Phenylphosphine dichloride

Chemical Designations - Synonyms Phenyl Phosphonous Dichloride, Phenylphosphine Dichloride, Dichlorophenylphosphine Chemical Formula CjHjPClj. 

A peroxyphosphorus intermediate 79 or 80 generated from phenylphosphinic dichloride and superoxide at —4°C desulfurizes thioamides to amides in excellent yields (equation 106)2. ... 

Phenylhydrazine Hydrochloride Phenylhydrazinium Chloride Phenyl Hydroxide Phenylmethanol Phenylmethyl Alcohol Phenylmethyl Amine Phenylphosphine Dichloride Phenylphosphine Thiodichloride Phenylphosphonothioic Dichloride Phenyl Phosphonous Dichloride Phenylpropylene 1 -Phenyltetradecane 1-Phenylundecane Phosgene Phosphoric Acid Phosphoric Sulfide... 

Conversion of benzoic acids to trihalomethylbenzenes is a relatively laborious operation and requires special reagents, such as PC15 combined with phenylphosphinic dichloride PhP(0)Cl2880. A recent study proposed an alternative method via orthothioesters881. This route allows the transformation of aromatic carboxylic acids to the corresponding trifluoromethyl derivatives (equation 127). 

PHENDLPHENOL, SODIUM SALT see BGJ750 a-PHENYLPHEN YLACETONTTRILE see D X200 PHENYLPHOSPHINE see PF 250 PHENYLPHOSPHINE DICHLORIDE see DGE400 PHENYLPHOSPHONOTHIOIC ACID 0-(4-BROMO-2,5-BROMO-2,5-DICHLOROPHENYL) O-METHYL ESTER see LENOOO... 

We have reported a convenient method for the preparation of polyesters by direct polycondensation reaction of p-hydroxybenzoic acids using triphenyl phosphite or phenylphosphine dichloride in pyridine. However, the poly condensation of m-hydroxy-benzoic acid or of a combination of aromatic dicarboxylic acids and bisphenols gives polymers only in low yields34. ... 

Benzene Phosphorous Dichloride Phenyl Phosphorous Dichloride Phenylphosphine Dichloride Dichlorophnyl- Phosphine ... 

PHENYLPHOSPHINE DICHLORIDE (644-97-3) Reacts with water, steam, forming hydrochloric. Contact with acids or acid fumes produces highly toxic chloride fumes. Aqueous solution incompatible with sulfuric acid, alkalis, ammonia, aliphatic amines, alka-nolamines, alkylene oxides, amides, epichlorohydrin, organic anhydrides, isocyanates, vinyl acetate. Corrodes most metals in the presence of moisture except 316 stainless steel, nickel, and Hastelloy . 

Phenyl Hydroxide Phenylmethanol Phenylmethyl Alcohol Phenylmethyl Amine Phenylphosphine Dichloride... 

Benzene Phosphorous Dichloride — (i) Chemical Designations — Synonyms Phenyl Phosphonous Dichloride, Phenylphosphine Dichloride, Dichlorophenyl-phosphine Chemical Formula CsHjPClj (ii) Observable Characteristics — Physical State (as normally shipped) Liquid Color Colorless Odor Acrid and pungent (iii) Physical and Chemical Properties — Physical State at 15 C and I atm. Liquid Molecular Weight 179.0 Boiling Point at I atm. 430, 221, 494 Freezing Point -60, -51, 222 Critical Temperature Not pertinent Critical Pressure Not pertinent Specific Gravity 1.140 at 25 °C... 

Chemical Designations - Synonyms Benzenethiophosphonyl Chloride, Phenylphosphonothioic Dichloride, Phenylphosphine Thiodichloride Chemical Formula C jPSClj. 

P-31 NMR was a powerful tool in studies correlating the structure of tertiary-phosphine-rhodium chloride complexes with their behavior as olefin hydrogenation catalysts. Triphenylphosphine-rhodium complex hydrogenation catalyst species (1) were studied by Tolman et al. at du Pont and Company (2). They found that tris(triphenylphosphine)rhodium(I) chloride (A) dissociates to tri-phenylphosphine and a highly reactive intermediate (B). The latter is dimerized to tetrakis(triphenylphosphine)dirhodium(I) dichloride (C). 

A mixture of palladium dichloride (17.72 g., 0.10 mole), tri-phenylphosphine (131 g., 0.50 mole), and 1200 ml. of dimethyl sulfoxide is placed in a single-necked, 2-1., round-bottomed flask equipped with a magnetic stirring bar and a dual-outlet adapter (Note 1). A rubber septum and a vacuum-nitrogen... 

Treatment of (5 ,5)-bis(2-hydroxypropyl)phenylphosphine oxide with initially base followed by Cl(CH2)20(CH2)20Tf gave the dichloride intermediate, which with base and either catechol or tosyl amine in DMF and elevated (150 °C) temperatures generated the macrocyclic phosphane oxide 35 in 15% yield or the l-phospha-10-aza-18-crown-6-ether in 44% yield <06EJOC154>. 

PCIRuC.wH24. Ruthenium(II), chloro(T -hexamethylbenzene)hydrido(tri-phenylphosphine)-, 26 181 PCIiCiiHn, Phosphonous dichloride, (2,4,6-tri-tm-butylphenyl)-, 27 236 PCIjSiiCioHjT, Phosphonous dichloride, (tris(trimethylsilyl)methyl]-, 27 239 PCoC Hjo, Cobalt, (-ri -cyclopentadienyl)-(n -1, l -( 1,2-ethynediyl)bisbenzene]-(triphenylphosphine)-, 26 192 PCoCjiHm, Cobalt, (ii -cyclopentadienyl)-(2,3-dimethyl-1,4-diphenyl-l, 3-butadiene- 1,4-diy l)(tripheny Iphosphine)-, 26 195... 

Derivatives of Phosphonic Acids. A very noteworthy method for the production of arylpho iionic dichlorides starting from arene dichlorophosphines and phosphorus pentoxide leads, in the most prominent case, to phenylphosphonic dichloride. Hereby, according to Figure 11, the mixture of dichloro phenylphosphine and phosphorus pentoxide is chlorinated at 130-150 C (17). 

Eventually the phenylphosphonothionic dichloride derivative was found to have a large use as an intermediate for the new insecticide, EPN (A), by its inventor (9) and phenylphosphinic acid (B) was shown to be a good stabilizer against yellowing on heating for Nylon 6-6 by Nylon manufacturers (chart I) (70, 77). 

Benzene Phosphorous Thiodichloride Benzene- Phosphonyl Chloride Phenylosphonothioic Dichloride Phenylphosphine Thiochloride ... 

In fact, the Grignard reagent of 2-bromopyridine converted phenyl-phosphonous dichloride to bis(2-pyridyl)phenylphosphine (2) (140). An important step in the synthesis of 9-phenyl-9-phosphafluorene 9-oxide (4, R = H) involved reaction of the Grignard compound of 3 with phenylphosphonous dichloride (28,30). It was possible to effect... 

The early literature describes examples of elimination reactions of a rather forcing nature which have not been explored further. For example, the elimination of HCl from (2-chloroethyl)phosphonic dichloride occurs over BaCl2 at 330 and dechlorination of (l,2-dichloroethyl)phosphonic diesters occurs on heating with zinc dust. Dehydrochlorination of a (2-chloroalkyl)phosphonic acid occurs on simple pyrolysis but the preferred procedure consists in the treatment of the acid diester with Et3N in warm benzene, a procedure also used for analogous (2-chloroethyl)phosphinic esters ". The dehydro-halogenation of isopropyl (2-haloethyl)phenylphosphinate by a chiral tertiary amine, such as quinine, quinidine, 1 -phenylethylamine or A-methylephedrine, in a less than equivalent quantity, affords an enrichment of one enantiomer of the ethenylphenylphosphinic... 

Reference has also already been made (Chapter 2, Section A.7) to the reaction which takes place between cyclohexanone and PhPCl2, and through which (1-chlorocyclo-hexyl)phenylphosphinic acid was obtained as an illustration of this synthetic route to a (1-chloroalkyl)phosphinic acid. Mixtures of the same reactants which also contain water or an alcohol or a mixture of cyclohexanone, acetyl chloride and phenylphosphonous acid yield the isomeric (l-hydroxycyclohexyl)phenylphosphinic chloride 230 ". The same compound was also formed when a 1 1 mixture of phenylphosphonous dichloride and phenylphosphonous acid (phenylphosphinic acid) was allowed to interact with cyclohexanone, no addition occurring between the acid and the ketone in the absence of the PhPCl2. The formation of230 was therefore depicted as the addition of the cyclohexanone... 

An important feature of the utility of bis(trimethylsilyl) hypophosphite in synthesis consists in its capability to undergo addition reactions, and which has been exploited in several ways to provide phosphinic acids which possess carboxy groups these reactions are summarized in Scheme 40 (the structures indicated here represent the final products following the acidolytic removal of trimethylsilyl groups). An equimolar mixture of phenylphosphonous dichloride (PhPCl2) and phenylphosphonous acid (phenylphosphinic acid) behaves as the phosphinic chloride 434, and so adds across carbonyl activated carbon-carbon multiple bonds by virtue of the presence of the P—H bond propenoyl chloride thus affords the acid dichloride 435, which may be hydrolysed to 3-(hydroxyphenylphos-phinoyl)propanoic acid (436). ... 

Ferrocenes. A soln. of phenylphosphonous dichloride in n-heptane added drop-wise during 20 min. to a mixture of ferrocene, AIGI3, and n-heptane, then refluxed 20 hrs. under anhydrous conditions diferrocenylphenylphosphine. Y 67.1% and 8.2% as the oxide.—These are the first unsym. tert. phosphines prepared by a Friedel-Grafts process. Also ferrocenyldiphenylphosphine from di-phenylphosphinous chloride s. G. P. Sollott et al., J. Org. Chem. 28, 1090 (1963). 

CPhenyM-penlen-3-one Phenylphosphine Phenylphosphinic acid Phenylptosphonicadd Phenylpliosplionicdicliloride Phenylphosphonothioic dichloride... 

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