2526-64-9

Basic information

• Product Name: DICHLOROTRIPHENYLPHOSPHORANE
• Synonyms: DICHLORO TRIPHENYL PHOSPHINE;DICHLOROTRIPHENYLPHOSPHORANE;TRIPHENYLPHOSPHINE DICHLORIDE;Triphenyldichlorophosphorane;Triphenyldichlorophosphorus(V);Dichlorotriphenylphosphorane,Triphenylphosphine dichloride;Dichlorotriphenylphosphorane 95%
• CAS NO: 2526-64-9
• Molecular Formula: C₁₈H₁₅Cl₂P
• Molecular Weight: 333.19
• EINECS: 1308068-626-2
• Product Categories: Building Blocks;Chemical Synthesis;Organic Building Blocks;Phosphorus Compounds;Phosphorus Halides
• Mol File: 2526-64-9.mol
• Article Data: 38

Chemical Properties

• Melting Point: 85 °C (dec.)(lit.)
• Flash Point: 68 °F
• Appearance: /
• Water Solubility: Reacts with water.
• Sensitive: Moisture Sensitive
• CAS DataBase Reference: DICHLOROTRIPHENYLPHOSPHORANE(CAS DataBase Reference)
• NIST Chemistry Reference: DICHLOROTRIPHENYLPHOSPHORANE(2526-64-9)
• EPA Substance Registry System: DICHLOROTRIPHENYLPHOSPHORANE(2526-64-9)

Safety Data

• Hazard Codes: F,T
• Statements: 45-11-34
• Safety Statements: 53-26-36/37/39-45-16
• RIDADR: UN 2925 4.1/PG 2
• WGK Germany: 3
• HazardClass: 8
• PackingGroup: II
• Hazardous Substances Data: 2526-64-9(Hazardous Substances Data)

Usage

Uses

Dichlorotriphenylphosphorane may be used in the synthesis of the following:tertiary benzanilide derivativesN-phosphodipeptidesdialkyl phosphorochloridites based on the reaction of trialkyl phosphitesnaphthalene ring-based calix[3]amide, via reaction with 6-amino-2-naphthoic acidC2v-symmetrical cyclic tetramers of aromatic amides

General Description

Dichlorotriphenylphosphorane (Triphenylphosphine dichloride, PPh3Cl2) is a phosphorous halide. Stability and reactivity of dichlorotriphenylphosphorane have been studied by solid state 31P NMR spectroscopy. It participates in the conversion of carboxylic esters to acid halides and mechanism of this cleavage has been investigated. Modified method has been proposed in which dichlorotriphenylphosphorane participates in the synthesis of tertiary amides.

InChI:InChI=1/C18H15Cl2P/c19-21(20,16-10-4-1-5-11-16,17-12-6-2-7-13-17)18-14-8-3-9-15-18/h1-15H

Upstream product

• 56-23-5 tetrachloromethane 
• 603-35-0 triphenylphosphine 
• 2648-51-3 3,3-dichloroacrolein 
• 1652-80-8 2,2-dichloro-1,1,1,3,3,3-hexafluoro-propane 
• 5344-23-0 diethoxyacetaldehyde 
• 53394-32-4 2-chloro-3-methyl-butanal 
• 75-69-4 trichlorofluoromethane 
• 10025-85-1 nitrogen trichloride 
• 14243-64-2 (triphenylphosphine)gold(I) chloride 
• 791-28-6 Triphenylphosphine oxide 
• 3878-44-2 Triphenylphosphine selenide 
• 27563-05-9 triphenylphosphine-iodine complex 
• 81324-89-2 methoxytriphenylphosphonium trifluoromethanesulfonate 
• 5758-24-7 bromotriphenylphosphonium bromide 

Downstream Products

• 98-87-3 benzylidene dichloride 
• 31641-65-3 N-p-chlorophenyltriphenylphosphinimine 
• 116283-08-0 4-triphenylphosphoranylidenamino-benzenesulfonic acid triphenylphosphoranylidenamide 
• 38527-33-2 ethyl 4-[(triphenyl-λ⁵-phosphanylidene)amino]benzoate 
• 6396-07-2 triphenylphosphine diiodide 
• 17663-89-7 diphenoxytriphenylphosphorane 
• 603-35-0 triphenylphosphine 
• 17154-27-7 S-benzothiazol-2-yl-N-(triphenyl-λ⁵-phosphanylidene)-thiohydroxylamine 
• 4341-76-8 Ethyl 2-butynoate 
• 1474-92-6 ethyl 3-oxo-2-(triphenylphosphoranylidene)butyrate 
• 17437-50-2 N-(trichloroacetyl)triphenylphospha-λ⁵-azene 
• 24600-09-7 C₂₇H₂₅Cl₃NO₄P 
• 24604-19-1 C₂₃H₁₅Cl₃N₃P 
• 22412-38-0 chlorotriphenylphosphonium hexachlorophosphate 

Relevant articles and documents

Studies on the structure behavior of triphenyldichlorophosphorane in different solvents

Triphenyldichlorophosporane, which was prepared according to Appel reaction, was an efficient reagent for alkyl halide synthesis by virtue of having two replaceable groups on "pentavalent" phosphorus. The reaction of triphenylphosphine with hexachloroethane was investigated in different solvents and 31P NMR traced the processes of these reactions. As results, it was found that there was similar high coordinated phosphorus species formed in aromatic solvents and in ring ether type solvents, which had large 1JP-C (about 140 Hz) according to 13C NMR experiments. It is indicated that, for some solvent such as benzene or dioxane, solvent molecules might be locked in the high coordinated phosphorus compounds, which in turn would affect the triphenyl groups situated at the equatorial position.

Structural dependence of the reagent Ph3PCl2 on the nature of the solvent, both in the solid state and in solution; X-ray crystal structure of trigonal bipyramidal Ph3PCl2, the first structurally characterised five-coordinate R3PCl2 compound

The very delicate structural balance of Ph3PCl2 when prepared in diethyl ether solution is illustrated by its X-ray crystallographic study; unlike the ionic species, [Ph3PCl+...Cl-... +ClPPh3]Cl, which prevails in dichloromethane solution, the non-solvated molecular species Ph3PCl2 is formed in diethyl ether which is the first example of a trigonal bipyramidal R3PCl2 compound to be structurally characterised, and this may have an effect on the chlorinating ability of the reagent.

A practical one-pot transformation of triphenylphosphine oxide to triphenylphosphine by reduction of in situ generated triphenylphosphine dichloride

One-pot transformation of triphenylphosphine oxide to triphenylphosphine was achieved by the reaction of triphenylphosphine oxide with oxalyl chloride, which led to the formation of triphenylphosphine dichloride, and subsequent reduction of triphenylphosphine dichloride with a combination of aluminum-catalytic metal salt.

Chlorination of Phosphane Selenides

Chlorination of the phosphane selenide iPrtBu2PSe with PhICl2 leads to the compound iPrtBu2PSe2Cl2, which contains a P-Se-SeCl2 moiety and is formally a phosphane selenide complex of selenium dichloride. Two polymorphs of the product were identified by X-ray structure analysis. The analogous reaction with tBu3PSe gave an oil, presumably tBu3PSe2Cl2, from which small quantities of tBu3PSe3Cl2 were obtained and characterized by X-ray structure analysis.

2-AMINO-N-(AMINO-OXO-ARYL-LAMBDA6-SULFANYLIDENE)ACETAMIDE COMPOUNDS AND THEIR THERAPEUTIC USE

The present invention pertains generally to the field of therapeutic compounds. More specifically the present invention pertains to certain 2-amino-N-(amino-oxo-aryl-λ6- sulfanylidene)acetamide compounds (referred to herein as ANASIA compounds) that, inter alia, inhibit (e.g., selectively inhibit) bacterial aminoacyl-tRNA synthetase (aaRS) (e.g., bacterial leucyl-tRNA synthetase, LeuRS). The present invention also pertains to pharmaceutical compositions comprising such compounds, and the use of such compounds and compositions, both in vitro and in vivo, to inhibit (e.g., selectively inhibit) bacterial aminoacyl-tRNA synthetase; to treat disorders that are ameliorated by the inhibition (e.g., selective inhibition) of bacterial aminoacyl-tRNA synthetase; to treat bacterial infections; etc.

Pyrrolopyridinone derivative, preparation method thereof and application of pyrrolopyridinone derivative in medicine

The invention relates to a pyrrolopyridinone derivative and a preparation method thereof and an application of the pyrrolopyridinone derivative in a medicine. Concretely, the invention relates to thepyrrolopyridinone derivative shown as a general formula (I) and the preparation method thereof and its medicinal salt, and the application of the compounds used as therapeutic agents, in particular asbromodomain protein inhibitors, wherein the definition of each substituent in the general formula (I) is the same as defined in the specification.