59609-05-1

Usage

Appearance

Colorless liquid

Odor

Slightly fruity

Uses

+ Radical initiator in polymerization reactions
+ Cross-linking agent in silicone rubber and plastics production
+ Reagent for functionalization of organic compounds in organic synthesis

Safety precautions

Strong oxidizing agent, may cause skin and eye irritation

Upstream product

• 126-30-7 2,2-Dimethyl-1,3-propanediol 
• 21458-74-2 1-fluoro-4,4-dimethyl-1-phospha-2,6-dioxacyclohexane 
• 2428-06-0 2-chloro-5,5-dimethyl-[1,3,2]dioxaphosphinane 
• 77-85-0 2-(hydroxymethyl)-2-methylpropane-1,3-diol 
• 109-89-7 diethylamine 

Downstream Products

• 53323-82-3 ((CH₃)2C(CH₂OP(OCH₂)2C(CH₃)2)2)Ni(P(C₆H₁₁-cyclo)3)2 

Relevant academic research and scientific papers

Interaction of 2-diethylamino-5,5-dimethyl-1,3,2-dioxaphosphorinane with ortho-hydroxyphenols

The interaction of 2-diethylamido-5,5-dimethyl-1,3,2-dioxaphosphorinane with pyrocatechol, pyrogallol or pyrogallolarene results in the formation of 1,3-bis(5',5'-dimethyl-1',3',2'-dioxaphosphorinanoxy)-2,2-dimethylpropane; in the case of pyrogallolarene, the second product is a hemicarceplex whose calixarene cups are linked by two phosphoneopentylene bridges.

NOVEL HIGH-YIELD TRANSESTERIFICATION AND TRANSAMINATION ROUTES TO P(OCH2)3CCH3 AND P3CCH3, RESPECTIVELY

High yields (93-96percent) in a one-step syntheses of CH3C(CH2OP(o-O2C6H4))3 (3), (4) and (5) are reported.Compounds 4 and 5 at 100-110o give P(OCH2)3CCH3 (2) and P(N(CH3)CH2)3CCH3 (7) in 97 and 96percent yield, respectively, plus the diphosphite (CH3)2C(CH2O)2POCH2C(CH3)2CH2OP(OCH2)2C(CH3)2 (8).Compound 8 was also characterized as its dithiophosphate derivative.Experiments designed to synthesize the adamantane-like P(OCH)3(CH2)3 (9) and P(CH2O)3P (10) in an analogous manner met with only partial success.The tris-phosphate analogue of 4 was also synthesized but it did not thermolyze to OP(OCH2)3CCH3 under the conditions used for 4 and 5 even after prolonged heating.

EVIDENCE IN SUPPORT OF TETRAOXASPIROPHOSPHORANE INTERMEDIATES WITH A SIX-MEMBERED RING AND A P-H BOND IN INTRAMOLECULAR TRANSESTERIFICATION REACTIONS

Preparation of tetraoxaspirophosphorane 5 via two possible routes, starting from the isomeric P(V) precursors 10 and 11 results in identical 31P NMR spectra indicative of various P(III) compounds.By analysis of the products and application of low-temperature 31P NMR techniques it is shown that the phosphorane 5 is involved as an intermediate in the intramolecular transesterification 10 ->//- 28 which rules out spirophosphorane 7.These results are rationalized on the basis of orientation effects and Pearson's HASB theory.