| Identification | More | [Name]
TRANS-1,2-BIS(METHYLAMINO)CYCLOHEXANE | [CAS]
67579-81-1 | [Synonyms]
TRANS-1,2-BIS(METHYLAMINO)CYCLOHEXANE
TRANS-N,N'-DIMETHYLCYCLOHEXANE-1,2-DIAMINE
trans-N,N'-Dimethyl-1,2-cyclohexanediamine,98%
TRANS-N,N''-DIMETHYL-1,2-CYCLOHEXANEDIAMINE
(1R,2R)-N1,N2-dimethylcyclohexane-1,2-diamine | [Molecular Formula]
C8H18N2 | [MDL Number]
MFCD03001702 | [Molecular Weight]
142.24 | [MOL File]
67579-81-1.mol |
| Chemical Properties | Back Directory | [Melting point ]
4°C | [Boiling point ]
83 °C / 13mmHg | [density ]
0.89 | [refractive index ]
n20/D1.472(lit.) | [Fp ]
60℃ | [storage temp. ]
Refrigerator | [form ]
liquid | [pka]
11.04±0.40(Predicted) | [color ]
colorless to pale yellow | [Sensitive ]
air sensitive | [InChI]
InChI=1/C8H18N2/c1-9-7-5-3-4-6-8(7)10-2/h7-10H,3-6H2,1-2H3/t7-,8-/s3 | [InChIKey]
JRHPOFJADXHYBR-HTQZYQBOSA-N | [SMILES]
[C@@H]1(NC)CCCC[C@H]1NC |&1:0,7,r| | [CAS DataBase Reference]
67579-81-1(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
C | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [RIDADR ]
2735 | [WGK Germany ]
3 | [HazardClass ]
8 | [PackingGroup ]
Ⅱ | [HS Code ]
2921309990 |
| Hazard Information | Back Directory | [Description]
Trans-(1R,2R)N,N'-Dimethyl-cyclohexane-1,2-diamine is a useful research chemical for organic synthesis and other chemical processes. | [Synthesis]
Cyclohexene oxide (1) was reacted with 25–30% aqueous methylamine (1.5 equiv.) in a sealed reactor to form trans-2-(methylamino)cyclohexanol 2 at 80 °C within 5h. Compound 2 was subjected to Mitsunobu reaction at room temperature, followed by adjusting the pH from 2 to 10 to yield 7-methyl-7-azabicyclo[4.1.0]-heptane 3, which was directly subjected to the following reaction without purification. Ring-opening reactions of compound 3 with a methylamine aqueous solution were completed in a sealed reactor at 110 °C after 6h to yield Trans-(1R,2R)N,N'-Dimethyl-cyclohexane-1,2-diamine.
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| Questions And Answer | Back Directory | [Uses]
Trans-(1R,2R)N,N'-Dimethyl-cyclohexane-1,2-diamine used with CuI to form a general and highly efficient catalyst for the N-amidation of aryl and heteroaryl iodides, bromides and in some cases, unactivated aryl chlorides. The catalyst system is also used for the N-arylation of indoles. |
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