79454-85-6

Basic information

• Product Name: [bis(trimethylsilyl)methylidene]phosphinous chloride
• CAS NO: 79454-85-6
• Molecular Formula: C₇H₁₈ClPSi₂
• Molecular Weight: 224.8156
• Mol File: 79454-85-6.mol

Chemical Properties

• CAS DataBase Reference: [bis(trimethylsilyl)methylidene]phosphinous chloride(CAS DataBase Reference)
• NIST Chemistry Reference: [bis(trimethylsilyl)methylidene]phosphinous chloride(79454-85-6)
• EPA Substance Registry System: [bis(trimethylsilyl)methylidene]phosphinous chloride(79454-85-6)

Safety Data

• Hazardous Substances Data: 79454-85-6(Hazardous Substances Data)

Upstream product

• 5926-35-2 chlorobis(trimethylsilyl)methane 
• 15951-41-4 bis(trimethylsilyl)dichloromethane 
• 118044-09-0 1-2,2,3-tris(trimethylsilyl)-λ³-phosphiran 
• 75-36-5 acetyl chloride 
• 102817-43-6 2--1,1-di-tert-butyldiphosphine 
• 75235-85-7 phosphonous dichloride 
• 125455-29-0 1-chloro-2-(diisopropylamino)-3,3-bis(trimethylsilyl)diphosphirane 
• 76505-20-9 bis(trimethylsilyl)methyldichlorophosphine 

Downstream Products

• 120587-91-9 3-o-Tolyl-5-trimethylsilanyl-[1,2,4]thiazaphosphole 
• 130690-81-2 (3R,4R)-4-Chloro-3-ethyl-3-phenyl-5,5-bis-trimethylsilanyl-4,5-dihydro-3H-[1,2,4]diazaphosphole 
• 130690-81-2 (3S,4R)-4-Chloro-3-ethyl-3-phenyl-5,5-bis-trimethylsilanyl-4,5-dihydro-3H-[1,2,4]diazaphosphole 
• 127375-89-7 C₂₆H₃₄P₂Si₂ 
• 124946-25-4 1,2-Dichloro-2-phenyl-3,3-bis-trimethylsilanyl-phosphirane 
• 120587-92-0 3-p-Tolyl-5-trimethylsilanyl-[1,2,4]thiazaphosphole 
• 102536-44-7 4,4-Diphenyl-1,1,3,3-tetrakis(trimethylsilyl)-2,4-diphospha-1-buten 
• 75192-38-0 ((trimethylsilyl)methylidyne)phosphine 
• 75-77-4 chloro-trimethyl-silane 
• 114032-12-1 2-(2,4,6-Tri-tert-butyl-phenyl)-4,4-bis-trimethylsilanyl-1,2,3-triphospha-bicyclo[1.1.0]butane 
• 125154-84-9 Bis(trimethylsilyl)methylenephosphine 
• 124946-27-6 1,2-Dichloro-2-phenoxy-3,3-bis-trimethylsilanyl-phosphirane 
• 84751-27-9 P-2,4,6-tris(tert-butyl)phenyl-P'-tris(trimethylsilyl)methyldiphosphene 
• 125154-93-0 5-(Diphenyl-phosphinoyl)-1,3-bis-trimethylsilanyl-1H-[1,2,4]diazaphosphole 

Relevant articles and documents

CYCLOADDITIONS OF DISUBSTITUTED DIAZO COMPOUNDS TO P-CHLORO(BISTRIMETHYLSILYL) METHYLENE PHOSPHINE.

Disubstituted diazo compounds rapidly add to P-chloro (bistrimethylsilyl) methylene phosphine at low temperature. 1H, 31P and 13C NMR allow the characterization of the resulting cycloadducts and the establisment of the stereochemistry of the resulting cycloadducts which are potential precursors of ?3λ5 bis methylene phosphorane by nitrogen extrusion.

Halogeno(silyl)phosphanes - Synthesis and Properties

Bis(trimethylsilyl)phosphanes 1a-d react with hexachloroethane to give chloro(trimethylsilyl)phosphanes 2a-d.The decomposition of these compounds to cyclophosphanes is found to be catalized by Lewis acids and bases.Nucleophilic substitution of the P-chloro function of 2c leads to the bromo- (9a), iodo- (9b) and azido derivative (10a).Methanolysis of 2a-d leads to the secondary chlorophosphanes 11a-d.Reaction of 2a-e with chloromethylenephosphane 12a results in the formation of 1-chlorodiphosphiranes 16a-e via a 1,2-diphospha-2-propene intermediate 14.The 1-bromo- (19a) and 1-iododiphosphirane 19b is accessible from 16c by exchange reaction with the corresponding halosilanes.The potential of halo(silyl)phosphanes as phosphanediyl transfer reagents was unhindered in the reaction of 2c with different substituted phosphaalkenes 28a-d to the corresponding diphosphiranes 29a-d.

Synthesis and Reactivity of a 1-Chloro-λ3-phosphirane

dichlorophosphane (1) reacts with chlorobis(trimethylsilyl)methyllithium (2) to give 1-chloro-λ3-phosphirane 6.Nucleophilic substitution of the chlorine atom of 6 leads to a variety of derivatives 9a-n.In the case of bis(trimethylsilyl)amine the reaction does not provide the aminophosphirane 15 but to the isomeric phosphaalkene 16.However, 15 is accessible by reaction of the methylenphosphane 17 with 2.With an excess of nucleophile 9 is cleaved to give the phosphide 13 and tris(trimethylsilyl)ethen (10).Phosphirane 9f dissociates thermically to give 10 and chloromethylenephosphane 20.Reaction of 6 with methylenetriphenylphosphorane and 1,8-diazabicycloundec-7-ene (DBU) leads to substitution with formation of 22, 23 while with trimethylsilyl azide the product is an azidophosphirane 24. 1-Chlorophosphirane 6 reacts with AlCl3 to give the phosphirane complex 27.The molecular structure of 27 as well as the NMR data of the phosphiranes are discussed. - Keywords: 1-Chloro-2,2,3-tris(trimethylsilyl)phosphirane/ Phosphirane derivatives

NEW PHOSPHAALKENES WITH ALKYLTHIO- AND FLUORENILIDENE GROUPS. SYNTHESIS, AND PROPERTIES

Synthesis and properties of new phosphaalkenes having different functional substituents at phosphorus and carbon atoms are discussed.

PHOSPHA-ALKENE DURCH THERMISCHE, BASEN- ODER METALL-INDUZIERTE ELIMINIERUNG

Thermal, base- and metal- induced 1,2-elimination reactions at P-halogen phosphanes of the type RP(Hal)-C(X)R1R2 were used for the preparation of phospha-alkenes with a new-type pattern of substitution at the (P=C)-double-bond.The different methods are discussed in more detail.