| Identification | More | [Name]
1,3-Bis(diphenylphosphino)propane | [CAS]
6737-42-4 | [Synonyms]
1,3-BIS(DIPHENYLPHOSPHINE)PROPANE
1,3-BIS(DIPHENYLPHOSPHINO)PROPANE
DPPP
Propane-1,3-diylbis(diphenylphosphine)
PROPYLENEBIS(DIPHENYLPHOSPHINE)
TRIMETHYLENEBIS(DIPHENYLPHOSPHINE)
[3-(Diphenylphosphino)propyl](diphenyl)phosphine
1,3-Propanediylbis(diphenylphosphine)
Bis(1,3-diphenylphosphino)propane
Phosphine, 1,3-propanediylbis[diphenyl-
Phosphine, trimethylenebis(diphenyl-
1,3-bis(diphenyphosphino)propane
1,3-bis(diphenyphosphino)propane(dppp)
1,3-Bis(Diphenlphosphino)Propane
1,3-Bis(diphenylphosphino)propane,98%DPPP
DPPP/ 1,3-BIS(DIPHENYLPHOSPHINE)PROPANE
DPPP/1,3-BIS-(DIPHENYLPHOSPHINO)PROPANE
PH2PCH2 CH2CH2PPH2
1,3-propanediylbis[diphenyl-phosphin
1,3-BIS(DIPHENYPHOSPHINO) | [EINECS(EC#)]
229-791-2 | [Molecular Formula]
C27H26P2 | [MDL Number]
MFCD00003050 | [Molecular Weight]
412.44 | [MOL File]
6737-42-4.mol |
| Chemical Properties | Back Directory | [Appearance]
white to light yellow crystal powde | [Melting point ]
63-65 °C (lit.) | [Boiling point ]
529.7±33.0 °C(Predicted) | [Fp ]
235°C | [storage temp. ]
Inert atmosphere,Room Temperature | [form ]
Granules or Powder | [color ]
White to light yellow-beige | [Water Solubility ]
insoluble | [Sensitive ]
Air Sensitive | [Detection Methods]
HPLC | [BRN ]
2821785 | [InChI]
InChI=1S/C27H26P2/c1-5-14-24(15-6-1)28(25-16-7-2-8-17-25)22-13-23-29(26-18-9-3-10-19-26)27-20-11-4-12-21-27/h1-12,14-21H,13,22-23H2 | [InChIKey]
LVEYOSJUKRVCCF-UHFFFAOYSA-N | [SMILES]
P(C1C=CC=CC=1)(C1C=CC=CC=1)CCCP(C1C=CC=CC=1)C1C=CC=CC=1 | [CAS DataBase Reference]
6737-42-4(CAS DataBase Reference) | [NIST Chemistry Reference]
1,3-Bis(diphenylphosphino)propane(6737-42-4) | [EPA Substance Registry System]
6737-42-4(EPA Substance) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H315-H319-H335 | [Precautionary statements ]
P261-P264-P271-P280-P302+P352-P305+P351+P338 | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S37/39:Wear suitable gloves and eye/face protection .
S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [F ]
10-23 | [TSCA ]
Yes | [HS Code ]
29310095 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| Hazard Information | Back Directory | [Description]
1,3-Bis(diphenylphosphino)propane is a ligand for metal-catalyzed substitution reactions of aryl and vinyl triflates, halides, and carbonates; carbonylation reactions; Grignard coupling; diene alkylation; macrocycle synthesis. | [Chemical Properties]
white to light yellow crystal powde | [Uses]
suzuki reaction | [reaction suitability]
reagent type: ligand
reaction type: C-C Bond Formation
reagent type: ligand
reaction type: Carbonylations
reagent type: ligand
reaction type: Negishi Coupling
reagent type: ligand
reaction type: Sonogashira Coupling
reagent type: ligand
reaction type: Suzuki-Miyaura Coupling | [Synthesis]
GENERAL METHODS: In a sealed tube, the phosphine oxide derivative (5 mmol) was dissolved in anhydrous toluene (1 M), followed by the addition of InBr3 (1 mol%, 0.05 mmol) and TMDS (1.5 equiv, 7.5 mmol). Depending on the substrate, the reaction mixture was stirred at 100 °C for 7 to 40 h (the progress of the reaction was monitored by 31P NMR). Once the reaction was complete, toluene was removed by evaporation and the product was purified by rapid chromatography on silica gel, using pure cyclohexane as eluent, to give the final target product 1,3-bis(diphenylphosphino)propane. | [References]
[1] Organometallics, 2014, vol. 33, # 21, p. 6171 - 6178
[2] Synlett, 2007, # 10, p. 1545 - 1548
[3] Journal of the American Chemical Society, 2012, vol. 134, # 44, p. 18325 - 18329
[4] Tetrahedron, 2012, vol. 68, # 15, p. 3151 - 3155
[5] Advanced Synthesis and Catalysis, 2016, vol. 358, # 1, p. 26 - 29 |
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