677-74-7

Basic information

• Product Name: Di-tert-butylphosphinic acidchloride
• Synonyms: Di-tert-butylchlorophosphine oxide;Di-tert-butylphosphinic acidchloride
• CAS NO: 677-74-7
• Molecular Formula: C₈H₁₈ClOP
• Molecular Weight: 196.65
• Mol File: 677-74-7.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Di-tert-butylphosphinic acidchloride(CAS DataBase Reference)
• NIST Chemistry Reference: Di-tert-butylphosphinic acidchloride(677-74-7)
• EPA Substance Registry System: Di-tert-butylphosphinic acidchloride(677-74-7)

Safety Data

• Hazardous Substances Data: 677-74-7(Hazardous Substances Data)

Upstream product

• 58309-95-8 O-ethyl di(tert-butyl)phosphinite 
• 75-84-3 2,2-dimethyl-propanol-1 
• 13716-10-4 di(tert-butyl)chlorophosphine 
• 507-20-0 tertiary butyl chloride 
• 166896-49-7 dichloro(triphenylmethyl)phosphane 
• 677-76-9 di-tert-butylphosphinic acid 
• 56-23-5 tetrachloromethane 
• 25979-07-1 tert-butyldichlorophosphine 

Downstream Products

• 112329-89-2 C₂₀H₃₈OP₂Si 

Relevant articles and documents

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Cleavage and Formation of P-C Bonds during an Unusual Kinnear-Perren Reaction

Treatment of triphenylmethyldichlorophosphine 1 with aluminium trichloride in the presence of tert-butyl chloride leads, after hydrolysis, with high selectivity to di-tert-butylphosphinic chloride 5. The reaction is suggested to proceed via a chlorophosphinidene intermediate which is trapped by the alkyl chloride.

POLYSULFONYLAMINE: TEIL LXXI. EIN MOLEKUEL MIT EINER LANGEN Si(sp3)-O-BINDUNG: SYNTHESE, STRUKTUR UND REAKTIVITAET VON N,N-DIMESYLAMIDOSCHWEFELSAEURETRIMETHYLSILYLESTER

The title compound (MeSO2)2N-SO2-O-SiMe3 (2; m.p. 57 deg C) is obtained by treating (MeSO2)2N-SiMe3 (3) with one equivalent of sulfur trioxide in CH2Cl2 at -20 deg C.The crystal structure of 2 (triclinic, space group P) was established by low-temperature X-ray diffraction.The most interesting feature of the molecular structure is the geometry of the S-O-Si sequence, displaying a very long Si(sp3)-O bond, a short S(sp3)-O bond and a large angle at oxygen (mean values for two independent molecules: Si-O 174.1, S-O 151.1 pm, S-O-Si 134.3 deg).The coordination at nitrogen is trigonal-planar (S-N-S 118.5-121.0 deg, S-N 170.5-173.1 pm). 2 is instantaneously hydrolyzed by excess water to form (MeSO2)2NH, sulfuric acid and (Me3Si)2O.In vacuo at 60 deg C, molten 2 will readily dissociate into its precursors 3 and SO3.It is shown that 2 may react either as an SO3 donor or as a sulfosilylating reagent.Reaction with Lewis bases such as Me3N, pyridine or R2PCl (R = tBu, Ph) proceeds with the formation of the corresponding complexes B*SO3; thermolysis of the isolable phosphane complexes affords the respective phosphane oxides R2(Cl)PO.Sulfosilylation of phenol, cyclohexene or 2,3-dimethyl-2-butene with 2 in CH2Cl2 gives the trimethylsilyl esters of 4-hydroxybenzenesulfonic, cyclohexene-3-sulfonic, or 2,3-dimethyl-1-butene-3-sulfonic acids, respectively.Key words: Trimethylsilyl N,N-dimesylamidosulfonate, synthesis, X-ray structure, long Si(sp3)-O bond, SO3 transfer, sulfosilylation.