Home > Name List By 4 > 4,4,5,5-tetramethyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3, 2-dioxaborolane

CAS No 73183-34-3 , 4,4,5,5-tetramethyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3,
2-dioxaborolane

  • Name: 4,4,5,5-tetramethyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3,
    2-dioxaborolane
  • Synonyms: 73183-34-3; bis(pinacolato)diborane; Bis(2,2,3,3-tetramethyl-2,3-butanedionato)diboron;4,4,5,5-tetramethyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3,
    2-dioxaborolane;
  • CAS Registry Number:
  • Melting Point: 135-140 ºC
  • Flash Point: 88.4 ºC
  • Boiling Point: 222.6 ºC at 760 mmHg
  • Density: 0.97 g/cm3
  • Refractive index: 1.432
  • Safety Statements: R36/37/38
  • Hazard Symbols: Xi: Irritant;
  • Flash Point: 88.4 ºC
  • Molecular Weight: 253.93856
  • InchiKey: IPWKHHSGDUIRAH-UHFFFAOYSA-N
  • InChI: InChI=1S/C12H24B2O4/c1-9(2)10(3,4)16-13(15-9)14-17-11(5,6)12(7,
    8)18-14/h1-8H3
  • Risk Statements: S26;S37/39
  • Molecular Formula: C12H24B2O4
  • Molecular Structure:CAS No:73183-34-3 4,4,5,5-tetramethyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3,<br />2-dioxaborolane

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References of 4,4,5,5-tetramethyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3,
2-dioxaborolane
Title: Bis(pinacolato)diborane
CAS Registry Number: 73183-34-3
CAS Name: 4,4,4￠,4￠,5,5,5￠,5￠-Octamethyl-2,2￠-bi-1,3,2-dioxaborolane
Synonyms: Miyaura's reagent; pinacol diborane; 4,4,5,5-tetramethyl-1,3,2-dioxaborolan-1-yl-4￠,4￠,5￠,5￠-tetramethyl-1￠,3￠,2￠-dioxaborolan; B2pin2
Molecular Formula: C12H24B2O4
Molecular Weight: 253.94
Percent Composition: C 56.76%, H 9.53%, B 8.51%, O 25.20%
Literature References: Boron source for organic syntheses. Prepn and crystal structure: H. N?th, Z. Naturforsch. 39b, 1463 (1984). Synthesis: T. Ishiyama et al., Org. Synth. 77, 176 (2000). NMR spectroscopic data: W. Biffar et al., Ber. 113, 333 (1980). First use as boron source in Pt-catalyzed diboration of alkynes: T. Ishiyama et al., J. Am. Chem. Soc. 115, 11018 (1993). Stereospecific synthesis via cross coupling with aromatic amine: C. Malan, C. Morin, J. Org. Chem. 63, 8019 (1998). Rh-catalyzed activation of the C-H bond: Y. Kondo et al., J. Am. Chem. Soc. 124, 1164 (2002). Brief review: X. Liu, Synlett 2003, 2442-2443.
Properties: Colorless plates, mp 138°. Crystalline form can be handled in air and stored in capped bottle.
Melting point: mp 138°
Use: As a boron source in Pt-mediated diborations, coupling reactions; in Rh-or Ir-mediated borylations of alkanes and arenes, and in carbenoid chemistry.