(R)-(+)-1,1′-Bi(2-naphthylamine)

CAS 18741-85-0C20H16N2Chemical Synthesis

(R)-(+)-1,1′-Bi(2-naphthylamine) (CAS: 18741-85-0) is a chiral amine with the molecular formula C20H16N2 and a molecular weight of 284.35 g/mol. This compound is primarily utilised in asymmetric synthesis, serving as a valuable building block or ligand in the preparation of enantiomerically pure compounds. Its specific stereochemistry makes it important for stereoselective reactions, contributing to the synthesis of complex molecules.

IUPAC: (R)-(+)-1,1′-Binaphthalene-2,2′-diamine,(R)-(+)-2,2′-Diamino-1,1′-binaphthalene,(R)-(+)-DABN
Synonyms: (R)-(+)-1,1′-Binaphthalene-2,2′-diamine(R)-(+)-2,2′-Diamino-1,1′-binaphthalene(R)-(+)-DABN

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(R)-(+)-1,1′-Bi(2-naphthylamine) (C20H16N2) — chemical structure, CAS 18741-85-0; Chemistry, fine chemical supplied by Tech Serve Solutions

Asymmetric SynthesisChemical SynthesisChiral CatalystsLigandsand ReagentsOther Chiral Ligands

01 /Applications

Chiral Ligand in Asymmetric Catalysis

Serves as a chiral ligand in transition metal-catalyzed asymmetric reactions, enabling the enantioselective synthesis of various organic compounds. This is crucial for producing pharmaceuticals and fine chemicals with specific stereoisomers.

Chiral Derivatization Agent

Used as a chiral derivatizing agent for the determination of enantiomeric purity of other chiral compounds, often via techniques like HPLC or GC. Its reaction with analytes allows for the separation and quantification of enantiomers.

Building Block in Organic Synthesis

Acts as a key chiral building block in the synthesis of more complex chiral molecules, including natural products and advanced materials. Its unique binaphthyl backbone provides a defined stereochemical framework.

02 /Properties

Molecular weight	284.35
Empirical formula	C20H16N2
Assay	≥99.5% (sum of enantiomers, HPLC)
Grade	for chiral derivatization
Optical activity	[α]20/D +156±2°, c = 1% in pyridine
Optical purity	enantiomeric ratio: ≥99.5:0.5 (HPLC)
Melting point	240-243 °C

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 equipment	dust 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

18741-85-0

MDL number

MFCD00145204

PubChem substance

24859700

Beilstein registry

5279621

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 (R)-(+)-1,1′-Bi(2-naphthylamine) used for?

This compound is primarily used in asymmetric synthesis as a chiral ligand or building block, and as a chiral derivatization agent for determining enantiomeric purity.

What is the CAS number and molecular formula?

The CAS number is 18741-85-0, and the molecular formula is C20H16N2.

What grade and purity does Tech Serve Solutions supply?

Tech Serve Solutions supplies (R)-(+)-1,1′-Bi(2-naphthylamine) with an assay of ≥99.5% (sum of enantiomers, HPLC) and is suitable for chiral derivatization. We do not represent this product as USP, BP, or EP grade.

How should (R)-(+)-1,1′-Bi(2-naphthylamine) be handled?

This compound is a skin, eye, and respiratory irritant. Handle with appropriate personal protective equipment including a dust mask (type N95), eyeshields, and gloves. Ensure good ventilation and avoid breathing dust.