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

Name
Bicyclo[2.2.2]Octane-1,4-Dicarboxylic Acid
EINECS
CAS No. 711-02-4
Article Data16
CAS DataBase
Density 1.447 g/cm³
Solubility
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
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
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;
PSA 74.60000
LogP 1.49620

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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
With hydrogenchloride; amalgamated zinc; toluene

: 78070-44-7
Bicyclo[2.2.2]oct-2-ene-1,4-dicarbonitrile

: 711-02-4
1,4-bicyclo[2.2.2]octanedicarboxylic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 90 percent / H2 / Pd/C, (10 percent) / ethyl acetate 2: 82 percent / aq. potassium hydroxide (70 percent) / methanol / Heating View Scheme

: 78070-41-4
1,4-Dicyano-bicyclo[2.2.2]octane-2,3-dicarboxylic acid

: 711-02-4
1,4-bicyclo[2.2.2]octanedicarboxylic acid

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 38 percent / lead tetraacetate / pyridine; benzene / 3 h / 80 °C 2: 90 percent / H2 / Pd/C, (10 percent) / ethyl acetate 3: 82 percent / aq. potassium hydroxide (70 percent) / methanol / Heating View Scheme

: 1,4-Dicyano-bicyclo[2.2.2]oct-5-ene-2,3-dicarboxylic acid

: 711-02-4
1,4-bicyclo[2.2.2]octanedicarboxylic acid

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: H2 / Pd/C (10 percent) / H2O 2: 38 percent / lead tetraacetate / pyridine; benzene / 3 h / 80 °C 3: 90 percent / H2 / Pd/C, (10 percent) / ethyl acetate 4: 82 percent / aq. potassium hydroxide (70 percent) / methanol / Heating View Scheme

: 843-52-7
Aethylen-diketal von 1,4-Dihydroxymethyl-2,5-dioxo-bicyclo-<2,2,2>-octan

: 711-02-4
1,4-bicyclo[2.2.2]octanedicarboxylic acid

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: aq. HCl 2: N2H4*H2O, KOH / bis-(2-hydroxy-ethyl) ether 3: KMnO4, aq. KOH View Scheme

: 830-28-4
1,4-bis(hydroxymethyl)bicyclo[2.2.2]octane-1,4-dione

: 711-02-4
1,4-bicyclo[2.2.2]octanedicarboxylic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: N2H4*H2O, KOH / bis-(2-hydroxy-ethyl) ether 2: KMnO4, aq. KOH View Scheme

: 787-07-5
diethyl 1,4-cyclohexanedione-2,5-dicarboxylate

: 711-02-4
1,4-bicyclo[2.2.2]octanedicarboxylic acid

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 3: Raney Ni 4: sodium hydroxide View Scheme

: 41034-55-3
diethyl 2,5-bisdithianebicyclo[2.2.2]octane-1,4-dicarboxylate

: 711-02-4
1,4-bicyclo[2.2.2]octanedicarboxylic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: Raney Ni 2: sodium hydroxide View Scheme

: 843-59-4
Diethyl 2,5-Dioxobicyclo<2.2.2>octane-1,4-dicarboxylate

: 711-02-4
1,4-bicyclo[2.2.2]octanedicarboxylic acid

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 2: Raney Ni 3: sodium hydroxide View Scheme

: 6289-46-9
dimethyl 2,5-dioxocyclohexane-1,4-dicarboxylate

: 711-02-4
1,4-bicyclo[2.2.2]octanedicarboxylic acid

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: sodium hydride / 1,2-dimethoxyethane / 20 h / 60 - 90 °C 2: sodium acetate / ethanol / 4 h / 20 °C 3: potassium hydroxide / diethylene glycol / 0.25 h / 200 °C / Inert atmosphere View Scheme

: 57293-62-6
dimethyl 1,4-dioxobicyclo<2.2.2>octane-2,5-dicarboxylate

: 711-02-4
1,4-bicyclo[2.2.2]octanedicarboxylic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium acetate / ethanol / 4 h / 20 °C 2: potassium hydroxide / diethylene glycol / 0.25 h / 200 °C / Inert atmosphere View Scheme

: C14H20N6O6

: 711-02-4
1,4-bicyclo[2.2.2]octanedicarboxylic acid

Conditions

Conditions	Yield
With potassium hydroxide In diethylene glycol at 200℃; for 0.25h; Inert atmosphere;

: 94-60-0
dimethyl 1,4-cyclohexane dicarboxylate

: 711-02-4
1,4-bicyclo[2.2.2]octanedicarboxylic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: lithium diisopropyl amide / N,N,N,N,N,N-hexamethylphosphoric triamide; tetrahydrofuran / 1 h / -78 °C / Inert atmosphere 1.2: 4 h / -78 - 25 °C / Inert atmosphere 2.1: lithium hydroxide / water; tetrahydrofuran; isopropyl alcohol / 2.5 h / 65 °C / Inert atmosphere View Scheme

: 4982-20-1
1,4-dimethylidenecyclohexane

: 711-02-4
1,4-bicyclo[2.2.2]octanedicarboxylic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: palladium dichloride; Oxone / water 2: fuming sulphuric acid / 16 h / 23 °C / 104192 Torr / Autoclave View Scheme
Multi-step reaction with 2 steps 1: palladium diacetate; acetic acid; dihydrogen peroxide / water / Cooling with ice 2: fuming sulphuric acid / 16 h / 23 °C / 104192 Torr / Autoclave View Scheme

: 711-02-4
1,4-bicyclo[2.2.2]octanedicarboxylic acid

: 83405-92-9
4-hydroxyphenyl butanoate

: 1257332-92-5
bis[4-(butanoyloxy)phenyl] bicyclo[2.2.2]octane-1,4-dicarboxylate

Conditions

Conditions	Yield
With dimethyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 20℃;	62%

: zinc(II) nitrate hexahydrate

: 711-02-4
1,4-bicyclo[2.2.2]octanedicarboxylic acid

: 7732-18-5
water

: [Zn(bicyclo[2.2.2]octane-1,4-dicarboxylate)]4·2DMF

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 80℃; for 72h; Temperature; Solvent;	55%

...Expand

: zinc(II) nitrate hexahydrate

: 711-02-4
1,4-bicyclo[2.2.2]octanedicarboxylic acid

: 68-12-2, 33513-42-7
N,N-dimethyl-formamide

: [Zn(bicyclo[2.2.2]octane-1,4-dicarboxylate)]4·2DMF

Conditions

Conditions	Yield
at 80℃; for 72h; Temperature;	55%

...Expand

: 617-84-5
N-formyldiethylamine

: zinc(II) nitrate hexahydrate

: 711-02-4
1,4-bicyclo[2.2.2]octanedicarboxylic acid

: [Zn4O(bicyclo[2.2.2]octane-1,4-dicarboxylate)3]·3DEF

Conditions

Conditions	Yield
at 95℃; for 72h;	55%

...Expand

: 711-02-4
1,4-bicyclo[2.2.2]octanedicarboxylic acid

: 1123-39-3
1,4-Dichloro-bicyclo<2.2.2>octane

Conditions

Conditions	Yield
With lead(IV) acetate; N-chloro-succinimide In acetic acid; N,N-dimethyl-formamide at 100℃; for 1.75h;	35%

: 94-13-3
nipasol

: 711-02-4
1,4-bicyclo[2.2.2]octanedicarboxylic acid

: 1257332-89-0
bis[4-(propoxycarbonyl)phenyl] bicyclo[2.2.2]octane-1,4-dicarboxylate

Conditions

Conditions	Yield
With dimethyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 20℃;	33%

: 711-02-4
1,4-bicyclo[2.2.2]octanedicarboxylic acid

: 1659-74-1
bicyclo[2.2.2]octane-1,4-dicarbonyl chloride

Conditions

Conditions	Yield
With thionyl chloride
With oxalyl dichloride for 2h; Heating;
With trichlorophosphate

: 711-02-4
1,4-bicyclo[2.2.2]octanedicarboxylic acid

: 10364-04-2
bicyclo[2.2.2]octane-1,4-dibromide

Conditions

Conditions	Yield
With bromine; ethylene dibromide; mercury(II) oxide
(i) HgO, MgSO4, BrCH2CH2Br, (ii) Br2; Multistep reaction;
With bromine; magnesium sulfate; mercury(II) oxide In ethylene dibromide at 75℃; for 14h; Inert atmosphere;

: 711-02-4
1,4-bicyclo[2.2.2]octanedicarboxylic acid

: 1659-75-2
Bicyclo<2.2.2.>octan-1,4-dicarbonsauere-ethylester

Conditions

Conditions	Yield
(esterification);

: 711-02-4
1,4-bicyclo[2.2.2]octanedicarboxylic acid

: 100-51-6
benzyl alcohol

: Bicyclo[2.2.2]octane-1,4-dicarboxylic acid dibenzyl ester

Conditions

Conditions	Yield
With toluene-4-sulfonic acid

: 711-02-4
1,4-bicyclo[2.2.2]octanedicarboxylic acid

: 98922-14-6
4-chloro-1-bicyclo<2.2.2>octyl methyl ether

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 35 percent / N-chlorosuccinimide, lead tetraacetate / dimethylformamide; acetic acid / 1.75 h / 100 °C 2: 1.) SbF5, SO2ClF, 2.) K2CO3 / 1.) -110 deg C to -90 deg C, 2.) -78 deg C, 4 h View Scheme

: 711-02-4
1,4-bicyclo[2.2.2]octanedicarboxylic acid

: 41034-58-6
1,4-dicyanobicyclo(2.2.2)octane

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: SOCl2 2: aqueous NH3 3: P2O5 View Scheme

: 711-02-4
1,4-bicyclo[2.2.2]octanedicarboxylic acid

: 41143-97-9
bicyclo[2.2.2]octane-1,4-dicarboxamide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: SOCl2 2: aqueous NH3 View Scheme
Multi-step reaction with 2 steps 1: trichlorophosphate 2: ammonia / water View Scheme

: 711-02-4
1,4-bicyclo[2.2.2]octanedicarboxylic acid

: 21890-87-9
1.4-Dibenzoyl-bicyclo<2.2.2>octan

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: SOCl2 2: AlCl3 View Scheme

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

Product Name

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

Synthetic route

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

Related Products

Hot Products