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CAS No.: | 6118-51-0 |
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Name: | EXO-3,6-EPOXY-1,2,3,6-TETRAHYDROPHTHALIC ANHYDRIDE |
Article Data: | 123 |
Molecular Structure: | |
Formula: | C8H6 O4 |
Molecular Weight: | 166.133 |
Synonyms: | 4,7-Epoxyisobenzofuran-1,3-dione,3a,4,7,7a-tetrahydro-, (3aa,4b,7b,7aa)-; 7-Oxabicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic anhydride, exo- (8CI);(exo,exo)-7-Oxabicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic anhydride;5,6-Dehydronorcantharidin; 7-Oxabicyclo[2.2.1]hept-5-ene-2,3-exo-dicarboxylicanhydride; NSC 144085; exo-3,6-Epoxy-1,2,3,6-tetrahydrophthalic acid anhydride;exo-3,6-Epoxy-1,2,3,6-tetrahydrophthalic anhydride;exo-7-Oxabicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid anhydride;exo-7-Oxabicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic anhydride;exo-cis-3,6-Endoxo-D4-tetrahydrophthalic anhydride |
Density: | 1.54g/cm3 |
Melting Point: | 118oC |
Boiling Point: | 372°Cat760mmHg |
Flash Point: | 172.2°C |
Solubility: | Hydrolyzes in water. |
Hazard Symbols: | Xi |
Risk Codes: | R36/37/38; |
Safety: | 10355 |
PSA: | 52.60000 |
LogP: | -0.36060 |
Conditions | Yield |
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In neat (no solvent, solid phase) for 1h; Diels-Alder Cycloaddition; Milling; | 100% |
In toluene at 110℃; for 24h; Diels-Alder Cycloaddition; Reflux; stereospecific reaction; | 100% |
at 25℃; for 16h; Diels-Alder reaction; | 98% |
furan
maleic anhydride
A
exo-3,6-epoxy-1,2,3,6-tetrahydrophthalic anhydride
B
endo, cis-7-oxabicyclo<2.2.1>hept-5-ene-2,3-dicarboxylic acid
Conditions | Yield |
---|---|
With trans-1,2-bis(4-pyridyl)ethylene In neat (no solvent, solid phase) for 25h; Milling; | A 93% B 7% |
With trans-1,2-bis(4-pyridyl)ethylene In neat (no solvent, solid phase) for 25h; Milling; UV-irradiation; | A 35% B 65% |
furan
maleic anhydride
diethyl ether
exo-3,6-epoxy-1,2,3,6-tetrahydrophthalic anhydride
Conditions | Yield |
---|---|
In diethyl ether at 38℃; for 1h; | 85.75% |
furan
maleic anhydride
A
exo-3,6-epoxy-1,2,3,6-tetrahydrophthalic anhydride
B
7-oxabicyclo<2.2.1>heptene-exo-2,3-dicarboxylic anhydride
Conditions | Yield |
---|---|
In acetone at 20℃; under 760 Torr; for 282h; Kinetics; Product distribution; effect of high pressure: different pressures and times; rate constants; 40 deg C, deuteroacetonitrile; | |
In acetone at 20℃; under 735059 Torr; Thermodynamic data; Kinetics; Rate constant; other pressure, ΔV(excit); | |
With K10 montmorillonite at 0℃; for 3h; Yield given; Yields of byproduct given. Title compound not separated from byproducts; | |
In ethyl acetate at 20℃; Kinetics; Diels-Alder reaction; | |
In ethyl acetate at 20℃; Diels-Alder reaction; |
furan
maleic anhydride
diethyl ether
A
exo-3,6-epoxy-1,2,3,6-tetrahydrophthalic anhydride
furan
maleic anhydride
water
A
exo-3,6-epoxy-1,2,3,6-tetrahydrophthalic anhydride
Conditions | Yield |
---|---|
Product distribution; Einfluss der Reaktionsdauer auf die Ausbeute; |
furan
maleic anhydride
A
exo-3,6-epoxy-1,2,3,6-tetrahydrophthalic anhydride
B
maleic acid
Conditions | Yield |
---|---|
With water for 1h; Diels-Alder Cycloaddition; Inert atmosphere; Darkness; | A 68 %Spectr. B n/a |
furan
succinic acid anhydride
exo-3,6-epoxy-1,2,3,6-tetrahydrophthalic anhydride
Conditions | Yield |
---|---|
In ethyl acetate at 20℃; |