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(1R,2R)-(−)-N-p-Tosyl-1,2-diphenylethylenediamine

CAS 144222-34-4CH3C6H4SO2NHCH(C6H5)CH(C6H5)NH2Chemical Synthesis

(1R,2R)-(−)-N-p-Tosyl-1,2-diphenylethylenediamine (CAS 144222-34-4) is a chiral diamine derivative with a molecular weight of 366.48 g/mol. This compound serves as a valuable chiral building block and ligand in asymmetric synthesis and catalysis. Its specific stereochemistry makes it particularly useful for controlling enantioselectivity in various chemical transformations, including hydrogenation reactions, contributing to the development of stereochemically pure molecules.

Synonyms
144222-34-4CH3C6H4SO2NHCH(C6H5)CH(C6H5)NH2
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(1R,2R)-(−)-N-p-Tosyl-1,2-diphenylethylenediamine (CH3C6H4SO2NHCH(C6H5)CH(C6H5)NH2) — chemical structure, CAS 144222-34-4; Chemistry, fine chemical supplied by Tech Serve Solutions
Asymmetric SynthesisChemical SynthesisChiral Building BlocksChiral CatalystsLigandsand ReagentsHydrogenationOrganic Building BlocksPolyaminesProtected Amines More...
01 /Applications

Chiral Ligand in Asymmetric Catalysis

This diamine derivative functions as an effective chiral ligand in transition metal-catalyzed asymmetric reactions, enabling the stereoselective synthesis of chiral compounds. It is particularly noted for its application in asymmetric hydrogenation.

Chiral Building Block

Its well-defined stereochemistry makes it a useful chiral synthon for the construction of more complex chiral molecules. It can be incorporated into target structures or used to induce chirality in subsequent synthetic steps.

Hydrogenation Catalyst Component

The compound plays a role in developing catalytic systems for enantioselective hydrogenation, facilitating the production of chiral amines and other valuable organic intermediates with high optical purity.

02 /Properties
Molecular weight366.48
Linear formulaCH3C6H4SO2NHCH(C6H5)CH(C6H5)NH2
Assay98%
Optical activity[α]20/D −35°, c = 1 in chloroform
Melting point128-131 °C(lit.)
03 /Safety & handling
GHS hazard pictogram: Harmful / irritant (GHS07)
Harmful / irritant
Warning

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
Protective equipmentdust mask type N95 (US), Eyeshields, Gloves
Water hazard class (WGK, DE)3
Hazard codes (EU)Xi
Risk statements (R)36/37/38
Safety statements (S)26-36

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

04 /Identifiers & registry
CAS number
144222-34-4
MDL number
MFCD02093428
PubChem substance
24871941
05 /Additional specifications
Greener Alternative Product CharacteristicsCatalysis
06 /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.

07 /Frequently asked questions

What is (1R,2R)-(−)-N-p-Tosyl-1,2-diphenylethylenediamine primarily used for?

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It is primarily used as a chiral ligand in asymmetric synthesis and catalysis, particularly for enantioselective hydrogenation reactions, and as a chiral building block.

What is the CAS number and formula for (1R,2R)-(−)-N-p-Tosyl-1,2-diphenylethylenediamine?

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The CAS number is 144222-34-4. The linear formula is CH₃C₆H₄SO₂NHCH(C₆H₅)CH(C₆H₅)NH₂.

What grade and purity does Tech Serve Solutions supply?

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Tech Serve Solutions supplies this product with an assay of 98%. We do not represent this product as USP, BP, EP, or other pharmacopoeial grades.

How should (1R,2R)-(−)-N-p-Tosyl-1,2-diphenylethylenediamine be handled?

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Due to its irritant properties (H315, H319, H335), handle with appropriate personal protective equipment including a dust mask (type N95 US), eyeshields, and gloves. Ensure adequate ventilation.

Is this product shipped internationally?

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Yes, Tech Serve Solutions is a specialist global supplier and exporter of fine chemicals, and can export this product.

How can I request a sample or quote?

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Please contact our sales team via the website or direct inquiry channels to request a sample or obtain a quotation for (1R,2R)-(−)-N-p-Tosyl-1,2-diphenylethylenediamine.

Need (1R,2R)-(−)-N-p-Tosyl-1,2-diphenylethylenediamine in a specific grade or volume?