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14166-21-3

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Basic Information
CAS No.: 14166-21-3
Name: (+/-)-TRANS-1,2-CYCLOHEXANEDICARBOXYLIC ANHYDRIDE
Article Data: 17
Molecular Structure:
Molecular Structure of 14166-21-3 ((+/-)-TRANS-1,2-CYCLOHEXANEDICARBOXYLIC ANHYDRIDE)
Formula: C8H10 O3
Molecular Weight: 154.166
Synonyms: 1,2-Cyclohexanedicarboxylicanhydride, trans- (8CI); 1,3-Isobenzofurandione, hexahydro-, trans-;dl-trans-1,2-Cyclohexanedicarboxylic anhydride;rel-(3aS,7aS)-Hexahydroisobenzofuran-1,3-dione;trans-1,2-Cyclohexanedicarboxylic anhydride; trans-Cyclohexane-1,2-dicarboxylicacid anhydride; trans-Hexahydrophthalic anhydride
Density: 1.235g/cm3
Melting Point: 145-147 °C(lit.)
Boiling Point: 283.4°Cat760mmHg
Flash Point: 143.9°C
Hazard Symbols:
Risk Codes: 20/21/22-42/43-41
Safety:
Hazard Codes Xn
Risk Statements 20/21/22-42/43-41
Safety Statements 26-27-36/37/39-37/39-24-23
WGK Germany 3
PSA: 43.37000
LogP: 0.87620
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Synthetic route
2305-32-0

trans-1,2-cyclohexanedicarboxylic acid

14166-21-3

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

Conditions
ConditionsYield
With acetyl chloride for 4h; Heating;76%
With acetic anhydride
With 4-methyl-morpholine; methyl chloroformate In tetrahydrofuran at 20℃; for 0.25h;
85-43-8, 935-79-5, 13149-03-6, 51268-23-6

trans-4-Cylohexene-1,2-dicarboxylic anhydride

14166-21-3

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

Conditions
ConditionsYield
With chloroform; palladium Hydrogenation;
4841-84-3

dimethyl cis-1,2,3,6-tetrahydrophthalate

14166-21-3

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

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: methanol. sodium methylate
2: acetyl chloride
3: palladium; chloroform / Hydrogenation
View Scheme
88-98-2, 2305-26-2, 15573-40-7, 50987-15-0, 51096-07-2, 51096-08-3

trans-cyclohex-4-ene-1,2-dicarboxylic acid

14166-21-3

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

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: acetyl chloride
2: palladium; chloroform / Hydrogenation
View Scheme
17673-68-6

dimethyl trans-cyclohex-4-ene-1,2-dicarboxylate

14166-21-3

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

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: aqueous KOH
2: acetyl chloride
3: palladium; chloroform / Hydrogenation
View Scheme
3183-20-8

ethyl N-ethyl-glycinate

14166-21-3

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

trans-2-<<(2-ethoxy-2-oxoethyl)ethylamino>carbonyl>cyclohexanecarboxylic acid

Conditions
ConditionsYield
With triethylamine In dichloromethane for 20h; Ambient temperature;99%
14166-21-3

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

76155-27-6

(+/-)-trans-2-(hydroxymethyl)cyclohexylmethanol

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; for 2h; Inert atmosphere; Reflux;98%
With lithium aluminium tetrahydride In tetrahydrofuran for 2h; Heating;93%
With lithium aluminium tetrahydride In tetrahydrofuran90%
With lithium aluminium tetrahydride In tetrahydrofuran for 24h; Heating;75.1%
With lithium aluminium tetrahydride; Celite; sodium sulfate 1) THF, 0,5 h, rt; 2h, reflux, 2) THF, 0 deg C; Yield given. Multistep reaction;
100-46-9

benzylamine

14166-21-3

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

trans-2-benzylhexahydroisoindole-1,3-dione

Conditions
ConditionsYield
With 1,1,1,3,3,3-hexamethyl-disilazane; zinc(II) chloride In benzene Heating;97%

Pro-Ala-NH2*HCl

14166-21-3

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

2-[2-(1-carbamoyl-ethylcarbamoyl)-pyrrolidine-1-carbonyl]-cyclohexanecarboxylic acid

Conditions
ConditionsYield
With 4 A molecular sieve; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide96%
125261-30-5

p-(ethoxycarbonyl)phenyl triflate

14166-21-3

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

trans-2-(4-(ethoxycarbonyl)benzoyl)cyclohexane-1-carboxylic acid

Conditions
ConditionsYield
With [2,2]bipyridinyl; bis(1,5-cyclooctadiene)nickel (0); chloro-trimethyl-silane; zinc(II) iodide; zinc In N,N-dimethyl acetamide at 80℃; for 12h; Inert atmosphere; Sealed tube;94%
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