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| | (1R,2R)-(-)-1,2-Diaminocyclohexane Basic information |
| Product Name: | (1R,2R)-(-)-1,2-Diaminocyclohexane | | Synonyms: | RR-DAC;(-)-(R,R)-DACH;(R,R)-DACH;(-)-(R,R)-1,2-DIAMINOCYCLOHEXANE;(1R,2R)-(-)-1,2-CYCLOHEXANEDIAMINE;(1R,2R)-(-)-1,2-DIAMINOCYCLOHEXANE;(1R)-(-)-TRANS-1,2-DIAMINOCYCLOHEXANE;(1R)-TRANS-1,2-DIAMINOCYCLOHEXANE | | CAS: | 20439-47-8 | | MF: | C6H14N2 | | MW: | 114.19 | | EINECS: | 606-556-6 | | Product Categories: | organic amine;Amines;API intermediates;Miscellaneous Reagents;Chiral Nitrogen;DACH&Trost Series;chiral;Chiral reagent;Amines (Chiral);Chiral Building Blocks;Synthetic Organic Chemistry;CHIRAL CHEMICALS;Chiral Compound;Cycloalkanes | | Mol File: | 20439-47-8.mol |  |
| | (1R,2R)-(-)-1,2-Diaminocyclohexane Chemical Properties |
| Melting point | 41-45 °C | | Boiling point | 86-88°C 23mm | | alpha | -24.5 º (c=5 1 N HCl 20 º 26.5 ºC) | | density | 0.931 | | refractive index | -25.5 ° (C=5, 1mol/L HCl) | | Fp | 169 °F | | storage temp. | Keep in dark place,Inert atmosphere,Room temperature | | solubility | Aqueous Acid (Slightly), Chloroform (Sparingly), Methanol (Slightly) | | pka | 10.76±0.70(Predicted) | | form | Crystalline Low Melting Solid | | color | White to pale yellow | | Optical Rotation | [α]20/D 25°, c = 5 in 1 M HCl | | Water Solubility | Soluble in water. | | Sensitive | Air Sensitive | | BRN | 4780911 | | Stability: | Air Sensitive | | InChI | 1S/C6H14N2/c7-5-3-1-2-4-6(5)8/h5-6H,1-4,7-8H2/t5-,6-/m1/s1 | | InChIKey | SSJXIUAHEKJCMH-PHDIDXHHSA-N | | SMILES | N[C@@H]1CCCC[C@H]1N | | CAS DataBase Reference | 20439-47-8(CAS DataBase Reference) |
| Hazard Codes | C | | Risk Statements | 34 | | Safety Statements | 26-36/37/39-45 | | RIDADR | UN 3259 8/PG 2 | | WGK Germany | 3 | | F | 10-34 | | HazardClass | 8 | | PackingGroup | III | | HS Code | 29213000 | | Storage Class | 8A - Combustible corrosive hazardous materials | | Hazard Classifications | Skin Corr. 1B |
| | (1R,2R)-(-)-1,2-Diaminocyclohexane Usage And Synthesis |
| Chemical Properties | white to light yellow crystal powder | | Uses | (1R,2R)-(-)-1,2-Diaminocyclohexane is a versatile ligand for the formation of metal complexes. Used in the synthesis of chiral tropocoronands which have potential utility in asymmetric catalysis. | | Uses | suzuki reaction | | Uses | (1R,2R)-(-)-1,2-Diaminocyclohexane can be used as a building block for chiral ligands. | | Purification Methods | Distil or recrystallise the diamine from pet ether under N2 or Ar. Store it as above. The 1R,2R-base L-tartrate salt has M 264.3, m 2 7 3o and [ ] D +12.5o (c 4, H2O), and can be used to purfy and/or optically enrich the free base. [Beilstein 13 III 6, and references below.] |
| | (1R,2R)-(-)-1,2-Diaminocyclohexane Preparation Products And Raw materials |
| Raw materials | Acetic acid-->Potassium hydroxide-->tert-Butyl methyl ether-->L(+)-Tartaric acid-->D-(-)-Tartaric Acid-->3-Methylbenzoyl chloride-->(+/-)-trans-1,2-Diaminocyclohexane-->2-Aminocyclohexanol-->cis-1,2-Diaminocyclohexane-->1,2-Diaminocyclohexane-->(1S,2S)-(+)-1,2-Diaminocyclohexane | | Preparation Products | (1R,2R)-(+)-1,2-DIAMINOCYCLOHEXANE-N,N'-BIS(2-DIPHENYLPHOSPHINO-1-NAPHTHOYL)-->Acetamide, N,N'-(1R,2R)-1,2-cyclohexanediylbis[2-chloro--->Phenol, 2,2'-[(1R,2R)-1,2-cyclohexanediylbis(nitrilomethylidyne)]bis[4,6-bis(1,1-dimethylethyl)--->2(1H)-Quinoxalinone,octahydro-,(4aR-trans)-(9CI)-->Phenol, 2,2'-[(1R,2R)-1,2-cyclohexanediylbis(nitrilomethylidyne)]bis[4-bromo--->1-(pyridin-2-yl)-N-[(1R,2R)-2-{[(pyridin-2-yl)methylidene]amino}cyclohexyl]methanimine |
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