1,4-CUBANEDICARBOXYLIC ACID supplier

Name
1,4-CUBANEDICARBOXYLIC ACID
EINECS
CAS No. 32846-66-5
Article Data24
CAS DataBase
Density 2.401 g/cm³
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
Appearance
Safety 45
Risk Codes 25
Molecular Structure
Hazard Symbols T
Synonyms 1,4-Cubanedicarboxylicacid; 1,4-Dicarboxycubane; NSC 124087; NSC 679808
PSA 74.60000
LogP -0.10640

Synthetic route

: 29412-62-2
cubane-1,4-dicarboxylic acid dimethyl ester

: 32846-66-5
cubane-1,4-dicarboxylic acid

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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;

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

: 32846-66-5
cubane-1,4-dicarboxylic acid

Conditions

Conditions	Yield
Stage #1: endo-2,4-dibromodicyclopentadiene-1,8-dione With sulfuric acid In methanol; water at 25℃; UV-irradiation; Large scale reaction; Stage #2: With sodium hydroxide In water for 3h; Favorskii rearrangement; Reflux;

: C10H8Br2O

: 32846-66-5
cubane-1,4-dicarboxylic acid

Conditions

Conditions	Yield
Stage #1: C10H8Br2O With sodium hydroxide In water at 20℃; for 3h; Inert atmosphere; Reflux; Large scale; Stage #2: With hydrogenchloride In water at 0 - 20℃; pH=1 - 2; Large scale;

: 176-32-9
1,4-dioxaspiro[4.4]nonane

: 32846-66-5
cubane-1,4-dicarboxylic acid

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: bromine / 1,4-dioxane / 60 h / 10 - 20 °C / Inert atmosphere 2.1: sodium hydroxide / methanol / 3 h / Reflux 3.1: sulfuric acid / 25 h / 20 - 25 °C 4.1: hydrogenchloride / methanol; water / 40 h / Inert atmosphere; Irradiation 4.2: 1.5 h / Reflux; Inert atmosphere 4.3: 4.5 h / Reflux; Inert atmosphere View Scheme
Multi-step reaction with 3 steps 1.1: bromine / 1,4-dioxane 2.1: sulfuric acid / 20 °C 3.1: hydrogenchloride / methanol; water / Irradiation 3.2: Heating View Scheme
Multi-step reaction with 4 steps 1.1: bromine / 1,4-dioxane / 22 h / 5 - 20 °C / Inert atmosphere 2.1: sodium hydroxide / methanol / 24 h / 5 - 110 °C 3.1: sulfuric acid / 30 h / 20 °C 4.1: sulfuric acid; methanol / water / Inert atmosphere; UV-irradiation; Flow reactor 4.2: 3.5 h / Reflux 4.3: 15 h / Reflux View Scheme

: 25834-49-5
2,2,5-tribromocyclopentanone ethylene acetal

: 32846-66-5
cubane-1,4-dicarboxylic acid

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: sodium hydroxide / methanol / 3 h / Reflux 2.1: sulfuric acid / 25 h / 20 - 25 °C 3.1: hydrogenchloride / methanol; water / 40 h / Inert atmosphere; Irradiation 3.2: 1.5 h / Reflux; Inert atmosphere 3.3: 4.5 h / Reflux; Inert atmosphere View Scheme
Multi-step reaction with 3 steps 1.1: sodium hydroxide / methanol / 24 h / 5 - 110 °C 2.1: sulfuric acid / 30 h / 20 °C 3.1: sulfuric acid; methanol / water / Inert atmosphere; UV-irradiation; Flow reactor 3.2: 3.5 h / Reflux 3.3: 15 h / Reflux View Scheme

: (3aα,4β,7α,7aα)-2,4-dibromo-3a,4,7,7a-tetrahydro-4,7-methano-1H-indene-1,8-dione bisethylene ketal

: 32846-66-5
cubane-1,4-dicarboxylic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: sulfuric acid / 25 h / 20 - 25 °C 2.1: hydrogenchloride / methanol; water / 40 h / Inert atmosphere; Irradiation 2.2: 1.5 h / Reflux; Inert atmosphere 2.3: 4.5 h / Reflux; Inert atmosphere View Scheme

: 32846-64-3, 65656-68-0
(3aα,4β,7α,7aα)-2,4-dibromo-3a,4,7,7a-tetrahydro-4,7-methano-1H-indene-1,8-dione

: 32846-66-5
cubane-1,4-dicarboxylic acid

Conditions

Conditions	Yield
Stage #1: (3aα,4β,7α,7aα)-2,4-dibromo-3a,4,7,7a-tetrahydro-4,7-methano-1H-indene-1,8-dione With hydrogenchloride In methanol; water for 40h; Inert atmosphere; Irradiation; Stage #2: In water for 1.5h; Reflux; Inert atmosphere; Stage #3: With sodium hydroxide In water for 4.5h; Reflux; Inert atmosphere;

: 120-92-3
cyclopentanone

: 32846-66-5
cubane-1,4-dicarboxylic acid

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1.1: Dowex 50W-X8 resin / toluene / 30 h / Dean-Stark; Heating 2.1: bromine / 1,4-dioxane / 60 h / 10 - 20 °C / Inert atmosphere 3.1: sodium hydroxide / methanol / 3 h / Reflux 4.1: sulfuric acid / 25 h / 20 - 25 °C 5.1: hydrogenchloride / methanol; water / 40 h / Inert atmosphere; Irradiation 5.2: 1.5 h / Reflux; Inert atmosphere 5.3: 4.5 h / Reflux; Inert atmosphere View Scheme
Multi-step reaction with 4 steps 1.1: Dowex / benzene 2.1: bromine / 1,4-dioxane 3.1: sulfuric acid / 20 °C 4.1: hydrogenchloride / methanol; water / Irradiation 4.2: Heating View Scheme
Multi-step reaction with 5 steps 1.1: Dowex 50WX8 (H) / benzene / 30 h / Dean-Stark; Reflux 2.1: bromine / 1,4-dioxane / 22 h / 5 - 20 °C / Inert atmosphere 3.1: sodium hydroxide / methanol / 24 h / 5 - 110 °C 4.1: sulfuric acid / 30 h / 20 °C 5.1: sulfuric acid; methanol / water / Inert atmosphere; UV-irradiation; Flow reactor 5.2: 3.5 h / Reflux 5.3: 15 h / Reflux View Scheme

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

: 32846-66-5
cubane-1,4-dicarboxylic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: sulfuric acid / 20 °C 2.1: hydrogenchloride / methanol; water / Irradiation 2.2: Heating View Scheme

: endo-2,4-dibromodicyclopentadiene-1,8-dione 1,8-bis(ethylene acetal)

: 32846-66-5
cubane-1,4-dicarboxylic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: sulfuric acid / 30 h / 20 °C 2.1: sulfuric acid; methanol / water / Inert atmosphere; UV-irradiation; Flow reactor 2.2: 3.5 h / Reflux 2.3: 15 h / Reflux View Scheme

: endo-2,4-dibromocyclopentadiene-1,8-dione

: 32846-66-5
cubane-1,4-dicarboxylic acid

Conditions

Conditions	Yield
Stage #1: endo-2,4-dibromocyclopentadiene-1,8-dione With methanol; sulfuric acid In water Inert atmosphere; UV-irradiation; Flow reactor; Stage #2: With water for 3.5h; Reflux; Stage #3: With sodium hydroxide In water for 15h; Favorskii Rearrangement; Reflux;

: 32846-66-5
cubane-1,4-dicarboxylic acid

: 75-65-0
tert-butyl alcohol

: 87830-27-1
1,4-Bis<(tert-butoxycarbonyl)amino>cubane

Conditions

Conditions	Yield
With diphenylphosphoranyl azide; triethylamine for 12h; Heating;	94%
With diphenyl phosphoryl azide; triethylamine for 12h; Heating;	75.11%
With diphenyl phosphoryl azide; triethylamine for 16h; Reflux;

: 32846-66-5
cubane-1,4-dicarboxylic acid

: 97229-08-8
1,4-diiodocubane

Conditions

Conditions	Yield
With 1,3-Diiodo-5,5-dimethyl-2,4-imidazolidinedione In 1,2-dichloro-ethane for 2h; Product distribution / selectivity; Reflux; Irradiation;	93%
With [bis(acetoxy)iodo]benzene; iodine In benzene for 6h; Heating;	85%
With [bis(acetoxy)iodo]benzene; iodine In benzene for 6h; Moriarty reaction; Inert atmosphere; Reflux;	84%

: 32846-66-5
cubane-1,4-dicarboxylic acid

: 60462-27-3
1,4-bis(hydroxymethyl)cubane

Conditions

Conditions	Yield
With aluminium hydride In tetrahydrofuran at 16 - 18℃; for 6h; further reagent: LiAlH4;	84%
With lithium aluminium tetrahydride In tetrahydrofuran at 20℃; for 4h; Reflux;	74%
With lithium aluminium tetrahydride In tetrahydrofuran Heating;
Multi-step reaction with 2 steps 1: Dowex / Heating 2: lithium aluminium tetrahydride / tetrahydrofuran View Scheme

: 32846-66-5
cubane-1,4-dicarboxylic acid

: 6638-79-5
N,O-dimethylhydroxylamine*hydrochloride

: N1,N4-dimethoxy-N1,N4-dimethylcubane-1,4-dicarboxamide

Conditions

Conditions	Yield
Stage #1: cubane-1,4-dicarboxylic acid With thionyl chloride for 3h; Inert atmosphere; Reflux; Stage #2: N,O-dimethylhydroxylamine*hydrochloride With N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; for 17h;	76%

: 32846-66-5
cubane-1,4-dicarboxylic acid

: 59346-70-2
1,4-Dibromocubane

Conditions

Conditions	Yield
With bromine; mercury(II) oxide In various solvent(s) Heating;	72%
(i) HgO, (ii) Br2; Multistep reaction;
With bromine; mercury(II) oxide In various solvent(s) at 80 - 90℃; for 2.5h; Yield given;

: zinc(II) nitrate hexahydrate

: 32846-66-5
cubane-1,4-dicarboxylic acid

: [Zn4O(cubane-1,4-dicarboxylate)3]

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 100℃; for 24h;	72%

: 32846-66-5
cubane-1,4-dicarboxylic acid

: 29412-62-2
cubane-1,4-dicarboxylic acid dimethyl ester

Conditions

Conditions	Yield
With Dowex 50W-X8 resin In methanol for 24h; Reflux;	71%

: 53510-13-7
2-fluoro-2,2-dinitroethylsulfuric acid

: 32846-66-5
cubane-1,4-dicarboxylic acid

: bis(2-fluoro-2,2-dinitroethyl) pentacyclo<4.2.0.02,5.03,8.04,7>octane-1,4-dicarboxylate

Conditions

Conditions	Yield
at 30℃; for 0.5h;	68.5%

: 14235-81-5
4-Ethynylaniline

: 32846-66-5
cubane-1,4-dicarboxylic acid

: N1,N4-bis(4’-ethynylphenyl)cubane-1,4-dicarboxamide

Conditions

Conditions	Yield
Stage #1: cubane-1,4-dicarboxylic acid With 1-hydroxy-7-aza-benzotriazole; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; for 0.5h; Inert atmosphere; Stage #2: 4-Ethynylaniline In N,N-dimethyl-formamide at 20℃; for 24h; Inert atmosphere;	67%

: 100-02-7
4-nitro-phenol

: 32846-66-5
cubane-1,4-dicarboxylic acid

: 1,4-Bis(4-nitrophenoxycarbonyl)cubane

Conditions

Conditions	Yield
With dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 20h; Esterification;	60%

: 32846-66-5
cubane-1,4-dicarboxylic acid

: 67605-64-5
5-(4-aminophenyl)-10,15,20-triphenylporphyrin

: N1,N4-bis[4’-{(10’’,15’’,20’’-triphenylporphyrin)-5’’-yl}phenyl]cubane-1,4-dicarboxamide

Conditions

Conditions	Yield
Stage #1: cubane-1,4-dicarboxylic acid With 1-hydroxy-7-aza-benzotriazole; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; for 0.5h; Inert atmosphere; Stage #2: 5-(4-aminophenyl)-10,15,20-triphenylporphyrin In N,N-dimethyl-formamide at 20℃; for 24h; Inert atmosphere;	56%

Yield

Stage #1: cubane-1,4-dicarboxylic acid With 1-hydroxy-7-aza-benzotriazole; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; for 0.5h; Inert atmosphere;
Stage #2: 5-(4-aminophenyl)-10,15,20-triphenylporphyrin In N,N-dimethyl-formamide at 20℃; for 24h; Inert atmosphere;

56%

: 32846-66-5
cubane-1,4-dicarboxylic acid

: [5-(2'-aminophenylacetylene)-10,20-bis(4'-methylphenyl)-15-phenylporphyrinato]zinc(II)

: N1,N4-bis[2’-{(10’’,20’’-bis(4’-methylphenyl)-15’’-phenylporphyrinato)zinc(II)-5’’-yl}phenylacetylene]cubane-1,4-dicarboxamide

Conditions

Conditions	Yield
Stage #1: cubane-1,4-dicarboxylic acid With 1-hydroxy-7-aza-benzotriazole; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; for 0.5h; Inert atmosphere; Stage #2: [5-(2'-aminophenylacetylene)-10,20-bis(4'-methylphenyl)-15-phenylporphyrinato]zinc(II) In N,N-dimethyl-formamide at 20℃; for 24h; Inert atmosphere;	50%

Yield

Stage #1: cubane-1,4-dicarboxylic acid With 1-hydroxy-7-aza-benzotriazole; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; for 0.5h; Inert atmosphere;
Stage #2: [5-(2'-aminophenylacetylene)-10,20-bis(4'-methylphenyl)-15-phenylporphyrinato]zinc(II) In N,N-dimethyl-formamide at 20℃; for 24h; Inert atmosphere;

50%

: 32846-66-5
cubane-1,4-dicarboxylic acid

: 54060-30-9
3-acetylenephenylamine

: N1,N4-bis(3’-ethynylphenyl)cubane-1,4-dicarboxamide

Conditions

Conditions	Yield
Stage #1: cubane-1,4-dicarboxylic acid With 1-hydroxy-7-aza-benzotriazole; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; for 0.5h; Inert atmosphere; Stage #2: 3-acetylenephenylamine In N,N-dimethyl-formamide at 20℃; for 24h; Inert atmosphere;	50%

: 32846-66-5
cubane-1,4-dicarboxylic acid

A: 129380-05-8
1,3,4-Triiodo-cubane

B: 97229-08-8
1,4-diiodocubane

Conditions

Conditions	Yield
With tert-Butyl hypoiodite In 1,1,2-Trichloro-1,2,2-trifluoroethane for 24h; Irradiation;	A 45% B 35%
With tert-Butyl hypoiodite In 1,1,2-Trichloro-1,2,2-trifluoroethane for 24h; Irradiation;	A 45% B 35%

: 32846-66-5
cubane-1,4-dicarboxylic acid

: 540-37-4
p-aminoiodobenzene

: N1,N4-bis(4’-iodophenyl)cubane-1,4-dicarboxamide

Conditions

Conditions	Yield
Stage #1: cubane-1,4-dicarboxylic acid With 1-hydroxy-7-aza-benzotriazole; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; for 0.5h; Inert atmosphere; Stage #2: p-aminoiodobenzene In N,N-dimethyl-formamide at 20℃; for 24h; Inert atmosphere;	39%

: 32846-66-5
cubane-1,4-dicarboxylic acid

: [5-(3'-aminophenylacetylene)-10,20-bis(4'-methylphenyl)-15-phenylporphyrinato]zinc(II)

: N1,N4-bis[3’-{(10’’,20’’-bis(4’-methylphenyl)-15’’-phenylporphyrinato)zinc(II)-5’’-yl}phenylacetylene]cubane-1,4-dicarboxamide

Conditions

Conditions	Yield
Stage #1: cubane-1,4-dicarboxylic acid With 1-hydroxy-7-aza-benzotriazole; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; for 0.5h; Inert atmosphere; Stage #2: [5-(3'-aminophenylacetylene)-10,20-bis(4'-methylphenyl)-15-phenylporphyrinato]zinc(II) In N,N-dimethyl-formamide at 20℃; for 24h; Inert atmosphere;	36%

Yield

Stage #1: cubane-1,4-dicarboxylic acid With 1-hydroxy-7-aza-benzotriazole; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; for 0.5h; Inert atmosphere;
Stage #2: [5-(3'-aminophenylacetylene)-10,20-bis(4'-methylphenyl)-15-phenylporphyrinato]zinc(II) In N,N-dimethyl-formamide at 20℃; for 24h; Inert atmosphere;

36%

: 32846-66-5
cubane-1,4-dicarboxylic acid

: 626-01-7
3-Iodoaniline

: N1,N4-bis(3’-iodophenyl)cubane-1,4-dicarboxamide

Conditions

Conditions	Yield
Stage #1: cubane-1,4-dicarboxylic acid With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 0 - 40℃; for 2h; Inert atmosphere; Stage #2: 3-Iodoaniline With triethylamine In dichloromethane at 0 - 40℃; for 2h; Inert atmosphere;	31%

: 67-56-1
methanol

: 32846-66-5
cubane-1,4-dicarboxylic acid

: 29412-62-2
cubane-1,4-dicarboxylic acid dimethyl ester

Conditions

Conditions	Yield
With sulfuric acid for 18h; Inert atmosphere; Reflux;	30%
With ion-exchange resin + form> Heating;
With chlorosulfonic acid 1.) 30 deg C, 30 min, 2.) 1 h; Yield given. Multistep reaction;

: 131956-11-1
[5-(4′-aminophenyl)-10,15,20-triphenylporphyrinato]zinc(II)

: 32846-66-5
cubane-1,4-dicarboxylic acid

: N1,N4-bis[4’-{(10’’,15’’,20’’-triphenylporphyrinato)zinc(II)-5’’-yl}phenyl]cubane-1,4-dicarboxamide

Conditions

Conditions	Yield
Stage #1: cubane-1,4-dicarboxylic acid With 1-hydroxy-7-aza-benzotriazole; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; for 0.5h; Inert atmosphere; Stage #2: [5-(4′-aminophenyl)-10,15,20-triphenylporphyrinato]zinc(II) In N,N-dimethyl-formamide at 20℃; for 24h; Inert atmosphere;	28%

Yield

Stage #1: cubane-1,4-dicarboxylic acid With 1-hydroxy-7-aza-benzotriazole; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; for 0.5h; Inert atmosphere;
Stage #2: [5-(4′-aminophenyl)-10,15,20-triphenylporphyrinato]zinc(II) In N,N-dimethyl-formamide at 20℃; for 24h; Inert atmosphere;

28%

: 32846-66-5
cubane-1,4-dicarboxylic acid

: 87830-28-2
cubane-1,4-diamine dihydrochloride

Conditions

Conditions	Yield
Stage #1: cubane-1,4-dicarboxylic acid With diphenyl phosphoryl azide; triethylamine In tert-butyl alcohol for 16h; Curtius Rearrangement; Reflux; Stage #2: With hydrogenchloride In 1,4-dioxane; methanol; water at 20℃; for 4h;	14.5%

: 918-54-7
2,2,2-trinitroethanol

: 32846-66-5
cubane-1,4-dicarboxylic acid

: bis(2,2,2-trinitroethyl) pentacyclo<4.2.0.02,5.03,8.04,7>-octane-1,4-dicarboxylate

Conditions

Conditions	Yield
With chlorosulfonic acid 1.) 30 deg C, 30 min, 2.) 1 h; Yield given. Multistep reaction;

: 32846-66-5
cubane-1,4-dicarboxylic acid

: 60462-24-0
1,4-cubanedicarboxylic acid dichloride

Conditions

Conditions	Yield
With thionyl chloride Heating;
With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane for 1h; Ambient temperature;
With phosphorus pentachloride In chlorobenzene for 2h; Ambient temperature;

: 32846-66-5
cubane-1,4-dicarboxylic acid

A: 129380-05-8
1,3,4-Triiodo-cubane

B: 129380-06-9
1,2,4,7-Tetraiodo-cubane

C: 97229-08-8
1,4-diiodocubane

Conditions

Conditions	Yield
With tert-Butyl hypoiodite In tetrachloromethane; 1,1,2-Trichloro-1,2,2-trifluoroethane Irradiation; Further byproducts given;

...Expand

: 32846-66-5
cubane-1,4-dicarboxylic acid

: C10H9BrO4

Conditions

Conditions	Yield
With hydrogen bromide In acetic acid at 70℃; for 0.25h; Yield given;

: 32846-66-5
cubane-1,4-dicarboxylic acid

: 125848-35-3
(4S,5S)-4,5-Dibromo-tricyclo[4.2.0.03,8]octane-2,7-dicarboxylic acid

Conditions

Conditions	Yield
With hydrogen bromide In acetic acid at 70℃; overnight;

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.

Product Name

1,4-CUBANEDICARBOXYLIC ACID

Synthetic route

1,4-CUBANEDICARBOXYLIC ACID Chemical Properties

1,4-CUBANEDICARBOXYLIC ACID Safety Profile

Related Products

Hot Products