(excit.), ΔS(excit.);A n/a
B 88 % Chromat.
17082-61-0

1,2-bis(trimethylsiloxy)cyclobutene

4744-10-9

dimethoxypropane

823-36-9

2-ethyl-1,3-cyclopentanedione

Conditions
ConditionsYield
Stage #1: 1,2-bis(trimethylsiloxy)cyclobutene; dimethoxypropane With boron trifluoride diethyl etherate In dichloromethane at -78 - 20℃; for 4h;
Stage #2: With trifluoroacetic acid for 24h; Heating; Further stages.;
4933-67-9

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

823-36-9

2-ethyl-1,3-cyclopentanedione

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: aq. HCl / Heating
2: (i) semicarbazide*HCl, NaOAc, aq. EtOH, (ii) NaOH, HOCH2CH2OH
View Scheme
107-87-9

2-Pentanone

PCl3Br2

PCl3Br2

823-36-9

2-ethyl-1,3-cyclopentanedione

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: Na / ethanol
2: aq. HCl / Heating
3: (i) semicarbazide*HCl, NaOAc, aq. EtOH, (ii) NaOH, HOCH2CH2OH
View Scheme
14369-94-9

ethyl 4-oxoheptanoate

823-36-9

2-ethyl-1,3-cyclopentanedione

Conditions
ConditionsYield
With sodium methylate In methanol; 5,5-dimethyl-1,3-cyclohexadiene; water; dimethyl sulfoxide
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    Chemical name: 2-ethyl-1,3-cyclopentanedione English name: 2-ethyl-1,3-cyclopentanedione CAS No: 823-36-9 Molecular formula: C7H10O2 Structural formula: Molecular weight:

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Specification

The 2-Ethyl-1,3-cyclopentanedione, with the CAS registry number 823-36-9, is also known as 1,3-Cyclopentanedione, 2-ethyl-. It belongs to the product categories of Miscellaneous; Ketone. Its EINECS number is 212-512-3. This chemical's molecular formula is C7H10O2 and molecular weight is 126.15. What's more, its systematic name is 2-ethylcyclopentane-1,3-dione. When using it, you must avoid contact with eyes. It is stable at common pressure and temperature, and it should be sealed and stored in a cool and dry place. Moreover, it should be protected from strong oxidants. It is used as a drug intermediate.

Physical properties of 2-Ethyl-1,3-cyclopentanedione are: (1)ACD/LogP: -0.25; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.25; (4)ACD/LogD (pH 7.4): -0.25; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 17.41; (8)ACD/KOC (pH 7.4): 17.41; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 34.14 Å2; (13)Index of Refraction: 1.459; (14)Molar Refractivity: 32.64 cm3; (15)Molar Volume: 119.2 cm3; (16)Polarizability: 12.94×10-24cm3; (17)Surface Tension: 34.4 dyne/cm; (18)Density: 1.057 g/cm3; (19)Flash Point: 84.8 °C; (20)Enthalpy of Vaporization: 46.96 kJ/mol; (21)Boiling Point: 232.9 °C at 760 mmHg; (22)Vapour Pressure: 0.0574 mmHg at 25°C.

Preparation: this chemical can be prepared by 2-acetylcyclopentane-1,3-dione at the ambient temperature. This reaction will need reagents boron trifluoride etherate, triethylsilane and solvent trifluoroacetic acid. The yield is about 96%.

2-Ethyl-1,3-cyclopentanedione can be prepared by 2-acetylcyclopentane-1,3-dione at the ambient temperature

Uses of 2-Ethyl-1,3-cyclopentanedione: it can be used to produce 2-ethyl-3-pyrrolidin-1-yl-cyclopent-2-enone by heating. It will need reagent propanoic acid and solvent toluene with the reaction time of 6 hours. The yield is about 92%.

2-Ethyl-1,3-cyclopentanedione can be used to produce 2-ethyl-3-pyrrolidin-1-yl-cyclopent-2-enone by heating

You can still convert the following datas into molecular structure:
(1)SMILES: O=C1CCC(=O)C1CC
(2)Std. InChI: InChI=1S/C7H10O2/c1-2-5-6(8)3-4-7(5)9/h5H,2-4H2,1H3
(3)Std. InChIKey: YDFBIBUYOUFJMR-UHFFFAOYSA-N