(2S,4S)-2,4-Bis(diphenylphosphino)pentane

CAS 77876-39-2C29H30P2Chemical Synthesis

(2S,4S)-2,4-Bis(diphenylphosphino)pentane (CAS 77876-39-2) is a chiral diphosphine ligand with the molecular formula C29H30P2 and a molecular weight of 440.50. It is primarily employed in asymmetric synthesis, particularly as a ligand for the asymmetric hydrogenation of ketones and alkenes. Its specific stereochemistry makes it valuable for creating enantiomerically enriched products in complex chemical transformations.

IUPAC: (S,S)-BDPP,[(1S,3S)-1,3-Dimethyl-1,3-propanediyl]bis[diphenylphosphine]
Synonyms: 77876-39-2, C29H30P2

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(2S,4S)-2,4-Bis(diphenylphosphino)pentane (C29H30P2) — chemical structure, CAS 77876-39-2; Chemistry, fine chemical supplied by Tech Serve Solutions

Asymmetric SynthesisChemical SynthesisChiral CatalystsLigandsand ReagentsOther Chiral Ligands

01 /Applications

Asymmetric Hydrogenation

This ligand is a key component in asymmetric hydrogenation reactions, enabling the stereoselective reduction of prochiral ketones and alkenes. It facilitates the synthesis of chiral alcohols and other enantiomerically enriched compounds, crucial in pharmaceutical and fine chemical manufacturing.

Chiral Ligand in Catalysis

As a chiral diphosphine, (2S,4S)-2,4-Bis(diphenylphosphino)pentane serves as a valuable ligand in transition metal catalysis. Its unique structure influences the stereochemical outcome of catalytic reactions, promoting high enantioselectivity.

Chemical Synthesis

It is utilized in various chemical synthesis pathways where precise control over stereochemistry is required. Its application aids in building complex chiral molecules with defined absolute configurations.

02 /Properties

Molecular weight	440.50
Empirical formula	C29H30P2
Assay	97%
Optical activity	[α]20/D −125.0°, c = 1 in chloroform
Application	Ligand used for asymmetric hydrogenation of ketones1 and alkenes2
Melting point	80-84 °C

03 /Safety & handling

Hazard statements

H413May cause long-lasting harmful effects to aquatic life

Protective equipment	Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
Water hazard class (WGK, DE)	3

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

04 /Identifiers & registry

CAS number

77876-39-2

MDL number

MFCD00058923

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 (2S,4S)-2,4-Bis(diphenylphosphino)pentane used for?

This compound is used as a chiral ligand in asymmetric synthesis, particularly for the asymmetric hydrogenation of ketones and alkenes.

What is the CAS number and molecular formula for (2S,4S)-2,4-Bis(diphenylphosphino)pentane?

The CAS number is 77876-39-2, and the molecular formula is C29H30P2.

What grade and purity does Tech Serve Solutions supply?

Tech Serve Solutions supplies (2S,4S)-2,4-Bis(diphenylphosphino)pentane with an assay of 97%. This product is not supplied as USP, BP, or EP grade.

What are the safety and handling recommendations for this chemical?

This compound may cause long lasting harmful effects to aquatic life (H413). Recommended personal protective equipment includes eyeshields, gloves, and a type N95 (US) or type P1 (EN143) respirator filter.