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Carbic anhydride

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Name

Carbic anhydride

EINECS 204-957-7
CAS No. 129-64-6 Density 1.405 g/cm3
PSA 43.37000 LogP 0.50810
Solubility decomposes in water Melting Point 165-167 °C(lit.)
Formula C9H8O3 Boiling Point 331.1 °C at 760 mmHg
Molecular Weight 164.161 Flash Point 163.8 °C
Transport Information N/A Appearance White crystalline powder
Safety 22-24-26-37/39 Risk Codes 41-42/43
Molecular Structure Molecular Structure of 129-64-6 (Carbic anhydride) Hazard Symbols HarmfulXn
Synonyms

4,7-Methanoisobenzofuran-1,3-dione,3a,4,7,7a-tetrahydro-, (3aa,4a,7a,7aa)-;5-Norbornene-2,3-dicarboxylic anhydride, cis-endo- (8CI);5-Norbornene-endo-2,3-dicarboxylic anhydride;Bicyclo[2.2.1]-2-heptene-endo-5,6-dicarboxylic acid anhydride;Bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid endo-cis-anhydride;Bicyclo[2.2.1]hept-5-ene-endo,endo-2,3-dicarboxylic anhydride;Bicyclo[2.2.1hept-5-ene-2-endo,3-endo-dicarboxylic anhydride;

Article Data 78

Carbic anhydride Synthetic route

108-31-6

maleic anhydride

542-92-7

cyclopenta-1,3-diene

129-64-6

3,6-endomethylene-1,2,3,6-tetrahydrophthalic anhydride

Conditions
ConditionsYield
With 3-(n-butoxycarbonyl)-1-methylpyridinium bis(trifluoromethanesulfonyl)imide at 20℃; for 0.166667h; Diels-Alder reaction; diastereoselective reaction;100%
With 1-hexyl-3-methylimidazolium tetrafluoroborate; K-10 montmorillonite at 20℃; for 0.0833333h; Diels-Alder reaction;99%
In dichloromethane at 0 - 20℃; for 10h; Diels-Alder Cycloaddition; Inert atmosphere;98%
129-64-6, 826-62-0, 2746-19-2, 85081-15-8, 85081-16-9

bicyclo<2.2.1>-5-hepten-2endo,3endo-dicarboxylic anhydride

A

129-64-6

3,6-endomethylene-1,2,3,6-tetrahydrophthalic anhydride

B

2746-19-2

(1R,2R,6S,7S)-4-oxa-tricyclo[5.2.1.02,6]dec-8-ene-3,5-dione

Conditions
ConditionsYield
With sodium hydroxide In water at 70℃; for 0.166667h; Product distribution / selectivity;A n/a
B 87%
With sodium hydroxide In water at 70℃; for 0.166667h; Product distribution / selectivity;A 83%
B 26%
With sodium hydroxide In water at 70℃; for 0.166667h; Product distribution / selectivity;A n/a
B 50%

cis-5-norbornene-endo-2,3-carboxycylic acid disodium salt

A

129-64-6

3,6-endomethylene-1,2,3,6-tetrahydrophthalic anhydride

B

2746-19-2

(1R,2R,6S,7S)-4-oxa-tricyclo[5.2.1.02,6]dec-8-ene-3,5-dione

Conditions
ConditionsYield
Stage #1: cis-5-norbornene-endo-2,3-carboxycylic acid disodium salt With hydrogenchloride In water at 5 - 70℃; for 3.16667h;
Stage #2: With acetic anhydride at 5 - 70℃; for 3.16667h; Product distribution / selectivity;
A n/a
B 85%
108-31-6

maleic anhydride

77-73-6, 933-60-8, 1755-01-7

bi(cyclopentadiene)

A

129-64-6

3,6-endomethylene-1,2,3,6-tetrahydrophthalic anhydride

B

2746-19-2

(1R,2R,6S,7S)-4-oxa-tricyclo[5.2.1.02,6]dec-8-ene-3,5-dione

Conditions
ConditionsYield
at 206℃; for 0.366667h; Diels-Alder reaction; Neat (no solvent);A 35%
B 37%
at 206℃; for 0.166667h; Diels-Alder reaction; Neat (no solvent); optical yield given as %de;
39762-43-1

3,4-Bis(trimethylsiloxy)-endo-tricyclo(4.2.1.02,5and)nona-3,7-dien

94008-60-3

(1α,1'α',2α,2'α',5α,5'α',6α,6'α')-4,4'-Bis(trimethylsilyloxy)-4,4'-bi(tricyclo<4.2.1.02,5>non-7-enyl)-3,3'-dion

B

129-64-6

3,6-endomethylene-1,2,3,6-tetrahydrophthalic anhydride

Conditions
ConditionsYield
With copper diacetate In acetic acid for 3h; Heating;A 13%
B 23%
96-02-6

2-chloromaleic anhydride

1755-01-7

endo-Dicyclopentadien

129-64-6

3,6-endomethylene-1,2,3,6-tetrahydrophthalic anhydride

1122-17-4

dichloromaleic acid anhydride

1755-01-7

endo-Dicyclopentadien

129-64-6

3,6-endomethylene-1,2,3,6-tetrahydrophthalic anhydride

1200-88-0

norbornene-5,6-dicarboxylic acid

A

110-17-8

(2E)-but-2-enedioic acid

B

129-64-6

3,6-endomethylene-1,2,3,6-tetrahydrophthalic anhydride

Conditions
ConditionsYield
zuletzt Erhitzen unter 15 Torr;
2746-19-2

(1R,2R,6S,7S)-4-oxa-tricyclo[5.2.1.02,6]dec-8-ene-3,5-dione

129-64-6

3,6-endomethylene-1,2,3,6-tetrahydrophthalic anhydride

Conditions
ConditionsYield
at 190℃; Gleichgewichtsgemisch;
108-31-6

maleic anhydride

142-29-0

cyclopentene

129-64-6

3,6-endomethylene-1,2,3,6-tetrahydrophthalic anhydride

Conditions
ConditionsYield
In diethyl ether

Carbic anhydride Chemical Properties

The Molecular Structure of Carbic anhydride (CAS NO.129-64-6):

Empirical Formula: C9H8O3
Molecular Weight: 164.158
Nominal Mass: 164 Da
Average Mass: 164.158 Da
Monoisotopic Mass: 164.047344 Da 
Index of Refraction: 1.583
Molar Refractivity: 39.08 cm3
Molar Volume: 116.7 cm3
Surface Tension: 50.9 dyne/cm
Density: 1.405 g/cm3
Flash Point: 163.8 °C
Enthalpy of Vaporization: 57.37 kJ/mol
Boiling Point: 331.1 °C at 760 mmHg
Vapour Pressure: 0.00016 mmHg at 25°C 
Melting Point: 164.5°C 
log P (octanol-water): 1.850at 25°C 
Atmospheric OH Rate Constant: 6.01E-11 cm3/molecule-secat 25°C 
InChI
InChI=1/C9H8O3/c10-8-6-4-1-2-5(3-4)7(6)9(11)12-8/h1-2,4-7H,3H2/t4-,5-,6-,7+/m0/s1
Smiles
C1(OC(=O)[C@H]2[C@@H]1[C@H]1C=C[C@@H]2C1)=O 
EINECS: 204-957-7    

Carbic anhydride Specification

 Carbic anhydride (CAS NO.129-64-6) is also called as 3,6-Endomethylene-delta4-tetrahydrophthalic anhydride ; Endic anhydride ; Nadic anhydride ; Endo-5-Norbornene-2,3-dicarboxylic anhydride ; Endo-Himic acid anhydride ; 4,7-Methanoisobenzofuran-1,3-dione, 3a,4,7,7a-tetrahydro-, (3aalpha,4alpha,7alpha,7aalpha)- (9CI) ; 5-Norbornene-2,3-dicarboxylic anhydride, cis-endo- (8CI) ; 8,9,10-Trinorborn-5-ene-2,3-dicarboxylic anhydride ; Endo-3,6-methylene-1,2,3,6-tetrahydrophthalic anhydride ; cis-5-Norbornene-endo-2,3-dicarboxylic anhydride .

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