trans-1,2-Diaminocyclohexane
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trans-1,2-Diaminocyclohexane
structure -
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CAS No:
1121-22-8
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Formula:
C6H14N2
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Chemical Name:
trans-1,2-Diaminocyclohexane
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Synonyms:
1,2-Cyclohexanediamine,(1R,2R)-rel-;1,2-Cyclohexanediamine,trans-;rel-(1R,2R)-1,2-Cyclohexanediamine;trans-1,2-Cyclohexanediamine;trans-1,2-Diaminocyclohexane;(±)-trans-1,2-Diaminocyclohexane;trans-dl-1,2-Diaminocyclohexane;(±)-trans-1,2-Cyclohexanediamine;(1R,2R)-rel-1,2-Cyclohexanediamine;1,2-trans-Diaminocyclohexane;trans-N,N′-1,2-Cyclohexanediamine;rel-(1R,2R)-Cyclohexane-1,2-diamine;S,S-Cyclohexanediamine;41013-43-8;1881285-37-5
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CAS No:
Characteristics
52
-0.3
Clear colorless to light yellow Liquid
0.951 g/mL at 25 °C(lit.)
233-235 °C
79-81 °C
156 °F
n 20/D 1.489(lit.)
Soluble
0.4 mm Hg ( 20 °C)
trans-1,2-Diaminocyclohexane Use and Manufacturing
To the reaction flask was added epoxycyclohexane (39.2 g, 0.4 mol) and 30percent aqueous ammonia (1.0 mol) Stirred at room temperature for 1.5 hours, the solution gradually clear, The reaction was complete and the mixture was cooled under reduced pressure and cooled to give a white solid, Add 35 grams of water to complete the mixingAfter dissolution, cool down to ° C, Slowly add 50percent sulfuric acid aqueous solution, the entire process temperature control does not exceed 30 ° C, Stirring, Decompression gradually heated to 80 ° C in addition to water, the system gradually sticky curing, Stop stirring, continue to vacuum for 4 hours, remove the solid crushed, Continue to warm up to 120 ° C vacuum for 12 hours, Karl Fischer titration of water is 0.22percent. In another reaction bottle, Adding sodium hydroxide solution, The temperature was raised to 40 ° C, and the above solid powder was added in batches, The whole process of temperature control does not exceed 50 ° C, After joining, Raise the temperature to 60 ° C, stir until fully clear, The reaction was completed, where the pH was 9-10 and 1, 2-dichloroethane was added After extraction and distillation, 27.2 g of aziridine was obtained, GC: 99.6percentThe two-step yield was 70percent; aziridine (27.2 g, 0.28 mol)30percent aqueous ammonia (0.48 mol) and inorganic boronic acid (3.5 g, 56 mmol) were added, Heated to 90-95 ° C overnight , After the reaction was completed, the trans-cyclohexanediamine was obtained by distillation under reduced pressure, Cooled and solidified to 28.1 g of a white solid, GC: 99.7percent Yield 88percent, no cis isomer detection, HNMR consistent with the literature.
Used to synthesize multidentate ligands, chiral substances and chiral stationary phases.
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