(1R,2R)-N1,N2-Dibenzylcyclohexane-1,2-diamine

Base Information

• Chemical Name: (1R,2R)-N1,N2-Dibenzylcyclohexane-1,2-diamine
• CAS No.: 143443-23-6
• Molecular Formula: C₂₀H₂₆N₂
• Molecular Weight: 294.44
• European Community (EC) Number: 874-573-8
• Nikkaji Number: J867.277F
• Mol file: 143443-23-6.mol

Synonyms:143443-23-6;(1R,2R)-N1,N2-Dibenzylcyclohexane-1,2-diamine;1,2-Cyclohexanediamine, N,N'-bis(phenylmethyl)-, (1R,2R)-;(1R,2R)-N,N'-dibenzylcyclohexane-1,2-diamine;(1R,2R)-1-N,2-N-dibenzylcyclohexane-1,2-diamine;1R,2R-N,N/'-bis(phenylMethyl)-1,2-CyclohexanediaMine;(R,R)-1,2-bis(benzylamino)cyclohexane;159702-03-1;rel-(1R,2R)-N1,N2-Dibenzylcyclohexane-1,2-diamine;(1R,2R)-N,N'-Bis(phenylmethyl)-1,2-cyclohexanediamine;C20H26N2;starbld0012233;SCHEMBL491107;SJBYIGXWWGSEES-WOJBJXKFSA-N;MFCD01114774;AT24231;DS-11695;CS-0093211;(1R)-1beta,2alpha-Bis(benzylamino)cyclohexane;(R,R)-N,N'-Dibenzyl-cyclohexane-1,2-diamine;C72703;TRANS-N1,N2-DIBENZYLCYCLOHEXANE-1,2-DIAMINE;1R,2R-N,N'-bis(phenylMethyl)-1,2-CyclohexanediaMine

Chemical Property of (1R,2R)-N1,N2-Dibenzylcyclohexane-1,2-diamine

Chemical Property:

• Boiling Point: 436.3±40.0 °C(Predicted)
• PKA: 9.85±0.40(Predicted)
• PSA: 0.00000
• Density: 1.05±0.1 g/cm3(Predicted)
• LogP: 0.00000
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 294.209598838
• Heavy Atom Count: 22
• Complexity: 262

Purity/Quality:

98.5% ^*data from raw suppliers

(1R,2R)-N1,N2-Dibenzylcyclohexane-1,2-diamine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CCC(C(C1)NCC2=CC=CC=C2)NCC3=CC=CC=C3
• Isomeric SMILES: C1CC[C@H]([C@@H](C1)NCC2=CC=CC=C2)NCC3=CC=CC=C3

Technology Process of (1R,2R)-N1,N2-Dibenzylcyclohexane-1,2-diamine

There total 51 articles about (1R,2R)-N1,N2-Dibenzylcyclohexane-1,2-diamine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

(1R,2R)-1,2-diaminocyclohexane (20439-47-8) + benzaldehyde (100-52-7) → (1R,2R)-N,N'-dibenzylcyclohexane-1,2-diamine (65838-10-0,135613-88-6,143443-23-6,191480-61-2)

Guidance literature:

(1R,2R)-1,2-diaminocyclohexane; benzaldehyde; In methanol; for 0.5h; Heating;

With sodium tetrahydroborate; In methanol; for 0.25h; Heating;

DOI:10.1016/S0040-4039(01)02054-8

Reference yield: 99.0%

(R,R)-N,N′-bis(phenylmethylene)-1,2-cyclohexanediamine (3187-82-4,65838-45-1,113282-15-8,135682-70-1,147127-11-5,133695-15-5) → (1R,2R)-N,N'-dibenzylcyclohexane-1,2-diamine (65838-10-0,135613-88-6,143443-23-6,191480-61-2)

Guidance literature:

With sodium tetrahydroborate;

DOI:10.1016/j.tetasy.2017.09.014

Reference yield: 98.0%

7-Benzyl-7-aza-bicyclo[4.1.0]heptane (24417-01-4) + benzylamine (100-46-9) → N,N′-dibenzyl-(±)-trans-1,2-diaminocyclohexane (65838-10-0,135613-88-6,143443-23-6,191480-61-2)

Guidance literature:

With tris(pentafluorophenyl)borate; In acetonitrile; at 65 ℃; for 16h;

DOI:10.1021/jo0343578

upstream raw materials:

N,N'-(cyclohexane-1,2-diyl)bis(1-phenylmethanimine)

(±)-trans-N,N'-dibenzylcyclohexane-1,2-diamine

N,N'-bisbenzylidene-1,3-diaminopropane

1,3-dibenzyl-2-phenylimidazolidine

Downstream raw materials:

C₂₅H₂₈N₂O

C₃₀H₄₄N₂

C₂₉H₄₂N₂

C₃₁H₄₄N₂

Refernces

• 1、 Devannah, Vijayarajan,Sharma, Rajgopal,Watson, Donald A.. "Nickel-Catalyzed Asymmetric C-Alkylation of Nitroalkanes: Synthesis of Enantioenriched β-Nitroamides". supporting information. p. 8436 - 8440. Retrieved 2019/06/13.
• 2、 Li, Hai-Tao,Duan, Wen-Long,Guo, Fang. "Mechanosynthesis of Second-Sphere Coordination Salts and Chelating Complexes: Structures, Reversible Transformations, and Nitroaromatic Explosives Sensing". . p. 4750 - 4756. Retrieved 2017/10/24.