(1R,2R)-(-)-1,2-Diaminocyclohexane - ≥98% , CAS No.20439-47-8

CAS: 20439-47-8 Cat. No.: D102252 Molecular Weight: 114.19 Beilstein Registry Number: 2801643 EC Number: 606-556-6

GRADE & PURITY ≥98%

Synonyms

( inverted exclamation markA)-trans-1,2-Diaminocyclohexane | 1,2-Cyclohexanediamine, (1R-trans)- | (-)-(1R,2R)-1,2-Cyclohexanediamine | DTXSID60883654 | EN300-244549 | trans-1.2-diamino cyclohexane | 1,2-Cyclohexanediamine # | (1r,2r)-1,2-diaminocyclohexa

Storage

Store at 2-8°C,Protected from light,Argon charged

Shipped In

Wet ice

Overview

(1R,2R)-(-)-1,2-Diaminocyclohexane is a versatile ligand used for the formation of metal complexes and in the synthesis of chiral tropocoronands which have potential utility in asymmetric catalysis.

Specifications

Synonyms

( inverted exclamation markA)-trans-1, 2-Diaminocyclohexane | 1, 2-Cyclohexanediamine, (1R-trans)- | (-)-(1R, 2R)-1, 2-Cyclohexanediamine | DTXSID60883654 | EN300-244549 | trans-1.2-diamino cyclohexane | 1, 2-Cyclohexanediamine # | (1r, 2r)-1, 2-diaminocyclohexa

Specifications & Purity

≥98%

Storage

Store at 2-8°C, Protected from light, Argon charged

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥98%

Names and Identifiers

• Canonical Smiles: C1CCC(C(C1)N)N
• IUPAC Name: (1R,2R)-cyclohexane-1,2-diamine
• InChIKey: SSJXIUAHEKJCMH-PHDIDXHHSA-N
• INCHI: 1S/C6H14N2/c7-5-3-1-2-4-6(5)8/h5-6H,1-4,7-8H2/t5-,6-/m1/s1
• Isomeric SMILES: C1CC[C@H]([C@@H](C1)N)N
• WGK Germany: 3
• Alternate CAS: 20439-47-8,1121-22-8
• UN Number: 3259
• MeSH Entry Terms: 1,2-cyclohexanediamine;1,2-cyclohexanediamine, (1R,2R)-;1,2-cyclohexanediamine, (1R-trans)-;1,2-cyclohexanediamine, (1S,2S)-;1,2-cyclohexanediamine, (1S-trans)-;1,2-cyclohexanediamine, (cis)-isomer;1,2-cyclohexanediamine, (trans)-(R)-isomer;1,2-cyclohexan
• Molecular Weight: 114.19
• Beilstein: 2801643
• Reaxy-Rn: 506142
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=506142&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic nitrogen compounds
    • Class Organonitrogen compounds
      • Subclass Cyclohexylamines

• Kingdom: Organic compounds
• Superclass: Organic nitrogen compounds
• Class: Organonitrogen compounds
• Subclass: Cyclohexylamines
• Intermediate Tree Nodes: Not available
• Direct Parent: Cyclohexylamines
• Alternative Parents: Organopnictogen compounds Monoalkylamines Hydrocarbon derivatives
• Molecular Framework: Aliphatic homomonocyclic compounds
• Substituents: Cyclohexylamine - Organopnictogen compound - Hydrocarbon derivative - Primary amine - Primary aliphatic amine - Amine - Aliphatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as cyclohexylamines. These are organic compounds containing a cyclohexylamine moiety, which consist of a cyclohexane ring attached to an amine group.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: Soluble in water.Soluble in methanol
• Sensitivity: Air Sensitive，light sensitive，Moisture sensitive.
• Specific Rotation[α]: -25.5 ° (C=5, 1mol/L HCl)
• Flash Point(°F): 158 °F
• Flash Point(°C): 70 °C
• Boil Point(°C): 78 °C/13 mmHg
• Melt Point(°C): 43°C
• Molecular Weight: 114.190 g/mol
• XLogP3: -0.300
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 114.116 Da
• Monoisotopic Mass: 114.116 Da
• Topological Polar Surface Area: 52.000 Ų
• Heavy Atom Count: 8
• Formal Charge: 0
• Complexity: 62.900
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 2
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

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2. Cong Dai, Biao Gu, Si-Ping Tang, Pei-Hong Deng, Bo Liu.  (2021)  Fluorescent porous organic cage with good water solubility for ratiometric sensing of gold(III) ion in aqueous solution.  ANALYTICA CHIMICA ACTA,      [PMID:35057939] [10.1016/j.aca.2021.339376]

3. Cong Dai, Hai-Long Qian, Xiu-Ping Yan.  (2021)  Facile room temperature synthesis of ultra-small sized porous organic cages for fluorescent sensing of copper ion in aqueous solution.  JOURNAL OF HAZARDOUS MATERIALS,      [PMID:34492808] [10.1016/j.jhazmat.2021.125860]

4. Huanxin Li, Xiaoqiang Gao, Yonghui Dou, Li Xu, Guoji Liu.  (2018)  Investigation of liquid-liquid equilibrium for (1-butanol or 1-pentanol + (−)-trans-Cyclohexane-1,2-diamine + water) ternary systems at 298.2 K to 318.2 K.  JOURNAL OF MOLECULAR LIQUIDS,      [PMID:] [10.1016/j.molliq.2018.12.047]

5. Huanxin Li, Junwei Zhang, Yonghui Dou, Li Xu, Guoji Liu.  (2018)  Measurement and thermodynamic modelling of ternary liquid-liquid equilibrium for extraction of (1R,2R)-(−)-1,2-Diaminocyclohexane from aqueous solution with C4–C5 alcohols at different temperatures.  JOURNAL OF CHEMICAL THERMODYNAMICS,      [PMID:] [10.1016/j.jct.2018.01.013]

6. Chuanzhu Gao, Tianshuai Wang, Ji Chen, Yan Zhang, Bo Yang, Shaohua Gou.  (2014)  Preparation and in vitro cytotoxicity of oxaliplatin derivatives with chiral amino acid as the carrier group.  JOURNAL OF COORDINATION CHEMISTRY,      [PMID:] [10.1080/00958972.2014.945922]