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CAS No.: | 7688-25-7 |
---|---|
Name: | 1,4-Bis(diphenylphosphino)butane |
Article Data: | 33 |
Molecular Structure: | |
Formula: | C28H28P2 |
Molecular Weight: | 426.478 |
Synonyms: | Butane-1,4-diylbis[diphenylphosphine] |
EINECS: | 231-698-7 |
Melting Point: | 132-136 °C(lit.) |
Boiling Point: | 542 °C at 760 mmHg |
Flash Point: | 299.5 °C |
Solubility: | Soluble in chloroform. Slightly soluble in water |
Appearance: | white to light yellow crystal powder |
Hazard Symbols: | Xi,F |
Risk Codes: | 36/38-36/37/38-11 |
Safety: | 26-36-37/39-33-16-7/9 |
PSA: | 27.18000 |
LogP: | 6.03240 |
Conditions | Yield |
---|---|
With 1,1,3,3-Tetramethyldisiloxane; titanium(IV) isopropylate In various solvent(s) at 100℃; for 7h; | 95% |
1,4-di(diphenylphosphino)-butane
Conditions | Yield |
---|---|
With tetramethyldisilazane; isopropyl titanoate(IV) In methyl cyclohexane at 60℃; | 94% |
Conditions | Yield |
---|---|
With cesium hydroxide; 4 Angstroem MS In N,N-dimethyl-formamide at 23℃; for 47h; | 87% |
With cesium hydroxide; 4 A molecular sieve In N,N-dimethyl-formamide at 23℃; for 47h; | 87% |
1,4-dibromo-butane
chloro-diphenylphosphine
A
Tetraphenyldiphosphin
B
1,4-di(diphenylphosphino)-butane
Conditions | Yield |
---|---|
With tetrabutylammonium tetrafluoroborate; tetra-(n-butyl)ammonium iodide In various solvent(s) Ambient temperature; elektrochemical reaction, anode Mg bar, cathode stainless steel; var. solv.; Yields of byproduct given; | A n/a B 85% |
potassium diphenylphosphine
(S)-2-(dibenzylamino)-3-phenyl-1-bromopropane
A
1,4-di(diphenylphosphino)-butane
B
Dibenzyl-((S)-1-benzyl-2-diphenylphosphanyl-ethyl)-amine
Conditions | Yield |
---|---|
In tetrahydrofuran at -78 - -40℃; | A 30% B 64% |
1,4-dichlorobutane
sodium diphenylphosphide
A
(4-chlorobutyl)diphenylphosphane
B
1,4-di(diphenylphosphino)-butane
Conditions | Yield |
---|---|
In tetrahydrofuran; toluene 1) -50 deg C, 2) 50 deg C; | A 53% B n/a |
tetrachlorure d'octaphenyl-1,1,4,4,9,9,12,12 tetraphosphonia-1,4,9,12 cyclohexadecane
A
1,4-di(diphenylphosphino)-butane
B
1,4-bis(diphenylphosphinyl)butane
Conditions | Yield |
---|---|
With sodium hydroxide In ethanol for 14h; Heating; Yield given. Yields of byproduct given; |
Conditions | Yield |
---|---|
With potassium hydroxide 1.) DMSO, 20 deg C, 2.) 50 deg C, 1 h; Yield given. Multistep reaction; |
Conditions | Yield |
---|---|
With lithium In tetrahydrofuran at 0℃; for 0.5h; |
tetrachlorure d'octaphenyl-1,1,6,6,9,9,14,14 tetraphosphonia-1,6,9,14 cyclohexadecadiene-3,11
1,4-di(diphenylphosphino)-butane
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 95 percent / Hydrogen / Raney-Ni / 2.5 h / 20 °C / 41253.3 Torr 2: 5N NaOH / aq. ethanol / 14 h / Heating View Scheme |
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The 1,4-Bis(diphenylphosphino)butane, with the CAS registry number 7688-25-7, is also known as Phosphine, 1,1'-(1,4-butanediyl)bis(1,1-diphenyl-. It belongs to the product categories of Phosphines; Ligand; Phosphine Ligands; Synthetic Organic Chemistry. Its EINECS registry number is 231-698-7. This chemical's molecular formula is C28H28P2 and molecular weight is 426.469442. Its IUPAC name is called 4-diphenylphosphanylbutyl(diphenyl)phosphane. This chemical's classification code is TSCA Flag P [A commenced PMN (Premanufacture Notice) substance].
Physical properties of 1,4-Bis(diphenylphosphino)butane: (1)ACD/LogP: 9.25; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 9.25; (4)ACD/LogD (pH 7.4): 9.25; (5)ACD/BCF (pH 5.5): 1000000; (6)ACD/BCF (pH 7.4): 1000000; (7)ACD/KOC (pH 5.5): 2578029; (8)ACD/KOC (pH 7.4): 2578029; (9)#Freely Rotating Bonds: 9; (10)Flash Point: 299.5 °C; (11)Enthalpy of Vaporization: 78.93 kJ/mol; (12)Boiling Point: 542 °C at 760 mmHg; (13)Vapour Pressure: 2.92E-11 mmHg at 25°C.
Uses of 1,4-Bis(diphenylphosphino)butane: it can be used to produce 1,4-tetramethylene-bis(diphenylphosphine sulphide) by heating. This reaction will need reagent 0.5M S8 and solvent toluene with reaction time of 5 min. The yield is about 85%.
When you are using this chemical, please be cautious about it as the following:
This chemical may cause inflammation to the skin or other mucous membranes. It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. Whenever you will contact it, please wear suitable protective clothing, gloves and eye/face protection.
You can still convert the following datas into molecular structure:
(1)Canonical SMILES: C1=CC=C(C=C1)P(CCCCP(C2=CC=CC=C2)C3=CC=CC=C3)C4=CC=CC=C4
(2)InChI: InChI=1S/C28H28P2/c1-5-15-25(16-6-1)29(26-17-7-2-8-18-26)23-13-14-24-30(27-19-9-3-10-20-27)28-21-11-4-12-22-28/h1-12,15-22H,13-14,23-24H2
(3)InChIKey: BCJVBDBJSMFBRW-UHFFFAOYSA-N