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(11R,12R)-9,10-Dihydro-9,10-ethanoanthracene-11,12-diamine

CAS 181139-49-1C16H16N2Chemical Synthesis

(11R,12R)-9,10-Dihydro-9,10-ethanoanthracene-11,12-diamine (CAS: 181139-49-1) is a chiral diamine with the molecular formula C16H16N2 and a molecular weight of 236.31 g/mol. This compound serves as a valuable building block and ligand in asymmetric synthesis, particularly in the development of chiral catalysts for stereoselective transformations. Its unique structural features make it suitable for applications demanding high enantiomeric purity.

IUPAC
(R,R)-11,12-Diamino-9,10-dihydro-9,10-ethanoanthracene
Synonyms
10-ethanoanthracene-11,12-diamine(R,R)-11,12-Diamino-9,10-dihydro-9,10-ethanoanthracene
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(11R,12R)-9,10-Dihydro-9,10-ethanoanthracene-11,12-diamine (C16H16N2) — chemical structure, CAS 181139-49-1; Chemistry, fine chemical supplied by Tech Serve Solutions
Asymmetric SynthesisChemical SynthesisChiral CatalystsLigandsand ReagentsOther Chiral Ligands
01 /Applications

Chiral Ligand in Asymmetric Catalysis

This diamine functions as a chiral ligand in transition metal catalysis, enabling enantioselective synthesis of complex organic molecules. It is instrumental in creating chiral environments around metal centres, guiding reactions towards specific stereoisomers.

Precursor for Chiral Auxiliaries

It can be utilised as a precursor for synthesizing various chiral auxiliaries. These auxiliaries are employed to control stereochemistry in organic reactions, facilitating the production of enantiomerically pure compounds.

Research and Development in Stereoselective Synthesis

The compound is a key reagent in academic and industrial research focused on developing novel stereoselective synthetic methodologies. Its application aids in the understanding and advancement of chiral chemistry.

02 /Properties
Molecular weight236.31
Empirical formulaC16H16N2
Assay≥95.0% (HPLC)95.0-105.0% (NT)
Optical purityenantiomeric excess: ≥97.0%
Impurities tested≤5% water
03 /Safety & handling
GHS hazard pictogram: Harmful / irritant (GHS07)
Harmful / irritant
GHS hazard pictogram: Environmental hazard (GHS09)
Environmental hazard
Warning

Hazard statements

  • H315Causes skin irritation
  • H319Causes serious eye irritation
  • H335May cause respiratory irritation
  • H410Very toxic to aquatic life with long-lasting effects

Precautionary statements

  • P261Avoid breathing dust, fume, gas or vapours
  • P273Avoid release to the environment
  • P305IF IN EYES
  • P501Dispose of contents and container per local regulations
Transport (UN / ADR)UN 3077 9 / PGIII
Water hazard class (WGK, DE)3
Hazard codes (EU)Xi,N
Risk statements (R)36/37/38-50/53
Safety statements (S)26-61

Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.

04 /Identifiers & registry
CAS number
181139-49-1
Beilstein registry
11652813
05 /Quality & supply

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.

06 /Frequently asked questions

What is (11R,12R)-9,10-Dihydro-9,10-ethanoanthracene-11,12-diamine used for?

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This compound is primarily used as a chiral ligand in asymmetric synthesis and as a precursor for chiral auxiliaries in stereoselective chemical transformations.

What are the CAS number and chemical formula for this product?

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The CAS number is 181139-49-1 and the empirical formula (Hill notation) is C16H16N2.

What grade and purity does Tech Serve Solutions supply?

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Tech Serve Solutions supplies this chemical with an assay of ≥95.0% (HPLC) and an enantiomeric excess of ≥97.0%. Water content is ≤5%. TSS does not represent this product as USP, BP, EP, or any other pharmacopoeia grade.

How should (11R,12R)-9,10-Dihydro-9,10-ethanoanthracene-11,12-diamine be handled?

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Handle with care as it can cause skin irritation (H315), serious eye irritation (H319), and may cause respiratory irritation (H335). It is also toxic to aquatic life with long-lasting effects (H410). Wear appropriate personal protective equipment and avoid release into the environment.

How is this chemical packed and shipped?

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This product is packed according to safety regulations and is shipped globally by Tech Serve Solutions, adhering to international transport codes such as UN 3077, Class 9, Packing Group III.

How can I request a sample or quote for this chemical?

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Please contact our sales team via the website or by telephone to request a quotation or a sample.

Need (11R,12R)-9,10-Dihydro-9,10-ethanoanthracene-11,12-diamine in a specific grade or volume?