Bis(3,5-di(trifluoromethyl)phenyl)chlorophosphine

CAS 142421-57-6C16H6ClF12PCatalysis & Inorganic

Bis(3,5-di(trifluoromethyl)phenyl)chlorophosphine (CAS 142421-57-6; C16H6ClF12P; molar mass 492.63 g/mol) is an air- and moisture-sensitive electrophilic phosphinous chloride reagent. The two electron-poor 3,5-bis(trifluoromethyl)phenyl groups make it a valued building block for installing fluorinated aryl phosphine units. It is used chiefly to prepare chiral phosphine and phosphine-aminophosphine ligands for rhodium-, palladium- and ruthenium-catalysed asymmetric reactions. Tech Serve Solutions supplies it as a research-grade reagent worldwide.

IUPAC: P,P-Bis[3,5-bis(trifluoromethyl)phenyl]phosphinous chloride
Synonyms: Bis(3,5-di(trifluoromethyl)phenyl)chlorophosphineP,P-Bis[3,5-bis(trifluoromethyl)phenyl]phosphinous chlorideBis[3,5-bis(trifluoromethyl)phenyl]chlorophosphineChlorobis[3,5-bis(trifluoromethyl)phenyl]phosphineCAS 142421-57-6

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Bis(3,5-di(trifluoromethyl)phenyl)chlorophosphine (C16H6ClF12P) — chemical structure, CAS 142421-57-6; Chemistry, fine chemical supplied by Tech Serve Solutions

Chemical SynthesisPhosphine CompoundsPhosphorus Precursors

01 /Applications

Chiral phosphine ligand synthesis

Serves as a P-electrophile for constructing phosphine and phosphine-aminophosphine ligands bearing electron-poor 3,5-bis(trifluoromethyl)phenyl groups. These ligands are widely used in rhodium-catalysed asymmetric hydrogenation.

Ligands for palladium-catalysed allylation

Used to access ligands for palladium-catalysed stereoselective allylation reactions, where the fluorinated aryl groups tune the steric and electronic environment at the metal centre.

Josiphos-type and asymmetric hydrogenation ligands

A reagent for preparing Josiphos analogues and related ligands employed in enantioselective hydrogenations. The trifluoromethyl substituents enhance ligand pi-acidity for demanding substrates.

Ru- and Rh-catalysed enantioselective reactions

Applied in the synthesis of ligands for enantioselective hydrogenations catalysed by ruthenium (phosphine-oxazoline) complexes and in asymmetric hydrovinylation reactions.

Organophosphorus building block

As a phosphinous chloride, it readily reacts with organolithium, Grignard and amine nucleophiles, making it a general intermediate for fluorinated organophosphorus chemistry and catalyst development.

02 /Properties

Molecular weight	492.63
Empirical formula	C16H6ClF12P
Application	Reactant for synthesis of:• Chiral phosphine-aminophosphine ligands for rhodium-catalyzed asymmetric hydrogenation1• Ligands for palladium-catalyzed stereoselective allylation reactions2• Ligands for enantioselective hydrogenations3• Josiphos analog as catalyst for asymmetric hydrogenation4• Ligands used in asymmetric hydrovinylation reactions5Reactant for enantioselective hydrogenation reactions catalyzed by Ru-(phosphine-oxazoline) complexes6
Melting point	25-29 °C

03 /Safety & handling

GHS hazard pictogram: Flammable (GHS02) — Flammable

GHS hazard pictogram: Corrosive (GHS05) — Corrosive

Danger

Hazard statements

H261In contact with water releases flammable gas
H314Causes severe skin burns and eye damage

Precautionary statements

P231Handle under inert gas
P280Wear protective gloves, clothing and eye/face protection
P305IF IN EYES
P310Immediately call a POISON CENTER or doctor
P422

Protective equipment	Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
Transport (UN / ADR)	UN 3096 8/PG 2
Water hazard class (WGK, DE)	3
Hazard codes (EU)	C
Risk statements (R)	14-34
Safety statements (S)	26-36/37/39-45

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

04 /Identifiers & registry

CAS number

142421-57-6

MDL number

MFCD01630852

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 Bis(3,5-di(trifluoromethyl)phenyl)chlorophosphine used for?

It is used mainly as an electrophilic phosphinous chloride reagent to synthesise chiral phosphine and phosphine-aminophosphine ligands. Such ligands support rhodium-, palladium- and ruthenium-catalysed asymmetric reactions, including asymmetric hydrogenation, stereoselective allylation and hydrovinylation.

What is the CAS number and molecular formula of Bis(3,5-di(trifluoromethyl)phenyl)chlorophosphine?

The CAS number is 142421-57-6 and the empirical formula is C16H6ClF12P (Hill notation), with a molecular weight of 492.63 g/mol. Its MDL number is MFCD01630852, and the reported melting point is 25-29 degrees C.

What grade and purity does Tech Serve Solutions supply?

Tech Serve Solutions supplies this compound as a research/technical-grade reagent for synthesis and catalysis work. We do not represent it as USP, BP or EP pharmacopoeial grade. A current specification and certificate of analysis can be provided with each batch on request.

What are the safety and handling hazards?

It is classified Danger (GHS02, GHS05). It is flammable and in contact with water releases flammable gases (H261), and it causes severe skin burns and serious eye damage (H314). Handle under dry, inert conditions away from moisture and ignition sources, using eye and face protection, gloves and suitable respiratory protection.

How is Bis(3,5-di(trifluoromethyl)phenyl)chlorophosphine packed, shipped and exported?

It is packed in tightly sealed, moisture-excluding containers appropriate to the order size and labelled to GHS requirements. As a corrosive substance it is shipped as dangerous goods under UN 3096, Class 8, Packing Group II, with documentation prepared for compliant international export.

How do I request a sample or quote?

Contact Tech Serve Solutions with your required quantity, packaging and destination, and our team will respond with availability, lead time, specification and shipping details. Sample enquiries for evaluation are welcome where stock permits.