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| | trans-1,4-Diaminocyclohexane Basic information |
| Product Name: | trans-1,4-Diaminocyclohexane | | Synonyms: | trans-Cyclohexane-1,4-diamine 97%;TIMTEC-BB SBB008553;TRANS-1,4-CYCLOHEXYLDIAMINE;TRANS-1,4-DIAMINOCYCLOHEXANE;TRANS-HEXAHYDRO-1,4-PHENYLENEDIAMINE;TRAN(S)-CYCLOHEXANE-1,4-DIAMINE;trans-1,4-Diaminocyclohexane,99%;trans-1,4-Diaminocyclohexane ,98% | | CAS: | 2615-25-0 | | MF: | C6H14N2 | | MW: | 114.19 | | EINECS: | 640-403-4 | | Product Categories: | Heterocycles series | | Mol File: | 2615-25-0.mol |  |
| | trans-1,4-Diaminocyclohexane Chemical Properties |
| 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 | 1,4-Cyclohexanediamine, trans- (2615-25-0) |
| Hazard Codes | C | | Risk Statements | 22-34-20/21/22 | | Safety Statements | 26-36/37/39-45 | | RIDADR | UN 3259 8/PG 2 | | WGK Germany | 2 | | F | 10-34 | | Autoignition Temperature | 680 °F | | TSCA | TSCA listed | | HazardClass | 8 | | PackingGroup | II | | HS Code | 29213000 | | Storage Class | 8A - Combustible corrosive hazardous materials | | Hazard Classifications | Acute Tox. 4 Oral
Skin Corr. 1B |
| | trans-1,4-Diaminocyclohexane Usage And Synthesis |
| Chemical Properties | off-white to brown crystals or chunks | | Uses | trans-1,4-diaminocyclohexane be used as organic intermediates and epoxy curing agents. | | Uses | trans-1,4-Diaminocyclohexane was used in preparation of fully aliphatic polyimides. It was employed as the structure-directing agent in the synthesis of novel two-dimensional layered zinc phosphate. | | 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.] | | References | [1] Patent: JP2015/13833, 2015, A. Location in patent: Paragraph 0062; 0073 |
| | trans-1,4-Diaminocyclohexane Preparation Products And Raw materials |
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