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Cyclobutane-1,2,3,4-tetracarboxylic dianhydride

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Name

Cyclobutane-1,2,3,4-tetracarboxylic dianhydride

EINECS 224-577-5
CAS No. 4415-87-6 Density 1.823 g/cm3
PSA 86.74000 LogP -1.36840
Solubility N/A Melting Point >300 °C(lit.)
Formula C8H4O6 Boiling Point 545.3 °C at 760 mmHg
Molecular Weight 196.116 Flash Point 253.7 °C
Transport Information UN 1759 Appearance N/A
Safety 26-36 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 4415-87-6 (Cyclobutane-1,2,3,4-tetracarboxylic dianhydride) Hazard Symbols IrritantXi
Synonyms

1,2,3,4-Cyclobutanetetracarboxylic1,2:3,4-dianhydride (7CI,8CI);1,2,3,4-Cyclobutanetetracarboxylic dianhydride(6CI);Cyclobuta[1,2-c:3,4-c']difurantetrone, tetrahydro- (9CI);Cyclobutane-1,2,3,4-tetracarboxylic acid dianhydride;Cyclobutanetetracarboxylic acid dianhydride;Cyclobutanetetracarboxylicdianhydride;Maleic anhydride cyclic dimer;

Article Data 11

Cyclobutane-1,2,3,4-tetracarboxylic dianhydride Synthetic route

53159-92-5

1,2,3,4-cyclobutane tetracarboxylic acid

4415-87-6

cyclobutanetetracarboxylic dianhydride

Conditions
ConditionsYield
With acetic anhydride at 150℃; for 24h;
108-31-6

maleic anhydride

4415-87-6

cyclobutanetetracarboxylic dianhydride

Conditions
ConditionsYield
Stage #1: maleic anhydride In ethyl acetate for 240h; UV-irradiation;
Stage #2: With acetic anhydride at 150℃; for 24h;
In ethyl acetate for 2h; Inert atmosphere; Slug flow microreactor; Ultrasonication; Irradiation;2.15 g
108-31-6

maleic anhydride

74-85-1

ethene

A

4415-87-6

cyclobutanetetracarboxylic dianhydride

B

4462-96-8

cis-1,2-cyclobutane dicarboxylic anhydride

Conditions
ConditionsYield
With benzophenone In ethyl acetate at 25℃; under 760.051 Torr; UV-irradiation; Flow reactor;
950846-89-6

rhodamine B ethylenediamine

4415-87-6

cyclobutanetetracarboxylic dianhydride

C68H76N8O10

Conditions
ConditionsYield
In acetonitrile at 50℃; for 24h; Solvent; Temperature;87%
4415-87-6

cyclobutanetetracarboxylic dianhydride

6393-01-7

2,5-Dimethyl-1,4-phenylenediamine

2,5-bis(4-amino-2,5-dimethylphenyl)tetrahydrocyclobuta[1,2-c:3,4-c′]dipyrrole-1,3,4,6(2H,5H)tetraone

Conditions
ConditionsYield
Stage #1: cyclobutanetetracarboxylic dianhydride; 2,5-Dimethyl-1,4-phenylenediamine In 1-methyl-pyrrolidin-2-one at 20℃; for 12h; Inert atmosphere;
Stage #2: In 1-methyl-pyrrolidin-2-one; toluene at 180℃; for 9h; Inert atmosphere;
80.8%
4415-87-6

cyclobutanetetracarboxylic dianhydride

C27H32BNO

C62H64B2N2O6

Conditions
ConditionsYield
With propionic acid at 100 - 120℃; for 24h; Inert atmosphere;77%
concentrated hydrofluoric acid

concentrated hydrofluoric acid

4415-87-6

cyclobutanetetracarboxylic dianhydride

N-(2-tert-Butyldimethylsiloxy)ethyl-N-(4-phenoxy)benzylamine

18107-18-1

diazomethyl-trimethyl-silane

171349-30-7

(1α,2β,3β,4α)-1,3-Di[N-(2-hydroxyethyl)-N-(4-phenoxybenzyl)aminocarbonyl]cyclobutane-2,4-dicarboxylic acid

Conditions
ConditionsYield
With hydrogenchloride; dmap; LiOH; triethylamine In acetic acid 1-hydroxy-propyl ester; methanol; water; acetonitrile40%
4415-87-6

cyclobutanetetracarboxylic dianhydride

169943-97-9

N-Benzyl-N-(4-phenoxybenzyl)amine

171348-76-8

(1α,2β,3β,4α)-1,3-Di(N-benzyl-N-(4-phenoxybenzyl)aminocarbonyl)cyclobutane-2,4-dicarboxylic acid

Conditions
ConditionsYield
In tetrahydrofuran; ethyl acetate32%
4415-87-6

cyclobutanetetracarboxylic dianhydride

aqueous H2 SO4

aqueous H2 SO4

169943-70-8

N-Propyl-N-(4-phenoxymethylbenzyl)amine hydrochloride

121-44-8

triethylamine

171349-23-8

(1α,2β,3β,4α)-1,3-Di[N-propyl-N-(4-phenoxymethylbenzyl)aminocarbonyl]-2,4-cyclobutanedicarboxylic acid

Conditions
ConditionsYield
In acetonitrile28%
4415-87-6

cyclobutanetetracarboxylic dianhydride

aqueous H2 SO4

aqueous H2 SO4

169943-70-8

N-Propyl-N-(4-phenoxymethylbenzyl)amine hydrochloride

121-44-8

triethylamine

A

1,3-diacid

1,3-diacid

B

(1α,2β,3β,4α)-1,2-Di[N-propyl-N-[4-phenoxymethylbenzyl]aminocarbonyl]cyclobutane-3,4-dicarboxylic acid

Conditions
ConditionsYield
In acetonitrileA 28%
B n/a

Cyclobutane-1,2,3,4-tetracarboxylic dianhydride Chemical Properties

Empirical Formula: C8H4O6
Molecular Weight: 196.1138 
EINECS: 224-577-5 
Structure of Cyclobuta[1,2-c:3,4-c']difuran-1,3,4,6-tetrone,tetrahydro- (CAS NO.4415-87-6):

Index of Refraction: 1.598
Molar Refractivity: 36.73 cm3
Molar Volume: 107.5 cm3
Polarizability: 14.56×10-24cm3
Surface Tension: 73.7 dyne/cm
Density: 1.823 g/cm3
Flash Point: 253.7 °C
Enthalpy of Vaporization: 82.41 kJ/mol 
Melting Point: >300 °C(lit.)
Boiling Point: 545.3 °C at 760 mmHg
Vapour Pressure: 6.02E-12 mmHg at 25°C 
Product Categories: Fluorenes, etc. (reagent for high-performance polymer research);Functional Materials;Reagent for High-Performance Polymer Research;Carbonyl Compounds;Carboxylic Acid Anhydrides;Organic Building Blocks

Cyclobutane-1,2,3,4-tetracarboxylic dianhydride Safety Profile

Hazard Codes: IrritantXi
Risk Statements: 36/37/38 
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36:Wear suitable protective clothing.
RIDADR: 1759
WGK Germany: 3
F: 9-21
HazardClass: 8
PackingGroup: III

Cyclobutane-1,2,3,4-tetracarboxylic dianhydride Specification

  Cyclobuta[1,2-c:3,4-c']difuran-1,3,4,6-tetrone,tetrahydro- , its cas register number is 4415-87-6. It also can be called Tetrahydrocyclobuta(1,2-c:3,4-c')difuran-1,3,4,6-tetraone ; Tetrahydrofuro[3',4':3,4]cyclobuta[1,2-c]furan-1,3,4,6-tetron ; Cyclobutane-1,2,3,4-tetracarboxylic dianhydride .

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