17154-12-0

Basic information

• Product Name: 3-METHYL-1-PHENYL-2-PHOSPHOLENE 1,1-DICHLORIDE, TECH., 85
• Synonyms: 3-METHYL-1-PHENYL-2-PHOSPHOLENE 1,1-DICHLORIDE, TECH., 85;3-METHYL-1-PHENYL-2-PHOSPHOLENE 1,1-DICHLORIDE, TECH., 85%
• CAS NO: 17154-12-0
• Molecular Formula: C₁₁H₁₃Cl₂P
• Molecular Weight: 247.100681
• Mol File: 17154-12-0.mol

Chemical Properties

• Melting Point: 125-129 °C (dec.)(lit.)
• Appearance: /
• CAS DataBase Reference: 3-METHYL-1-PHENYL-2-PHOSPHOLENE 1,1-DICHLORIDE, TECH., 85(CAS DataBase Reference)
• NIST Chemistry Reference: 3-METHYL-1-PHENYL-2-PHOSPHOLENE 1,1-DICHLORIDE, TECH., 85(17154-12-0)
• EPA Substance Registry System: 3-METHYL-1-PHENYL-2-PHOSPHOLENE 1,1-DICHLORIDE, TECH., 85(17154-12-0)

Safety Data

• Hazard Codes: C
• Statements: 14-34
• Safety Statements: 22-26-27-36/37/39-45
• RIDADR: UN 3261 8/PG 2
• WGK Germany: 3
• Hazardous Substances Data: 17154-12-0(Hazardous Substances Data)

Usage

Common uses

manufacturing of pharmaceutical and agrochemical products

Properties

high purity, clear, colorless liquid

Molecular weight

221.07

Stability

considered stable under normal conditions

Storage

should be stored in a cool, dry place away from sources of heat or ignition

Applications

commonly used in research and development activities

Intermediate

often employed in the synthesis of a variety of organic compounds.

Upstream product

• 7564-51-4 2,5-dihydro-3-methyl-1-phenyl-1H-phosphole 1-oxide 
• 644-97-3 Dichlorophenylphosphine 
• 78-79-5 isoprene 

Downstream Products

• 1050329-20-8 2,3-dibromo-3-methyl-1-phenylphospholane 1-oxide 
• 1291098-60-6 2,3-dibromo-3-methyl-1-(3-bromophenyl)phospholane 1-oxide 
• 1291098-56-0 3-methyl-1-(3-cyanophenyl)-2-phospholene 1-oxide 
• 1291098-55-9 3-methyl-1-(3-bromophenyl)-2-phospholene 1-oxide 
• 195317-27-2 3-methyl-1-(3-aminophenyl)-2-phospholene 1-oxide 
• 1291098-58-2 2,3-dibromo-3-methyl-1-(3-nitrophenyl)-phospholane 1-oxide 
• 1291098-59-3 2,3-dibromo-3-methyl-1-(3-cyanophenyl)phospholane 1-oxide 
• 707-61-9 3-Methyl-1-phenyl-2-phospholene 1-oxide 
• 91207-34-0 1-(3'-nitrophenyl)-3-methyl-2-phospholene 1-oxide 
• 179989-93-6 4-methyl-1-phenyl-2,3-dihydro-1H-phosphol-1-ane borane 

Relevant articles and documents

A novel preparation of chlorophospholenium chlorides and their application in the synthesis of phospholene boranes

A novel preparation of 1-chloro-3-methyl-3-phospholenium chlorides was developed by reacting 1-substituted-3-methyl-3-phospholene 1-oxides with oxalyl chloride. The obtained cyclic chlorophosphonium salts were reacted with LiBH4to afford the corresponding 1-substituted-3-methyl-3-phospholene boranes. The latter protocol involves a silane-free deoxygenation, and borane complex formation. In one instance, a 2-phospholene borane and the corresponding P-oxide were synthesized via rearrangement of the double bond in the cyclic chlorophosphonium salt. This double bond migration was investigated by quantum chemical calculations.

Synthesis of Some 1-aryl-2,3-dibromophospholanes as novel anti-cancer agents

Novel phosphorus heterocyclic compounds, 3-methyl-1-(3-bromophenyl as well as some 3-substituted phenyl)-2- phospholene 1-oxides (1d as well as 1b, 1c, and 1f), were synthesized from 1-phenyl-2-phospholene 1-oxide 1a via 3-methyl-1-(3-nitrophenyl)-2-phospholene 1-oxide (1b). 1-(4-Bromophenyl)-2- phospholene 1e was prepared by Grignard coupling reaction of 1-chloro-3-methyl-2-phospholene 1-oxide with 4-bromophenylmagnesium bromide. 2,3-Dibromo-3-methyl-1-arylphospholane 1-oxides (2a-2e) were prepared by the addition reaction of bromine to the C=C double bond of 2-phospholenes 1a-1e. The substituent effect of the phenyl group of the 1-aryl-phospho lanes 2 on the observed anti-proliferative effect against U937 leukemia cell lines evaluated by MTT in vitro methods showed that 2,3-dibromo-3-methyl-1-(4-bromophenyl) phospholane (2e) was the most active among 2. These novel dibromophosphorus heterocyclic derivatives exhibit much higher anti-cancer activity than Gleevec (molecular targeting chemotherapeutic agent) against U937 cells.