o-Phenylene phosphorochloridite

CAS 1641-40-3C6H4ClO2PCatalysis & Inorganic

o-Phenylene phosphorochloridite (CAS 1641-40-3), with the molecular formula C6H4ClO2P and a molecular weight of 174.52 g/mol, is a vital reagent in organic synthesis. It serves as a phosphorylation agent and finds application as a catalyst in the formation of complex organic structures like bakkane sesquiterpenes. Its reactivity profile allows for reversible and irreversible ligand substitutions, making it a versatile intermediate in advanced chemical research and development.

IUPAC: 2-Chloro-1,3,2-benzodioxaphosphole,o-Phenylene chlorophosphite,Chloro(1,2-phenylenedioxy)phosphine,Cyclic o-phenylene phosphorochloridite,Phosphorochloridous acid orthophenylene ester,Pyrocatechol phosphoryl chloride
Synonyms: 2-Chloro-1,3,2-benzodioxaphospholeo-Phenylene chlorophosphiteChloro(1,2-phenylenedioxy)phosphineCyclic o-phenylene phosphorochloriditePhosphorochloridous acid orthophenylene esterPyrocatechol phosphoryl chloride

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o-Phenylene phosphorochloridite (C6H4ClO2P) — chemical structure, CAS 1641-40-3; Chemistry, fine chemical supplied by Tech Serve Solutions

Chemical SynthesisPhosphine CompoundsPhosphorus Precursors

01 /Applications

Catalyst in Sesquiterpene Synthesis

This compound acts as a catalyst in the synthesis of bakkane sesquiterpenes, contributing to the efficient construction of complex natural product scaffolds.

Ligand Substitution Reactions

It participates in reversible halogen-halogen ligand substitution at room temperature and irreversible halogen-oxygen substitution at elevated temperatures, offering diverse reactivity pathways.

Preparation of Gold(I) Precatalysts

o-Phenylene phosphorochloridite is employed as a reactant in the preparation of gold(I) trimethoxybenzonitrile phosphine isolated precatalysts, crucial for various catalytic transformations.

Pyrrole Synthesis

It is utilised as a reactant for the preparation of pyrroles through a TMSOTf-catalyzed Arbuzov reaction, a key method for nitrogen heterocycle synthesis.

Phosphorylation Agent

As a phosphorylation agent, it facilitates the introduction of phosphorus-containing groups into organic molecules, essential for numerous synthetic strategies.

Vinyl-Substituted Phosphoranes and Phosphonates

This chemical is a reactant for the preparation of vinyl-substituted spirophosphoranes and vinylphosphonates via Markovnikov addition reactions.

02 /Properties

Molecular weight	174.52
Empirical formula	C6H4ClO2P
Assay	97%
Boiling point	80 °C/20 mmHg(lit.)
Density	1.466 g/mL at 25 °C(lit.)
Refractive index	n20/D 1.571(lit.)
Application	• Catalyst in synthesis of bakkane sesquiterpenes1• Reactant in reversible halogen-halogen ligand substitution at room temperature, and in irreversible halogen-O substitution at higher temperatures2• Reactant in preparation of gold(I) trimethoxybenzonitrile phosphine isolated precatalysts3• Reactant for preparation of pyrroles by TMSOTf-catalyzed Arbuzov reaction4• Phosphorylation agent5• Reactant for reparation of vinyl-substituted spirophosphoranes and vinylphosphonates via Markovnikov addition6
Melting point	30-35 °C(lit.)

03 /Safety & handling

GHS hazard pictogram: Corrosive (GHS05) — Corrosive

Danger

Hazard statements

H314Causes severe skin burns and eye damage

Precautionary statements

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

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
Flash point	110 °C / 230 °F
Transport (UN / ADR)	UN 3261 8 / PGII
Water hazard class (WGK, DE)	3
Hazard codes (EU)	C
Risk statements (R)	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

1641-40-3

MDL number

MFCD00005853

PubChem substance

24849564

Beilstein registry

135455

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 o-Phenylene phosphorochloridite used for?

o-Phenylene phosphorochloridite is used as a catalyst in the synthesis of bakkane sesquiterpenes, a reactant in reversible and irreversible ligand substitution reactions, in the preparation of gold(I) precatalysts, for the preparation of pyrroles via the Arbuzov reaction, as a phosphorylation agent, and for the reparation of vinyl-substituted spirophosphoranes and vinylphosphonates.

What are the CAS number and formula for o-Phenylene phosphorochloridite?

The CAS number for o-Phenylene phosphorochloridite is 1641-40-3, and its empirical formula is C6H4ClO2P.

What grade and purity does Tech Serve Solutions supply?

Tech Serve Solutions supplies o-Phenylene phosphorochloridite at a purity of 97%. We do not represent this product as USP, BP, EP, or any other pharmacopoeia grade.

How should o-Phenylene phosphorochloridite be handled safely?

o-Phenylene phosphorochloridite causes severe skin burns and eye damage (H314). It requires the use of eyeshields, faceshields, gloves, and appropriate respiratory protection, such as a full-face particle respirator type N100 (US) or type P3 (EN143) respirator cartridges. Handle in a well-ventilated area and seek immediate medical attention if exposure occurs.

Is o-Phenylene phosphorochloridite available for export?

Yes, Tech Serve Solutions is a specialist global supplier and exporter of fine chemicals, including o-Phenylene phosphorochloridite, and can accommodate export orders.