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(R)-(+)-6,6′-Dimethyl-2,2′-biphenyldiamine

CAS 3685-06-1C14H16N2Chemical Synthesis

(R)-(+)-6,6′-Dimethyl-2,2′-biphenyldiamine (CAS: 3685-06-1) is a chiral amine with the molecular formula C14H16N2 and a molecular weight of 212.29. This compound is primarily utilised in asymmetric synthesis as a precursor for chiral ligands and catalysts. Its specific stereochemistry is crucial for inducing enantioselectivity in chemical reactions, making it a valuable reagent in stereoselective organic chemistry and the development of chiral auxiliaries for pharmaceutical and fine chemical production.

IUPAC
(R)-2,2′-Diamino-6,6′-dimethylbiphenyl,(R)-6,6′-Dimethyl-2,2′-diaminobiphenyl,(R)-6,6′-Dimethyl-1,1′-biphenyl-2,2′-diamine,(R)-6,6′-Dimethyl-1,1′-biphenyl-2,2′-diyldiamine
Synonyms
(R)-2,2′-Diamino-6,6′-dimethylbiphenyl(R)-6,6′-Dimethyl-2,2′-diaminobiphenyl(R)-6,6′-Dimethyl-1,1′-biphenyl-2,2′-diamine(R)-6,6′-Dimethyl-1,1′-biphenyl-2,2′-diyldiamine
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(R)-(+)-6,6′-Dimethyl-2,2′-biphenyldiamine (C14H16N2) — chemical structure, CAS 3685-06-1; Chemistry, fine chemical supplied by Tech Serve Solutions
Asymmetric SynthesisChemical SynthesisChiral CatalystsLigandsand ReagentsOther Chiral Ligands
01 /Applications

Precursor for Chiral Ligands

This diamine serves as a fundamental building block for synthesising sophisticated chiral ligands, particularly those used in transition metal-catalysed asymmetric transformations.

Asymmetric Catalysis

It is employed in the development of chiral catalysts that promote enantioselective synthesis of valuable chemical compounds, often in the pharmaceutical and agrochemical industries.

Chiral Auxiliaries

The compound can be incorporated into chiral auxiliaries, which temporarily attach to a substrate to direct stereochemical outcomes during a reaction.

Research and Development

Utilised in academic and industrial research settings for exploring new synthetic methodologies and developing novel stereoselective processes.

02 /Properties
Molecular weight212.29
Empirical formulaC14H16N2
Assay≥98%
Optical activity[α]/D +120±5°, c = 1 in pyridine
Optical purityenantiomeric excess: ≥99.0% (HPLC)
Storage temperature2-8°C
Melting point157-161 °C
03 /Safety & handling
GHS hazard pictogram: Harmful / irritant (GHS07)
Harmful / irritant
GHS hazard pictogram: Environmental hazard (GHS09)
Environmental hazard
Warning

Hazard statements

  • H302Harmful if swallowed
  • H319Causes serious eye irritation
  • H400Very toxic to aquatic life

Precautionary statements

  • P273Avoid release to the environment
  • P305IF IN EYES
Protective equipmentdust mask type N95 (US), Eyeshields, Gloves
Transport (UN / ADR)UN 3077 9 / PGIII
Water hazard class (WGK, DE)3
Hazard codes (EU)Xn,N
Risk statements (R)22-36-50
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
3685-06-1
Beilstein registry
6115962
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)-(+)-6,6′-Dimethyl-2,2′-biphenyldiamine used for?

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This compound is predominantly used as a precursor in the synthesis of chiral ligands and catalysts for asymmetric synthesis, enabling the enantioselective production of chiral molecules.

What is the CAS number and molecular formula for this compound?

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The CAS number is 3685-06-1, and the molecular formula is C14H16N2.

What grade and purity does Tech Serve Solutions supply?

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Tech Serve Solutions supplies (R)-(+)-6,6′-Dimethyl-2,2′-biphenyldiamine with an assay of ≥98% and an enantiomeric excess of ≥99.0% (HPLC). We do not represent this product as USP, BP, EP, or any other pharmacopoeia grade.

How should (R)-(+)-6,6′-Dimethyl-2,2′-biphenyldiamine be handled safely?

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Handle with appropriate personal protective equipment, including a dust mask (N95 type), eyeshields, and gloves. Avoid contact with skin and eyes, and avoid breathing dust. The compound is harmful if swallowed and causes serious eye irritation, and is toxic to aquatic life.

Is this chemical suitable for controlled substances or pharmaceutical applications?

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The provided data does not indicate this compound is a controlled substance, nor does it specify pharmaceutical grade. It is supplied for research and chemical synthesis purposes.

How is this chemical typically packed and exported?

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This chemical is typically stored at 2-8°C. For export, it is packaged securely according to international regulations, often classified under UN 3077, Class 9, Packing Group III for environmentally hazardous substances.

How can I request a sample or quote for (R)-(+)-6,6′-Dimethyl-2,2′-biphenyldiamine?

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Please contact our sales department through the website or by phone to request a sample or a quotation for (R)-(+)-6,6′-Dimethyl-2,2′-biphenyldiamine.

Need (R)-(+)-6,6′-Dimethyl-2,2′-biphenyldiamine in a specific grade or volume?