(1R,2R)-cyclohexane-1,2-diamine

• ChemBase ID: 146078
• Molecular Formular: C6H14N2
• Molecular Mass: 114.18876
• Monoisotopic Mass: 114.11569846
• SMILES: C1CC[C@H]([C@@H](C1)N)N
• Canonical SMILES: N[C@@H]1CCCC[C@H]1N
• InChI: 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

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2R)-cyclohexane-1,2-diamine
• IUPAC Traditional name: (1R,2R)-cyclohexane-1,2-diamine
• Synonyms: (1R)-trans-1,2-Cyclohexanediamine; (1R,2R)-(-)-1,2-Diaminocyclohexane; (±)-trans-1,2-Cyclohexanediamine; (±)-trans-1,2-Diaminocyclohexane; (1R,2R)-(-)-1,2-Diaminocyclohexane; (1R-trans)-1,2-Cyclohexanediamine; ((1R,2R)-2-Aminocyclohexyl)amine; (-)-(1R,2R)-1,2-Cyclohexanediamine; (-)-(1R,2R)-Diaminocyclohexane; (-)-(1R,2R)Cyclohexanediamine; (-)-trans-1,2-Cyclohexanediamine; (-)-trans-1,2-Diaminocyclohexane; (1R,2R)-(-)-1,2-Cyclohexanediamine; (1R,2R)-(-)-1,2-Diaminocyclohexane; (1R,2R)-(-)-Diaminocyclohexane; (1R,2R)-1,2-Cyclohexanediamine; (1R,2R)-1,2-Diaminocyclohexane; (1R,2R)-1,2-trans-Cyclohexanediamine; (1R,2R)-Cyclohexanediamine; (1R,2R)-Diaminocyclohexane; (1R,2R)-trans-1,2-Diaminocyclohexane; (1R,2R)-trans-Cyclohexane-1,2-diamine.; (1R,2R)-(-)-Diaminocyclohexane; (1R,2R)-Cyclohexane-1,2-diamine; trans-Cyclohexane-1,2-diamine; 左旋-反式-1,2-环己二胺; (1R,2R)-(-)-1,2-二氨基环己烷; (±)-反式-1,2-环己二胺; (±)-反式-1,2-二氨基环己烷

Database IDs

• CAS Number: 1121-22-8; 20439-47-8
• MDL Number: MFCD00062985; MFCD00063747
• Beilstein Number: 4780911; 2801643; 3193807
• PubChem SID: 24861433; 24859738; 162240277; 24856187
• PubChem CID: 43806

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -4.8559394
• LogD (pH = 7.4): -2.7383268
• Log P: -0.007973737
• Molar Refractivity: 33.952 cm^3
• Polarizability: 14.118806 Å^3
• Polar Surface Area: 52.04 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Off-White Low Melting Solid
• Melting Point: 14-15 °C(lit.); 33-41°C; 40-43°C; 41-45 °C
• Boiling Point: 104-110°C/40mm; 79-81 °C/15 mmHg(lit.)
• Flash Point: 156.2 °F; 158 °F; 69 °C; 70 °C; 70°C(158°F)
• Density: 0.951 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.489(lit.)
• Vapor Pressure: 0.4 mmHg ( 20 °C)
• Optical Rotation: [α]20/D -25.5±1°, c = 5% in 1 M HCl; [α]20/D -25°, c = 5 in 1 M HCl; -25.5 (c=5 in 1N HCl)

Safety Information

• Storage Condition: Refrigerator
• Storage Warning: Air Sensitive
• European Hazard Symbols: Corrosive (C)
• UN Number: 2735; 3259; UN3259
• German water hazard class: 3
• Hazard Class: 8
• Packing Group: 2; III
• Risk Statements: 34; 34-43
• Safety Statements: 24-26-36/37/39-45; 26-36/37/39; 26-36/37/39-45
• TSCA Listed: 否
• GHS Pictograms: GHS05; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H314; H314-H318-H317
• GHS Precautionary statements: P280-P262-P305+P351+P338-P309-P310; P280-P305 + P351 + P338-P310
• Personal Protective Equipment: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges; Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 2735 8/PG 2; UN 3259 8/PG 2
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98.0% (sum of enantiomers, GC); 95+%; 98%; 99%
• Grade: purum
• Optical Purity: ee: 99% (GLC)
• Linear Formula: C6H10(NH2)2

DETAILS

Sigma Aldrich - 346721

Application
Versatile ligand for the formation of metal complexes.1 Used in the synthesis of chiral tropocoronands which have potential utility in asymmetric catalysis.2
Packaging
1, 5 g in glass bottle

Sigma Aldrich - 270016

Packaging
10, 50, 250 mL in glass bottle
Application
Employed in the synthesis of multidentate ligands,1 chiral auxiliaries,2 and chiral stationary phases.3

Sigma Aldrich - 32846

Other Notes
Synthesis of chiral ligands1,2,3

Toronto Research Chemicals - D416090

Can be used as a building block for chiral ligands.