104629-24-5

Basic information

• Product Name: 1-chloro-3-methyl-1-phenylphosphol-3-enium chloride
• Synonyms: 1-chloro-3-methyl-1-phenylphosphol-3-enium chloride
• CAS NO: 104629-24-5
• Molecular Weight: 247.104
• Mol File: 104629-24-5.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 1-chloro-3-methyl-1-phenylphosphol-3-enium chloride(CAS DataBase Reference)
• NIST Chemistry Reference: 1-chloro-3-methyl-1-phenylphosphol-3-enium chloride(104629-24-5)
• EPA Substance Registry System: 1-chloro-3-methyl-1-phenylphosphol-3-enium chloride(104629-24-5)

Safety Data

• Hazardous Substances Data: 104629-24-5(Hazardous Substances Data)

Upstream product

• 30540-42-2 3-methyl-1-phenylphosphole 
• 7564-51-4 2,5-dihydro-3-methyl-1-phenyl-1H-phosphole 1-oxide 
• 104629-25-6 3-Methyl-1-phenyl-1H-phosphole; compound with trifluoro-methanesulfonic acid 
• 104629-22-3 3-Methyl-1-phenyl-1H-phosphole; hydrochloride 

Downstream Products

• 707-61-9 3-Methyl-1-phenyl-2-phospholene 1-oxide 
• 17786-49-1 1-chloro-4-methyl-1-phenyl-2,3-dihydro-1H-phosphol-1-ium chloride 
• 7564-51-4 2,5-dihydro-3-methyl-1-phenyl-1H-phosphole 1-oxide 

Relevant articles and documents

Preparation of 2-phospholene oxides by the isomerization of 3-phospholene oxides

A series of 1-substituted-3-methyl-2-phospholene oxides was prepared from the corresponding 3-phospholene oxides by double bond rearrangement. The 2-phospholene oxides could be obtained by heating the 3-phospholene oxides in methanesulfonic acid, or via the formation of cyclic chlorophosphonium salts. Whereas mixtures of the 2- and 3-phospholene oxides formed, when the isomerization of 3-phospholene oxides was attempted under thermal conditions, or in the presence of a base. The mechanisms of the various double bond migration pathways were elucidated by quantum chemical calculations.

REACTION OF PHOSPHOLES WITH ACIDS; PROTON SHIFTS IN 1H-λ5-PHOSPHOLES

Addition to phospholes of gaseous HCl at -90 deg C or of an excess of trifluoromethanesulphonic acid at -70 deg C, results in P-protonation.The triflate solutions are stable up to room temperature, but the 1H-phospholium chlorides form PV adducts at -70 deg C, which rapidly rearrange by a sigmatropic H-shift.The observed product is a 1-chloro-2,5-dihydrophospholium chloride.Addition of a chloride ion source to the triflates produces the same result.Unprotonated 3,4-dimethyl-1-phenyl phosphole was found to react at a double bond of its 1H-phospholium ion, forming a crystalline 1,3'-biphospholium dimer.