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1,2-Cyclopentanedicarboxylic anhydride

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Name

1,2-Cyclopentanedicarboxylic anhydride

EINECS 227-286-1
CAS No. 5763-49-5 Density 1.309 g/cm3
PSA 43.37000 LogP 0.48610
Solubility N/A Melting Point N/A
Formula C7H8O3 Boiling Point 289.2 °C at 760 mmHg
Molecular Weight 140.139 Flash Point 140.4 °C
Transport Information N/A Appearance N/A
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 5763-49-5 (tetrahydro-1H-cyclopenta[c]furan-1,3(3aH)-dione) Hazard Symbols N/A
Synonyms

1,2-Cyclopentanedicarboxylicanhydride (6CI,7CI,8CI);1H-Cyclopenta[c]furan-1,3(3aH)-dione, tetrahydro-;Tetrahydro-1H-cyclopenta[c]furan-1,3(3aH)-dione;Tetrahydrocyclopenta[c]furan-1,3-dione;

 

1,2-Cyclopentanedicarboxylic anhydride Synthetic route

1461-96-7

cis-1,2-cyclopentanedicarboxylic acid

5763-49-5

2,4,5,6,3a,6a-hexahydro-2-oxapentalen-1,3-dione

Conditions
ConditionsYield
at 150 - 160℃; anhydride of/the/ cis-cyclopentane-dicarboxylic acid-(1.2);
Multi-step reaction with 2 steps
1: concentrated hydrochloric acid / 180 °C
2: acetyl chloride / 140 °C / im Einschlussrohr
View Scheme
With acetic anhydride for 20h; Heating / reflux;
80656-14-0

trans-1,2-cyclopentanedicarboxylic acid

5763-49-5

2,4,5,6,3a,6a-hexahydro-2-oxapentalen-1,3-dione

Conditions
ConditionsYield
at 300℃; anhydride of/the/ cis-cyclopentane-dicarboxylic acid-(1.2);
With acetic anhydride anhydride of/the/ cis-cyclopentane-dicarboxylic acid-(1.2);
With acetyl chloride at 140℃; im Einschlussrohr; anhydride of/the/ cis-cyclopentane-dicarboxylic acid-(1.2);
With acetic anhydride anschliessend Erhitzen auf 170grad bei 20 mmHg Druck; anhydride of/the/ trans-cyclopentane-dicarboxylic acid-(1.2);
Multi-step reaction with 2 steps
1: acetic acid anhydride / Loesen in Wasser oder in Kalilauge und Ansaeuern
2: 150 - 160 °C
View Scheme
50708-47-9

1,1,2,2-Cyclopentantetracarbonsaeure-tetraethylester

5763-49-5

2,4,5,6,3a,6a-hexahydro-2-oxapentalen-1,3-dione

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: glacial acetic acid; concentrated sulfuric acid; water
2: acetic acid anhydride / Loesen in Wasser oder in Kalilauge und Ansaeuern
3: 150 - 160 °C
View Scheme
Multi-step reaction with 2 steps
1: glacial acetic acid; concentrated sulfuric acid; water
2: acetic acid anhydride
View Scheme
21917-20-4

(trans)-1,2-cyclopentanedicarboxylic acid

5763-49-5

2,4,5,6,3a,6a-hexahydro-2-oxapentalen-1,3-dione

Conditions
ConditionsYield
In benzene8.60 g (81%)
67-56-1

methanol

5763-49-5

2,4,5,6,3a,6a-hexahydro-2-oxapentalen-1,3-dione

(+/-)-cis-2-(methoxycarbonyl)cyclopentane carboxylic acid

Conditions
ConditionsYield
at 50 - 55℃; for 5h;98%
at 50 - 55℃; for 16h;
558-13-4

carbon tetrabromide

5763-49-5

2,4,5,6,3a,6a-hexahydro-2-oxapentalen-1,3-dione

3-(dibromomethylene)hexahydro-1H-cyclopenta[c]furan-1-one

Conditions
ConditionsYield
Stage #1: carbon tetrabromide With triphenylphosphine In tetrahydrofuran at 0℃; Inert atmosphere;
Stage #2: With triethylamine In tetrahydrofuran for 0.0833333h; Inert atmosphere;
Stage #3: 2,4,5,6,3a,6a-hexahydro-2-oxapentalen-1,3-dione In tetrahydrofuran at 0 - 20℃; Inert atmosphere;
24%
56613-80-0

(R)-Phenylglycinol

5763-49-5

2,4,5,6,3a,6a-hexahydro-2-oxapentalen-1,3-dione

86331-36-4, 95462-66-1

2-((R)-2-Hydroxy-1-phenyl-ethylcarbamoyl)-cyclopentanecarboxylic acid

Conditions
ConditionsYield
In tetrahydrofuran 1.) 0 deg C, 15 min; 2.) r.t., 1 h;
74-89-5

methylamine

5763-49-5

2,4,5,6,3a,6a-hexahydro-2-oxapentalen-1,3-dione

71099-01-9

N-Methylcyclopentane-1,2-dicarboximide

5763-49-5

2,4,5,6,3a,6a-hexahydro-2-oxapentalen-1,3-dione

KOH-solution

KOH-solution

1461-96-7

cis-1,2-cyclopentanedicarboxylic acid

Conditions
ConditionsYield
durch Ansaeuern; anhydride of/the/ cis-cyclopentane-dicarboxylic acid-(1.2);
5763-49-5

2,4,5,6,3a,6a-hexahydro-2-oxapentalen-1,3-dione

air

air

80656-14-0

trans-1,2-cyclopentanedicarboxylic acid

Conditions
ConditionsYield
anhydride of/the/ trans-cyclopentane-dicarboxylic acid-(1.2);

1,2-Cyclopentanedicarboxylic anhydride Specification

The 1,2-Cyclopentanedicarboxylic anhydride , with the CAS registry number 5763-49-5, is also known as 1H-Cyclopenta[c]furan-1,3(3aH)-dione, tetrahydro-. Its EINECS number is 227-286-1. This chemical's molecular formula is C7H8O3 and molecular weight is 140.14. What's more, its systematic name is tetrahydro-1H-cyclopenta[c]furan-1,3(3aH)-dione.

Physical properties of 1,2-Cyclopentanedicarboxylic anhydride are: (1)ACD/LogP: -0.32; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.32; (4)ACD/LogD (pH 7.4): -0.32; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 15.9; (8)ACD/KOC (pH 7.4): 15.9; (9)#H bond acceptors: 3; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 43.37 Å2; (13)Index of Refraction: 1.513; (14)Molar Refractivity: 32.2 cm3; (15)Molar Volume: 106.9 cm3; (16)Polarizability: 12.76×10-24cm3; (17)Surface Tension: 45.5 dyne/cm; (18)Density: 1.309 g/cm3; (19)Flash Point: 140.4 °C; (20)Enthalpy of Vaporization: 52.85 kJ/mol; (21)Boiling Point: 289.2 °C at 760 mmHg; (22)Vapour Pressure: 0.00223 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C1OC(=O)C2CCCC12
(2)Std. InChI: InChI=1S/C7H8O3/c8-6-4-2-1-3-5(4)7(9)10-6/h4-5H,1-3H2
(3)Std. InChIKey: NMSRALOLNIBERV-UHFFFAOYSA-N

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