36042-94-1

Usage

Uses

Used in Organic Synthesis:
DI-O-TOLYLCHLOROPHOSPHINE is used as a reagent for the synthesis of various organic compounds. Its phosphorus-chlorine bond and o-tolyl groups make it a valuable building block in the creation of complex organic molecules.
Used in Pharmaceutical Industry:
DI-O-TOLYLCHLOROPHOSPHINE is used as an intermediate in the development of pharmaceutical products. Its unique chemical properties allow it to be a key component in the synthesis of new drugs and medications.
Used in Agrochemicals:
DI-O-TOLYLCHLOROPHOSPHINE is used as a precursor in the production of agrochemicals, such as pesticides and fertilizers. Its role in these applications is to provide the necessary chemical structure for the active ingredients to be effective.
Used in Dye Stuff:
DI-O-TOLYLCHLOROPHOSPHINE is used as a starting material in the synthesis of dyes and pigments. Its chemical properties enable the creation of a wide range of colors and shades, making it an essential component in the dye industry.

Purification Methods

It is purified by fractional distillation in a vacuum (b 179-183o/7mm, 253-257o/15mm,) and the distillate solidifies (m 36o, also reported is m 37o). [Weinberg J Org chem. 40 3586 1975, McEwen et al. J Am Chem Soc 100 7304 1978, Beilstein 16 H 769, 16 IV 970 for chlorodi(p-tolyl)phosphine.]

InChI:InChI=1/C14H14ClP/c1-11-7-3-5-9-13(11)16(15)14-10-6-4-8-12(14)2/h3-10H,1-2H3

Upstream product

• 33872-80-9 o-tolyl magnesium chloride 
• 30309-80-9 di-o-tolylphosphine oxide 
• 95-46-5 2-methylphenyl bromide 
• 6163-58-2 tris-(o-tolyl)phosphine 
• 1069-08-5 diethylphosphoramidous dichloride 
• 932-31-0 ortho-tolylmagnesium bromide 
• 904915-44-2 N-ethyl-N-(di-o-tolylphosphino)ethanamine 
• 95-49-8 2-methylchlorobenzene 

Downstream Products

• 35713-30-5 o-Anisyl-bis-(o-tolyl)-phosphin 
• 205497-64-9 bis[2-(bis(2-methylphenyl)phosphino)phenyl]ether 
• 29949-64-2 di(o-tolyl)phosphine 
• 207905-27-9 di-o-tolyl-(2-trifluoromethyl-phenyl)-phosphane 
• 256440-05-8 ((2-(Me)C₆H₄)2PN(Me)P(2-C₆H₄(Me))2 
• 321155-26-4 2-(di-o-tolylphosphino)benzaldehyde ethylene acetal 
• 590418-91-0 2,4-di-tert-butyl-6-[(di-o-tolyl-phosphanyl)-methyl]-pyridine 
• 666712-46-5 1-(di-o-tolyl-phosphinothioyl)-pyrrolidine-2-carboxylic acid benzyl ester 
• 803712-92-7 (C₆H₄CH₃)2POCHCH₂C(CH₃)2CH₂(COC(C₆H₅)NC) 
• 80058-11-3 Methylenbis 
• 207905-22-4 (2-tert-butyl-phenyl)-di-o-tolyl-phosphane 
• 1485-82-1 (2-MeC₆H₄)2MeP 
• 924908-01-0 1-bromo-2-bis(2-methylphenyl)phosphinobenzene 

Relevant academic research and scientific papers

SYNTHESIS AND PHYSICAL PROPERTIES OF CHLORODI(o-TOLYL)PHOSPHINE, LITHIUM DI(o-TOLYL)PHOSHIDE AND THE DIPHOSPHINE SERIES (o-TOLYL)2P(CH2)NP(o-TOYLYL) (n =1-4, 6,8)

The starting material chlorodi(o-tolyl)phosphine has been prepared by the reaction of phosphorus trichloride and the Grignard of o-chlorotoluene.The intermediate lithium di(o-tolyl)phosphide was obtained by the direct reaction of lithium metal and chlorod

Method for preparing diarylphosphoryl chloride compound

The invention discloses a method for preparing a diarylphosphochlorine compound and belongs to the field of organic synthesis. The method is as follows: the diarylphosphochlorine compound is preparedby reaction of triarylphosphine as a starting material with phosphorus trichloride in the presence of zinc trifluoromethanesulfonate as a catalyst and distillation. Compared with the prior art, the method has the advantages of high reaction yield and simple post-treatment, is particularly suitable for preparation of the diarylphosphochlorine compound with a substituent, and is more suitable for industrial production. The obtained diarylphosphochlorine compound can be used as a ligand for synthesizing metal catalysts, and is applied to the fields such as organic photoelectric materials and medicines.

Palladium-Catalyzed Cascade C?O Cleavage and C?H Alkenylation of Phosphinyl Allenes: An Expeditious Approach to 3-Alkenyl Benzo[b]phosphole Oxides

A phosphine oxide-directed intramolecular cyclization of phosphinyl allenes is established for the first time. The palladium-catalyzed intramolecular cyclization provides an unprecedented cascade C?O cleavage and direct C?H alkenylation toward novel 3-alk

Diastereoselective desymmetrization of diarylphosphinous acid-borane amides under Birch reduction

Treatment of diarylphosphinous acid-borane amides possessing chiral amido functionality with an alkali metal solution in liquid ammonia induced a preferential dearomatization of one aryl substituent at phosphorus leading to the formation of non-equimolar amounts of diastereomers. Diastereoselectivity of dearomatization depends strongly on the structure of a chiral auxiliary.

TETRAMERISATION OF ETHYLENE

A process for the tetramerisation of ethylene includes contacting ethylene with a catalyst under ethylene oligomerisation conditions. The catalyst comprises a source of chromium, a ligating compound, and an activator. The ligating compound includes a phosphine that forms part of a cyclic structure.

Palladium-catalyzed allylic alkylation of carboxylic acid derivatives: N-acyloxazolinones as ester enolate equivalents

Triple A: A general asymmetric allylic alkylation of ester enolate equivalents at the carboxylic acid oxidation state is reported. N-Acylbenzoxazolinone-derived enol carbonates were synthesized and employed in the palladium-catalyzed alkylation reaction. The imide products were readily converted into a series of carboxylic acid derivatives without loss of enantiopurity.

Ligand effects in chromium diphosphine catalysed olefin co-trimerisation and diene trimerisation

A series of symmetric and unsymmetric N,N-bis(diarylphosphino)amine ('PNP') ligands (Ar2PN(R)PNAr′2: R = Me, Ar2 = o-anisyl, Ar′2 = Ph, 1, R = Me, Ar2 = o-tolyl, Ar′2 = Ph, 2, R = Me, Ar2 = Ph(o-ethyl), Ar′2 = Ph, 3, R = Me, Ar2 = Ar′2 = o-anisyl, 4, R = iPr, Ar2 = Ar′2 = Ph, 5) and symmetric N,N′-bis(diarylphosphino)dimethylhydrazine ('PNNP') ligands (Ar2PN(Me)N(Me)PAr2: Ar2 = o-tolyl, 6, Ar 2 = o-anisyl, 7) have been synthesised. Catalytic screening for ethene/styrene co-trimerisation and isoprene trimerisation was performed via the in situ complexation to [CrCl3(THF)3] followed by activation with methylaluminoxane (MAO). PNNP catalytic systems showed a significant increase in activity and selectivity over previously reported PNP systems in isoprene trimerisation. Comparing the symmetric and unsymmetric variants in ethene and styrene co-trimerisation resulted in a switch in selectivity, an unsymmetric catalytic (o-anisyl)2PN(Me)PPh 2 (1) ligand system affording unique incorporation of two styrenic monomers into the co-trimer product distribution differing from the familiar two ethene and one styrene ω-substituted alkenes. Complexes of the type [(diphosphine)Cr(CO)4] 8-11 were also synthesised, the single-crystal X-ray diffraction of which are reported. We propose the mechanisms of these catalytic transformations and an insight into the effect of the ligand series on the chromacyclic catalytic intermediates. The Royal Society of Chemistry.

Development of efficient and reusable diarylphosphinopolystyrene-supported palladium catalysts for C-C bond forming cross-coupling reactions

Short and versatile syntheses of reusable diarylphosphinopolystyrene- supported palladium catalysts 3a-j are described. The bis(o-tolyl)phosphino catalyst 3b is particularly efficient for the Suzuki and Sonogashira cross-couplings, whereas the bis(m-tolyl)phosphino catalyst 3c is the most active catalyst for Heck reactions. The couplings are performed under non-anhydrous reaction conditions and require only low amounts of supported palladium (0.5 mequivs. for Suzuki-Miyaura, 1.0 mequiv. for Sonogashira and 0.5 mequivs. for Heck reactions could be sufficient). Catalysts 3a-j are recovered by filtration and can be reused more than four times with no loss of efficiency.

POLYMERISATION PROCESS CATALYSED BY A BIDENTATE BISPHOSPHINE-GROUP VIII METAL COMPLEX

A process for the polymerization and copolymerization of olefins is disclosed, comprising contacting the monomeric olefin under polymerization conditions with a polymerization catalyst or catalyst system which comprises (a) a source of a Group VIII metal; (b) a bidentate phosphine ligand having the formula (R1)(R1)P-X-P(R1)(R1), where each R1 is independently selected from a phenyl group or a substitued phenyl group with the proviso that at least one of the R1 groups is a phenyl group having at least one ortho substituent, and X is a bridging group of the structure -[N]x-[P]y-[N]- where x and y are independently 0 or 1, or -C(R4)2- where R4 may be the same or different and is hydrogen or a monovavlent hydrocarbyl, substituted hydrocarbyl or hetero-hydrocarbyl group; and optionally (c) a promoter.

Assembly of hydrophobic shells and shields around lanthanides

Luminescent lanthanide complexes have been developed, based on the assembly of bulky ligands around the lanthanide ion, to provide shell-type protection of the ion from coordinated solvent molecules. Aryl-functionalised imidodiphosphinate ligands (tpip an