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Bicyclo[2.2.2]Octane-1,4-Dicarboxylic Acid
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Name

Bicyclo[2.2.2]Octane-1,4-Dicarboxylic Acid

 EINECS N/A
CAS No. 711-02-4 Density 1.447 g/cm3
PSA 74.60000 LogP 1.49620
Solubility N/A Melting Point 393-395ºC
Formula C10H14O4 Boiling Point 392.9 °C at 760 mmHg
Molecular Weight 198.219 Flash Point 205.6 °C
Transport Information N/A Appearance N/A
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 711-02-4 (Bicyclo[2.2.2]Octane-1,4-Dicarboxylic Acid) Hazard Symbols N/A
Synonyms

1,4-bicyclo<2.2.2>octanedicarboxylic acid;1,4-dicarboxybicyclo[2.2.2]octane;bicyclo[2.2.2]octane-1,4-dicarboxylyc acid;Bicyclo[2.2.2]octane-1,4-dicarboxylicacid;Bicyclo[2.2.2]octan-1,4-dicarbonsaeure;

Article Data 16

Bicyclo[2.2.2]Octane-1,4-Dicarboxylic Acid Synthetic route

1459-96-7

dimethyl bicyclo[2.2.2]octane-1,4-dicarboxylate

711-02-4

1,4-bicyclo[2.2.2]octanedicarboxylic acid

Conditions
ConditionsYield
Stage #1: dimethyl bicyclo[2.2.2]octane-1,4-dicarboxylate With lithium hydroxide; water; isopropyl alcohol In tetrahydrofuran at 60 - 70℃; for 2.5h;
Stage #2: With hydrogenchloride In water at 0℃;		98%
With potassium hydroxide; water In ethanol for 18h; Reflux;
With lithium hydroxide In tetrahydrofuran; water; isopropyl alcohol at 65℃; for 2.5h; Inert atmosphere;
1194-44-1

1,4-dihydroxybicyclo[2.2.2]nonane

201230-82-2

carbon monoxide

711-02-4

1,4-bicyclo[2.2.2]octanedicarboxylic acid

Conditions
ConditionsYield
With fuming sulphuric acid at 23℃; under 104192 Torr; for 16h; Autoclave;87%
41034-58-6

1,4-dicyanobicyclo(2.2.2)octane

711-02-4

1,4-bicyclo[2.2.2]octanedicarboxylic acid

Conditions
ConditionsYield
With potassium hydroxide In methanol Heating;82%

diethyl 2,5-bis(semicarbazone)bicyclo[2.2.2]octane-1,4-dicarboxylate

711-02-4

1,4-bicyclo[2.2.2]octanedicarboxylic acid

Conditions
ConditionsYield
With potassium hydroxide In ethylene glycol at 20 - 160℃; for 0.75h;75%
201230-82-2

carbon monoxide

10364-35-9

1,4-Diacetoxybicyclo<2.2.2>octane

711-02-4

1,4-bicyclo[2.2.2]octanedicarboxylic acid

Conditions
ConditionsYield
With fuming sulphuric acid at 23℃; under 104192 Torr; for 16h; Reagent/catalyst; Autoclave;60%
201230-82-2

carbon monoxide

54774-94-6

4-acetoxybicyclo<2.2.2>octan-1-ol

711-02-4

1,4-bicyclo[2.2.2]octanedicarboxylic acid

Conditions
ConditionsYield
With fuming sulphuric acid at 23℃; under 104192 Torr; for 16h; Autoclave;48%
826-45-9

Bicyclo<2.2.2>octane-1,4-dimethanol

711-02-4

1,4-bicyclo[2.2.2]octanedicarboxylic acid

Conditions
ConditionsYield
With potassium hydroxide; potassium permanganate
1659-75-2

Bicyclo<2.2.2.>octan-1,4-dicarbonsauere-ethylester

711-02-4

1,4-bicyclo[2.2.2]octanedicarboxylic acid

Conditions
ConditionsYield
With potassium hydroxide In ethanol
Stage #1: Bicyclo<2.2.2.>octan-1,4-dicarbonsauere-ethylester With sodium hydroxide
Stage #2: With hydrogenchloride In water
1459-96-7

dimethyl bicyclo[2.2.2]octane-1,4-dicarboxylate

A

711-02-4

1,4-bicyclo[2.2.2]octanedicarboxylic acid

B

18720-35-9

bicyclo[2.2.2]octane-1,4-dicarboxylic acid monomethyl ester

Conditions
ConditionsYield
With barium dihydroxide In methanol; water for 18h; Ambient temperature;
2.5-dioxo-bicyclo<2.2.2>octane-dicarboxylic acid-(1.4)-diethyl ester

2.5-dioxo-bicyclo<2.2.2>octane-dicarboxylic acid-(1.4)-diethyl ester

A

711-02-4

1,4-bicyclo[2.2.2]octanedicarboxylic acid

B

6ξ-hydroxy-tricyclo<3.2.1.02.7>octane-dicarboxylic acid-(2.5)

6ξ-hydroxy-tricyclo<3.2.1.02.7>octane-dicarboxylic acid-(2.5)

Conditions
ConditionsYield
With hydrogenchloride; amalgamated zinc; toluene

Bicyclo[2.2.2]Octane-1,4-Dicarboxylic Acid Specification

The Bicyclo[2.2.2]Octane-1,4-Dicarboxylic Acid, with the CAS registry number 711-02-4, is a kind of clear colourless liquid, and belongs to the product categories: Industrial/Fine Chemicals; Bicyclic Monoterpenes; Biochemistry; Terpenes. And the molecular formula of the chemical is C10H14O4.

The characteristics of Bicyclo[2.2.2]Octane-1,4-Dicarboxylic Acid are as followings: (1)ACD/LogP; 1.06; (2)# of Rule of 5 Violations; 0; (3)ACD/LogD (pH 5.5); -0.25; (4)ACD/LogD (pH 7.4); -3.37; (5)ACD/BCF (pH 5.5); 1; (6)ACD/BCF (pH 7.4); 1; (7)ACD/KOC (pH 5.5); 4.42; (8)ACD/KOC (pH 7.4); 1; (9)#H bond acceptors; 4; (10)#H bond donors; 2; (11)#Freely Rotating Bonds; 2; (12)Polar Surface Area; 52.6 Å2; (13)Index of Refraction; 1.601; (14)Molar Refractivity; 46.96 cm3; (15)Molar Volume; 136.9 cm3; (16)Polarizability; 18.61×10-24cm3; (17)Surface Tension; 79 dyne/cm; (18)Density; 1.447 g/cm3; (19)Flash Point; 205.6 °C; (20)Enthalpy of Vaporization; 70.55 kJ/mol; (21)Boiling Point; 392.9 °C at 760 mmHg; (22)Vapour Pressure; 2.86E-07 mmHg at 25°C.

Addtionally, the following datas could be converted into the molecular structure:
(1)SMILES: O=C(O)C12CCC(C(=O)O)(CC1)CC2
(2)InChI: InChI=1/C10H14O4/c11-7(12)9-1-2-10(5-3-9,6-4-9)8(13)14/h1-6H2,(H,11,12)(H,13,14)
(3)InChIKey: KVOACUMJSXEJQT-UHFFFAOYAU

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