TRIPHENYLBORANE

TRIPHENYLBORANE Basic information
Product Name:TRIPHENYLBORANE
Synonyms:Triphenylboron,min.95%;Borane, triphenyl-;triphenylborane solution;Triphenylboron, min. 95%;Triphenylborane powder, <2% H2O;Triphenylborane solution 0.25 M in THF;TRIPHENYLBORANE,MIN.95%;BORON TRIPHENYL
CAS:960-71-4
MF:C18H15B
MW:242.12
EINECS:213-504-2
Product Categories:Boron;Precursors by Metal;Vapor Deposition Precursors;organoboron and borato-metal complexes;BoronAlphabetic;Micro/Nanoelectronics;Solution Deposition Precursors;TP - TZ
Mol File:960-71-4.mol
TRIPHENYLBORANE Structure
TRIPHENYLBORANE Chemical Properties
Melting point 145 °C (lit.)
Boiling point 203 °C/15 mmHg (lit.)
density 0.898 g/mL at 25 °C
Fp 1 °F
form Powder
color off-white
Water Solubility Soluble in aromatic solvents. Insoluble in water.
Sensitive Air Sensitive
Hydrolytic Sensitivity4: no reaction with water under neutral conditions
BRN 1961313
CAS DataBase Reference960-71-4(CAS DataBase Reference)
EPA Substance Registry SystemBorane, triphenyl- (960-71-4)
Safety Information
Hazard Codes F,Xn
Risk Statements 11-36/37/38-22-19-40-36/37
Safety Statements 16-26-33-36-24/25-22-36/37
RIDADR UN 1993 3/PG 2
WGK Germany 3
RTECS ED2367500
10-23
TSCA No
HazardClass 4.1
PackingGroup III
MSDS Information
ProviderLanguage
SigmaAldrich English
ALFA English
TRIPHENYLBORANE Usage And Synthesis
UsesTriphenylborane is used as a precursor in the production of pyridine-triphenylborane complex, which is used as a catalyst for the polymerization of acrylic esters. It is also used in the hydrocyanation of butadiene to adiponitrile. It is involved in the synthesis of 3-phenyl-cyclohexene by reacting with acetic acid cyclohex-2-enyl ester in presence of palladium bis(dibenzylideneacetone) and triphenylphosphine as a catalyst.
UsesTRIPHENYLBORANE is a type of Lewis acid used as catalyst and intermediate.
Synthesis Reference(s)The Journal of Organic Chemistry, 52, p. 5564, 1987 DOI: 10.1021/jo00234a011
HazardTRIPHENYLBORANE is a severe eye irritant.
Purification MethodsRecrystallise the borane three times from Et2O or *C6H6 under N2 and dry it at 130o. It can be distilled in a high vacuum at 300-350o and has been distilled (b 195-215o/~15mm) in vacuum using a bath temperature of 240-330o. N2 is introduced into the apparatus before dismantling. It forms complexes with amines. [Nielsen et al. Chem Ind (London) 1069 1957, Wittig et al. Justus Liebigs Ann Chem 563 110 1949, Bent & Dorfman J Am Chem Soc 57 1259 1935, Beilstein 16 IV 1623.]
TRIPHENYLBORANE Preparation Products And Raw materials
Preparation Products2-Aminoethoxydiphenyl borate-->(-)-4-Chlorobenzhydrylamine-->4-Methylbenzhydrol
AMMONIUM TETRAKIS(4-CHLOROPHENYL)BORATE Sodium tetrakis[3,5-bis(trifluoromethyl)phenyl]borate RUBIDIUM TETRAPHENYLBORATE TETRAMETHYL AMMONIUM N-BUTYL TRIPHENYLBORATE AMMONIUM TETRAPHENYLBORATE TETRAHEPTYLAMMONIUM TETRAPHENYLBORATE POTASSIUM TRIPHENYLBOROHYDRIDE CESIUM TETRAKIS(3-METHYLPHENYL)BORATE SODIUM TETRA(P-TOLYL)BORATE ETH 500 SODIUM TETRAKIS(4-FLUOROPHENYL)BORATE POTASSIUM TETRAKIS(4-CHLOROPHENYL)BORATE AMMONIUM TETRAKIS(4-METHOXYPHENYL)BORATE HYDRATE SODIUM TRIPHENYLCYANOBORATE LITHIUM TETRAKIS(PENTAFLUOROPHENYL)BORATE-ETHYL ETHER COMPLEX DIPHENYLIODONIUM TETRAPHENYLBORATE Potassium tetrakis[3,5-bis(trifluoromethyl)phenyl]borate TETRAPHENYLPHOSPHONIUM TETRAPHENYLBORATE

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