| Identification | More | [Name]
trans-1,4-Diaminocyclohexane | [CAS]
2615-25-0 | [Synonyms]
TIMTEC-BB SBB008553
TRANS-1,4-CYCLOHEXANEDIAMINE
TRANS-1,4-CYCLOHEXYLDIAMINE
TRANS-1,4-DIAMINOCYCLOHEXANE
TRANS-HEXAHYDRO-1,4-PHENYLENEDIAMINE
TRAN(S)-CYCLOHEXANE-1,4-DIAMINE | [EINECS(EC#)]
640-403-4 | [Molecular Formula]
C6H14N2 | [MDL Number]
MFCD00075174 | [Molecular Weight]
114.19 | [MOL File]
2615-25-0.mol |
| Chemical Properties | Back Directory | [Appearance]
off-white to brown crystals or chunks | [Melting point ]
67-72 °C
| [Boiling point ]
197 °C(lit.)
| [density ]
0.939±0.06 g/cm3(Predicted) | [vapor pressure ]
18 mm Hg ( 87.2 °C)
| [Fp ]
71 °C
| [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [solubility ]
soluble in Methanol | [form ]
Crystals or Chunks | [pka]
10.78±0.70(Predicted) | [color ]
Off-white to brown | [explosive limit]
6% | [BRN ]
2801657 | [InChI]
InChI=1S/C6H14N2/c7-5-1-2-6(8)4-3-5/h5-6H,1-4,7-8H2/t5-,6- | [InChIKey]
VKIRRGRTJUUZHS-IZLXSQMJSA-N | [SMILES]
[C@@H]1(N)CC[C@@H](N)CC1 | [CAS DataBase Reference]
2615-25-0(CAS DataBase Reference) | [EPA Substance Registry System]
2615-25-0(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
C | [Risk Statements ]
R22:Harmful if swallowed.
R34:Causes burns.
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . | [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 .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) . | [RIDADR ]
UN 3259 8/PG 2
| [WGK Germany ]
2
| [F ]
10-34 | [Autoignition Temperature]
680 °F | [HazardClass ]
8 | [PackingGroup ]
II | [HS Code ]
29213000 |
| Hazard Information | Back Directory | [Chemical Properties]
off-white to brown crystals or chunks | [Uses]
trans-1,4-diaminocyclohexane be used as organic intermediates and epoxy curing agents. | [Synthesis]
Cyclohexane-1,4-diamine is one of several produced when p-phenylene diamine is hydrogenated on nickel or cobalt catalysts in methylcyclohexane or dioxane or decaline at 180° C./100 or 150 atmospheres. Trans-1,4-Diaminocyclohexane can be obtained from this isomeric mixture by fractional crystallization as described in U.S. Pat. No. 3,657,345, but several crystallizations are required to achieve this.
A process is disclosed for selectively making trans-1,4-Diaminocyclohexane by reacting ammonia with a mixture of cis and trans-cyclohexane-1,4-dicarboxylic acid, a lower alkyl ester, a glycol ester, an oligomeric ester or a polyester to make a solid trans-dicarboxylic acid diamide in a first step. The diamide is chlorinated to form trans-cyclohexane-1,4-dicarboxylic acid-bis-N-chloramide. The latter compound is then converted into a trans-1,4-Diaminocyclohexane with an alkali or alkaline earth metal hydroxide.
| [Purification Methods]
Recrystallise the diamine from pet ether under N2 or Ar as it should be an even stronger base than the above 1,2-diamine isomers. It distils under N2. Store in the dark under N2. [Beistein 13 I 3, 13 III 11.] |
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