(11S,12S)-9,10-Dihydro-9,10-ethanoanthracene-11,12-diamine
(11S,12S)-9,10-Dihydro-9,10-ethanoanthracene-11,12-diamine (CAS 138517-66-5) is a chiral diamine with the molecular formula C16H16N2 and a molecular weight of 236.31 g/mol. This compound is primarily utilised in asymmetric synthesis and serves as a valuable chiral ligand in various catalytic applications. Its well-defined stereochemistry makes it an important building block for creating stereoselective transformations in organic chemistry.
- IUPAC
- (S,S)-11,12-Diamino-9,10-dihydro-9,10-ethanoanthracene
- Synonyms
- 10-ethanoanthracene-11,12-diamine(S,S)-11,12-Diamino-9,10-dihydro-9,10-ethanoanthracene
Chiral Ligand in Asymmetric Catalysis
This diamine can function as a bidentate ligand in transition metal-catalysed asymmetric reactions. Its rigid chiral framework can induce high enantioselectivity in transformations such as hydrogenations, cyclopropanations, and Diels-Alder reactions.
Chiral Auxiliary
As a chiral auxiliary, it can be temporarily incorporated into a molecule to direct the stereochemical outcome of a reaction. Subsequent removal of the auxiliary yields the enantiomerically enriched product.
Building Block for Chiral Reagents
It serves as a foundational component for the synthesis of more complex chiral reagents and catalysts. The specific spatial arrangement of its amine groups is crucial for its efficacy in stereoselective synthesis.
| Molecular weight | 236.31 |
|---|---|
| Empirical formula | C16H16N2 |
| Assay | ≥95.0% (HPLC)95.0-105.0% (NT) |
| Optical purity | enantiomeric excess: ≥98.0% |
Hazard statements
- H315Causes skin irritation
- H319Causes serious eye irritation
- H335May cause respiratory irritation
Precautionary statements
- P261Avoid breathing dust, fume, gas or vapours
- P305IF IN EYES
| Water hazard class (WGK, DE) | 3 |
|---|---|
| Hazard codes (EU) | Xi |
| Risk statements (R) | 36/37/38 |
| Safety statements (S) | 26 |
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 (11S,12S)-9,10-Dihydro-9,10-ethanoanthracene-11,12-diamine used for?
+
(11S,12S)-9,10-Dihydro-9,10-ethanoanthracene-11,12-diamine is primarily used as a chiral ligand in asymmetric synthesis and as a building block for chiral reagents and auxiliaries.
What are the CAS number and molecular formula?
+
The CAS number is 138517-66-5, and the molecular formula is C16H16N2.
What grade and purity does Tech Serve Solutions supply?
+
Tech Serve Solutions supplies this compound with an assay of ≥95.0% (HPLC) and an optical purity (enantiomeric excess) of ≥98.0%. It is provided as a research or technical grade chemical and is not represented as USP, BP, or EP grade.
What are the safety and handling precautions?
+
This compound is classified with GHS07 symbol and a 'Warning' signal word, with hazard statements H315, H319, and H335 indicating it causes skin irritation, serious eye irritation, and may cause respiratory irritation. Handle with appropriate personal protective equipment in a well-ventilated area. Follow precautionary statements P261, P305, P351, and P338.
Is this compound suitable for export?
+
Yes, Tech Serve Solutions specialises in the global supply and export of fine chemicals, and this product can be exported.
How can I request a sample or quote?
+
To request a sample or a quote for (11S,12S)-9,10-Dihydro-9,10-ethanoanthracene-11,12-diamine, please contact our sales team through the website or by phone.
▶ Related products
1-(2-Fluorobenzyl)piperazine
C11H15FN2
Chemical Synthesis
1-(2-Fluorophenyl)biguanide hydrochloride
Chemical Synthesis
1-(2-Fluorophenyl)cyclopropanecarboxylic acid
C10H9FO2
Chemical Synthesis
1-(2-Fluorophenyl)piperazine
C10H13FN2
Chemical Synthesis
1-(2-Fluorophenyl)piperazine monohydrochloride
C10H13FN2 · HCl
Chemical Synthesis
1-(2-Furoyl)-1H-benzotriazole
C11H7N3O2
Chemical Synthesis
1-(2-Furoyl)piperazine
C9H12N2O2
Chemical Synthesis
1-(2-Hydroxy-5-methylphenyl)-3-phenyl-1,3-propanedione
Chemical Synthesis
▶ Explore more
3-Methyl-1,5-di-p-tolyl-1,4-pentazadiene
Chemical Synthesis
3-Methyl-1,5-pentanediol
Chemical Synthesis
3-Methyl-1-(2-methylphenyl)-1H-pyrazol-5-amine
C11H13N3
Chemical Synthesis
3-Methyl-1-(3′-sulfoamidophenyl)-5-pyrazolone
C10H11N3O3S
Chemical Synthesis