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1,4-CUBANEDICARBOXYLIC ACID

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Name

1,4-CUBANEDICARBOXYLIC ACID

EINECS N/A
CAS No. 32846-66-5 Density 2.401 g/cm3
PSA 74.60000 LogP -0.10640
Solubility at 25 deg C (mg/L): 2.621e+005 Melting Point 224°C
Formula C10H8 O4 Boiling Point 457.4 °C at 760 mmHg
Molecular Weight 192.171 Flash Point 244.6 °C
Transport Information N/A Appearance N/A
Safety 45 Risk Codes 25
Molecular Structure Molecular Structure of 32846-66-5 (1,4-CUBANEDICARBOXYLIC ACID) Hazard Symbols T
Synonyms

1,4-Cubanedicarboxylicacid; 1,4-Dicarboxycubane; NSC 124087; NSC 679808

Article Data 24

1,4-CUBANEDICARBOXYLIC ACID Synthetic route

29412-62-2

cubane-1,4-dicarboxylic acid dimethyl ester

32846-66-5

cubane-1,4-dicarboxylic acid

Conditions
ConditionsYield
With sodium hydroxide In methanol; water for 4h; Heating;99%
Stage #1: cubane-1,4-dicarboxylic acid dimethyl ester With water; sodium hydroxide In methanol for 4.5h; Reflux;
Stage #2: With hydrogenchloride In water pH=Ca. 1;
99%
With sodium hydroxide In methanol; water for 8h; Heating;96.16%
29412-62-2

cubane-1,4-dicarboxylic acid dimethyl ester

A

24539-28-4

4-(methoxycarbonyl)-1-cubanecarboxylic acid

B

32846-66-5

cubane-1,4-dicarboxylic acid

Conditions
ConditionsYield
With sodium hydroxide In tetrahydrofuran; methanol Ambient temperature;A 95%
B 3%
With barium dihydroxide In methanol; water for 18h; Ambient temperature;
24539-28-4

4-(methoxycarbonyl)-1-cubanecarboxylic acid

32846-66-5

cubane-1,4-dicarboxylic acid

Conditions
ConditionsYield
With water; sodium hydroxide In methanol for 4.5h; Reflux;91%
60462-18-2

4-methoxycarbonylcubane-1-carbonyl chloride

A

53578-15-7

cubane-1-carboxylic acid

B

32846-66-5

cubane-1,4-dicarboxylic acid

Conditions
ConditionsYield
With dmap; 2-mercaptopyridine-1-oxide sodium salt; 2-methylpropan-2-thiol In benzene Heating; Irradiation;A 57%
B 10.8%
25867-85-0

5,9-dibromopentacyclo<5.3.0.02,5.03,9.04,8>decane-6,10-dione

A

32846-66-5

cubane-1,4-dicarboxylic acid

B

C10H8O4

Conditions
ConditionsYield
With potassium hydroxide for 3.5h; Heating; Yields of byproduct given. Title compound not separated from byproducts;
25867-88-3

1-bromo-9-oxopentacyclo<4.3.0.02,5.03,8.04,7>nonane-4-carboxylic acid

32846-66-5

cubane-1,4-dicarboxylic acid

Conditions
ConditionsYield
With sodium hydroxide Heating;
25867-85-0

5,9-dibromopentacyclo<5.3.0.02,5.03,9.04,8>decane-6,10-dione

32846-66-5

cubane-1,4-dicarboxylic acid

Conditions
ConditionsYield
With hydrogenchloride; sodium hydroxide 1.) reflux, 4 h, H2O; Yield given. Multistep reaction;

(4R,7R)-2,4-Dibromo-3a,4,7,7a-tetrahydro-4,7-methano-indene-1,8-dione

32846-66-5

cubane-1,4-dicarboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 1.) conc. HCl / 1.) methanol, RT, irradiation, 2.) reflux, water
2: 1.) NaOH, 2.) aq. HCl / 1.) reflux, 4 h, H2O
View Scheme

endo-2,4-dibromodicyclopentadiene-1,8-dione bisethylene ketal

32846-66-5

cubane-1,4-dicarboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 92 percent / 98percent H2SO4 / 30 h / 20 - 25 °C
2: 1.) conc. HCl / 1.) methanol, RT, irradiation, 2.) reflux, water
3: 1.) NaOH, 2.) aq. HCl / 1.) reflux, 4 h, H2O
View Scheme

endo-2,4-dibromodicyclopentadiene-1,8-dione

32846-66-5

cubane-1,4-dicarboxylic acid

Conditions
ConditionsYield
Stage #1: endo-2,4-dibromodicyclopentadiene-1,8-dione With sulfuric acid; water In methanol UV-irradiation; Large scale reaction;
Stage #2: With water; sodium hydroxide for 3h; Reflux;
Stage #1: endo-2,4-dibromodicyclopentadiene-1,8-dione With hydrogenchloride In methanol; water Irradiation;
Stage #2: With sodium hydroxide In water Heating;

1,4-CUBANEDICARBOXYLIC ACID Chemical Properties

Product Name: 1,4-Cubanedicarboxylic (CAS NO.32846-66-5)


Molecular Formula: C10H8O4
Molecular Weight: 192.17g/mol
Mol File: 32846-66-5.mol
Boiling point: 457.4 °C at 760 mmHg
Flash Point: 244.6 °C
Density: 2.401 g/cm3
Synonyms of 1,4-Cubanedicarboxylic (CAS NO.32846-66-5): 1,4-Cubanedicarboxylic acid ; Cubane-1,4-dicarboxylic acid ; Pentacyclo[4.2.0.02,5.03,8.04,7]octane-1,4-dicarboxylic acid

1,4-CUBANEDICARBOXYLIC ACID Safety Profile

1,4-Cubanedicarboxylic (CAS NO.32846-66-5) is a carboxylic acid, early detection of carboxylic acids are usually named according to the source. For example, formic acid was originally obtained by the distillation red ants, known as formic acid; acetic acid was originally obtained by the vinegar called acetic acid; acid has a smell of rancidity of milk, known as butyric acid; caproic acid, octanoic acid, decanoic acid, respectively, said they sheep oleic acid, suet, sheep and wax acids, because they are present in the fat of the goat; benzoic acid present in the gel, known as benzoic acid. In general, the simple carboxylic acids according to common nomenclature name, select the longest carbon chain containing the carboxyl-based chain, substituent position, from the carboxyl carbon atom adjacent to the beginning, with the Greek letters a, β, γ, δ and so in turn marked ; aromatic acid, benzoic acid derivatives as named; more complex carboxylic acids according to the international nomenclature name, select the longest carbon chain containing the carboxyl-based chain, starting from the carboxyl carbon atom numbers, plus the name and the substituent position; aliphatic dicarboxylates of the name, molecule containing two carboxyl take the longest carbon chain as the main chain, plus the name and location of substituents.

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