(1R,2R)-N1,N1-dimethylcyclohexane-1,2-diamine

Base Information

• Chemical Name: (1R,2R)-N1,N1-dimethylcyclohexane-1,2-diamine
• CAS No.: 320778-92-5
• Molecular Formula: C8H18N2
• Molecular Weight: 142.244
• Hs Code.: 2921300090
• European Community (EC) Number: 884-799-9
• DSSTox Substance ID: DTXSID30460779
• Nikkaji Number: J1.231.418C
• Wikidata: Q72469671
• Mol file: 320778-92-5.mol

Synonyms:320778-92-5;(1R,2R)-N1,N1-dimethylcyclohexane-1,2-diamine;67198-21-4;Trans-N1,N1-dimethylcyclohexane-1,2-diamine;Trans-N,N-Dimethylcyclohexane-1,2-Diamine;(1R,2R)-2-N,2-N-dimethylcyclohexane-1,2-diamine;(1R,2R)-N1,N1-Dimethyl-1,2-cyclohexanediamine;trans-n,n-dimethyl-1,2-diaminocyclohexane;MFCD09054929;MFCD09838678;(1R,2R)-N,N-Dimethyl-1,2-Cyclohexanediamine;SCHEMBL113492;Trans-(1R,2R)-N,N-Dimethyl-cyclohexane-1,2-diamine;DTXSID30460779;FRDZGSBXKJXGNR-HTQZYQBOSA-N;AMY28781;AKOS005264506;AKOS015850757;trans 2-(dimethylamino)cyclohexylamine;trans-2-(dimethylamino)cyclohexylamine;DS-5773;trans 2-(dimethylamino)cyclohexyl-amine;N,N-dimethyl-trans-1,2-cyclohexanediamine;trans-N,N-Dimethyl-1,2-cyclohexanediamine;trans-N, N-dimethylcyclohexane-1,2-diamine;trans-N,-N-dimethylcyclohexane 1,2-diamine;trans-n,n-dimethyl cyclohexane-1,2-diamine;trans-N,N-dimethyl-1,2-cyclohexane diamine;CS-0090931;trans-N,N1-dimethyl-cyclohexane-1,2-diamine;EN300-75628;rac-trans-n,n-dimethylcyclohexane-1,2-diamine;C15575;C76115;(1R,2R)-N,N-dimethyl-cyclohexane-1,2-diamine;(R,R)-(-)-N,N-Dimethyl-1,2-cyclohexanediamine;A821122;A851709;A1-02009;trans-N1,N1-Dimethylcyclohexane-1,2-diamine

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

Chemical Property:

• Boiling Point: 180.348 °C at 760 mmHg
• PKA: 10.52±0.70(Predicted)
• Flash Point: 62.186 °C
• PSA: 29.26000
• Density: 0.925 g/cm³
• LogP: 1.51820
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 142.146998583
• Heavy Atom Count: 10
• Complexity: 101

Purity/Quality:

98%,99%, ^*data from raw suppliers

(1R,2R)-2-N,2-N-dimethylcyclohexane-1,2-diamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)C1CCCCC1N
• Isomeric SMILES: CN(C)[C@@H]1CCCC[C@H]1N
• Uses: (1R,2R)-2-N,2-N-dimethylcyclohexane-1,2-diamine is a chiral amine catalysts used in asymmetric direct aldol and Michael addition reactions.

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

There total 9 articles about (1R,2R)-N1,N1-dimethylcyclohexane-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: 90.0%

(1R,2R)-N,N-dimethyl-N'-phthaloyl-1,2-diaminocyclohexane → (1R,2R)-N,N-dimethylcyclohexane-1,2-diamine (320778-92-5)

Guidance literature:

With hydrazine hydrate; In ethanol; for 0.75h; Heating;

DOI:10.1039/b607574f

Reference yield: 89.0%

t-butyl ((1R,2R)-2-(dimethylamino)cyclohexyl)carbamate → (1R,2R)-N,N-dimethylcyclohexane-1,2-diamine (320778-92-5)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 16h; Inert atmosphere;

DOI:10.1002/adsc.201200558

Reference yield: 77.0%

(R,R)-1-ammonium-2-(dimethylammonium)cyclohexane mono-L-tartrate → (1R,2R)-N,N-dimethylcyclohexane-1,2-diamine (320778-92-5)

Guidance literature:

With sodium hydroxide; sodium chloride; at 20 ℃; for 0.5h;

DOI:10.1016/S0040-4020(00)01172-8

upstream raw materials:

(±)-N,N-dimethyl-trans-1,2-diaminocyclohexane

(R,R)-trans-N-[2-(N',N'-dimethylamino)hexyl]acetamide

7-azabicyclo[4.1.0]heptane

(+/-)-trans-2-aminocyclohexanol

Downstream raw materials:

1-{3,5-bis(trifluoromethyl)phenyl}-3-{(1R,2R)-2-(dimethylamino)cyclohexyl}thiourea

C₂₈H₄₆F₃N₃O₃SSi

C₁₉H₂₆F₃N₃O₂S

C₂₄H₄₁N₃O₃S

Refernces

• 1、 Chen, Guodong,Fu, Xiangkai,Wu, Chuanlong,Li, Chao. "A new chiral primary-tertiary diamine-Bronsted acid salt organocatalyst for the highly enantioselective direct anti-aldol and syn-Mannich reactions". . p. 1069 - 1087. Retrieved 2013/06/27.
• 2、 Amarasinghe, Nilupa R.,Todd, Matthew H.,Turner, Peter. "The first catalytic, enantioselective aza-Henry reaction of an unactivated cyclic imine". supporting information. p. 2954 - 2958,5. Retrieved 2020/10/15.