(1S,2S)-(+)-1,2-Diaminocyclohexane
(1S,2S)-(+)-1,2-Diaminocyclohexane (CAS 21436-03-3) is a chiral diamine with the molecular formula C6H12N2 and a molecular weight of 114.19 g/mol. This optically active compound serves as a versatile chiral building block. It is primarily utilised as a ligand in asymmetric synthesis for forming metal complexes and in the preparation of chiral tropocoronands, which find application in chiral catalysis. Its specific stereochemistry makes it invaluable for enantioselective transformations.
- IUPAC
- (1S)-trans-1,2-Cyclohexanediamine,(1S)-trans-1,2-Diaminocyclohexane
- Synonyms
- 21436-03-3C6H10(NH2)2(1S,2S)-trans-1,2-Diaminocyclohexane
Chiral Ligand in Asymmetric Catalysis
(1S,2S)-(+)-1,2-Diaminocyclohexane is employed as a chiral ligand in the synthesis of metal complexes. These complexes are instrumental in facilitating enantioselective reactions, a critical aspect of modern organic synthesis.
Synthesis of Chiral Tropocoronands
This diamine is a key precursor in the development of chiral tropocoronands. These macrocyclic compounds exhibit potential utility in asymmetric catalysis due to their specific three-dimensional structures.
Organic Synthesis Building Block
As a chiral organic building block, (1S,2S)-(+)-1,2-Diaminocyclohexane enables the introduction of specific stereochemical features into target molecules. Its diamine functionality allows for diverse derivatisation pathways.
| Molecular weight | 114.19 |
|---|---|
| Linear formula | C6H10(NH2)2 |
| Assay | 98% |
| Boiling point | 104-110 °C/40 mmHg(lit.) |
| Optical activity | [α]20/D +25°, c = 5 in 1 M HCl |
| Optical purity | ee: 99% (GLC) |
| 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 |
| Melting point | 40-43 °C(lit.) |
Hazard statements
- H314Causes severe skin burns and eye damage
Precautionary statements
- P280Wear protective gloves, clothing and eye/face protection
- P305IF IN EYES
- P310Immediately call a POISON CENTER or doctor
| Protective equipment | Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter |
|---|---|
| Flash point | 70 °C / 158 °F |
| Transport (UN / ADR) | UN 3259 8/PG 3 |
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | C |
| Risk statements (R) | 34 |
| Safety statements (S) | 26-36/37/39-45 |
Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.
Documentation
Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.
Supply & logistics
Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.
What is (1S,2S)-(+)-1,2-Diaminocyclohexane used for?
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This compound is used as a chiral ligand in asymmetric synthesis for the formation of metal complexes and in the synthesis of chiral tropocoronands with potential utility in asymmetric catalysis. It also serves as a chiral building block in organic synthesis.
What is the CAS number and formula for (1S,2S)-(+)-1,2-Diaminocyclohexane?
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The CAS number is 21436-03-3, and the molecular formula is C6H12N2.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies (1S,2S)-(+)-1,2-Diaminocyclohexane with an assay of 98% and optical purity of ee: 99% (GLC). TSS does not represent this product as USP, BP, EP, or other pharmacopoeia grades.
How should (1S,2S)-(+)-1,2-Diaminocyclohexane be handled safely?
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(1S,2S)-(+)-1,2-Diaminocyclohexane is classified as Danger with hazard statement H314 (Causes severe skin burns and eye damage). Appropriate personal protective equipment, including faceshields, gloves, and goggles, must be worn. A full-face respirator or a suitable combination respirator filter is recommended. Handle in a well-ventilated area and follow all safety precautions.
Is (1S,2S)-(+)-1,2-Diaminocyclohexane a controlled substance?
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Based on the provided data, there is no indication that (1S,2S)-(+)-1,2-Diaminocyclohexane is a controlled substance.
How is (1S,2S)-(+)-1,2-Diaminocyclohexane packed and shipped?
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The product is shipped as UN 3259, Class 8, Packing Group III, indicating it is a corrosive material. Packaging adheres to international regulations for transporting hazardous chemicals. TSS is a specialist global supplier and exporter.
How can I request a quote or sample of (1S,2S)-(+)-1,2-Diaminocyclohexane?
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Please contact Tech Serve Solutions directly through our website or sales department to request a quotation or a sample of (1S,2S)-(+)-1,2-Diaminocyclohexane.
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