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13149-00-3

Basic Information
CAS No.: 13149-00-3
Name: CIS-1,2-CYCLOHEXANEDICARBOXYLIC ANHYDRIDE
Article Data: 24
Molecular Structure:
Molecular Structure of 13149-00-3 (CIS-1,2-CYCLOHEXANEDICARBOXYLIC ANHYDRIDE)
Formula: C8H10O3
Molecular Weight: 154.166
Synonyms: 1,2-Cyclohexanedicarboxylicanhydride, cis- (8CI);1,3-Isobenzofurandione, hexahydro-, cis-;cis-1,2-Cyclohexanedicarboxylic anhydride;cis-Cyclohexane-1,2-dicarboxylicacid anhydride;cis-Hexahydrophthalic anhydride;rel-(3aR,7aS)-Hexahydroisobenzofuran-1,3-dione;
EINECS: 236-086-3
Density: 1.236 g/cm3
Melting Point: 32-34 °C(lit.)
Boiling Point: 283.351 °C at 760 mmHg
Flash Point: 143.909 °C
Appearance: white to almost white cryst. low melting solid
Hazard Symbols: HarmfulXn
Risk Codes: 41-42/43
Safety: 23-24-26-37/39
PSA: 43.37000
LogP: 0.87620
Synthetic route
935-79-5

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

13149-00-3

1,2-cis-cyclohexanedicarboxylic anhydride

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In 1,4-dioxane for 24h;96%
With acetic acid; platinum Hydrogenation;
With ethyl acetate; platinum Hydrogenation;
With silica gel; nickel at 130℃; Hydrogenation;
With nickel; ethyl acetate Hydrogenation;
610-09-3

(1R,2S)-cyclohexane-1,2-dicarboxylic acid

13149-00-3

1,2-cis-cyclohexanedicarboxylic anhydride

Conditions
ConditionsYield
With Isopropenyl acetate; Montmorillonite KSF for 0.0666667h; Irradiation;94%
With Isopropenyl acetate; Montmorillonite KSF for 0.0666667h; Product distribution; Irradiation; var. microwave lenghts, var. reaction time, other carboxylic diacids;94%
With 4-methyl-morpholine; methyl chloroformate In tetrahydrofuran at 20℃; for 0.25h;
With 2,6-bis[(2,2,6,6-tetramethylpiperidin-1-yl)methyl]phenylboronic acid In propiononitrile99 %Spectr.
610-09-3

(1R,2S)-cyclohexane-1,2-dicarboxylic acid

2305-32-0

trans-1,2-cyclohexanedicarboxylic acid

13149-00-3

1,2-cis-cyclohexanedicarboxylic anhydride

Conditions
ConditionsYield
With acetyl chloride
14166-21-3

(+/-)-trans-1,2-cyclohexanedicarboxylic anhydride

13149-00-3

1,2-cis-cyclohexanedicarboxylic anhydride

Conditions
ConditionsYield
at 200℃;
2305-32-0

trans-1,2-cyclohexanedicarboxylic acid

13149-00-3

1,2-cis-cyclohexanedicarboxylic anhydride

Conditions
ConditionsYield
With trifluoroacetic anhydride
46022-05-3

(1R,2R)-(-)-trans-cyclohexane-1,2-dicarboxylic acid

13149-00-3

1,2-cis-cyclohexanedicarboxylic anhydride

Conditions
ConditionsYield
With 2,6-bis[(2,2,6,6-tetramethylpiperidin-1-yl)methyl]phenylboronic acid In propiononitrile stereoselective reaction;89 %Spectr.
13149-00-3

1,2-cis-cyclohexanedicarboxylic anhydride

6939-71-5

hexahydro-isobenzo[c]furan-1-one

Conditions
ConditionsYield
With sodium tetrahydroborate In tetrahydrofuran at 0℃; for 2h; Inert atmosphere;100%
With sodium tetrahydroborate In tetrahydrofuran at 0 - 20℃; for 5h;91%
With sodium tetrahydroborate In tetrahydrofuran at 0℃; for 2h;85%
67-56-1

methanol

13149-00-3

1,2-cis-cyclohexanedicarboxylic anhydride

1687-29-2

dimethyl cis-1,2-cyclohexanedicarboxylate

Conditions
ConditionsYield
With sulfuric acid at 20 - 60℃;100%
With sulfuric acid
With thionyl chloride for 4h; Inert atmosphere; Reflux;
67-56-1

methanol

13149-00-3

1,2-cis-cyclohexanedicarboxylic anhydride

88335-92-6

(1S,2R)-2-(methoxycarbonyl)cyclohexanecarboxylic acid

Conditions
ConditionsYield
at 100℃; for 1h;100%
With polymer-supported Cinchona-based sulfonamide In mBTE at 20℃; for 3h; optical yield given as %ee; enantioselective reaction;99%
Stage #1: methanol; 1,2-cis-cyclohexanedicarboxylic anhydride; C28H31N3O3S In di-isopropyl ether at -20℃; for 4h;
Stage #2: With hydrogenchloride In di-isopropyl ether; water Product distribution / selectivity;
99%
13149-00-3

1,2-cis-cyclohexanedicarboxylic anhydride

6294-84-4, 92116-89-7, 92116-90-0

cis-1-carboxy-2-(aminocarboxyl)-2-cyclohexane

Conditions
ConditionsYield
With ammonium hydroxide at 25℃;100%
With ammonium hydroxide88%
With ammonia In water
With ammonium hydroxide
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Chemistry

Chemical Name: cis-1,2-Cyclohexanedicarboxylic anhydride
IUPAC NAME: 3a,4,5,6,7,7a-Hexahydro-2-benzofuran-1,3-dione
CAS No.: 13149-00-3
EINECS: 236-086-3
Molecular Formula: C8H10O3
Molecular Weight: 154.16 g/mol
Melting Point: 32-34 °C(lit.)
Density: 1.235 g/cm3
Flash Point: 143.9 °C
Boiling Point: 283.4 °C at 760 mmHg
Sensitive: Moisture Sensitive
Following is the structure of Hexahydrophthalic anhydride (CAS No.13149-00-3):


Product Categories about Hexahydrophthalic anhydride (CAS No.13149-00-3) is refer to Pharmaceutical Intermediates
The chemical synonymous of Hexahydrophthalic anhydride (CAS No.13149-00-3) are cis-1,2-Cyclohexanedicarboxylic anhydride (HHPA) ; 1,3-Isobenzofurandione, hexahydro-, (3ar,7as)-rel- ; cis-1,2-Cyclohexanedecarboxylicanhydride ; cis-1,2-Cyclohexanedicarboxylic anhydride ; cis-Hexahydrophthalic anhydride ; cis-HHPA ; cis-Cyclohexane-1,2-dicarboxylic anhydride ; Hexahydrophthalic acid anhydride

Uses

Hexahydrophthalic anhydride (CAS No.13149-00-3) is used as a curing agent, adhesives, plasticizers for coating and epoxy resin.

Safety Profile

Hazard Codes: HarmfulXn
Risk Statements about Hexahydrophthalic anhydride (CAS No.13149-00-3):
R41:Risk of serious damage to the eyes. 
R42/43:May cause sensitization by inhalation and skin contact.
Safety Statements about Hexahydrophthalic anhydride (CAS No.13149-00-3):
S23:Do not breathe vapour. 
S24:Avoid contact with skin. 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S37/39:Wear suitable gloves and eye/face protection.
Attention:
1. Storage: Store in a cool, dry place. Store in a tightly closed container.
2. Handling: Use only in a well-ventilated area. Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes.