Basic information
- CAS
131274-22-1- Standard SMILES
CC(C)(C)[PH+](C(C)(C)C)C(C)(C)C.F[B-](F)(F)F- InChIKey
YTJUCJAUJCXFTN-UHFFFAOYSA-O- Molecular formula
- C12H28BF4P
- Average molar mass
- 290.13 g/mol
- Monoisotopic mass
- 290.19578081
Names & identifiers
- Preferred name
- Tri-tert-butylphosphine tetrafluoroborate
- IUPAC
- tritert-butylphosphanium tetrafluoroborate
- English name
- Tri-tert-butylphosphine tetrafluoroborate
- Molecular formula
- C12H28P.BF4
- Molecular weight
- 290.13
Names & synonyms
131274-22-1Tri-tert-butylphosphine tetrafluoroborateB68XS9MF5TRefChem:899007672-603-2Tri-tert-butylphosphonium tetrafluoroborateMFCD04039975tritert-butylphosphanium;tetrafluoroborateTRI-T-BUTYLPHOSPHONIUM TETRAFLUOROBORATEPhosphine, tris(1,1-dimethylethyl)-, tetrafluoroborate(1-) (1:1)tetrafluoroboranuide; tri-tert-butylphosphaniumtri(t-butyl)phosphonium tetrafluoroborate
Show more names
P(t-Bu)3HBF4Tri-tert-butylphosphoniumP(But)3.HBF4Tri-t-butylphosphoniumtetrafluoroborate,99%TRI-TERT-BUTYLPHOSPHINE TETRAFLUOROBORIC ACID ADDUCTTTBP HBF4
tri-tertbutylphosphonium tetrafluoroboratetri-(t-butyl)phosphonium tetrafluoroboratetri-tert-butylphosphine tetrafluoroboric acid salt[(t-Bu)3PH]BF4TRIS(TERT-BUTYL)PHOSPHONIUM TETRAFLUOROBORATETri-tert-butylphosphine Tetrafluoroborate; Tris(tert-butyl)phosphine Tetrafluoroborate; Tris(tert-butyl)phosphonium Tetrafluoroborate;tri-t-butylphosphoniumtetrafluoroboratetBu3P HBF4
Database identifiers
Properties
Computed structural properties
- Topological polar surface area
- 0 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 3
- Heavy atoms
- 18
- Formal charge
- 0
- Complexity
- 147
Physicochemical properties
- Melting point
- 261 °C · 261 °C(lit.)
- storage temp.
- 2 · under inert gas (nitrogen or Argon) at 2-8°C
- solubility
- Chloroform (Slightly), Dichloromethane (Slightly), Methanol (Slightly)
- form
- Crystals and Chunks
- color
- White
- Water Solubility
- Soluble in methylene chloride and chloroform. Slightly soluble in terahydro furan. Insoluble in hexane, toluene and water.
- Sensitive
- Hygroscopic
- BRN
- 8813613 · 8813613
- InChI
- InChI=1S/C12H28P.BF4/c1-10(2,3)13(11(4,5)6)12(7,8)9;2-1(3,4)5/h13H,1-9H3;/q2*-1
- InChIKey
- YSTLBJVHZMEEAC-UHFFFAOYSA-N
- SMILES
- [P-](C(C)(C)C)(C(C)(C)C)C(C)(C)C.[B-](F)(F)(F)F
- CAS DataBase Reference
- 131274 · 131274-22-1(CAS DataBase Reference)
- UNSPSC Code
- 12352101 · 12352101
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 7 · GHS07
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 6.2% (1 of 16) of reports.
Danger
H302 (31.2%): Harmful if swallowed [Warning Acute toxicity, oral]
P260, P261, P264, P264+P265, P270, P271, P273, P280, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P351+P338, P305+P354+P338, P316, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P363, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 16 reports by companies from 11 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesAcute Tox. 4 (31.2%)
Safety data
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- tsca
- No
- ridadr
- UN 1759 8/PG III
- hs_code
- 29319090
- risk_code
- 36/37/38-20/21/22
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xn
- safety_code
- 22-24/25-36/37/39-26
- hazard_class
- 8
- Storage Class
- 11 - Combustible Solids
- packing_group
- III
- Hazard statements
Chemistry & industry
Applications
UsesTri-tert-butylphosphonium Tetrafluoroborate is used in the synthesis of substituted biaryl compounds via palladium catalyzed tandem Heck-direct arylation and tandem- sequential Heck-direct arylation-hydrogenation. Also used in the synthesis of a novel organic dye with fluorenone as conjugation bridge which is used in dye sensitized solar cells.
Usessuzuki reactionHindered Phosphine salt employed with a Pd(0)-15-membered, triolefinic, macrocyle in Suzuki cross-coupling reactions of aryl bromides and chlorides. Also used in Heck coupling of non-activated vinyl tosylates with electron deficient olefins.Ligand used in the Pd-catalyzed enantioselective αarylation of N-boc-pyrrolidine.
Preparation methods
PreparationAddition of HBF4 to a solution of tri-tert-butylphosphine in methylene chloride. Separation of the organic layer and removal of the solvent gives analytically pure Tri-tert-butylphosphine tetrafluoroborate.
Upstream & downstream products
Upstream raw materials
Suppliers
Related reactions
400 records
Compound notes
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