110907-85-2

Basic information

• Product Name: 5,5-dimethyl-2-[(trimethylsilyl)oxy]-1,3,2-dioxaphosphinane
• Synonyms: 5,5-Dimethyl-2-[(trimethylsilyl)oxy]-1,3,2-dioxaphosphinane
• CAS NO: 110907-85-2
• Molecular Formula: C₈H₁₉O₃PSi
• Molecular Weight: 222.2939
• Mol File: 110907-85-2.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 193.16°C at 760 mmHg
• Flash Point: 70.621°C
• Vapor Pressure: 0.657mmHg at 25°C
• CAS DataBase Reference: 5,5-dimethyl-2-[(trimethylsilyl)oxy]-1,3,2-dioxaphosphinane(CAS DataBase Reference)
• NIST Chemistry Reference: 5,5-dimethyl-2-[(trimethylsilyl)oxy]-1,3,2-dioxaphosphinane(110907-85-2)
• EPA Substance Registry System: 5,5-dimethyl-2-[(trimethylsilyl)oxy]-1,3,2-dioxaphosphinane(110907-85-2)

Safety Data

• Hazardous Substances Data: 110907-85-2(Hazardous Substances Data)

Upstream product

• 75-77-4 chloro-trimethyl-silane 
• 4090-60-2 5,5-dimethyl-1,3-dioxaphosphorinan-2-oxide 
• 2553-49-3 2-Hydroxy-5,5-dimethyl-1,3,2-dioxaphosphorinane 
• 999-97-3 1,1,1,3,3,3-hexamethyl-disilazane 

Downstream Products

• 111011-80-4 2-acetonyl-5,5-dimethyl-2-oxo-1,3,2-dioxaphosphorinane 
• 116944-17-3 5,5-dimethyl-2-oxo-2-(2-propenyloxy)-1,3,2-dioxaphosphorinane 
• 122748-70-3 2-((E)-1,2-Diphenyl-2-trimethylsilanyloxy-vinyloxy)-5,5-dimethyl-[1,3,2]dioxaphosphinane 2-oxide 

Relevant articles and documents

Direct synthesis of α-substituted phosphonates

The α-substituted phosphonates (OCH2CMe2CH2O)P(O)CH(X)(Ar) [X=Cl, OMe, NMe2 and OSiMe3], useful precursors for Horner-Wadsworth-Emmons reactions, are readily prepared by treating (OCH2CMe2CH2O)PX with an aromatic aldehyde. In the reaction of (OCH2CMe2CH2O)PCl with furfuraldehyde and cinnamaldehyde, the 5-chlorofurfurylphosphonate (OCH2CMe2CH2O)P(O)CH2 (5-Cl-C4H2O) and the γ-chlorophosphonate (OCH2CMe2CH2O)P(O)CH=CH-CH(Cl)Ph, respectively, are formed in good yields.

Reaction of Cyclic Silyl Phosphites with Haloacetones

The reaction of cyclic silyl phosphites (2) with haloacetones (3) was investigated.When oxirane compounds were used as scavengers of trimethylsilyl halides, cyclic acetonylphosphonates (4) were obtained directly.Treatment of 2-trimethylsilyloxy-1,3,2-dioxaphosphorinane (2a) with bromoacetone (3b) or iodoacetone (3c) in propylene oxide gave 4a in 24 percent and 41 percent yields, respectively.With cyclohexane oxide, the reaction of 2a with 3c in MeCN at reflux gave 4a in 50 percent yield.Treatment of 5,5-dimethyl-2-trimethylsilyloxy-1,3,2-dioxaphosphorinane (2b) with 3c in the same manner gave 4b in 43 percent yield.Keywords - cyclic silyl phosphite; haloacetone; cyclic acetonylphosphonate; enolphosphate; Arbuzov reaction; Perkow reaction; carbonyl adduct; trimethylsilyl halide scavenger